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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Cottage in Windsor
Wildberry Cottage
Studio, 2 beds, 1 private bathroom
23–28 Oct
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4.98 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms, 7 beds
30 Sept – 5 Oct
4.98 out of 5 average rating, 101 reviews
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Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed
13–18 Oct
4.93 out of 5 average rating, 199 reviews
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Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed
2–7 Oct
4.92 out of 5 average rating, 85 reviews
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Top guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed
4–9 Oct
4.96 out of 5 average rating, 99 reviews
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Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds
18–23 Oct
4.96 out of 5 average rating, 270 reviews
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Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds
12–17 Oct
4.92 out of 5 average rating, 394 reviews
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Guest favourite
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds
20–25 Sept
4.94 out of 5 average rating, 16 reviews
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Home in Windsor
Cozy 3 Bedroom House - office and outdoor kitchen
3 bedrooms, 3 beds
15–20 Nov
4.83 out of 5 average rating, 6 reviews
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Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed
13–18 Oct
4.82 out of 5 average rating, 126 reviews
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Top guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 106 reviews
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Top guest favourite
Cottage in Windsor
Falls Lake Burrow - 2 bdrm Cottage w/hot tub
2 bedrooms, 3 beds
5–10 Oct
4.97 out of 5 average rating, 153 reviews
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Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds
9–14 Nov
4.96 out of 5 average rating, 222 reviews
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Room in Windsor
Charming 1-room Suite in Historic Windsor
1 double bed
17–22 Oct
New place to stay
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Guest favourite
Flat in Windsor
Stylish Windsor Suite Near Wineries & Fundy Coast
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.89 out of 5 average rating, 9 reviews
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Superhost
Home in Windsor
Valley House, 6 min to Martock - Ski/Bike Basecamp
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.86 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Wolfville
Valley Vineyards Chalet
2 bedrooms, 2 queen beds
25–30 Oct
4.97 out of 5 average rating, 36 reviews
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Dome in Windsor
StELLA – The Star Dome | Celestial Vineyard Escape
1 bedroom, 1 queen bed
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed
4–9 Oct
4.93 out of 5 average rating, 28 reviews