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Winslow Vacation Rentals

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    Don't let other travelers get your favorite Winslow area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 26 Rentals in Winslow
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    The following rentals are within 20 miles of Winslow.
    Loon Call1 / 26
    (2)Excellent
    Belgrade
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lakeside cottage w/dock,boat,gas fireplac,wash/dry1 / 18
    (14)Very good
    Mount Vernon
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Freedom
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Belgrade
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Secure Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be one of the first families to stay in this spacious and comfy rustic Maine camp. It is furnished simply but comfortably. There is a deck with gas BBQ grill. Unlike most camps, the tap water comes from a well, not the lake. The home is situated as close to the water as new rules will allow,...
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    Belgrade, Maine 04917
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Belgrade Lakes
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large Front enclosed screen porch with see thru roof. Also a rear enclosed screen porch. All knotted pine walls. Home is completely insulated. Large master bedroom with private bath, and Large TV on wall, with stove fire place. Hardwood floors, private office, closet and large windows to see...
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    Belgrade Lakes, Maine 04917
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely remodeled, new floors, granite counter tops, tile bathrooms. Private yard. The space 1 Gingerbread Lane is the only House on the street. If you are Roman Catholic you can walk through the gate and across the parking lot to attend mass. Waterville hosts two colleges, a new YMCA, a...
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    Waterville, Maine 04901
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lake Front Cottage1 / 8
    (22)Very good
    Liberty
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
    • Parking
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 19, 2017
    This home resides in an unassuming town. Down the road from a low bush blueberry field. Kitchen has practically everything one needs. Upstairs room has many beds for a large...
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    About this property
    Immaculate, peaceful, picturesque 4 bedroom + loft cottage nestled on beautiful Lake St. George with a nearby boat launch. Just 110 feet from the Lake with 400 foot frontage. Enjoy swimming, boating, sailing, kayaking and canoeing. There is a dock and a float. Enjoy the Loons as they swim by and...
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    Liberty, Mid Coast Maine 04949
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa on Cobbossee Lake, private beach, lake view,1 / 20
    (1)Excellent
    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxurious villa, sleeps 6 - 8, private beach, canoe, pool table, WiFi. If you are looking for an absolute quiet surrounding and beauty with unlimited privacy, this is the place. It is located on a point at the lake. The sandy beach is 100 feet from the house Private beach with 1500 feet of...
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    Manchester, Maine 04345
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Waterfront vacation home--fully equipped1 / 28
    (9)Excellent
    Liberty
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2018
    We had a great time in Liberty. The house was a great jumping off point for all of our day trips. It was nice to unwind and shut off our cell phones. There is very little...
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    About this property
    Fully equipped year-round waterfront home on Cargill Pond, in Liberty, Maine. Located near Belfast and midcoast locations. Cool woods and sunny swimming area. 5 kayaks and 1 canoe. Great fishing. Fully equipped kitchen, 1.5 bathrooms, washer and dryer, satellite television upstairs and...
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    Liberty, Mid Coast Maine 04949
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Belgrade Me lake front1 / 19
    (1)Excellent
    Mount Vernon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Grill
    • Balcony
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 11, 2016
    This is well kept vacation home on Long Pond in the Belgrade Lake Chain. Beautiful perinneal gardens, wild flowers along the 200 foot shore line facing west for great sunsets...
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    About this property
    West View for Beautiful sunsets off a 65 foot deck or water front deck. Enjoy covered hot tub, dock, float, perennial garden, recreational room with walk out cellar. Deck has sunsetter awning off an enclosed porch. Lake warms to 75-85 degrees. Washer & dryer; no linens, no smoking inside, no...
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    Location Information
    Mount Vernon, Maine 04352
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mount Vernon
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakefront relaxation with spectacular view of sunsets from the dock and the camp. All afternoon sun. 4 kayaks, a canoe, and a row boat. Sleep on the screened porch and listen to the loons! Quiet lake. Go for a walk on lovely private camp road. 2 miles from Apple Shed Bakery stocked with baked...
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    Mount Vernon, Maine 04352
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Smithfield
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unfortunately no pets are allowed and smoking is only allowed outside up in the driveway area. There is also no fireworks of any kind allowed on the property, however in the summer there are public fireworks in the area. No weddings, family reunions, VISITORS or other gatherings exceeding the...
