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Holiday Homes in San Juan Islands

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    Travellers to San Juan Islands are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 72 Rentals in San Juan Islands
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    Beautiful Family-Friendly, Ocean View in Eastsound1 / 22
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beautiful spacious home with fantastic view.1 / 20
    (19)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Orcas Island Getaway1 / 20
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    False Bay Waterfront Guesthouse1 / 41
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2018
    We couldn’t have asked for a better experience in Friday Harbor. The house is absolutely stunning in every way. The property is great, the beach is amazing and the house has...
    Reviewed 19 September 2018
    Had a wonderful time staying at this beautiful cabin during my TDY assignment on the island last summer. The private and secluded cabin is lovely, surrounded by trees and has a...
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    About this property
    Waterfront guesthouse located on beautiful and serene False Bay. Custom Built home with Island charm, and water view. Adjacent to 400 acres of open space, this is truly a remarkable and rare spot on the island. 1 bedroom 1 bath sleeps 5, separate sunroom with 2 built in beds. Wifi, phone. Steps...
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    False Bay, San Juan Island 98250
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park1 / 27
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Patio
    • Grill
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2018
    We would like to thank The Doyle's for an amazing stay at Orcas Island Getaway Rosario location. We were so impressed with all the finishing touches and relaxing feel this home...
    Reviewed 13 June 2018
    We just stayed at the Rosario House this past weekend. The home is beautiful, very clean and well cared for, has great amenities and all of the comforts you could hope for, and...
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    About this property
    Orcas Island Getaway at Rosario is a great choice for a larger family or group, with 3 bedrooms each with a king-sized bed. Located in the Rosario Resort Community just minutes to Moran State Park, the home is settled on a .64 acre parcel with filtered water views of the Salish Sea. A contemporary...
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    Olga, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Water View! Spacious + Elegant 1 Bdrm Condo (2 + 3 bdrm options available)1 / 17
    (26)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Terrace
    • Washer
    • Ocean Views
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2018
    My husband and I really enjoyed how clean and beautiful this place was. It does look just like the web site shows. We went on a Friday and Saturday, thinking that it was going...
    Reviewed 8 September 2018
    Perfect spot in paradise, right on top of the town. Easy walking to shops and restaurants. Wonderful kitchen to take advantage of the Farmers Market's fresh bounty. Beautiful...
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    About this property
    Eastsound Suites, Orcas Island Luxurious, water view condo-style vacation rental. Simply the nicest place to stay on the Orcas Island! One bedroom Master Suite is located in the heart of Eastsound Village. Walk to village shops, world-renowned dining, beach strolling, outdoor adventures, and...
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    Eastsound, Orcas Island 98245
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2BR Waterfront Friday Harbor Home w/Bay Views!1 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Washer
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2018
    Service is key to any enjoyable vacation where we visit that is outside of our knowledge base. Questions arise at times about the property or amenities adjacent to property so...
    Reviewed 29 November 2017
    Location is close enough to Friday Harbor that we were able to drive to town to work out at the local gym every morning. The island is small so driving to great hiking spots...
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    About this property
    Have the ultimate Friday Harbor getaway by escaping to this gorgeous 2-bedroom, 2-bathroom waterfront vacation rental house that comfortably sleeps 4. Overlooking Griffin Bay and steps away from the beach, this house is the perfect home base for endless outdoor excitement, an abundance of wildlife...
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    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private Studio Kitchenette on 10 acres, San Juan Island1 / 36
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Outdoor Dining Area
    • Wi-Fi
    • Mountain Views
    • Patio
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2018
    This is a lovely place: clean, well-appointed, perfect size for 1-2 people, very quiet and private, looks new. The small patio is shady most of the day, and the summer weather...
    Reviewed 21 June 2018
    This was such a perfect place to stay on our 3 night visit to San Juan Island. It is a small, studio-size room, with a kitchenette and full bath and large closet. We were...
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    About this property
    'Artists's Retreat', lovely and quiet on 10 acres with tall cedar trees, winding walks and charming gardens. Located next to a private professional Art Studio. Freshly redone, new bedding, and a full bath. Small, (the size of a nice hotel room) but complete, the kitchenette has everything you...
