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Holiday Rentals in Windham

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    Don't let other travellers get your favourite Windham area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 60 Rentals in Windham
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    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Windham
    5 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 25 kilometers of Windham.
    Portland, Maine - East End Rental1 / 11
    (25)Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Terrace
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2016
    The location is fabulous! Cozy kitchen, beds okay, bathroom could use a cleaning of all the previously used bars of soap, expired medications. The main problem was a burnt out...
    Reviewed 12 September 2015
    We stayed here with friends during a short getaway in Portland. The apartment is spacious, well-equipped, and very charming, and was the perfect size for two couples. It's...
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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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    Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Decompress with family and friends by escaping 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 quiet and secluded residence will serve as...
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    Yarmouth, Maine 04096
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • 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 6
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    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Housekeeping Included
    • Grill
    • Terrace
    • Central Heating
    • Balcony
    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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    Frye Island
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in our beautiful, lakefront, rustic-elegant log cabin and unwind from the hustle and bustle of life. The cabin is located on Frye Island on Sebago Lake where serenity abounds. Spend a week in this 3 bedroom, 2.5 bath authentic log cabin. This is just the ticket for the rest and relaxation...
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    Frye Island, Maine 04071
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Higgins Beach Maine1 / 8
    (2)Excellent
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2014
    My friends and I stayed here for a weekend recently and loved every minute of it. The cottage is right down the street from a lovely beach. We enjoyed swimming and watching all...
    Reviewed 24 August 2014
    The write up and pictures of the cottage were accurate. The landlord was wonderful to work with. He was accessible if needed and the cottage was very clean and offered the...
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    About this property
    A classic New England beach house located 75 yards from the sands of Higgins Beach in Scarborough Maine. The cottage has two enclosed sun porches (front and back), a kitchen, dining room, large living space, and half bath on the first floor. The second floor has four bedrooms with twin beds and...
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    Scarborough, Maine 04103
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2BR / 1B - Willard Beach -- South Portland1 / 27
    (2)Very good
    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
    • Parking
    • Washer
    • Patio
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2016
    The apartment is well equipped and clean and has a real beach house feeling even when its not on the beach. The hosts are very friendly and helpful.
    Reviewed 9 August 2016
    tastefully done up flat in the upper floor (owners live ground floor). Nice , helpfull hosts. Basic food stuff for breakfast .... provided ( coffee, sugar.....), very clean
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    About this property
    Minimal And Clean - Ready For Travellers This second floor apartment - with its two bedrooms, one bathroom, kitchen, and more - offers plenty of space for up to four guests. Minimal, clean, and carefully appointed with traveller necessities. Guests have access to two off street parking spots, all...
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    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 67
    (2)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Private Garden
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    My husband, sister, two teenagers, and I stayed for 10 days in May. We loved it so much, we didn't want to leave. The cottage is beautifully decorated, with views of Casco...
    Reviewed 28 October 2016
    We stayed here for five days and thoroughly enjoyed our time at this place. Awesome house in a great neighborhood close to many restaurants and other activities. Marilys was...
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    About this property
    BRAND NEW TO MARKET! Accepting winter thru fall reservations now. Beautifully renovated 3 Bedroom, 1.5+ bath turn-of-the-century seaside home features beautiful views of the Portland shipping channel and the islands of Casco Bay and is just 100 yards to Willard Beach. Sleeps 7-9. This...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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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 3 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 25 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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    Location Information
    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique ocean side carriage house is just one house from the ocean. It has one bedroom with a king size bed. A full bath and kitchen. All linens, plates, utensils and glassware included. Air conditioned. Our beach is a quiet, sandy, mile long neighborhood beach on Casco Bay, with views to the...
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    South Portland, Maine 04106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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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
    • Satellite TV
    • Porch
    • Grill
    • Internet Access
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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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    Gray
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming lake cottage with knotty pine and a big picture window overlooking beautiful Little Sebago Lake. Don't let the approximate two hour drive from Boston or the four mile distance from the highway fool you...you feel as though you are miles away from the hustle and bustle. The sound of the...
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    Gray, Maine 02170
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming 4-bedroom on Sebago's Shore; beautiful days in Sept & Oct available1 / 26
    (8)Very good
    Sebago
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Grill
    • Wi-Fi
    • Porch
    • DVD Player
    • Washer
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2017
    We loved our stay in this lovely, CLEAN cottage, right on Sebago Lake! The owners were gracious and welcoming, and the cottage had all the amenities (linens, dishes, cooking...
    Reviewed 13 August 2015
    My family booked this cottage for a week in June and had the most wonderful time. We had mostly teens and pre-teens with us and there was plenty of room for them to spread out...
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    About this property
    Morningside, at the water's edge, is a delightful, classic, well-maintained rustic cottage with every modern convenience. Its spacious living room has a large stone fireplace (wood is provided) and dining area. The fully-equipped eat-in kitchen includes a dishwasher and microwave. The screened...
