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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
20–25 Sept
,
4.99 out of 5 average rating, 152 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, 195 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed
23–28 Aug
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, 77 reviews
Guest favourite
Cabin in Newport
The Trapper's Cabin
2 bedrooms, 3 beds
22–27 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Windsor
Wildberry Cottage
2 beds
16–21 Oct
4.99 out of 5 average rating, 76 reviews
Guest favourite
Cabin in Windsor
Private cabin on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 216 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, 389 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed
2–7 Sept
4.83 out of 5 average rating, 124 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, 95 reviews
Top guest favourite
Home in Windsor
Hemlock Hill Cottage
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 14 reviews
Room in New Ross
Private room in Luxury-Modern House
1 double bed
15–20 Aug
4.79 out of 5 average rating, 62 reviews
Top guest favourite
Cottage in Kennetcook
Trax Lodging
1 bedroom, 2 beds
5–10 Oct
5.0 out of 5 average rating, 35 reviews
Guest favourite
Treehouse in Hantsport
Treehouse - unique off grid stay
1 bedroom, 1 queen bed
18–23 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds
18–23 Oct
4.96 out of 5 average rating, 266 reviews
Guest favourite
Room in Oakfield
Cozy Nature Escape, 15 minutes from the Airport
1 queen bed
1–6 Sept
4.91 out of 5 average rating, 104 reviews
Top guest favourite
Tent in Maitland
Riverview - Glamping on the Bay of Fundy
1 bedroom, 1 bed
31 Aug – 5 Sept
4.89 out of 5 average rating, 213 reviews
Guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed
25–30 Aug
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms, 7 beds
1–6 Jun
4.98 out of 5 average rating, 101 reviews