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    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Parking
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Right on the ocean in beautiful Brant Beach. 3 Bedrooms, 1 1/2 baths. Fully equipped kitchen. Large deck faces the ocean with gas grill, 2 lounge and 6 upright chairs. Large picnic table with umbrella. 3 bedrooms, 1 1/2 baths. WIFI, Cable TV in all bedrooms and living room. Master bedroom...
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    Decatur Island, San Juan Islands 08008
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    HARO HAIKU - San Juan Island, West side, spectacular views!1 / 23
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Grill
    • Central Heating
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    My Sister and I have just returned from a relaxing 3 night stay at this lovely location. We thoroughly enjoyed our time in at Haro Haiku. Pride of ownership and concern for...
    Reviewed 10 October 2016
    This is our third stay at Haro Haiku. So basically that should be sufficient enough a recommendation. The house is amazing and comfortable. The owners constantly upgrade...
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    About this property
    Haro Haiku on the West side of beautiful San Juan Island The house is nestled just below the ridge line - with the Olympic mountains, the Strait of Juan de Fuca beyond, and Haro Straits immediately below. Approaching the house, you pass by a Japanese-inspired garden with a 62 year old Bonsai black...
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    Lime Kiln, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Secure Parking
    • Mountain Views
    • Wi-Fi
    • Washer
    • Grill
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new 2 bedroom, secluded cabin in a historic apple orchard from the 1890's on 5 acres. We outfitted the house with all the amenities, including the following: full size washer and dryer, fridge with ice-maker, 30' electric oven/stove combination and dishwasher. The upstairs loft bedroom is...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Washer
    • DVD Player
    • Waterfront
    • Ocean Views
    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront sanctuary sleeps 9; 180° views of water & islands; private beach This one-of-a-kind private beachfront property has been in the family for many years. Our family's history on Lopez dates back to 1905. The newly-renovated beachfront sanctuary is now a spectacular 5-star R and R Vacation...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Spacious, modern house w/stunning bay views, close to Lopez Village and marina!1 / 46
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 September 2017
    My guests were 4 adults who had a great time in this spacious, clean home - very comfortable furniture, fully-equipped kitchen and other great amenities. Within easy walking...
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    About this property
    This lovely home on Lopez Island boasts a wrap-around porch, bay views, and plenty of space for up to eight guests. Located in Fisherman Bay on a four-acre lot, within walking distance to Lopez Village and the marina, the entire group will find each day here will be filled with fun adventures. On...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    San Juan Bay - Private Cabin in the Woods on Garrison Bay!1 / 25
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    The house is an older house that has been remodeled. Some touches are a little funky but it was very comfortable. The master bedroom is very comfortable with a king bed. The...
    Reviewed 7 June 2018
    We booked to stay 3 nights, and wished we would of stayed the entire 8 days here!The deck and fire pit were wonderful for relaxing in the evenings. In the mornings we would all...
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    About this property
    San Juan Bay is 1700+sf and on over 1.5 acres that includes over 100 ft of waterfront. The cabin has a spacious living room and dining area with floor to ceiling windows taking in the waterviews and abundance of wildlife! The living room offers a 50’ flat screen television with satellite service....
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    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orcas Island- Water View- Dog Friendly- Rosario1 / 32
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    Large comfortable home with perfect setting. Deep in wooded area, looking out at the water. You can smell the pines. We loved everything about this place. So relaxing to come...
    Reviewed 8 March 2017
    Perfect weekend retreat with a lovely view of the Sound. This condo is conveniently located just a mile from Camp Moran, down a quiet road. It's beautiful and supplied with...
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    About this property
    ORCAS ISLAND Sunset Magazine 2017: Ranked 1st among Top 10 Dream Towns in the West Ranked 1st among Top Dog Friendly Vacations in the West Ranked 4th among Top 30 Island Escapes Moran State Park Ranked among Top 20 Hikes in the West #3 of Best of North American Islands- Travel & Leisure 2016...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Eagle Ridge Guesthouse-Orcas Island Private Sanctuary! SJC Permit # PPROVO1500241 / 8
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • Patio
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2018
    Can't beat the views here. We loved starting the day off int he hot tub as the sun came up. It was the perfect place. Great little kitchen, we cooked breakfast every way and...
