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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 private bathroom
16–21 Nov
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4.97 out of 5 average rating, 464 reviews
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Flat in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 26 reviews
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Flat in Windsor
The Hideout
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 3 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 Sept
5.0 out of 5 average rating, 41 reviews
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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 bathrooms
7–12 Sept
4.89 out of 5 average rating, 93 reviews
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Guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 bathrooms
8–13 Sept
4.88 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Windsor
Custom cabin on Mt Ascutney, with faraway views
2 bedrooms, 5 beds, 2 bathrooms
17–22 Oct
4.97 out of 5 average rating, 136 reviews
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Villa in Brownsville
Villa Near Biking and Hiking Trails
3 bedrooms, 4 beds, 3 bathrooms
5–10 Jan
4.82 out of 5 average rating, 11 reviews
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Villa in Brownsville
2-Bedroom Villa w/ King, Queen & Private Balcony
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.79 out of 5 average rating, 78 reviews
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Room in Windsor
Fangs and Fuzz Room At All Hallows Inn B and B
1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 59 reviews
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Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
25–30 Oct
4.96 out of 5 average rating, 95 reviews
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Home in Claremont
Located in quiet neighborhood of Claremont
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
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Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed, 1.5 bathrooms
1–6 Sept
4.88 out of 5 average rating, 106 reviews
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Superhost
Room in Cornish
Fitch Family Farm
1 queen bed, 1 bathroom
10–15 Sept
4.91 out of 5 average rating, 183 reviews
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Flat in Hartford
A Peaceful Brookside Vermont Retreat
2 bedrooms, 2 queen beds, 2 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 49 reviews
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Home in Hartland
19th Century Bohemian Barn House
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Sept
4.93 out of 5 average rating, 103 reviews
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Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 84 reviews
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Room in Windsor
THE DOLL HOUSE - On a Lake/Trails
1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Cabin in Weathersfield
A-Frame | Ski/Hike | Dog-Friendly | New Back Deck
2 bedrooms, 3 beds, 1.5 bathrooms
7–13 Sept
5.0 out of 5 average rating, 48 reviews