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Search results; Over 1,000 homes in Windsor

Top guest favourite
Cottage in Windsor
Serenity Now! Private Beach & Lakehouse.
3 bedrooms, 4 beds, 1 private bathroom
28 Sept – 3 Oct
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4.99 out of 5 average rating, 76 reviews
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
Top guest favourite
Flat in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed
28 Sept – 3 Oct
4.92 out of 5 average rating, 85 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed
12–17 Oct
4.93 out of 5 average rating, 199 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed
13–18 Oct
4.83 out of 5 average rating, 125 reviews
Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds
13–18 Sept
4.93 out of 5 average rating, 393 reviews
Top guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds
20–25 Sept
4.92 out of 5 average rating, 104 reviews
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
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds
18–23 Oct
4.96 out of 5 average rating, 269 reviews
Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds
6–11 Nov
4.96 out of 5 average rating, 221 reviews
Guest favourite
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds
20–25 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Windsor
Birchwood on the Lake (with Hot Tub)
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 187 reviews
Guest favourite
Cabin in Windsor
All Decked Out
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 81 reviews
Top guest favourite
Cottage in Windsor
Falls Lake Burrow - 2 bdrm Cottage w/hot tub
2 bedrooms, 3 beds
14–19 Sept
4.97 out of 5 average rating, 153 reviews
Top guest favourite
Cottage in Windsor
Wildberry Cottage
2 beds
29 Oct – 3 Nov
4.98 out of 5 average rating, 85 reviews
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
Guest favourite
Cottage in Vaughan
Sunshine Cottage
3 bedrooms, 3 beds
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Windsor
Lakefront with fire-pit and deck & Wood fire Sauna
2 bedrooms, 3 beds
2–7 Jan
4.96 out of 5 average rating, 28 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed
1–6 Jan
4.9 out of 5 average rating, 104 reviews