    Reviewed 11 August 2018
    Words cannot describe the beauty of this island, the great cottage as well as the very friendly owners. The cottage is perfect for a couple, great bed, sitting area, full...
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    About this property
    Intimate, fully furnished beautiful guest house with sweeping open views and spectacular sunsets! Located in very quiet and private residential area between the town of Eastsound and Moran State Park. Large deck, outdoor jacuzzi and beautifully maintained grounds. Also offer personalized...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Lovely Orcas Island Craftsman-style home with filtered water view1 / 26
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2018
    This home is exactly as pictured! Spotless and well equipped. Perfect location. Comfortable mattresses and pillows. Doesn’t get better then this!!!
    Reviewed 1 October 2015
    My husband and I just celebrated our twenty year anniversary and we wanted to go back to Orcas Island, where we spent our honeymoon. And boy am I happy that we chose to stay...
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    About this property
    This lovely Craftsman-style vacation home on Orcas Island is a little piece of paradise. Influenced by the Arts and Crafts design movement of the early 20th century, the interior is open and warm, with hardwood floors, stained glass accents, and exposed woodwork. A pleasing spot both inside and...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lopez VistaBay House >BEST LOCATION, BEST DECOR, BEST SERVICE1 / 30
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Patio
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2018
    We had such an amazing time during our first visit to Lopez Island! With a total of 9 guests (including 3 kids), we were all situated comfortably and never had any issues with...
    Reviewed 28 February 2017
    Harvey's place was perfect for our family of 4. It was well stocked and had everything we needed! Great view and easy walking access to the beach, the kids had a blast...
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    About this property
    Lopez VistaBay House has lovely views across the bay; Catch the setting sun on long beach walks at the beginning of this property; Things to spot: wild rabbits, deer, otters, eagles, osperys, herons, hummingbirds , marbled mirrelets and many species of migratory shore birds; Listen to morning bird...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Mount Baker Farm Getaway1 / 21
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Terrace
    • Patio
    • DVD Player
    • Housekeeping Included
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2018
    Stayed @ this lovely guest house with my entire extended family for a week @ Christmas. It is difficult to overstate the charm of the island, the town of Eastsound and the...
    Reviewed 9 May 2018
    This is not just a vacation rental, it's an experience that you and your family will never forget. My whole family stayed here as guests during the Christmas holiday. The...
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    About this property
    We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with popcorn machine, games, ooks,...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Lummi Island Beach Home for Family Get-togethers1 / 12
    (8)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Ocean Views
    • Internet Access
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2015
    A family of 8 stayed in the home for a week in August. Home was beautifully furnished. The kitchen was well stocked with everything we needed. The views from the home are...
    Reviewed 10 June 2013
    We had a wonderful Mothers Day weekend. We started off Friday evening with dinner at the internationally known island restaurant, The Willows (had to make reservations 2 months...
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    About this property
    Modern beachfront home on Lummi Island in the San Juan Islands is perfect for family get togethers. Four-plus bedrooms will sleep up to 11 guests. Property includes private stairway to beach deck and the beach. There is a wheelchair ramp for access to the first floor and front deck areas. Discover...
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    Lummi Island, San Juan Islands 98262
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Spacious, Affordable, & $35/Extra Guests - Orcas Island1 / 6
    (10)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Washer
    • Ocean Views
    • Wi-Fi
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2011
    The property is in an isolated place. It gets good privacy and spacious to accommodate 4 It's 5 miles away from the nearest grocery store considering Oracas is not a big island...
    Reviewed 16 August 2011
    My family and friends recently stay at the Cedar House. It was AWESOME!! The view is beautiful, the house spacious. We held our intimate wedding ceremony on the grounds -13 of...