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    Sebago, Maine 04029
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pine Point Beach Studio condo1 / 22
    (3)Excellent
    Scarborough
    1 Bedroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2015
    We couldn't believe how close we were to the water. It is such a wonderful location with a great little convenience store practically next door and across from the beach that...
    Reviewed 5 June 2015
    Cozy and very relaxing! The beach is directly across the street. Can hear the ocean waves from the bedroom. Very clean. Perfect central spot between OOB and Portland. My...
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    About this property
    This great studio condo is available starting on the 27th of May for weekly rentals (Saturday to Saturday) throughout the summer. This unit has a new queen Murphy bed, full kitchen including an apt. size fridge with freezer, stove top, microwave, convection oven, pots, pans, dishware, and utensils....
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    Location Information
    Scarborough, Maine 04074
    Condo/Apartment - 1 Bedroom, Sleeps 2
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Terrace
    • Porch
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    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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    West Scarborough
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy cabin nestled on an acre of wooded land in Newfield, Maine, a quick drive to the beaches region or Portland. The land is remote and slopes downward to Hidden Lake. This fuel free lake provides clean and quiet water. Enjoy a shared lake access spot with lots of shady trees for picnics,...
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    West Scarborough, Maine 04074
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Patio
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this quaint cape cod style house. A fun eclectic space to land after a day of shopping in Portland's Old Port, the Maine Mall, the infamous Freeport LL Bean, or dinner out in one of downtown Portland's stellar restaurants. 3 Bedrooms, 1 Bathroom, House features open concept kitchen/living...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Welcome to the Skybox!! Now renting for July!1 / 19
    (2)Average
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Terrace
    • Waterfront
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2013
    Good The location was great, in the east end with tons of restaurants and an easy walk to the old port area. Nice modern building, clean design and nice views. Lots of...
    Reviewed 13 July 2013
    We stayed here for three nights with another couple. The location is great and the view is beautiful. It is on the 4th floor of the building so keep that in mind when packing...
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    About this property
    Ultra Modern Penthouse in Portland's Old Port. Posted 8/23/2015: We have found our renter for this year. We are now accepting reservations for bookings starting July 2016. Uber Modern Flats. Just completing construction and ready for you to rent. This is the 3rd floor of a 4 story building....
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    Portland, Maine 04101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 Quick View
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    • Terrace
    • Grill
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    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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    South Portland
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a Maine summer vacation. This completely renovated, 400 sq foot studio apartment is one house away from Willard Beach, 4 blocks to Willard Square, 1 mile from downtown South Portland, and a 5 minute drive to downtown Portland, ME. The apartment has a full bath, a kitchenette, air...
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    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • 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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    Sebago
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Air Conditioning
    • Waterfront
    • 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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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Ocean Views
    • Balcony
    • Satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home is brand new and was completed at the end of the Summer in 2015. I designed and furnished the home with a lot of thought, attention to detail and aesthetic appeal. Floors are hardwood and Carrara marble in two baths and Brazilian black slate in the half bath. There are 3 bedrooms and 2...
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    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Raymond
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Garden
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathtaking panoramic views of lake and mts . private sandy beach shallow water great for kids. Deep water dock off front with slide. Use of 4 kayaks and 2 canoes .Private water slide. outdoor pit for fire. Covered picnic area for outdoor dining. . Gas grill on deck full equipped...
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    Raymond, Maine 04071
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Standish
    6 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • Washer
    • Porch
    • DVD Player
    • Secure Parking
    • Central Heating
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    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    470 Bonny Eagle Road, Standish ME 040840 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...
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    Standish, Maine 04084
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 24
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    West Scarborough
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A vintage camper rental. Go glamping in style in a vintage molded fiberglass camper. These styles are light enough for almost any vehicle to tow or for an additional fee, we will deliver to your reserved campsite within a set mileage limit. This is a 13 foot Scamp made in 1983. It is an absolute...
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    Location Information
    West Scarborough, Maine 04074
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
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    • 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 2 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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    Standish
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    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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    Scarborough
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
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    • Hot Tub
    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5,400 sq. ft. of living space with 4 stories, 2 balconies, 2 decks and patio, overlooking Pine Point harbor, protected marsh & wild life sanctuary at the estuary of the Scarborough River and Atlantic Ocean. There is a small beach in front of the house and miles of sandy beach (Pine Point Beach &...
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    Scarborough, Maine 04074
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a large 4 bedroom house that is perfectly located in Ogunquit. Fully stocked kitchen, dining room, living room with 50' TV, 2 full baths, two porches, parking and limited housekeeping service. Also included is use of our pool and hot tub and complimentary continental breakfast for all...
