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Search results; Over 1,000 homes in Windsor

Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds, 1 private bathroom
6–11 Nov
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4.96 out of 5 average rating, 221 reviews
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 269 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.93 out of 5 average rating, 199 reviews
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.92 out of 5 average rating, 85 reviews
Top guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms, 7 beds, 2.5 bathrooms
30 Sept – 5 Oct
4.98 out of 5 average rating, 101 reviews
Top guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 99 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.83 out of 5 average rating, 125 reviews
Top guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 104 reviews
Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 393 reviews
Top guest favourite
Cottage in Windsor
Birchwood on the Lake (with Hot Tub)
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 187 reviews
Guest favourite
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 15 reviews
Superhost
Home in Falmouth
Falmouth Farmhouse Stay on Golf Course w/ Hot Tub
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
New place to stay
Superhost
Home in Windsor
Valley House, 6 min to Martock - Ski/Bike Basecamp
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.86 out of 5 average rating, 42 reviews
Top guest favourite
Cottage in Windsor
Falls Lake Cottage Waterfront Retreat
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Windsor
Hemlock Hill Cottage
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 20 reviews
Superhost
Flat in Windsor
Stylish Windsor Suite Near Wineries & Fundy Coast
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Home in Wolfville
Valley Vineyards Chalet
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 35 reviews
Guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 24 reviews
Guest favourite
Home in Grand pré
Modern farmhouse in the heart of wine country!
3 bedrooms, 3 beds, 2.5 bathrooms
30 Oct – 4 Nov
4.88 out of 5 average rating, 32 reviews