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Search results; Over 1,000 homes in Windsor

Guest favourite
Home in Windsor
Lakeside Retreat with Hot Tub
3 bedrooms, 4 beds, 2 private bathrooms
7–12 Sept
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4.92 out of 5 average rating, 316 reviews
Top guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom, 1 bed, 1 bathroom
14–19 Jul
4.9 out of 5 average rating, 69 reviews
Top guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.93 out of 5 average rating, 188 reviews
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.84 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 116 reviews
Top guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms, 7 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 96 reviews
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed, 1 bathroom
14–19 Aug
4.9 out of 5 average rating, 89 reviews
Guest favourite
Home in Windsor
The Martock House · Ski-Inspired Sauna Retreat
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.84 out of 5 average rating, 44 reviews
Cottage in Windsor
Falls Lake Cottage Retreat
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.96 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
2 bedrooms, 2 king beds, 1 bathroom
9–14 Jul
5.0 out of 5 average rating, 97 reviews
Guest favourite
Place to stay in Windsor
Cozy Private Room – 2 mins to Ski Martock!
1 bedroom, 1 bed, 1 bathroom
3–8 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 259 reviews
Top guest favourite
Cabin in Windsor
Private cottage on a lake - kayaks, SUP, fire pit
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 210 reviews
Home in Hubbards
Oceanfront Sanctuary | Private & Peaceful
4 bedrooms, 4 beds, 3 bathrooms
14–19 Jul
New place to stay
Guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed, 1 bathroom
19–24 Jul
4.92 out of 5 average rating, 13 reviews
Home in Windsor
Hemlock Hill Cottage
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kentville
NEW Luxe Church Hot Tub 3 Beds Sleeps 6 Kentville
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Windsor
Serenity Now! Private Beach & Lakehouse.
3 bedrooms, 4 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 71 reviews