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    About this property
    Cedar Field Vacation House is a 5 bedroom, 3 bath getaway with panoramic views of Turtleback Mountain and Crow Valley. It is the perfect location to host multiple families, a large group of friends, or reunions on Orcas Island! This central location is equal distance from the Orcas Ferry Landing...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    The Edenwild Boutique Inn King Suite1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Porch
    • Parking
    • Ocean Views
    • Private Garden
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2018
    I couldn't find much available on Lopez Island during the very busy time we went so we got lucky to land here. Super clean room, very comfortable king bed, lovely facility...
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    About this property
    Begin your San Juan Island journey at The Edenwild Boutique Inn on Lopez Island, WA. We offer 8 spacious and unique rooms, many featuring views, fireplaces and antique soaking tubs. We also offer a garden cottage for your special romantic getaway. Wireless internet is available for guests as well...
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    Location Information
    Lopez Island, San Juan Islands 98261
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy views of the Puget Sound from this state of the art home. Located right on the water you can water and distant mountains views. Take in the wonderful sunsets from your private patio complete with a private hot tub, grill, and firepit! What's nearby: Situated on the north end of Orcas...
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    Location Information
    Eastsound, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Bright, rustic cabin with breathtaking bay and ocean views1 / 18
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Parking
    • Internet Access
    • Washer
    • Grill
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This custom-built Lopez Island vacation rental offers pastoral landscapes, lush gardens, and gorgeous water views. It's also moments from the ferry landing, Spencer Spit State Park, and more north island sights. What's nearby: You're only 10 minutes from Spencer Spit State Park, famous for its...
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    Location Information
    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Waterfront
    • Private Garden
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    200' Private Beach, 3 acre woodland setting. Charming nature rich property in the heart of the San Juan Islands. 29' Alpenlite tiny home trailer with tip out and totally covered custom metal roof. An outside patio space attached to the crisp lodging for two or two and a child. Easy and...
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    Location Information
    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • DVD Player
    • Patio
    • Terrace
    • Grill
    • Balcony
    • Washer
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Oyster House, a beach-front house for friends and family on Lummi Island's only beach with private extended tide flats at low tide; perfect for beach-combing, exploring and crabbing when in season. Enjoy breath-taking views of Hale's Passage, the City of Bellingham, Mount Baker and...
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    Lummi Island, San Juan Islands 98262
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Comfortable oceanfront home w/ stunning ocean views - dogs ok!1 / 37
    (4)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 4 weeks ago
    Lopez is beautiful. The location of this house is awesome. Stunning view of bay, near end of road so wonderfully very quiet. The kitchen is updated and lovely. However the...
    Reviewed 2 July 2018
    Had a great time. The location is wonderful for beach combing and bike riding. Wonderful view out the front window. Very kid and dog friendly. I would stay again if a few...
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    About this property
    This beachfront, dog-friendly Lopez Island home offers stunning ocean views and a location surrounded by natural beauty. Inside lies a fully-equipped kitchen with more water views, and master suite with a four-poster bed. What's nearby: Agate Beach is seconds from the front door, famous for the...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Chinook Studio Apartments1 / 8
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 1 October 2015
    The small kitchen is fully equipted. You can walk to town if you wish. The bed is comfortable. It is located away from the road behind apple trees making it a nice quiet...
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    About this property
    The Chinook Studios are a great choice for those seeking to visit Orcas Island on a budget. The four newly remodeled studio apartments are located on seven pastoral acres within easy walking distance of Eastsound Village and the airport as well as the village shops, restaurants, cafes, galleries...
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    Eastsound, Orcas Island 98279
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    BRAMBLE SEAVIEW COTTAGE1 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
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    Reviewed 25 June 2017
    The PERFECT place for a couple who wants a cozy, clean, comfortable, well-stocked home away from home with a beautiful view!! Bramble cottage is in a quiet neighborhood in...
