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Search results; Over 1,000 homes in Windsor

Top guest favourite
Home in Windsor
Lakefront with fire-pit and deck & Wood fire Sauna
2 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct
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4.96 out of 5 average rating, 27 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed
1–6 Jan
4.91 out of 5 average rating, 96 reviews
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed
28 Sept – 3 Oct
4.91 out of 5 average rating, 78 reviews
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, 97 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed
29 Sept – 4 Oct
4.93 out of 5 average rating, 196 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, 218 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed
8–13 Sept
4.83 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds
22–27 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Windsor
Wildberry Cottage
2 beds
16–21 Oct
4.99 out of 5 average rating, 78 reviews
Guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed
27 Sept – 2 Oct
4.89 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
1 bedroom, 1 queen bed
1–6 Jan
4.96 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Grand pré
Rose Garden Suite
1 bedroom, 1 queen bed
18–23 Oct
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Cottage in Windsor
Falls Lake Burrow - 2 bdrm Cottage w/hot tub
2 bedrooms, 3 beds
4–9 Oct
4.97 out of 5 average rating, 150 reviews
Top guest favourite
Cabin in West Gore
Birch Burn Retreat
1 bedroom, 2 beds
6–11 Sept
4.91 out of 5 average rating, 137 reviews
Top guest favourite
Cabin in Windsor
Hindy Hut with a hot tub
3 bedrooms, 4 beds
6–11 Sept
4.92 out of 5 average rating, 102 reviews
Top guest favourite
Home in Windsor
Hemlock Hill Cottage
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms, 3 beds
25–30 Oct
4.93 out of 5 average rating, 390 reviews
Guest favourite
Room in Oakfield
Cozy Nature Escape, 15 minutes from the Airport
1 queen bed
13–18 Sept
4.91 out of 5 average rating, 113 reviews
Top guest favourite
Guest suite in Canning
Romantic getaway with a view double jacuzzi tub.
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.92 out of 5 average rating, 305 reviews