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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 81 Rentals in San Juan Islands
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    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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    All Dream Cottages, Orcas Island Waterfront1 / 22
    (115)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    • Ocean Views
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    Pet friendly
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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 3
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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
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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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    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Forest House on Orcas......Enchantment & Wonder1 / 19
    (60)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Welcome to Forest House on Orcas ...formerly known as ' Hobbit House' FALL into WINTER Oct-Feb (2 night min) $175/200 for 2 people with $110 cleaning fee $25 extra person per night over 2 people CHECK IN time is 3pm or after & CHECK OUT time is 11am. The house was featured on King 5 evening...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
    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 - 1 Bedroom, 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
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    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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    Eastsound, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Smoking allowed
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Travel back to a simpler time when you escape to this Lopez Island farmhouse, a quaint, rustic classic home with a shaded front porch, sweeping views of the surrounding countryside, and a wonderful location close to restaurants, shops, and markets in town! What's nearby: This vintage farmhouse is...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    • Internet Access
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    • Waterfront
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    About this property
    A beautiful, sandy beach is right outside your door at this Lopez Island family home, a spacious waterfront retreat with a shaded porch, its very own pickleball court and outdoor crab-cooking station, and a gorgeous position directly on the shores of Shoal Bay! What's nearby: You'll find this home...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 17
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Mountain Views
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare to enjoy the peace and serenity of this island retreat, and the amazing views of the Haro Strait, the Strait of Juan de Fuca, the Olympics and Victoria. Our spacious home is a comfortable 2000 square foot rambler, situated on four rolling acres overlooking the Haro Strait. Relax outside on...
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    Lime Kiln, San Juan Island 98250
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
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    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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    False Bay, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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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    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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    Orcas, Orcas Island 98245
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Sauna
    • Internet Access
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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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    Lopez Island, San Juan Islands 98261
    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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    • Grill
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    Pet friendly
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    Grab your family or friends (four guests maximum) and head to this quiet secluded retreat just a quarter mile from Spencer Spit State Park. With a convenient location and plenty of space for four guests, the Meadowwood Cottage is the perfect home away from home! Nestled in the woods and just...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    • Mountain Views
    • Waterfront
    • Internet Access
    • Patio
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take a tranquil vacation in the San Juan Islands with this spacious and gorgeously designed home. Featuring a huge, west-facing deck and an impressive wall of floor-to-ceiling windows that gaze out to the sound, this exquisite rental surrounds you with the spectacular beauty of the Pacific...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Grill
    • Terrace
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
    About this property
    Let your troubles slip away with a stay in this peaceful cabin. Enjoy modern comforts and entertainment, a location that balances privacy and convenience, and the best sunset in the San Juans. What's nearby: The pebbly shores of Otis Perkins beach are only a brisk walk from the cabin, with summer...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Ideal for two families, this home has everything you need for your next group getaway to Lopez Island. It comes complete with gorgeous sunsets, multiple front decks, and a spacious master suite with breathtaking 180 degree ocean views. What's nearby: Everyone will be tucked away by the Fisherman...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Internet Access
    • Hot Tub
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Show your family and friends an unforgettable vacation with this lovely Lopez Island home. Nice and peaceful - but still near some of the isle's best attractions - you're sure to enjoy yourself during your stay! This home for eight is just minutes from the ferry landing on the heavily forested...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    About this property
    This welcoming upstairs barn apartment has a pastoral view and access to our private beach. It is great for a couple or a small family. It has one bedroom with a queen bed, a spacious living room plus a small dining area and full kitchen. The Barn Loft is located on our 10 acre waterfront property...
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    Olga, Orcas Island 98279
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Ocean Views
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    • Air Conditioning
    • Terrace
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    Pet friendly
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    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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    Eastsound, Orcas Island 981245
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Quaint, seaside Friday Harbor is the best place to observe the Orca whale migrations. Our lively town is accessible only by sea or by air, getting there is half the fun. Enjoy your stay here at the high quality and cozy Captain's Quarters. A modern vacation condominium rental, it is within...
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    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Find your paradise at this lovely house on Orcas Island, featuring an exceptional bayfront location and nearby beach access. Floor-to-ceiling windows looking out on the bay offer a breathtaking view, while a wrap-around deck and large yard are perfect for enjoying sunny days. You'll have a wood...
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    Olga, Orcas Island 98279
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Eastsound, Washington is a seaside paradise! Locally known as 'emerald-isle', this quaint town offers an endless supply of outdoor activity along stunning shorelines and lush green mountains. Experience the magic of Orcas Island by staying at this spectacular Eastsound vacation rental home! This...
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    Eastsound, Orcas Island 98245
    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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    About this property
    This spacious home on northern Lopez is perfect for families or a pair of couples. You'll have ocean views right from the front lawn and deck, along with plenty of room for barbecues and a cozy living area back inside. What's nearby: Lopez Village is just over a mile down the road, putting you...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Terrace
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    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the unparalleled beauty and charming allure of the San Juan Islands from this 2-bedroom plus loft 2.5-bathroom Lopez Island vacation rental house. This unbelievable property boasts over 3,000 square feet of living space, sleeping accommodations for 12, a private outdoor space and...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Find rest and relaxation among the beauties of Lopez Island at this spacious condo, a lofty retreat with a private deck and gas grill, sweeping views of the surrounding nature preserve and Salish Sea, and a wonderful location within walking distance of trails, restaurants, and cafes! What's...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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