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    About this property
    This stand alone cottage which has been newly remodeled is nestled hillside in Eastsound village. It is the perfect location affording a peaceful stay while still being within walking distance of all Eastsound village amenities! The village hosts a waterfront park, quaint shops, fantastic dining...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    All Dream Cottages, Orcas Island Waterfront1 / 22
    (116)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    • Terrace
    • Balcony
    • Mountain Views
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We stayed at Sea Dream Cottage and it was the perfect place to be for our 10th anniversary! The views were absolutely incredible! It was so quiet and peaceful! We had everything...
    Reviewed 11 November 2018
    This is the second time we have stayed with All Dream Cottages. Both the Mariner and (this time) Sea Dream were outstanding. Every need is anticipated, the decor is lovely...
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    About this property
    Find relaxation by the waterfront amazing one of a kind cottages situated at the water's very edge on the sunny west side of Orcas Island in the San Juan Islands in NW Washington state. The remarkable view from any of our All Dream Cottages is amazing…the sea, sky and the multitude of islands. ....
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    Deer Harbor, Orcas Island 98243
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Lovingly appointed bedroom with attached private bathroom near Eastsound. Queen Sized bed, nightstands, chest of drawers, small sitting area. 42' TV with lots of channel options. Private full bathroom with any essentials you may have forgotten to bring! :) Nestled on the side of Buck Mountain in...
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    Eastsound, Orcas Island 98245
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Suite Retreat Just Two Miles from Eastsound1 / 17
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    Reviewed 27 July 2018
    We stayed at RobinSong retreat for July 2nd and 3rd, and our only regret was not staying longer! Vicki is an all-star hostess, and set us up with amazing suggestions of where to...
    Reviewed 3 October 2017
    We loved everything about BirdSong! The accommodations were lovely with a spectacular view of the water, Victoria and other places north. We had our own deck with a gas grill...
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    About this property
    Cozy furnished studio apartment with an amazing water view up the Georgia Straight and memorable sunsets. Kitchen, full bathroom, Queen size bed & TV. Deck, private entrance. Located in woods up steep, gravel road. Apartment is attached to our home. A wonderful, rustic hideaway on a magical...
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    Eastsound, Orcas Island 98245
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Westcott Woods - A San Juan Island Waterview Cabin1 / 36
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2015
    We stayed for 3 nights and were accompanied by our adult son. This cabin was perfect for our tastes and comfort. We were pleasantly surprised at how well equipped it was, from...
    Reviewed 5 July 2014
    Cabin is as described. Nice view of the harbor. Lots of windows so you feel like you are part of the woods. Plenty of room. Nice outdoor decks and seating areas. Kitchen...
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    About this property
    Westcott Woods A San Juan Island Waterview Vacation Rental. Find link to website under Manager Info on Flipkey.com A unique waterview retreat, Westcott Woods cabin is the perfect place to spend both an active and restorative break. Perfect for a small group of friends, one or two couples, a...
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    Friday Harbor, San Juan Island 98250
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This dog-friendly Lopez Island home looks directly out on Lopez Sound, and has great views of the Sound, both from inside and out on the deck. It's right next door to a boat launch for exploring Hunter Bay What's nearby: Fishing awaits at the Hunter Bay County Fishing Pier down the road. The...
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    Location Information
    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    San Juan Island Samadhi House1 / 25
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Central Heating
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    • DVD Player
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2018
    We just returned from our daughter’s wedding on San Juan Island. She got married at Lime Kiln Lighthouse and the house was very close to that. I had read prior reviews about the...
    Reviewed 30 June 2015
    Samadhi house is on the quiet west side of San Juan Island, about a 20 minute drive from Friday Harbor, with beautiful vistas along the way. The gravel driveway is fairly steep...
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    About this property
    Get away from it all in this luxuriantly appointed, beautiful 4-bedroom home with spectacular water and territorial views. So quiet all you can hear is the swish of birds' wings. Samadhi House is perched atop Mt. Dallas, the highest point on San Juan Island in Washington state. It boasts...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious and modern home has everything you need for a getaway with family or friends. Enjoy immediate access to the water, plenty of outdoor space out on the deck, and a stylish open-concept layout back inside. What's nearby: You'll be right down the road from the Southend General Store &...
