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Search results; Over 1,000 homes in Windsor

Guest favourite
Farm stay in Windsor
The Little House at Pleasant Ridge Farm
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Augusta
Super cute waterfront cottage
1 bedroom, 1 queen bed, 2 bathrooms
3–8 Nov
4.93 out of 5 average rating, 97 reviews
Guest favourite
Home in Somerville
The Loon's Nest - Guest Lodge
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 8 reviews
Flat in Windsor
Windsor's Inn Getaway
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.7 out of 5 average rating, 20 reviews
Top guest favourite
Cabin in Augusta
Price's Point - Cabin on the water
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 128 reviews
Guest favourite
Cabin in Whitefield
Maybelle the Tiny Cabin on 100 acres
1 bedroom, 1 double bed, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 135 reviews
Guest favourite
Treehouse in Whitefield
Tiny Treehouse Cabin 100 Acres Kayaks
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Home in Augusta
Lakefront: Private Hot Tub, Sauna & Free Massages!
3 bedrooms, 10 beds, 2.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 234 reviews
Home in Augusta
Sue's Lakefront Getaway
2 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.73 out of 5 average rating, 48 reviews
Guest favourite
Home in China
Hillside Cabin
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Augusta
Lakefront Retreat | Water Views + Private Dock
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
4.98 out of 5 average rating, 41 reviews
Guest favourite
Home in China
Lakefront Cottage on China Lake
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Windsor
Duck Lane Cottage | Lakefront w/ Dock & Kayaks
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 35 reviews
Top guest favourite
Home in Vassalboro
Single Family on ThreeMile Pond
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Yurt in Whitefield
Mongolian Ger on small farm
1 bedroom, 2 beds, WC
29 Sept – 4 Oct
4.75 out of 5 average rating, 16 reviews
Cottage in China
Classic Maine Camp on China Lake
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
New place to stay
Guest favourite
Cabin in Whitefield
Roxie the Tiny Cabin on 100 acres
1 bedroom, 1 bed, WC
20–25 Sept
4.93 out of 5 average rating, 175 reviews
Guest favourite
Cabin in Augusta
Cozy Cottage on Togus Pond
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 10 reviews