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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Guest suite in Windsor
The Studio: A Mid Century Style Guest House
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.97 out of 5 average rating, 191 reviews
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Top guest favourite
Guest house in Windsor
Walk to Lake, Restaurants, & Pickleball.
1 bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 124 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, 88 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
27 Nov – 2 Dec
4.95 out of 5 average rating, 169 reviews
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Top guest favourite
Home in Windsor
The Windsor Exchange Retreat
3 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Windsor
Quiet peaceful home near Chimney Park
3 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
4.94 out of 5 average rating, 204 reviews
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Top guest favourite
Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Nov
4.95 out of 5 average rating, 128 reviews
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Superhost
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
4.82 out of 5 average rating, 56 reviews
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Top guest favourite
Room in Windsor
Cozy Windsor Queen Guest Bedroom #2
1 queen bed, 1 bathroom
5–10 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Home in Windsor
Ranchers Retreat Dream Getaway
4 bedrooms, 7 beds, 3 bathrooms
5–10 Oct
4.93 out of 5 average rating, 84 reviews
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Top guest favourite
Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Windsor
Locust Estates Luxury Home – Downtown Windsor
6 bedrooms, 11 beds, 3.5 bathrooms
16–21 Oct
4.96 out of 5 average rating, 124 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, 237 reviews
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Guest favourite
Room in Windsor
Comfortable & beautiful house
1 bed, 1 bathroom
11–16 Oct
4.85 out of 5 average rating, 85 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
11–16 Oct
4.83 out of 5 average rating, 12 reviews
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Top guest favourite
Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 63 reviews
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Guest favourite
Home in Windsor
Windsor Farmhouse | Family Fun, Yard & Fireplace
4 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.8 out of 5 average rating, 15 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
1–6 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Windsor
Downtown Retreat with Outdoor Oasis
3 bedrooms, 5 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 12 reviews