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Windsor Vacation Rentals

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    $184 Average
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    Don't let other travelers get your favorite Windsor area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 17 Rentals in Windsor
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    The following rentals are within 15 miles of Windsor.
    Loon Call1 / 52
    (1)Excellent
    Belgrade
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Damariscotta Lake Cottage - Jefferson, Maine1 / 21
    (1)Excellent
    Jefferson
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Belgrade
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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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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    Amenities & Details
    • 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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    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE BAXTER COTTAGE is where you can enjoy the refreshing waters of Damariscotta Lake. Canoe or kayak around this gorgeous body of water...and bring your camera for photo ops! A beautiful 2+ bedroom cabin in Jefferson, Maine, The Baxter is a traditional Maine summer cottage that is both family and...
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    Jefferson, Mid Coast Maine 04348
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Jefferson
    10 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Porch
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charming and rustic Sunset Lodge, on Lake Damariscotta, is a waterfront family vacation paradise on private lakefront property in Midcoast Maine. Originally a fishing lodge, with cabins surrounding the main dining room and kitchen, Sunset Lodge was built in the early 1920's. The Lodge is a...
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    Jefferson, Mid Coast Maine 04348
    Rental Home - 10 Bedrooms, 9 Bathrooms, Sleeps 26
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    Maple Hill Farm Inn1 / 46
    (1)Excellent
    Hallowell
    8 Bedrooms, 8 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Sauna
    • Internet Access
    • DVD Player
    • Patio
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2013
    My husband and I spend 4 nights at this beautifully located, tranquil and inviting Bed and Breakfast. We very much enjoyed the very sincere hospitality and personal attitude of...
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    About this property
    In the Augusta area, Maple Hill Farm is in nearby Hallowell just 4 miles from I-95 Augusta Exit 109 on acres of country serenity. Maine's 1st certified “Environmental Leader” green lodging boasts the unique combination of many of the amenities of a quality hotel with the comfort of a quiet country...
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    Hallowell, Maine 04347
    Private Room - 8 Bedrooms, 8 Bathrooms, Sleeps 19
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    Jefferson
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cabins are original Maine Camps from the 1930's-- the heyday of sporting camps and fishing lodges. They are situated on the eastern shore of Damariscotta Lake, secluded from tourist traps. They blend well among the setting of old pines and white birches. We can accomodate up to 24 people in 6...
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    Jefferson, Mid Coast Maine 04348
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    West Gardiner Vacation Rental cabin1 / 12
    (6)Very good
    Gardiner
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2015
    We had an amazing time on the island....It was so nice and peaceful....We spent the majority of our time outside cooking, fishing, and just sitting....We only went into town...
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    About this property
    Your own beautiful Island !!! We believe everyone has dreamed for having one. Thi little gem can be completely yours during your stay here . Little Diamond Island is 1/4 acre which is located in Lake Cobbossee in West Gardiner. About 20 minutes to capital City Augusta & also very close to the...
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    Gardiner, Maine 04345
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Jefferson
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Air Conditioning
    • Washer
    • Private Yard
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy summer days in this bright antique cottage at the head of Lake Damariscotta on Davis Stream, 3 hours from Boston. Fishing/kayaking right off your private dock in a tranquil stream, minutes from Lake Damariscotta State Park. Watch loons, heron, eagles, geese, ducks and beaver (and the...
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    Location Information
    Jefferson, Mid Coast Maine 04348
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Winslow
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Washer
    • Waterfront
    • Balcony
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A great place to relax with family for a weekend getaway, or maybe a week or month's vacation! Quiet lakefront retreat would be great to clear writer's block or come photograph the loons, osprey, and bald eagles! Spectacular, one-of-a-kind waterfront log home set right on the water with 200 ft on...
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    Winslow, Maine 04355
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Winslow
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Balcony
    • Waterfront
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a separate apartment over the garage at our lake house. There is a living room/kitchen area with a pull out couch, a bedroom with two twin beds, a full bathroom, and a covered back deck/sitting area. There is a utility space with a washer and dryer on the first floor. Shared access to 523...
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    Winslow, Maine 04901
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Moon Loon, Lakefront Cottage, Lake St. George1 / 32
    (6)Excellent
    Liberty
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Porch
    • Balcony
    • Grill
    • Parking
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for the perfect, peaceful vacation cottage on a pristine Maine lake, Moon Loon on Lake St. George, Liberty, is right for you. The owner is Colorado children's book author, illustrator, and literary agent, Sandy Ferguson Fuller, and her original picture book, MOON LOON, was...
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    Liberty, Mid Coast Maine 04949
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Waterfront vacation home--fully equipped1 / 3
    (8)Excellent
    Liberty
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    The Lake House On Great Pond1 / 10
    (3)Excellent
    Belgrade
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A unique 2 level, year round home on Great Pond. Situated on the eastern shore in Hatch Cove, the sunsets are incredible. The home is 40 feet from the waters edge with 110 ft of frontage. Children can enjoy the 14 ft wide sandy beach area for safe play. The open concept first level has...
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    Belgrade, Maine 04917
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cabins are original Maine Camps from the 1930's-- the heyday of sporting camps and fishing lodges. They are situated on the eastern shore of Damariscotta Lake, secluded from tourist traps. They blend well among the setting of old pines and white birches. We can accomodate up to 24 people in 6...
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    Location Information
    Jefferson, Mid Coast Maine 04348
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Jefferson
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cabins are original Maine Camps from the 1930's-- the heyday of sporting camps and fishing lodges. They are situated on the eastern shore of Damariscotta Lake, secluded from tourist traps. They blend well among the setting of old pines and white birches. We can accomodate up to 24 people in 6...
    View all property information
    Location Information
    Jefferson, Mid Coast Maine 04348
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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