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Cumberland Center Holiday Homes

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    Don't let other travellers get your favourite Cumberland Center area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 54 Rentals in Cumberland Center
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    The following rentals are within 15 kilometres of Cumberland Center.
    Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Majestic Garden Condo Featuring Private Outdoor Space Downtown/West-End Portland1 / 21
    (5)Very good
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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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    Peaks Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Nicely appointed with 4 levels of living space.  This home is nicely decorated and furnished with an updated kitchen, butlers pantry with wine cooler, 2 porches, bedrooms and full baths on every level, master bedroom suite, and 3rd floor has an open bunk room, sitting area, and a full bath…ideal...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Peaks Island
    1 Bedroom, 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
    This is a gem.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quaint duplex offers one floor living and is convenient to both sides of the island, and just a short stroll to tennis, pool, general store, and other island amenities. This one bedroom is...
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    Peaks Island, Maine 04109
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 bedroom, 2 1/2 bath home is a beautifully crafted Victorian home with a cottage feel.  Comfy couches and chairs in the living area, a generous size dining area, and a cute efficient kitchen with nice soapstone farm sink.  Small porch off the kitchen with grill and spacious front porch with...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Victorian historic home that sleeps 12. Impressive craftsmanship throughout, including large living/dining area ideal for a large group.  6 bedrooms, 2 1/2 baths offers lots of room for all.  A finished 3rd level has 2 bedrooms, 1 full bath, pool table and comfy area to watch movies.  Located at...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nicely furnished townhome has 3 bedrooms (Queen, Queen, Bunk beds) and 1 1/2 baths.  Inviting and comfortable furnishings, nice open floor plan, finished room in basement, and a great covered porch with pretty views of the landscaped grounds. This unit also offers bikes and kayaks for your use. All...
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    Peaks Island, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 BR 1.5 BA COTTAGE WITH WATER VIEWS OF CASCO BAY1 / 13
    (1)Average
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Washer
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    • Porch
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    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2016
    This cottage is in a wonderful walk to beach location and close to ferry in sweet little Peaks Island. The owners seem to be very nice and generous with information. The...
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    About this property
    A BEAUTIFUL WATER VIEW OF CASCO BAY OFF THE COAST OF PORTLAND IN THIS 3 BR / 1.5 BA COTTAGE NEWER KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE. Island...
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    Peaks Island, Maine 04108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
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    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reconnect with your friends, family, and loved ones at this charming Windham property, a comfortable and convenient summer escape with three separate cabins, a gorgeous deck that overlooks Sebago Lake Basin, and easy access to a neighborhood beach, moorings, and a boat launch on the lakeshore....
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    Windham, Maine 04062
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nicely furnished patio home is a great vacation spot!  This home offers 3 bedrooms, 1 1/2 baths and sleeps 5.  It offers upscale furnishings, beautiful original artwork on the walls, and newly installed hardwood floors on the first level. Internet, Satellite & Apple TV and a Sonos sound system with...
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    Long Island, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Portland, Maine - East End Rental1 / 11
    (30)Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Terrace
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2017
    Apartment was clean, comfortable and nice for our stay. The location was convenient to restaurants, pubs and other attractions in the city. we were able to walk to everywhere...
    Reviewed 24 August 2017
    We had a great girls weekend on the third floor of the East End rental. The house was so clean and spacious and was in walking distance (a mile) of the downtown area. Thank you...
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    About this property
    Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill,...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windham
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the simple joys of summer in Maine at this one-bedroom (plus a loft) Windham cabin, a cozy and atmospheric retreat with lovely views of Sebago Lake Basin, a public dock and mooring for your use near the beach, and a wonderful location just a few steps from a sun-splashed beach....
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    Windham, Maine 04062
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Internet Access
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the family vacation of your dreams at this three-bedroom North Windham cottage, a lakefront cabin on the shores of Sebago Lake Basin with a private dock, a screened-in porch with stunning sunset views, and a wonderful location near the heart of town. Perched at the water's edge and surrounded...
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    Windham, Maine 04062
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Internet Access
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming 3+ BR (1 queen, 1 single w/trundle, 1 bunk bed + single, 1 queen)  1 1/2 BA townhome. Enjoy this beautifully furnished home with all the charm and character of an island cottage. Original hardwood floors, open floor concept, soaring ceilings, and light filled rooms. A great basement with...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Internet Access
    • Patio
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake each morning to a beautiful Maine sunrise from this gorgeous 4 bedroom (1 king, 1 queen, 2 full, 2 full plus twin) 2 1/2 bath home. This is just the place to spend your Diamond Cove vacation! Sunrise Cottage is over 3000 sq ft, sleeps 8, and is located in a prime location in sight of the ferry...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect island getaway.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quiet duplex offers one floor living and is convenient to both sides of the island, and  just a short stroll to tennis, pool, store, and other island amenities. This one...