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    Location Information
    False Bay, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    I Am No Longer listed1 / 17
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Hot Tub
    • Internet Access
    • Central Heating
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    We arrived at San Juan Island for our honeymoon and the trek getting to Sunny Knoll was very easy, just make sure you have a car with traction as mentioned b/c the road is...
    Reviewed 31 July 2012
    Our stay at Sunny Knoll was an awesome surprise. Liza welcomed us warmly and we had the most relaxing time that I can remember. The quiet solitude was most relaxing.  We had...
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    About this property
    If you are looking for a truly unique place on San Juan Island that is affordable, private, with an open view setting, beautiful furnishings, indoor and outdoor spaces, at an ideal location; you have found it! Escape the crowds and enter your own world, up a winding private drive through old...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    • Mountain Views
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring all your family and friends to this peaceful and brand new retreat on the San Juan Islands! This Orcas Island home features stunning water views from almost every room, a great location by the beach, and plenty of extra amenities to keep you entertained and comfortable. This home lies at the...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Waveside Dreams, Two Luxurious Waterfront Cottages on a Terraced Hillside.1 / 12
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 10 July 2018
    The location is amazing, wonderful view from morning early sunrise to sunset.The reading in the hammock was appreciated.Very neat and tidy, and even fresh ground coffee was...
    Reviewed 4 September 2017
    The cottage was so close to the ferry port and still, privacy and tranquility were very easy to have. Inside the cottage, the lovely decorations and nicely arranged furniture...
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    About this property
    Waveside Dream cottage(s) are comprised of two alluring cottages on one terraced property. The elegant main cottage has a King bedroom with a private, double-sink and double-shower bathroom. The comfortable Queen sofa bed in the living room with a separate full bathroom and tub provides privacy for...
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    Location Information
    Orcas, Orcas Island 98280
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Small families or a pair of couples will find plenty to love at this waterfront home. It comes complete with a walkway down to a pebbly beach, great outdoor space under shady trees, and a front deck for barbecues or taking in a majestic sunrise Islands views. What's nearby: Nestled near the...
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    Location Information
    Orcas, Orcas Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Air Conditioning
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High in the Trees, this 2 bedroom round house is a open concept Charmer. Located just steps from Rosario Resort and Spa, this modern, beautifully appointed home is perched high in the trees with a 360 degree wrap-around deck and filtered view, a fantasy come true on Orcas Island. Private, yet close...
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    Location Information
    Orcas Island, San Juan Islands 98245
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Kingfish Inn -- Orcas Island Suites with Waterviews1 / 9
    (108)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 19 September 2018
    We rented the Lodge Pine and Madrona suites. The rooms were beautifully decorated and everything was perfect when we arrived, including a complimentary arrangement of snacks...
    Reviewed 20 August 2018
    Although the Westbound restaurant on the bottom floor was not open, staff had left abundant treats for breakfast, the bed was comfortable and the room cozy and well appointed...
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    About this property
    At the junction of two designated scenic byways, our Kingfish Inn is a treasured Orcas Island secret. It is just steps away from the sparkling waters of West Sound and a leisurely stroll from the bucolic Verdant farmlands of Crow Valley. Our alluring heritage inn started in a historic 1902...
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    Location Information
    Orcas, Orcas Island 98245
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Orcas Island is yours to experience from this Eastsound home, offering amazing views of the sound, room for your dogs to enjoy the fresh air, and an excellent location for unwinding and taking in the local sights. What's nearby: You'll be on the west side of the sound, a quick drive from...
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    Location Information
    Eastsound, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Sauna
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're dreaming of a relaxing, waterfront vacation home in the San Juan Islands, this rental house on Lopez Island might be perfect for you! It features a private sauna, deck overlooking Mackaye Harbor, a large yard with a fire pit, and the sandy shores of the harbor, which are just 50 feet away...
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    Location Information
    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cozy & quiet cabin w/ natural beauty close to all the sights of southern Lopez!1 / 43
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    Reviewed 10 October 2017
    My wife and I stayed here for 4 nights and loved the cabin and Lopez Island. The cabin was well stocked with anything we could have needed for cooking/entertainment. The TV is...
