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Holiday Homes in Gray

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    Don't let other travellers get your favourite Gray area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 51 Rentals in Gray
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    Beautiful Cottage on Crystal Lake1 / 23
    (12)Excellent
    Gray
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Gray
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    The following rentals are within 25 kilometres of Gray.
    Charming 4-bedroom on Beautiful Sebago Lake1 / 26
    (11)Very good
    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Breezy Cottage1 / 14
    (1)Excellent
    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Wi-Fi
    • Grill
    • Washer
    • Parking
    • Waterfront
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2018
    Amazing location! A lot to do for kids and adults. House felt like vacation with the deck overlooking the beach. Wonderful breeze in the afternoon. Owner was super nice and...
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    About this property
    Spacious 4 bedroom shorefront cottage on Sebago Lake! Large, sunny kitchen and cozy living room. 2 full baths, entertainment room, washer and dryer. Beautiful views, sandy beach, private lakeside dock and boat mooring. Great fishing and boating. Short drive to hiking, biking and local general...
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    Sebago, Maine 04029
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sebago Breezin' Long Beach Sebago Lake Maine1 / 26
    (2)Excellent
    Sebago
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Porch
    • Outdoor Dining Area
    • Cable/satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2015
    Very nice place to stay and Sid was a great host. We enjoyed our stay and the location was great for our day trips. Looking forward to our next visit.
    Reviewed 3 June 2015
    We thoroughly enjoyed our stay at Sebago Breezin'! The house is very comfortable with a fully equipped kitchen, screened in front porch and nice deck with a grill out back. The...
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    About this property
    Summer rentals are Check in Saturdays at 3 PM and check out is Saturday at 10:AM Please leave the Camp broom clean so that you are not charged an extra cleaning fee..Remember NO smoking and NO pets..Keep trash in the cans with lids on....Please respect the beach and keep your things picked...
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    Sebago, Maine 04029
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Blueberry Cove Cottage: Lakefront Getaway with boats near trails, casino &parks!1 / 12
    (2)Excellent
    Poland
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Private Garden
    • Parking
    • DVD Player
    • Wi-Fi
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    We had a great stay at the Blueberry Cove Cottage. This is a fantastic rustic camp for those that want to feel the older original camps in Maine. Sit on the small private beach...
    Reviewed 16 August 2017
    My husband and I took our two toddlers here for the week and we all had an amazing time. The lake was so peaceful and we all enjoyed using the canoe and paddleboat to explore...
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    About this property
    Blueberry Cove Cottage is a lovely getaway for families, a romantic escape for couples, or a quiet solitary retreat. The cottage is also only 10 minutes drive to the Oxford Casino; 20 minutes to the Maine Wildlife Park, the Range Pond State Park and wonderful hiking trails at Poland Springs. The...
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    Poland, Maine 04274
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Private Garden
    • Wi-Fi
    • Grill
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recharge for a week at this relaxing authentic Maine cottage, with an amazing view of Long Lake seen from the living room, dining room, kitchen and front porch. You'll enjoy only a 150 feet walk to the lake to access your clean sand-based swimming area and rock wall with a wooden dock. The Naples...
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    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Standish
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Beautiful Sebago Lakes Region Enjoy a quiet, serene property on Maine's second biggest lake, all while being only minutes away from an abundance of shopping and attractions The property is close to all the shops in North Windham which is the shopping hub of the area. It is less than...
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    Standish, Maine 04084
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Waterfront Fun Pet Friendly Vacation Rental Camp1 / 23
    (9)Very good
    Gorham
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Porch
    • Patio
    • Parking
    • Balcony
    • Grill
    • Central Heating
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    Peaceful and quiet cottage on wooded lot along the river. The boats with life jackets just made it extra special for our family to explore! Inside the comfy beds had nice...
    Reviewed 23 August 2016
    Great rental. Very relaxing and quiet. Really clean and fully stocked with everything you would need. Just bring yourself and food. We loved it here and was sad when vacation...
