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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Apartment in Windsor
*Chic & Colorful Condo near Lake & Trails!*
2 bedrooms, 2 beds, 2 private bathrooms
12–17 Sept
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4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Windsor
King size bed! 5-Bedroom Home W/ Outdoor Pergola!
5 bedrooms, 6 beds, 2 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 166 reviews
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Guest favourite
Home in Windsor
Windsor Getaway
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Oct
4.91 out of 5 average rating, 81 reviews
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Guest favourite
Home in Windsor
The Windsor Exchange Retreat
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Windsor
Quiet peaceful home near Chimney Park
3 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
4.94 out of 5 average rating, 201 reviews
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Top guest favourite
Guest house in Windsor
Walk to Lake, Restaurants, & Pickleball.
1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 118 reviews
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Guest favourite
Guest suite in Windsor
Swanky Downtown Getaway!
2 bedrooms, 2 beds, 1 bathroom
9–14 Jan
4.93 out of 5 average rating, 235 reviews
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Guest favourite
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.83 out of 5 average rating, 54 reviews
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Top guest favourite
Home in Windsor
Locust Estates Luxury Home – Downtown Windsor
6 bedrooms, 11 beds, 3.5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 123 reviews
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Guest favourite
Home in Windsor
Fantastic for Families or Working Professionals!
4 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.88 out of 5 average rating, 16 reviews
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Guest favourite
Home in Windsor
NEW! Family-friendly Home w/ Pool Table, King Beds
5 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 32 reviews
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Guest favourite
Place to stay in Windsor
Private, Two Bedroom Suite in Modern Home
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
4.89 out of 5 average rating, 57 reviews
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Guest favourite
Home in Windsor
Newer Build with 4 bedrooms and large backyard!
4 bedrooms, 4 beds, 1.5 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 49 reviews
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Superhost
Home in Windsor
Ranchers Retreat Dream Getaway
4 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
4.93 out of 5 average rating, 82 reviews
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Superhost
Guest suite in Windsor
Neighborhood Nest
3 bedrooms, 3 queen beds, 1 bathroom
1–6 Sept
4.89 out of 5 average rating, 54 reviews
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Top guest favourite
Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds, 1.5 bathrooms
2–7 Sept
4.95 out of 5 average rating, 126 reviews
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Top guest favourite
Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 62 reviews
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Guest favourite
Home in Windsor
Oak Haus | Group Stay w/ Fenced Yard & Game Room
4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.88 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Windsor
Timberline Retreat - Great for teams & families!
3 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 53 reviews