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    About this property
    There are few places better for a restful, no-worries retreat than Washington's Lopez Island, and this cabin provides the perfect home base as you explore the sleepiest of the San Juans. Great for kayakers and boaters, it's just a 10-minute walk to the Hunter Bay Public Boat Launch and Beach....
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    Location Information
    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tranquil bayfront home with a covered deck & large lawn, close to the beach!1 / 40
    (2)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Are you longing for some peace and quiet? Look no further than this spacious three-bedroom vacation home on Lopez Island. The perfect island oasis for up to eight lucky guests, this seaside chalet has an open floor plan, updated amenities, and a breathtaking view of the scenic Fisherman Bay. Bring...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upgrade your Washington getaway when you stay at this custom built 2-bedroom, 3-bathroom vacation rental home in Eastsound. Offering over 2,200 square feet of gorgeous living space, this modern, yet rustic home can accommodate 9 guests. Perfect for families, friends, or couples traveling together,...
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    Location Information
    Eastsound, Orcas Island 981245
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    Converted Artist's Studio in Friday Harbor w/Views1 / 24
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    Amazing view, five minutes from town, perfect little private cabin! Clean, and highly recommended. I would definitely stay here again. Owners are very friendly!
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    About this property
    Your perfect romantic getaway awaits at 'Madrona Cove Cottage,' an eclectic vacation rental cottage in Friday Harbor. As soon as you arrive on the island, you'll be surrounded by the natural splendor of the Pacific Northwest and be greeted by this unique abode. Located on the serene San Juan...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Conveniently located, 10 minute walk to the village of Eastsound and 5 minutes walk to the beach at Waterfront Park, charming Huckleberry House is comfortably equipped to be your Orcas Island home away from home! From a south-facing slope, we overlook the bay beautifully filtered by mature native...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    About this property
    We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with popcorn machine, games, ooks,...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1
    San Juan Islands Holiday Rentals

    Start your Pacific Northwest holiday in style, with a seaplane or ferry ride to the San Juan Islands from Seattle. It’s the ultimate way to take in the beauty of this region that Mother Nature has so abundantly blessed. You have a choice of three alluring islands – Lopez, the most rural, a mix of rolling farmland and beaches; Orcas, the largest of the San Juan Islands and replete with verdant mountains and placid lakes; and San Juan Island, where vibrant Friday Harbor welcomes ferry and seaplane guests and offers an array of charming accommodations and gourmet eateries.

    San Juan Islands attractions and activities

    Whether it’s whale-watching and sea kayaking, touring an art gallery or browsing a local farmers’ market, the San Juan Islands offer pleasing diversions for every age and interest. For the best chance to view orca whales and other sea life, plan your trip between April and September – a number of tour operators are available throughout the islands. Rev up your energy level with biking tours through rolling meadows and farmland, go birding on San Juan Island, hike the region’s modest mountains – offering outstanding vistas from the top – or go charter fishing for the day. Other favorites include hiking to Lime Kiln Lighthouse on San Juan Island, taking a scenic flight over the area, attending an outdoor summer concert in the park and horseback riding.

    Family holiday rentals in San Juan Islands

    To truly feel like you’re at home in the San Juan Islands, consider a holiday rental for your family or group. You’ll save money and have access to a number of amenities – all while enjoying complete privacy. Pick up the goods for a lavish dinner feast at the local market, then stroll back to your waterfront cottage to prepare the meal in your fully equipped kitchen. Or, enjoy one of the islands’ fantastic restaurants, but save dessert and drinks for your private balcony when you return “home.”

    A variety of holiday rentals are available, from quaint A-frame cottages on the waterfront to studio apartments in the middle of a bustling Friday Harbor to expansive estates, with every imaginable creature comfort. Amenities run the gamut from bunk beds for the kids, big-screen TVs and fireplaces to hot tubs, fireplace pits, gourmet kitchens and private docks for waterfront activities. Owners and property management companies are on-hand to make sure every aspect of your holiday rental is satisfactory and that your experience is complete.

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