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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
13–18 Jul
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4.93 out of 5 average rating, 381 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.93 out of 5 average rating, 189 reviews
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
4.9 out of 5 average rating, 71 reviews
Superhost
Home in Windsor
The Martock House · Ski-Inspired Sauna Retreat
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.84 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
2 bedrooms, 2 king beds, 1 bathroom
9–14 Jul
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 117 reviews
Top guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 97 reviews
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 260 reviews
Guest favourite
Cottage in Windsor
Falls Lake Cottage Retreat
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed, 1 bathroom
29 Aug – 3 Sept
4.9 out of 5 average rating, 89 reviews
Guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.96 out of 5 average rating, 93 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
4.84 out of 5 average rating, 119 reviews
Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 211 reviews
Top guest favourite
Flat in Hantsport
Historic East Coast Apartment *Private Sauna*
2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 174 reviews
Guest favourite
Cabin in Windsor
All Decked Out
2 bedrooms, 2 beds, 1.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 69 reviews
Home in Windsor
Hemlock Hill Cottage
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Windsor
Stylish Windsor Suite Near Wineries & Fundy Coast
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Home in Wolfville
Valley Vineyard Chalet
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed, 1 bathroom
15–20 Aug
4.88 out of 5 average rating, 16 reviews