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    About this property
    Waterfront camp in Maine for weekly rent that offers peace, relaxation and fun for a family or small group. The camp is located on the Presumpscot River in Gorham, Maine. So unique and offers up 5 to sleep comfortably in any of the 2 bedrooms and an L-shaped couch in the living room. A...
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    Gorham, Maine 04038
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath1 / 12
    (1)Excellent
    Freeport
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    This Goose Cove home is beautiful. Twelve members of our family ranging in age from 11 to 60-plus thoroughly enjoyed our stay. Steve and Debbie have taken care of all amenities...
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    About this property
    Vacation Rental, Spacious Water Front Property with stunning views of Maquoit Bay, Freeport Maine (Greater Portland and Casco Bay area) Spacious home with lots of upgrades, located on 6 acres - quite solitude, great for family vacations. This furnished water front home can comfortably...
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    Freeport, Maine 04032
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Standish
    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    • Washer
    • Porch
    • DVD Player
    • Secure Parking
    • Central Heating
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the late 1700's this post and beam home was solidly built from hand hewn timbers upon a field stone granite foundation. Beginning 1800's a second cape style home was added on to the original colonial house, expanding it into a very unique and large country home. This combination...
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    Standish, Maine 04084
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 22
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    Sebago
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This very spacious, centrally heated three bedroom house is 60 feet from the lake with lawn opening onto a secluded sandy beach cove. In the summer months, the house is rented on a weekly basis. In the Fall, rentals are limited to 3 days or more. It is very private with vivid colors and spectacular...
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    Sebago, Maine 04029
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Dramatic Oceanfront Home on Casco Bay1 / 21
    (1)Excellent
    Freeport
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2016
    The pictures of this home attracted our attention, and they are exactly what you will find. Then there is more. Betsy and Gar have created a vacation home that appeals on many...
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    About this property
    Sunrise or moonrise, it's your choice! Sip your coffee or wine while you sit on the patio of this spectacular waterfront home. You will be treated to an ever-changing natural drama from this recently built home on Flying Point overlooking Casco Bay. Herons, gulls, and other sea birds share the...
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    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Grill
    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2005 on peaceful Little Duck Pond in Windham, Maine, this hidden gem is 10 miles from Portland yet is secluded on a 44-acre spring-fed pond. The property is over an acre with 262 feet of waterfront. A private dirt road leads to a small community of summer homes. 

Our all-season home, just...
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    Windham, Maine 04062
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Multi-Family Vacations-Anniversaries-Reunions. 8 Spacious Bedrooms1 / 29
    (8)Excellent
    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Waterfront
    • Patio
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    For the past 40 years 13 of us have been gathering for our yearly "Annual." In the past we have gone to Cape Cod and Martha's Vineyard. To celebrate our 40th year, we...
    Reviewed 19 August 2018
    Kossow Lodge is a fantastic lake front home with so much to offer. We stayed here for a week with 7 families. The kids ages ranged from 14- 21. We were never bored, and we only...
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    About this property
    Welcome to Kossow Lodge, Located on Crescent Lake in Raymond, Maine. Ideal for multi-family or large reunions, Kossow Lodge is a four-season, private home located on beautiful Crescent Lake, in the Sebago Lakes Region of Maine. With eight bedrooms and five bathrooms, Kossow Lodge comfortably...
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    Raymond, Maine 04071
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 21
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    Oceanfront Cottage in Freeport1 / 23
    (1)Excellent
    Freeport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • DVD Player
    • Patio
    • Private Garden
    • Wi-Fi
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    We just returned from this awesome home. There were 6 in our party a family affair ages from 40-81. There was an awesome view of ocean, great location, and plenty of shopping if...
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    About this property
    This charming four bedroom cottage features 350’ of unobstructed ocean views toward Casco Bay and the islands, located just 5 miles from Freeport's hundreds of outlet stores and restaurants, and just 30 minutes from Portland. The cottage is set just 75 feet from the shoreline, with ocean views...
