We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes and Apartments Windsor, ME and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $201 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Windsor area holiday rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    Windsor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection

    The following rentals are within 25 kilometres of Windsor, Maine.

    1 / 21
    5 of 5 stars (1) Excellent
    Jefferson
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 46
    5 of 5 stars (1) Excellent
    Hallowell
    Private Room, 8 Bathrooms, Sleeps 19 | Quick View
    Show Prices
    Payment Protection
    1 / 8
    Liberty
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • DVD Player
    • Parking
    • Central Heating
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Liberty, Mid Coast Maine 04949
    1 / 24
    5 of 5 stars (3) Excellent
    Oakland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Patio
    • Waterfront
    • Porch
    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The setting is private and cozy . A favorite lake for boating, fishing, skiing, swimming and sailing. Across the lake from the cabin Colby College crew practices and you are a short boat ride to New England Music Camp. This cedar log cabin is just steps from the water with level access. Dock... View all property information
    Location Information
    Oakland, Maine 04963
    5 of 5 stars Reviewed 12 July 2011
    We had a wonderful stay at this 1940s log cabin on the shores of Lake Messalonskee. Very relaxing atmosphere and a lovely home.
    See all reviews
    1 / 3
    Liberty
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Porch
    • Satellite TV
    • DVD Player
    • Waterfront
    • Grill
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Liberty, Mid Coast Maine 04949
    1 / 12
    5 of 5 stars (1) Excellent
    Oakland
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Porch
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Washer
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Three-bedroom year round cottage nestled in a quiet cove just steps from the water. Private mooring and pier. A favorite lake for boating, ice fishing, swimming, sailing or just enjoying the abundant natural beauty and wildlife of the local area. The cottage is available year round and the rates... View all property information
    Location Information
    Oakland, Maine 04963
    1 / 15
    5 of 5 stars (2) Excellent
    Belgrade
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Porch
    • DVD Player
    • Waterfront
    • Satellite TV
    • Grill
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 3-season cottage is truly a home away from home for those that want to get away from it all yet want the conveniences of home. A quiet lake, Salmon is a perfect spot for canoeing, fishing and swimming. With 100 ft of owned frontage, with gradual level access to the water, dock and mooring plus... View all property information
    Location Information
    Belgrade, Maine 04917
    5 of 5 stars Reviewed 10 August 2012
    We have stayed in all three of Clee and Dee's waterfront properties on McGrath, Messalonskee and now Salmon Lake. Each house is wonderful in it's own way. All are spotlessly...
    See all reviews
    1 / 9
    Readfield
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Parking
    • Central Heating
    • Porch
    • Waterfront
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Planning a peaceful summer vacation in Maine? Looking to enjoy the beautiful fall foliage or abundant fishing that our lake has to offer? Stay at our cozy, lakefront, two bedroom camp. The larger bedroom is furnished with a queen-sized bed, closet, and dressers. The second bedroom is furnished... View all property information
    Location Information
    Readfield, Maine 04355
    Jefferson
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • DVD Player
    • Grill
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Jefferson, Mid Coast Maine 04348
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 32
    Liberty
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Porch
    • Balcony
    • Grill
    • Parking
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Liberty, Mid Coast Maine 04949
    1 / 10
    Belgrade
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Waterfront
    • Satellite TV
    • Internet Access
    • Central Heating
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Belgrade, Maine 04917
    Jefferson
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 13
    Liberty
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Central Heating
    • Waterfront
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Nature View Cabin is located on pristine, private and lush Lake St George in Liberty, Maine. The location is perfect -- quiet but still close to stores, ice cream and state park/boat launch. Enjoy swimming, kayaking, fishing, island hopping and more in the clean and clear lake. The property... View all property information
    Location Information
    Liberty, Mid Coast Maine 04949
    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 11
    Augusta
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    • Central Heating
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Dramatically set on the side of a mountain, overlooking a sparkling clean, spring-fed 12-acre lake, our cottage is perfect for honeymooners or nature lovers-- or anyone who appreciates secluded peace and quiet. It features a high deck facing our 200 feet of natural lake frontage with dock and... View all property information
    Location Information
    Augusta, Maine 04330
    Jefferson
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 12
    5 of 5 stars (1) Excellent
    Gardiner
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Gardiner, Maine 04345
    5 of 5 stars Reviewed 19 August 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 once...
    See all reviews
    1 / 9
    Liberty
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Central Heating
    • Porch
    • Washer
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Wonderful, single home with 100' waterfront in Liberty. Great location-not far from Camden and Belfast. Marvelous swimming, fantastic fishing, excellent boating (canoe/rowboat/kayaks), private dock and swim raft. Open floor plan with cathedral ceiling allows plenty of space to relax. Screened porch... View all property information
    Location Information
    Liberty, Mid Coast Maine 04949
    1 / 20
    5 of 5 stars (1) Excellent
    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Waterfront
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Manchester, Maine 04345
    Get the List
    China
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Outdoor Dining Area
    • Terrace
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Situated right on Threemile Pond this cozy setup immediately invites a peaceful and private lakeside vacation. The main cottage has a master bedroom with a queen bed, second bedroom with a twin bed and a full size futon, a full kitchen, a ¾ bath and sleeps up to 5. The bunk house has a kitchen, a ¾... View all property information
    Location Information
    China, Maine 04358
    1 / 15
    Belgrade
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Patio
    • DVD Player
    • Balcony
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This will soon become a family tradition - Visit during summers - enjoy at Pinkham's Cove at Great Pond in the Belgrade (Lakes), in Maine!! Area is highly known as inspiration for story & film at Golden Pond. Seven beautiful Inter-connected lakes features boating, water ski, fishing, swimming and... View all property information
    Location Information
    Belgrade, Maine 04917
    Jefferson
    10 Bedrooms, 8 Bathrooms, Sleeps 20 | Quick View
    Enquire for rates
    Amenities & Details
    • Parking
    • DVD Player
    • Porch
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Jefferson, Mid Coast Maine 04348
    Washington
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a vacation rental housekeeping cabin, lakeside on an island on an all wild lake ringed by mountains and millions of acres of forest. The quietest cleanest environment ever experienced ! We have n($429/wk; Small $500/wk and Medium cabins$550/wk (sleep up to four people) and large cabins... View all property information
    Location Information
    Washington, Mid Coast Maine 04490
    1 / 7
    Oakland
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Enquire for rates
    Amenities & Details
    • Grill
    • Porch
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This cute little cabin is nestled in a cove with a private beach and excellent view. The property is surrounded on two sides with trees allowing for privacy. There is good fishing, right from the dock. Screened front proch is an excellent spot to enjoy meals and to watch the sunset. This end... View all property information
    Location Information
    Oakland, Maine 04963
    1 / 7
    Washington
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Enquire for rates
    Amenities & Details
    • Parking
    • Washer
    • Grill
    • Porch
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely 2 bedroom (master bedroom downstairs; loft) cottage is the perfect place for the perfect vacation. Situated on the edge of our 8 acre bluebery field and surrounded by over 100 acres of woodland, it is your place for peace and solitude after a busy day in Camden (or Rockland), just 25... View all property information
    Location Information
    Washington, Mid Coast Maine 04574