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    Peaks Island, Maine 04109
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Beautiful Cottage on Crystal Lake1 / 23
    (8)Excellent
    Gray
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    • Porch
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    What can I say? The cottage is everything you could ask for and more. It was very clean and well kept. The lake was as its name, crystal clean. It was close to restaurants...
    Reviewed 15 August 2017
    What a wonderful week-long stay we had at the Crystal Cottage in Gray! The property is very easy to find and the house is right on the lake. Susan was great to work with and was...
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    About this property
    Quiet retreat with western exposure on crystal clear lake. Furnished in a comfortable rustic style. Bedrooms have queen bed, full bed and bunk over a futon. The living room showcases a wall of glass overlooking the lake. Ambiance completed by a propane stove on opposing wall. Newly remodeled...
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    Gray, Maine 04039
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
    • Waterfront
    • Porch
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cabin located at the shore of Sebago Lake Basin. The property is near the heart of North Windham and provides easy access for vacation needs at the local Wal-Mart, Shaw's and Hannaford. The cabin was updated and partially renovated in 2012. This location represents the closest point to...
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    Windham, Maine 04062
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
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    • Cable/satellite TV
    • Porch
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Visit Portland, Maine: Very comfortable updated apartment in vintage building 2 blocks from the Eastern Prom and the East End Beach, and a 15 minute walk from Portland's Old Port and downtown. This is a vintage fully renovated, second floor, 1 flight walk-up, 3-bedroom living space. There is...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    In the heart of Yarmouth, Mill Reach offers the perfect setting for a great holiday, with off-street parking for one car. Relax in the modern open plan living, kitchen and dining area which is furnished to a high standard throughout. The living area leads out onto the private decking area perfect...
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    Yarmouth, Maine PO40 1TW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Located in Portland’s Munjoy Hill neighborhood, this 3BR/3BA property is a homey respite for your East Coast adventure. The prime location is two blocks to the Eastern Promenade, with an amazing view of Casco Bay’s islands. Completely renovated inside and out, this...
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    Portland, Maine 04101
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A real 'at the lake' feeling exudes from this charming waterside cottage on inlet to Little Sebago. Lovely waterviews from all windows. Dock and waterside deck with bistro table complete the setting. Launch kayaks from the dock or swim from private gorgeous sandy beach a few steps away. Ideal for...
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    Windham, Maine 04062
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1,400 SF of Living Space with a Fenced back yard Fantastic space with high ceilings, modern kitchen and room for 8. Washer & Dryer on site, close to all things Portland without being directly in the bustle of downtown. Great for families with dogs or folks in town for all of the amazing music...
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    Portland, Maine 04103
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Secure Parking
    Suitability
    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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    South Freeport
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Parking
    • Balcony
    • Patio
    • Internet Access
    • Washer
    • DVD Player
    • Grill
    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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    South Freeport, Maine 04078
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come spend time in a lovely sea side home. The ocean views from almost every window are sure to relax during your visit. Our 3 bedroom home provides a full bathroom upstairs and a large full bathroom on the first floor with laundry. There is a spacious kitchen with high ceilings, skylights, and...
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    Long Island, Maine 04050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Portland, ME - East End Garden Suite1 / 6
    (2)Average
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    Reviewed 26 October 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
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    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A...
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    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    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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    Falmouth, Maine 04105
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    South Freeport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Central Heating
    • Patio
    • Waterfront
    • Balcony
    • Washer
    • Internet Access
    • Grill
    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. ** Find the quintessential 'Downeast' Maine experience at 'Heron Cottage,' a 1-bedroom, 1-bath vacation rental cottage, overlooking the picturesque Harraseeket River and...
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    Location Information
    South Freeport, Maine 04078
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    This beautiful, newly renovated bungalow in the WIllard Beach neighborhood is the latest creation of the well-known and highly respected SoPo Cottage team! Completed in August 2016, It is now being offered for the first time as a vacation rental home. This beautiful home is comfortable for 2...
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    Location Information
    Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 17
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    Freeport
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW: Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock. Available for weekly rentals (Sun-Sun) in summer and fall and 3+ day rentals off-season. Gather your family and friends for an authentic Maine vacation to remember. This gorgeous country home sits on 1,000+ feet of...
