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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
Top guest favourite
Flat in Middlefield
Nestled Inn Mespo
1 bedroom, 2 beds, 1.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Guest house in Mesopotamia
The Horse & Harness-Enjoy Root Beer on the Porch
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 31 reviews
Home in Middlefield
Loft Unplugged w/ Outdoor Space in Amish Country!
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.66 out of 5 average rating, 68 reviews
Top guest favourite
Cabin in Middlefield
Forever Spring Cabin
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 225 reviews
Guest favourite
Home in Thompson Township
Germany School at Heritage Farm
2 bedrooms, 2 beds, 1 bathroom
20–25 Apr
4.83 out of 5 average rating, 6 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
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
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
Guest favourite
Flat in Cortland
Mosquito Lake Lodge
3 bedrooms, 8 beds, 1 bathroom
17–22 Sept
4.92 out of 5 average rating, 13 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
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
Guest favourite
Place to stay in Middlefield
Red Maple Carriage House
1 bedroom, 3 beds, 1 bathroom
10–15 Sept
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Flat in Garrettsville
Outback Hideout
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Rome
Quiet Cabin In The Woods
2 bedrooms, 2 beds, 1 bathroom
18–23 May
4.91 out of 5 average rating, 117 reviews
Guest favourite
Home in Newbury Township
Sit back or jump in at our Restful Lake Getaway!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.8 out of 5 average rating, 65 reviews