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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
2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Augusta
Super cute waterfront cottage
1 bedroom, 1 queen bed, 2 bathrooms
9–14 Nov
4.92 out of 5 average rating, 90 reviews
Serviced apartment in Windsor
Windsor's Inn Getaway
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.72 out of 5 average rating, 18 reviews
Top guest favourite
Treehouse in Whitefield
Tiny Treehouse Cabin 100 Acres Kayaks
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 33 reviews
Cabin in China
Loonsong-Relaxing Waterfront Cottage on China Lake
2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
New place to stay
Top guest favourite
Cabin in Whitefield
Maybelle the Tiny Cabin on 100 acres
1 bedroom, 1 double bed, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 130 reviews
Guest favourite
Flat in China
2 Bedroom Apartment
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Washington
Cozy Cottage on u pick blueberry farm.
2 bedrooms, 4 beds, 1.5 bathrooms
14–19 Aug
4.91 out of 5 average rating, 400 reviews
Top guest favourite
Cabin in Augusta
Price's Point - Cabin on the water
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 123 reviews
Top guest favourite
Home in Augusta
Luxurious Lakefront Log Home with Private Dock
4 bedrooms, 6 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Cabin in Vassalboro
Maine Lakefront Retreat | Kayaks • Fishing • Views
4 bedrooms, 5 beds, 1.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Liberty
Modern Cabin on Crie Hill
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 45 reviews
Guest favourite
Yurt in Whitefield
Mongolian Ger on small farm
1 bedroom, 2 beds, WC
17–22 Aug
4.75 out of 5 average rating, 12 reviews
Guest favourite
Home in China
Hillside Cabin
2 bedrooms, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Vassalboro
Dragonfly Haven at ThreeMile Pond
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Somerville
The Loon's Nest - Guest Lodge
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Washington
The Adams Suite on U-pick Blueberry Farm
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 115 reviews
Guest favourite
Cottage in Windsor
Duck Lane Cottage | Lakefront w/ Dock & Kayaks
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 31 reviews