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    Location Information
    Scarborough, Maine 04106
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Large Home Walk to Beach! Close to all amenities!1 / 26
    (8)Excellent
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Private Garden
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2017
    Great house with updated kitchen and large open living/kitchen area and spacious dining room. Perfect for a large group looking for a comfortable, laid-back getaway. We rented...
    Reviewed 30 January 2017
    This home is so wonderful. It has everything you need! The beds were comfortable and the entire place was so clean! It's very close to downtown Portland, only about a $10 uber...
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    About this property
    This property is ideal for providing an excellent accommodation for a family or groups that want to live in comfort for their stay. There are 3 bedrooms and 2.5 baths, with an additional finished basement area that can be used as another bedroom and play area. The house is meticulously cared for...
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    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Scarborough
    3 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
    The house is located across the street from the Harbor. The 7 mile white sand beach of Pine Point is a 5 minute walk. You can watch the boats coming an going from the living room picture window. The harbor is a major stopover site for migrating shorebirds. If you like paddling, fishing, birding,...
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    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    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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    Dog-friendly home with a game room and patio, close to parks, trails & downtown!1 / 24
    (1)Excellent
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2017
    We had a fantastic time at this property. It was close to downtown, barely a 10 minute drive by car to a wide variety of restaurants, shopping, grocery stores, and parks. The...
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    About this property
    Discover classic New England charm within walking distance of downtown Portland at this three-bedroom home, where you'll enjoy a private patio, a lovely remodeled kitchen, and a wonderful location close to dining and shopping. Built in 1910, this dog-friendly home is located in a quiet neighborhood...
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    Location Information
    Portland, Maine 04103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new 1BR South Portland cottage is perfect for a couple but offers plenty of space for entertaining. You’re just 10 minutes from all of the historical buildings and restaurants of downtown Portland. Take a boat cruise or stroll through town. Sleeps 2. ABOUT THE COTTAGE Enter this brand-new,...
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    South Portland, Maine 04106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    New Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Central Heating
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, well-appointed country home featuring many antique and vintage pieces in private setting offering 3 bedrooms, 2 living rooms, formal dining room, breakfast nook, and yoga/workout studio. Outside deck with BBQ grill and seating. Private backyard with access to walking trails. Very handy to...
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    New Gloucester, Maine 04260
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Wi-Fi
    • Central Heating
    • Private Garden
    • DVD Player
    • Parking
    • Balcony
    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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    Yarmouth, Maine 04096
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    New and gorgeous home with private beach access nearby and a shared pool!1 / 24
    (1)Very good
    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    This is a neatly arranged house with all new everything. 10 minutes to Old Port..10 minutes to a private beach in Cape Elizabeth. The owner still has some work to do in making...
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    About this property
    This brand-new, 1,000-square-foot home built for two offers modern appliances and designer decor as well as cutting edge in-home entertainment and access to a private beach a short drive away. Located on Cape Elizabeth, just 10 minutes from downtown Portland, you're close to shopping, dining, and...
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    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
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    • Ocean Views
    • 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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    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Porch
    • Grill
    • Patio
    • Satellite TV
    • Central Heating
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Raymond, Maine 04071
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    West Scarborough
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a more traditional camping experience in Maine without the hassle. All you need to do is book your site and we will provide the gear, the set-up and the tear-down. Choose how you would like the tent to be set. It can accommodate either sleeping four with two singles and a double or if you...
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    West Scarborough, Maine 04074
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Family-friendly lakefront house with 3 kitchens, private dock - dogs welcome1 / 46
    (2)Excellent
    Standish
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    • Grill
    • Waterfront
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We had a great time at this home. The views from the lake facing windows and decks are amazing! Awesome sunrises! The sounds of the loons at dusk while sitting by the firepit...
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    About this property
    Your family and friends will love this lakefront Standish home, a dog-friendly retreat on the shores of Watchic Lake! Enjoy lazy afternoons on the water with the help of a private dock, kayaks, a canoe, two decks, and three covered porches. Gorgeously situated directly on the lakefront, this...
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    Location Information
    Standish, Maine 04084
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Falmouth
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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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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    Higgins Beach, Baer's Cottage 1 block to beach1 / 13
    (4)Excellent
    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Grill
    • Satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2015
    We had a great time at Baers. BEV treated us like family. We will always stay at Bears. Everything is walking distance. We look forward to staying with her again. Higgins Beach...
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    About this property
    Located in what was once Higgins Beach's Baer's Place convenience store, this rental has a mix of old and new. Not your typical beach decor, but made for beach living. The open floor plan means you can all be together and still have your space. It has three bedrooms, one with a king size memory...
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    Scarborough, Maine 04074
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Waterfront
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Raymond, Maine 04071
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 21
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    Waterfront Fun Pet Friendly Vacation Rental Camp1 / 23
    (7)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 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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    Location Information
    Gorham, Maine 04038
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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