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    Smithfield, Maine 04978
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Hot Tub
    • DVD Player
    • Grill
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #7 with one double/full size bed plus a twin size day bed and an en-suite private bath with large double-headed roll-in shower and fold-down seat. The room and bathroom are ADA-compliant and suitable for disabled as well as able-bodied guests. This room has windows overlooking...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Oakland Cottage w/Deck - Right on McGrath Pond!1 / 24
    (1)Excellent
    Oakland
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2017
    What's not to love about this place? Lake well stocked for fishing, water activities right at your door, great open space for lawn games, fire pit for s'mores and family time...
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    About this property
    Welcome to McGrath Pond, where all your stresses will melt away! A true wilderness retreat awaits at this 3-bedroom, 1-bathroom vacation rental cottage in Oakland. This lovely cabin, featuring accommodations for 7 guests, is located just steps from the water and has everything you and family or...
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    Location Information
    Oakland, Maine 04963
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Sauna
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #5 with one queen size bed and an en-suite private bath with shower. This is a bright and sunny corner room with a view over the front yard with huge sugar maples and unusual northern catalpa tree, as well as a view across the hayfield with the wind turbine in the distance....
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Central Heating
    • Hot Tub
    • Sauna
    • Housekeeping Included
    • Balcony
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #8 with one king size bed, en-suite private bath with shower and HUGE double whirlpool tub, fireplace, and large private deck. This room is bright and sunny, with a view of the woods and front yard with the animal pasture and barn beyond. There is convenient access from this...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Waterville
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently Renovated with new kitchen. bathrooms, paint and floors. House currently being furnished (hence no pics of furniture). This lovely home will be completed for rentals April 1, 2018. 10 Country Way is envisioned to host and will be able to accommodate large parties. Set just minutes from...
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    Waterville, Maine 04901
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
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    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #1 with one king size bed, en-suite private bath with shower plus private HUGE double whirlpool tub, fireplace, and secluded private deck. This room is bright and sunny, with a view over the animal pasture with the barn beyond. There is convenient access from this second-floor...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Belgrade
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Waterfront
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend a week or more at Star Point, and experience summer in Maine, the way life should be! Our comfortable cottage is situated at the wide end of Messalonskee Lake (aka Snow Pond), in the famous Belgrade Lakes chain. Located at the waters edge, our camp was built in 2004 and features an open floor...
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    Belgrade, Maine 04330
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Hot Tub
    • DVD Player
    • Central Heating
    • Sauna
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #6 with one queen size bed, gas fireplace, en-suite private bath with shower plus separate attached room with double whirlpool tub, making up a sort of mini-suite. This room has windows on three sides, with views of the hayfields (with wind turbine in the distance) and woods...
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    Location Information
    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #2 with one queen size bed, en-suite private bath with shower and HUGE double whirlpool tub, fireplace, and private secluded deck. This spacious room has the original tin ceiling from the 1906 farmhouse, and views of the forest as well as the large solar energy array. There is...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Hot Tub
    • Housekeeping Included
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    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #4, our most affordable room, with one double/full size bed, and a private bath with shower located just across the small hallway from the room (this is NOT a shared bathroom, but a PRIVATE bath just across the hall). This room is bright and sunny, with a view over the 100-year...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hallowell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Sauna
    • Hot Tub
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is guest room #3 with one full/double size bed, en-suite private bath with tub/shower combo, and gas fireplace. This cozy room is a favorite with many guests, with windows on both sides and a screen door for great cross-ventilation, plus a plush chair with ottoman. There is convenient access...
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    Hallowell, Maine 04347
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Canaan
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
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    • Grill
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Moose Cottage is a quaint cottage in beautiful, Central Maine! Enjoy the views of Sibley pond from the first step through the door. This home features 2 bedrooms and one bath. There is a queen bed in one bedroom and bunk-beds (weight limit for top bunk) in the other. There is also a futon on...
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    Canaan, Maine 04924
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Montville
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two-room second floor suite with private entrance, provides an elegant setting in my beautifully restored 1814 Federal-Style home. Wide plank floors and rustic, slightly-steep staircase lead up to a spacious bedroom and separate sitting room. Lovely views of Mt.Levenseller can be seen from...
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    Montville, Mid Coast Maine 04941
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Burnham
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate lakeside getaway at this wonderful Burnham vacation rental house. Nestled on the shores of Lake Winnecook, otherwise known as Unity Pond, this peaceful abode is perfect for travelers looking to experience the best of Maine! You'll feel right at home at this rustically charming...
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    Burnham, Maine 04922
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    43.2 miles from Winslow
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