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    Location Information
    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Raymond
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury lake house on tranquil Panther Pond available for year-round vacation rental. Enjoy swimming, kayaking, fishing, boating, and relaxing with friends and family on 2+ acres of secluded lake front property and more than 200 feet of pristine waterfront. Everything about this property is BRAND...
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    Location Information
    Raymond, Maine 04071
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Central Heating
    • Ocean Views
    • Waterfront
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: Our checkin time is 3pm and checkout is 11am, but we can often accommodate other arrangements! Andy's Retreat is a comfortable, spacious and convenient home-base to relax and explore Portland & Coastal Maine. We're located right off Exit 53 of the Maine Turnpike, just 15 minutes...
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    Location Information
    Falmouth, Maine 04105
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    South Casco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal for entertaining 4-season getaway for friends or family! Freshly painted, well-maintained, 2 bedroom, 1.5 bathroom home is located within the 775 acre Point Sebago Resort. The master bedroom has a king sized bed, large closet and a full bathroom. The second bedroom has 2 - twin beds, closet...
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    South Casco, Maine 04015
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very secluded lot. Deck is right at the edge of the water. Docking for your boat right outside your door. Private association beach and boat ramp. Close to downtown, 1 mile. Many restaurants and water activities close by. Canoe and accessories come with. Charcoal grill and table on the deck for...
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    Location Information
    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakeside Cottage just added to the rental market. Refinished and ready for you to enjoy the summer. 1 bedroom, loft area, and sleeper sofa for sleeping arrangements. Boat dock, fishing, swimming, enjoying the lake and nearby Portland are just a taste of what this getaway will provide. Have the...
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    Windham, Maine 04062
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Freeport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning water views await at this 1BR cottage situated mere minutes from downtown Freeport shopping and dining. Launch a kayak from your backyard, dine al fresco on the oceanfront deck, and spend quiet evenings by the wood-burning fireplace. Traveling with a larger group? Reserve this cottage...
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    Freeport, Maine 04032
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hillside Cottage is a cottage at Sebago Lake Lodge and Cottages. On the first floor you will find two bedrooms (with full size beds), dinning area, 1/2 bath and kitchen. Escape down the spiral stairs to the master suite with two sofas (one is a pullout sofa) wall mounted tv, electric fireplace, and...
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    Windham, Maine 04084
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Falmouth
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, quaint and ideally located Maine Beach cottage. Fully furnished with updated furniture, comfortable beds, and all the necessary amenities. Steps from private beach - bring your kayak, paddleboard or other water craft or just relax and watch the sailboats on the Bay and go fishing from the...
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    Falmouth, Maine 04105
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Freeport
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Washer
    • Patio
    • Central Heating
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright and spacious, comfortable home offers sweeping ocean views from nearly every window. Two master bedrooms at opposite ends of the house makes it ideal for two couples - with or without children. Set on a beautiful, forested 5 acre lot near one of Maine's most popular state parks, and...
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    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated fully-furnished 1,000 square-foot apartment with new wood floors and dishwasher, all-utilities included, washer and dryer in building, off-street parking, in owner-occupied two-family home, walking distance to bakery, restaurants, grocer, riverfront walking trail, harbor. Quiet...
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    Yarmouth, Maine 04096
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Freeport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Terrace
    • Air Conditioning
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand-new 3BR/3BA, coastal-inspired waterfront home features an open-concept living area with a wood-burning fireplace and a modern kitchen with fun retro-style appliances. An upper-level patio offers views of the water, and the lower-level family room has a multi-game table with pool, air...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck1 / 29
    (1)Terrible
    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Indoor Pool
    • Washer
    • Wi-Fi
    • Central Heating
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5+ Bedrooms, 3 Full Baths Sleeps 10-14 Just up the hill from one of the largest mooring harbors on the East Coast, and across the street from Maine's most famous General Store is this newly completed property designed and built by one of New England's up and coming Architects. Featuring and...
