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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
11–16 Oct
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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
4–9 Oct
4.94 out of 5 average rating, 67 reviews
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Top guest favourite
Guest house in Middlefield
Little House on the Farm
2 bedrooms, 2 beds
1–6 Oct
4.97 out of 5 average rating, 184 reviews
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Guest favourite
Farm stay in Rock Creek
The Farmhouse
4 bedrooms, 7 beds
10–15 Oct
4.91 out of 5 average rating, 78 reviews
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Top guest favourite
Flat in Middlefield
Nestled Inn Mespo
1 bedroom, 2 beds
4–9 Oct
4.96 out of 5 average rating, 54 reviews
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Top guest favourite
Guest house in Mesopotamia
The Horse & Harness-Enjoy Root Beer on the Porch
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Cabin in Middlefield
The Wildflower
1 bedroom, 2 beds
17–22 Oct
4.96 out of 5 average rating, 123 reviews
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Home in Rock Creek
Valley View Farmhouse in Ohio wine country
2 bedrooms, 3 beds
8–13 Oct
4.71 out of 5 average rating, 21 reviews
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Guest favourite
Farm stay in Chardon
Bonnie's Guesthouse @ Peridot Equine Sanctuary
1 bedroom, 2 beds
4–9 Oct
4.87 out of 5 average rating, 389 reviews
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Top guest favourite
Home in Bristolville
B’s Sunsets & Recreation
3 bedrooms, 6 beds
1–6 Oct
4.96 out of 5 average rating, 102 reviews
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Guest favourite
Farm stay in Thompson Township
Monarch House at Midnight Rose Farm
3 bedrooms, 5 beds
1–6 Oct
4.92 out of 5 average rating, 77 reviews
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Superhost
Flat in Bristolville
Cozy 3 Bedroom at the “Queen 45”
3 bedrooms, 1 queen bed
10–15 Oct
4.89 out of 5 average rating, 46 reviews
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Home in Middlefield
Loft Unplugged w/ Outdoor Space in Amish Country!
1 bedroom, 2 beds
1–6 Oct
4.66 out of 5 average rating, 68 reviews
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Guest favourite
Place to stay in Middlefield
Red Maple Carriage House
1 bedroom, 3 beds
12–17 Oct
4.98 out of 5 average rating, 134 reviews
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Top guest favourite
Guest suite in Middlefield
KC's Hideout
3 bedrooms, 3 queen beds
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Flat in Cortland
Mosquito Lake Lodge
3 bedrooms, 8 beds
1–6 Oct
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Cabin in Cortland
Cozy Countryside Cabin Near Multiple Wineries
1 bedroom, 2 beds
2–7 Oct
4.93 out of 5 average rating, 508 reviews
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Top guest favourite
Flat in Geneva
Grand River Haven
2 bedrooms, 3 beds
1–6 Oct
4.96 out of 5 average rating, 75 reviews
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Superhost
Flat in Middlefield
Woodside Nook
2 bedrooms, 3 beds
2–7 Oct
4.55 out of 5 average rating, 22 reviews