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    Location Information
    Freeport, Maine 04032
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    Falmouth
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Washer
    • Balcony
    • Terrace
    • Ocean Views
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large, spacious, home on National Register allows plenty of room for guests to socialize inside and out. Walking distance to Portland Yacht Club, Handy Boat launch, town dock facility, walking trails, town beach, Town Landing Market, and Dockside Restaurant. Short drive to Freeport shopping and...
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    Location Information
    Falmouth, Maine 04105
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Shepard's Sea Side Cottage1 / 22
    (6)Excellent
    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Ocean Views
    • Wi-Fi
    • Grill
    • Waterfront
    • DVD Player
    • Washer
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2014
    This "cottage" is so perfect! Comfortable, spacious and the ocean views are spectacular. Casco bay is right outside your windows. Darlene was excellent to work with...
    Reviewed 17 December 2013
    This is one of the most beautiful places we've ever been! Even in the dead of winter - sub zero temps outside right now - you could not find anywhere nicer. We are...
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    About this property
    A vacation for all and something for all to do! You name it this house has it all - LOCATION -For gazing at sunrises and sunsets (2 porches and water on two sides!) -For kayaking and canoeing at your back door (canoe, kayak and life vests included) -For renowned shopping at L.L. Bean and...
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    Location Information
    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Peaks Island
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We close up the cottage during the winter months. Please inquire about rentals May 1 - Columbus Day. The house is simply but completely furnished and colorfully decorated, for family use, not as a 'rental property.' Virtually everything in the cottage has some sentimental value, having been either...
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    Location Information
    Peaks Island, Maine 04108
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Portland
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the city's historic West End. Just 1-2 blocks from some of the best restaurants, bakeries, coffee shops, bars and music venues in the city. The perfect home base to explore Portland's foodie scene and all the city has to offer. Our historic home was renovated in 2008 into...
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    Location Information
    Portland, Maine 04102
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE COTTAGE IS CLOSED FOR THE WINTER MONTHS. PLEASE INQUIRE ABOUT THE 2018 SEASON THAT BEGINS IN MAY! Our spacious but cozy family cottage is located on a quiet shorefront road, just a few yards from the water with an uninterrupted view of Josiah's Cove and then across the sparkling sea 'all the...
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    Location Information
    Peaks Island, Maine 04108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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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    Location Information
    Windham, Maine 04062
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    • Porch
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    • Air Conditioning
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway...
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This historic patio home has a charming cottage feel with all the updated amenities that you want on vacation.  This tastefully furnished 3 bedroom (1 Queen, 1 Queen, 1 bunk bed), 1 1/2 bath home offers hardwood floors throughout, soaring ceilings, open living space ideal for entertaining, a...
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    Location Information
    Portland, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    • Central Heating
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cleaves Street Loft is all newly renovated with stainless appliances, brand new butcher block counter tops & tableware's. The loft boasts it's own private balcony and spacious bathroom with radiant stone floors and heated walk in tile shower. This space is located in the heart of Yarmouth...
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    Location Information
    Yarmouth, Maine 04096
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This 1100 sqft apartment in an 1850 house mixes modern comfort with an Asian flair given by curios and mementos gathered during my many journeys to Asia. Unlike many listings, this really is my home, and I hope to find guests who will enjoy its uniqueness, and respect all that I have gathered over...
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    Location Information
    Portland, Maine 04102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Windham
    5 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    • Grill
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three cabins located near the shores of Sebago Lake Basin. The property is near the heart of North Windham and provides easy access for vacation needs at the local Wal-Mart, Shaw's and Hannaford. The cabins have been fully modernized and were renovated in 2012. This location represents the...
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    Location Information
    Windham, Maine 04062
    Cabin Holiday Rental - 5 Bedrooms, 5 Bathrooms, Sleeps 17
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Firebarn is a charming free standing home in a great location; close to the pool, walkway to the General Store, dock, marina & ferry.  It is a 2 bedroom home with large loft that sleeps 6-8. The home is equipped with internet & Apple TV. All of our homes are completely furnished and fully...
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    Location Information
    Long Island, Maine 04109
    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
    • Parking
    • 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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    Location Information
    Falmouth, Maine 04105
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Designed by renowned architect John Calvin Stevens, this 4BR, 2.5BA Portland home (dating back to the 1920s) feels truly unique with vintage furnishings and period features throughout. Alongside its historic charms, the home features modern comforts including a nicely updated chef’s kitchen. On...
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    Location Information
    Portland, Maine 04102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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