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Search results; Over 1,000 homes in Windsor

Top guest favourite
Farm stay in Windsor
The Little House at Pleasant Ridge Farm
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Aug
Serviced apartment in Windsor
Windsor's Inn Getaway
4.71 out of 5 average rating, 17 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Cabin in Whitefield
Maybelle the Tiny Cabin on 100 acres
5.0 out of 5 average rating, 129 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
7–12 Aug
Top guest favourite
Cottage in Augusta
Super cute waterfront cottage
4.92 out of 5 average rating, 89 reviews, 1 bedroom, 1 bed, 2 bathrooms
3–8 Nov
Top guest favourite
Cabin in Augusta
Price's Point - Cabin on the water
5.0 out of 5 average rating, 121 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Cabin in Augusta
Quintessential Maine cabin w/ private waterfront
5.0 out of 5 average rating, 44 reviews, 2 bedrooms, 5 beds, 1 bathroom
25–30 Aug
Guest favourite
Cottage in China
Lake House on Three Mile Pond with Amazing views
4.98 out of 5 average rating, 89 reviews, 1 bedroom, 3 beds, 1 bathroom
1–8 Aug
Guest favourite
Flat in China
2 Bedroom Apartment
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Somerville
The Loon's Nest - Guest Lodge
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Guest favourite
Cottage in Windsor
Duck Lane Cottage | Lakefront w/ Dock & Kayaks
4.93 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Superhost
Home in Vassalboro
Single Family on ThreeMile Pond
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
27 Aug – 1 Sept
Top guest favourite
Cottage in Augusta
Modern Hideaway in Augusta
5.0 out of 5 average rating, 119 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Cottage in Washington
Cozy Cottage on u pick blueberry farm.
4.9 out of 5 average rating, 397 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
16–21 Aug
Superhost
Cabin in Augusta
Cozy waterfront cabin on LAKE
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Cottage in Augusta
Private Dock & Deck: Tranquil Dam Pond Cottage!
4.92 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Washington
The Washington Suite on u-pick blueberry farm.
4.97 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Somerville
Lakefront home with hot tub.
4.89 out of 5 average rating, 19 reviews, 3 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
Home in Jefferson
Clary Lake Retreat
New place to stay, 1 bedroom, 2 beds, 1 bathroom
11–16 Sept