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Search results; Over 1,000 homes in Windsor

Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds, 1 private bathroom
2–7 Oct
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4.92 out of 5 average rating, 386 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
4.93 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
4.91 out of 5 average rating, 74 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
4.96 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Cottage in Windsor
Wildberry Cottage
4.99 out of 5 average rating, 70 reviews, 2 beds, 1 bathroom
13–18 Sept
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
4.9 out of 5 average rating, 94 reviews, 1 bed, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
4.96 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4.96 out of 5 average rating, 263 reviews, 4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
Top guest favourite
Home in Windsor
Hemlock Hill Cottage
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Cabin in Newport
The Trapper's Cabin
4.75 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
Top guest favourite
Cottage in Windsor
Birchwood on the Lake (with Hot Tub)
4.99 out of 5 average rating, 185 reviews, 3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Dome in Hantsport
The Maple Dome Nature Retreat
4.99 out of 5 average rating, 85 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
5.0 out of 5 average rating, 100 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Sept – 4 Oct
Top guest favourite
Cottage in Windsor
Falls Lake Cottage Retreat
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Cottage in Windsor
Serenity Now! Private Beach & Lakehouse.
4.99 out of 5 average rating, 73 reviews, 3 bedrooms, 4 beds, 1 bathroom
21–26 Sept
Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
4.97 out of 5 average rating, 213 reviews, 3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
Home in Upper Kennetcook
Maple Grove Getaway
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Dome in Windsor
VINO – The Wine Dome | Vineyard Retreat
New place to stay, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Wolfville
Valley Vineyards Chalet
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept