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Search results; Over 1,000 homes in Windsor

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Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 bed, 1 private bathroom
13–18 Oct
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4.82 out of 5 average rating, 126 reviews
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Top guest favourite
Flat in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed, 1 bathroom
2–7 Oct
4.92 out of 5 average rating, 85 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, 270 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
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, 99 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
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
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, 394 reviews
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Top guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 107 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
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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Top guest favourite
Cottage in Windsor
Wildberry Cottage
2 beds, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 88 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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Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds, 1 bathroom
9–14 Nov
4.96 out of 5 average rating, 223 reviews
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Top guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
2 bedrooms, 2 king beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 108 reviews
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Top guest favourite
Tiny home in Scotch Village
Sustainable Hill Modern Tiny Home (Sleeps 4)
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 123 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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Top guest favourite
Cottage in Windsor
Falls Lake Cottage Waterfront Retreat
3 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 14 reviews
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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