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Search results; Over 1,000 homes in Windsor

Top guest favourite
Cabin in Windsor
Middle Lake Retreat *with hot tub*
2 bedrooms, 4 beds, 1 private bathroom
30 Aug – 4 Sept
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4.99 out of 5 average rating, 152 reviews
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed
21–26 Sept
4.9 out of 5 average rating, 73 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed
18–23 Aug
4.93 out of 5 average rating, 189 reviews
Superhost
Home in Windsor
The Martock House · Ski-Inspired Sauna Retreat
2 bedrooms, 4 beds
23–28 Aug
4.84 out of 5 average rating, 45 reviews
Guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
1 bedroom, 1 queen bed
29 Aug – 3 Sept
4.96 out of 5 average rating, 119 reviews
Top guest favourite
Cottage in Windsor
Wildberry Cottage
2 beds
13–18 Sept
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds
18–23 Oct
4.96 out of 5 average rating, 262 reviews
Guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed
23–28 Aug
4.96 out of 5 average rating, 93 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed
29 Aug – 3 Sept
4.9 out of 5 average rating, 92 reviews
Top guest favourite
Home in Windsor
Hemlock Hill Cottage
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 213 reviews
Guest favourite
Cottage in Windsor
Falls Lake Cottage Retreat
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Windsor
Serenity Now! Private Beach & Lakehouse.
3 bedrooms, 4 beds
21–26 Sept
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
2 bedrooms, 2 king beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Cottage in Windsor
Birchwood on the Lake (with Hot Tub)
3 bedrooms, 5 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds
2–7 Oct
4.92 out of 5 average rating, 384 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed
2–7 Sept
4.84 out of 5 average rating, 121 reviews
Top guest favourite
Dome in Hantsport
The Maple Dome Nature Retreat
1 bedroom, 1 queen bed
23–28 Aug
4.99 out of 5 average rating, 84 reviews
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews