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Search results; Over 1,000 homes in Windsor

Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds, 1 private bathroom
13–18 Jul
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4.93 out of 5 average rating, 381 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed
13–18 Jul
4.93 out of 5 average rating, 189 reviews
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed
16–21 Jul
4.9 out of 5 average rating, 69 reviews
Top 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, 117 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed
13–18 Jul
4.84 out of 5 average rating, 119 reviews
Top guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
2 bedrooms, 2 king beds
9–14 Jul
5.0 out of 5 average rating, 97 reviews
Guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed
13–18 Jul
4.96 out of 5 average rating, 93 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, 44 reviews
Guest favourite
Place to stay in Windsor
Cozy Private Room – 2 mins to Ski Martock!
1 bedroom, 1 bed
18–23 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed
14–19 Aug
4.9 out of 5 average rating, 89 reviews
Top guest favourite
Cottage in Windsor
Wildberry Cottage
2 beds
13–18 Sept
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Guest suite in West Hants
2 King Suites, Hot Tub, New Kitchenette, Apres Ski
2 bedrooms, 2 king beds
13–18 Jul
4.98 out of 5 average rating, 128 reviews
Top guest favourite
Cabin in Windsor
Private cottage on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 210 reviews
Guest favourite
Cottage in Vaughan
Sunshine Cottage
3 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Hantsport
Historic East Coast Apartment *Private Sauna*
2 bedrooms, 2 beds
17–22 Oct
5.0 out of 5 average rating, 173 reviews
Guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds
23–28 Aug
4.91 out of 5 average rating, 94 reviews
Top guest favourite
Chalet in West Hants
The Cozy Pine Chalet
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 24 reviews
Cottage in Windsor
Falls Lake Cottage Retreat
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Windsor
Middle Lake Retreat *with hot tub*
2 bedrooms, 4 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 150 reviews