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Search results; Over 1,000 homes in Windsor

Guest favourite
Home in Windsor
Ridgeview Cottage
3 bedrooms, 5 beds, 1.5 private bathrooms
13–18 Sept
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4.9 out of 5 average rating, 29 reviews
Top guest favourite
Home in Montville
Peaceful Country Escape w/ 4BR Ranch + Firepit
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Guest house in Middlefield
Little House on the Farm
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 184 reviews
Guest favourite
Farm stay in Rock Creek
The Farmhouse
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 77 reviews
Guest favourite
Home in Burton
Simba’s House Mid 1800s Burton Village Retreat
3 bedrooms, 6 beds, 2 bathrooms
2–7 Nov
4.89 out of 5 average rating, 198 reviews
Top guest favourite
Flat in Middlefield
Nestled Inn Mespo
1 bedroom, 2 beds, 1.5 bathrooms
12–17 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Guest suite in Middlefield
KC's Hideout
3 bedrooms, 3 queen beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 13 reviews
Home in Burton
Graham Keller House
3 bedrooms, 5 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Chardon
Group Cabin retreat | Hot Tub | Fire Pit |Wineries
4 bedrooms, 8 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Geneva
Grand River Haven
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.96 out of 5 average rating, 75 reviews
Top guest favourite
Home in Burton
Cozy Family Manor w/ Hot Tub & Pool-Sleeps 25
8 bedrooms, 15 beds, 6.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Geneva
Grand River Retreat
4 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Guest suite in Geneva
Grand River Retreat
2 bedrooms, 5 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 62 reviews
Top guest favourite
Guest house in Mesopotamia
The Horse & Harness-Enjoy Root Beer on the Porch
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Bristolville
Cozy 3 Bedroom at the “Queen 45”
3 bedrooms, 1 queen bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 45 reviews
Guest favourite
Place to stay in Middlefield
Red Maple Carriage House
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 133 reviews
Guest favourite
Home in Middlefield
Juniper Cabin | Hot Tub, Pond + Fire-pit, A-frame
4 bedrooms, 5 beds, 3 bathrooms
16–21 Oct
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Home in Burton
Renovated Mom's 1800's House, Great Location!
4 bedrooms, 7 beds, 2.5 bathrooms
12–17 Oct
4.99 out of 5 average rating, 109 reviews
Guest favourite
Home in Geneva
VineView Inn, close to Spire and wineries.
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.86 out of 5 average rating, 90 reviews