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Search results; Over 1,000 homes in Windsor

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Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 private bathrooms
19–24 Oct
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4.89 out of 5 average rating, 94 reviews
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Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 471 reviews
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Flat in Windsor
The Hideout
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Oct
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Windsor
Custom cabin on Mt Ascutney, Fall and Winter Days…
2 bedrooms, 5 beds, 2 bathrooms
17–22 Oct
4.97 out of 5 average rating, 138 reviews
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Top guest favourite
Room in Windsor
Room 217 At All Hallows Inn B and B
1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed, 1.5 bathrooms
15–20 Oct
4.88 out of 5 average rating, 106 reviews
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Guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Oct
4.88 out of 5 average rating, 43 reviews
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Top guest favourite
Guest suite in Windsor
Charming Brick Cape near Windsor Grasslands area.
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 114 reviews
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Guest favourite
Cabin in West Windsor
Bright Modern Loft • Fire Pit • Near Swimming Hole
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 18 reviews
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Top guest favourite
Tiny home in Hartland
Cabin on the Hill
1 bedroom, 2 beds, No bathroom
1–6 Nov
4.97 out of 5 average rating, 244 reviews
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Top guest favourite
Cabin in West Windsor
Cabin on the Hill, Vermont
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 15 reviews
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Top guest favourite
Guest house in Hartland
Cozy Cottage close to central VT&NH Grand Piano!
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 218 reviews
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Top guest favourite
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 single bed, 1 bathroom
17–22 Feb
4.98 out of 5 average rating, 89 reviews
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Guest favourite
Room in Weathersfield
The Oak Room - Ladoga
1 king bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 64 reviews
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Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
4.96 out of 5 average rating, 101 reviews
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Flat in Windsor
Relaxing Windsor village apartment #2
1 bedroom, 1 bed, 1 bathroom
23–30 Nov
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Top guest favourite
Cabin in Weathersfield
Dog-Friendly | Fenced Yard | Fall Hikes & Foliage
2 bedrooms, 3 beds, 1.5 bathrooms
26 Oct – 1 Nov
5.0 out of 5 average rating, 50 reviews