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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, 15 reviews
Top guest favourite
Treehouse in Whitefield
Tiny Treehouse Cabin 100 Acres Kayaks
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 34 reviews
Guest favourite
Camper van/Motorhome in Palermo
Camp at Shale Creek Homestead
1 bedroom, 2 beds, 1 bathroom
2–7 Sept
4.89 out of 5 average rating, 194 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
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
Guest favourite
Tiny home in Union
The Apple Blossom Cottage
1 bedroom, 1 double bed, WC
30 Aug – 4 Sept
4.75 out of 5 average rating, 197 reviews
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, 133 reviews
Top guest favourite
Cabin in Woolwich
Woodland Fae Guest House
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Farm stay in Appleton
Water Buffalo Farm Glamping
1 bedroom, 2 beds, No bathroom
23–28 Aug
4.95 out of 5 average rating, 62 reviews
Guest favourite
Cabin in Whitefield
Roxie the Tiny Cabin on 100 acres
1 bedroom, 1 bed, WC
6–11 Sept
4.93 out of 5 average rating, 169 reviews
Top guest favourite
Home in Vassalboro
Rustic Cottage at ThreeMile Pond
2 bedrooms, 3 beds, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Washington
The Washington Suite on u-pick blueberry farm.
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.97 out of 5 average rating, 142 reviews
Top guest favourite
Cabin in Appleton
Modern Cabin Retreat | 25 Min to Camden & Belfast
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Union
Drift Cottage near the coast
1 bedroom, 1 queen bed, WC
13–18 Sept
4.83 out of 5 average rating, 164 reviews
Cottage in China
Classic Maine Camp on China Lake
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Home in Augusta
Country Charm, City Convenience
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 23 reviews
Camper van/Motorhome in Sidney
“Cozy camper for spending a beautiful night.”
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 4 reviews