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Search results; Over 1,000 homes in Windsor

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Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds, 1 private bathroom
9–14 Nov
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4.96 out of 5 average rating, 224 reviews
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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, 271 reviews
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Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 85 reviews
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Top guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms, 7 beds, 2.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 101 reviews
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Top guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.96 out of 5 average rating, 100 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, 1 bathroom
13–18 Oct
4.94 out of 5 average rating, 200 reviews
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Top guest favourite
Cottage in Windsor
Birchwood on the Lake (with Hot Tub)
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 189 reviews
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Top guest favourite
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds, 1 bathroom
20–25 Oct
4.94 out of 5 average rating, 17 reviews
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Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.82 out of 5 average rating, 127 reviews
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Home in Windsor
Cozy 3 Bedroom House - office and outdoor kitchen
3 bedrooms, 3 beds, 1 bathroom
15–20 Nov
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 107 reviews
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Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.92 out of 5 average rating, 395 reviews
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Guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jan
4.95 out of 5 average rating, 130 reviews
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Guest favourite
Flat in Windsor
Stylish Windsor Suite Near Wineries & Fundy Coast
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.89 out of 5 average rating, 9 reviews
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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, 34 reviews
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Room in Windsor
Charming 1-room Suite in Historic Windsor
1 double bed, 1 bathroom
17–22 Oct
New place to stay
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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, 38 reviews
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Top guest favourite
Cottage in Windsor
Serenity Now! Private Beach & Lakehouse.
3 bedrooms, 4 beds, 1 bathroom
1–6 Jun
4.99 out of 5 average rating, 78 reviews
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Top guest favourite
Home in Nova Scotia
Moonshadow: Ski & Stay Lakefront – Windsor, NS
3 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 47 reviews