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Search results; Over 1,000 homes in Windsor

Top guest favorite
Home in Windsor
Historic 1910 mansion overlooking the river
5 bedrooms, 7 beds, 2.5 private baths
Jun 1 – 6
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4.98 out of 5 average rating, 101 reviews
Top guest favorite
Apartment in Windsor
Mid-century modern in a historic building
4.91 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bath
Sep 28 – Oct 3
Guest favorite
Apartment in Windsor
Fully renovated with a gated courtyard
4.91 out of 5 average rating, 96 reviews, 1 bed, 1 bath
Aug 23 – 28
Top guest favorite
Guest suite in Windsor
Whirlpool bath and a seasonal pool
4.93 out of 5 average rating, 195 reviews, 1 bedroom, 1 bed, 1 bath
Sep 29 – Oct 4
Guest favorite
Condo in Windsor
Newly built downtown, near wineries
4.96 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bath
Jan 1 – 6
Guest favorite
Apartment in Windsor
Century-old charm with modern finishes downtown
4.96 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bath
Oct 4 – 9
Top guest favorite
Chalet in Windsor
Lakeside lot with a fire pit and fireplace
4.96 out of 5 average rating, 266 reviews, 4 bedrooms, 5 beds, 2 baths
Oct 18 – 23
Top guest favorite
Cottage in Windsor
Riverside retreat with hot tub and fireplace
4.99 out of 5 average rating, 76 reviews, 2 beds, 1 bath
Oct 16 – 21
Top guest favorite
Cottage in Windsor
Lakeside cottage with a canoe and fireplace
4.93 out of 5 average rating, 389 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 13 – 18
Guest favorite
Cabin in Windsor
Hidden lake with a private dock
4.96 out of 5 average rating, 216 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 27 – Oct 2
Guest favorite
Tiny home in Hantsport
Private hot tub, sauna, and outdoor fireplace
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 18 – 23
Top guest favorite
Home in Windsor
Lakeside with a private dock and kayaks
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 1 bath
Sep 9 – 14
Top guest favorite
Cottage in Windsor
Lakefront with a hot tub and dock
4.99 out of 5 average rating, 186 reviews, 3 bedrooms, 5 beds, 2 baths
Sep 27 – Oct 2
Top guest favorite
Cabin in Windsor
Hot tub and fire pit near a lake
4.92 out of 5 average rating, 101 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 6 – 11
Guest favorite
Cabin in Newport
Private cabin beside a quiet pond
4.9 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 22 – 27
Guest favorite
Guest suite in Windsor
Private entrance with a fireplace, near wineries
4.83 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bath
Sep 2 – 7
Top guest favorite
Cottage in Windsor
New lakehouse with a private beach
4.99 out of 5 average rating, 75 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 28 – Oct 3
Top guest favorite
Cottage in Windsor
Waterfront with a dock and sandy beach
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 baths
Oct 26 – 31
Top guest favorite
Cottage in Windsor
Screened-in hot tub, 200m from the lake
4.97 out of 5 average rating, 148 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 31 – Sep 5