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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Home in Windsor
Timberline Retreat - Great for teams & families!
3 bedrooms, 7 beds, 2.5 private bathrooms
4–9 Oct
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5.0 out of 5 average rating, 54 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, 87 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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Superhost
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 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
4.96 out of 5 average rating, 28 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, 122 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, 236 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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Top guest favourite
Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds, 1.5 bathrooms
22–27 Sept
4.95 out of 5 average rating, 128 reviews
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Guest favourite
Home in Windsor
Ranchers Retreat Dream Getaway
4 bedrooms, 7 beds, 3 bathrooms
21–26 Sept
4.93 out of 5 average rating, 84 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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Superhost
Guest suite in Windsor
Neighborhood Nest
3 bedrooms, 3 queen beds, 1 bathroom
26 Sept – 1 Oct
4.89 out of 5 average rating, 54 reviews
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Guest favourite
Guest suite in Windsor
Cheerful Pet-Friendly Lower Level Stay
2 bedrooms, 12 beds, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 31 reviews
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Top guest favourite
Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Windsor
Prime Location | EV Outlet | Pets Ok - Sleeps 14
6 bedrooms, 8 beds, 5.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Greeley
Cozy + Quiet, Brand New Greeley Home + Coffee Bar
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Oct
4.99 out of 5 average rating, 114 reviews
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Guest favourite
Apartment in Windsor
Cozy Windsor Condo | Walk to Trails | 2BR + Futon
2 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
4.9 out of 5 average rating, 21 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
4.94 out of 5 average rating, 35 reviews