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    Falmouth, Maine 04105
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Secluded & Serene location. Just perfect for your Family to reconnect.1 / 29
    (4)Excellent
    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Porch
    • Grill
    • DVD Player
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2017
    My family and I just returned from our first stay in One A-Frame of Mine and it was just perfect! The location is wonderful, quiet and relaxing but close to store, towns if...
    Reviewed 8 August 2017
    My parents brought my brother and me to the A-Frame as young kids for years beginning in 1980. It was the highlight of our summers and the magic is still here. I have been...
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    About this property
    Check availability calendar. This property is a seasonal rental. Aframe is closed from mid October to early May Fishing is great year round. Our A-frame is secluded and just perfect for families to reconnect. Located on the waterfront of Crescent Lake,Raymond, Maine.This cottage has 2 BR plus...
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    Location Information
    Raymond, Maine 04071
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this beautiful Yarmouth vacation rental house, nestled among a scenic backdrop of tall pines on Maine's picturesque coast. Located on 2 acres of private tidal front property in the town of Yarmouth, this inviting home can comfortably accommodate up to 6 guests among its 3 bedrooms and 2...
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    Location Information
    Yarmouth, Maine 04096
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Freeport
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    For those on the go, you will be minutes to Freeport's shopping and dinning district. Bradbury Mountain or Wolfe's Neck State Park for enjoying the outdoors with views to Casco Bay and the Harraseeket River, is another 10 minutes away. If you have a flexible schedule, head south to Portland and the...
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    Location Information
    Freeport, Maine 04032
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casco
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note the homeowner is on-site in a separate unit* Explore the heart of Maine’s Lakes Region from ‘Stone Cottage on Rippling Water Ranch’, a 3-bedroom, 1.5-bathroom Casco vacation rental cottage featuring 1,600-square feet of living space and sleeping accommodations for 7. Nestled on 40...
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    Casco, Maine 04015
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    You'll be in awe of this stunning 4-bed, 4-bath vacation rental house in central Naples! Boasting 8,000 square feet of living space, lake views, 2 living areas, & a game room, this home is a luxurious retreat that accommodates up to 8 with space for 2 more. Cool off with a swim just off the home's...
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    Naples, Maine 04055
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    South Freeport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that there is a completely separate rental cottage on the property and other travelers may be present during your stay. ** Find the quintessential 'Downeast' Maine experience at 'Heron Cottage,' a 1-bedroom, 1-bath vacation rental cottage, overlooking the picturesque Harraseeket...
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    Location Information
    South Freeport, Maine 04078
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the picturesque and historic shores of Freeport when you stay at this roomy vacation rental house. The 1,728-square-foot interior has 3 bedrooms and 2 bathrooms to comfortably accommodate 8 guests. Unwind surrounded by rustic charm indoors or step outside to either of the 2 decks and soak...
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    Location Information
    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Freeport
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
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    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that there is a completely separate rental cottage on the property that may have guests present during your stay. ** Enjoy the coastal town of South Freeport from 'Osprey Cottage,' a 2-bedroom, 1-bath vacation rental cottage that sleeps 4! Located on Casco Bay, this cozy home is...
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    Location Information
    South Freeport, Maine 04078
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Casco
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sit back and relax at this 2-bedroom, 1-bathroom vacation rental cottage situated on Coffee Pond. Boasting over 1,000 square feet with accommodations for and 6, this charming, waterfront cottage offers stunning views, and is sure to help you unwind from your busy life! Jump into the crystal clear...
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    Casco, Maine 04015
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Naples
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home to the 2nd largest lake in Maine - Naples offers solitude and stunning natural beauty during every season! Experience the serene terrain while staying at this 3-bed, 1-bath vacation rental cottage that sleeps 8 and includes a deeded mooring for water access. Enjoy the alpine air and Sebago...
