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Search results; Over 1,000 homes in Windsor

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Guest favourite
Home in Windsor
Ridgeview Cottage
3 bedrooms, 5 beds, 1.5 private bathrooms
20–25 Sept
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4.9 out of 5 average rating, 30 reviews
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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
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Guest house in Middlefield
Little House on the Farm
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 184 reviews
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Farm stay in Rock Creek
The Farmhouse
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 78 reviews
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Guest favourite
Place to stay in Middlefield
Red Maple Carriage House
1 bedroom, 3 beds, 1 bathroom
24–29 Sept
4.98 out of 5 average rating, 134 reviews
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Top guest favourite
Flat in Middlefield
Nestled Inn Mespo
1 bedroom, 2 beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 54 reviews
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Guest favourite
Home in Burton
Graham Keller House
3 bedrooms, 5 beds, 2.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Guest suite in Middlefield
KC's Hideout
3 bedrooms, 3 queen beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Burton
Historic Village in the Heart of Amish Country!
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
4.99 out of 5 average rating, 246 reviews
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Guest suite in Geneva
Grand River Retreat
2 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 63 reviews
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Guest favourite
Home in Geneva
Sand V-Ball Ct w/ Vineyard Views SPIRE 5 Min
3 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.93 out of 5 average rating, 146 reviews
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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
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Home in Bristolville
B’s Sunsets & Recreation
3 bedrooms, 6 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 102 reviews
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Flat in Bristolville
Cozy 3 Bedroom at the “Queen 45”
3 bedrooms, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 46 reviews
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Guest house in Mesopotamia
The Eagles Nest-Wake up to Cinnamon Rolls
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 11 reviews
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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
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Guest favourite
Flat in Cortland
Mosquito Lake Lodge
3 bedrooms, 8 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 14 reviews
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Home in Geneva
VineView Inn, close to Spire and wineries.
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.86 out of 5 average rating, 90 reviews
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Top guest favourite
Cabin in Chardon
Group Cabin retreat | Hot Tub | Fire Pit |Wineries
4 bedrooms, 8 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 33 reviews