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    Naples, Maine 04055
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Standish
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** Enjoy a lake getaway to remember in this 1-bedroom, 1-bathroom vacation rental apartment in Standish. Located just 2 miles from Lake Sebago's top-notch water sports and gorgeous...
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    Standish, Maine 04084
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    * Please note that there are long-term and short-term tenants on site, in a completely separate unit, with some shared amenities * Escape from your daily routine to this quaint 1-bed, 1-bath vacation rental apartment just 15 minutes from downtown Portland! Whether you soak up the sun on East End...
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    Westbrook, Maine 04092
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Book your Northeastern escape to this charming 3-bedroom, 2-bathroom vacation rental house less than a mile from downtown! With enough space to sleep 6 guests, this newly built 1,600-square-foot home offers a tastefully furnished interior with hardwood flooring, new furnishings, a gas fireplace,...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there are long-term and short-term tenants on site, in a completely separate unit, with some shared amenities * Book your Portland-area escape to this cozy 1-bed, 1-bath vacation rental apartment just outside of the city! This quaint first-floor unit sleeps 4, with room for 2...
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    Westbrook, Maine 04092
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The location of this 2-bedroom, 1-bathroom vacation rental cottage simply can’t be beat! Four lucky guests will be located in the heart of the lakes region, right next door to the Naples Marina and only ¼ mile from the famous Naples causeway. Relish all of the amenities of home, like free wifi,...
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    Location Information
    Naples, Maine 04055
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Freeport
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the homeowner lives in the main house with a completely separate entrance, and shares some outdoor amenities* Escape to 'Harraseeket River View Apartment' and explore the Casco Bay Area from this 1-bed, 1-bath unit sleeping 3 guests just outside of Freeport. Boasting a private...
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    Freeport, Maine 04032
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall in love with Western Maine from this waterfront home in the picturesque town of Naples! Set right on Brandy Pond (the Bay of Naples Lake), enjoy stunning views from this vacation rental's open deck and take advantage of private beach access just minutes away. Boasting tasteful decor, updated...
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    Naples, Maine 04055
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Naples
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakefront vacation cabin on the east side of Brandy Pond with 3 bedrooms (1 queen, 1 full, and 1 set of bunk beds), newly renovated kitchen and bath, an open floor plan and an all-season porch with beautiful views of the lake, mountains and sunsets. Enjoy a convenient gradual entry water frontage,...
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    Location Information
    Naples, Maine 04055
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Poland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a wonderful glimpse of lakefront living at this three-bedroom Poland home, a dog-friendly family getaway with an incredibly scenic location and a private dock on the shores of Upper Range Pond. Perched on the pond's western banks, this updated three-level home is an ideal escape for...
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    Poland, Maine 04274
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Westbrook
    7 Bedrooms, 3 Bathrooms, Sleeps 23 Quick View
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    • Grill
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    • Housekeeping Included
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious renovated antique farmhouse with 7 bedrooms and 15 beds, 10 minute drive to Portland. Three minutes to the turnpike so you can get everywhere: Airport, coastal Maine. Short drive to Sebago region. Parking for 8 cars. Very private countryside location but walk to Westbrook center, Mast...
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    Westbrook, Maine 04092
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 23
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    Windham
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy a memorable family getaway on the shores of Sebago Lake Basin at this Windham cottage, a renovated Maine retreat with a deck that overlooks the lake, an outdoor fireplace, and an expansive piece of property just a few steps from a deeded beach. This charming summer cottage sits on nearly...
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    Windham, Maine 04062
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Westbrook
    5 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Terrace
    • Balcony
    • Internet Access
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Riverside home, walk to restaurants and brewery -- Two acre, secluded property with path to the private dock (and boats) on the Presumpscot river, for swimming, boating, and fishing. Five minute walk to restaurants and breweries (see map). A huge, flat lawn, (with lawn games), stretches in front...
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    Westbrook, Maine 04092
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 20
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