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Search results; Over 1,000 homes in West Windsor

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Top guest favourite
Home in West Windsor
Birdie's Nest Guesthouse
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
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4.98 out of 5 average rating, 189 reviews
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Superhost
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds
26–31 Oct
4.83 out of 5 average rating, 89 reviews
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Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds
25–30 Oct
4.96 out of 5 average rating, 101 reviews
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Home in West Windsor
The Gathering House at Mount Ascutney
5 bedrooms, 6 beds
7–12 Nov
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Cabin in West Windsor
Modern Cabin | Calm Retreat | Easy Outdoor Access
2 bedrooms, 3 beds
17–22 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 bedroom, 1 king bed
23–28 Nov
4.98 out of 5 average rating, 242 reviews
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Top guest favourite
Cabin in West Windsor
Cozy Mountain Cabin w/ Hot Tub & Incredible View
3 bedrooms, 4 beds
26 Oct – 1 Nov
5.0 out of 5 average rating, 93 reviews
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Top guest favourite
Home in West Windsor
7-Acre VT Estate | Barn, Trails & Mountain Views
3 bedrooms, 5 beds
1–6 Nov
4.98 out of 5 average rating, 132 reviews
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Guest favourite
Home in West Windsor
Gorgeous and Secluded Log Home near Woodstock, Vt
4 bedrooms, 5 beds
14–19 Oct
4.97 out of 5 average rating, 76 reviews
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Guest favourite
Home in West Windsor
Ascutney Mountain House
4 bedrooms, 5 beds
1–6 Oct
4.85 out of 5 average rating, 59 reviews
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Top guest favourite
Home in West Windsor
Elm Gate Farm
2 bedrooms, 2 beds
1–6 Nov
5.0 out of 5 average rating, 37 reviews
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Guest favourite
Townhouse in West Windsor
Entire Cozy Condo for Skiing-Hiking-Biking
3 bedrooms, 3 beds
1–6 Oct
4.89 out of 5 average rating, 61 reviews
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Flat in West Windsor
Modern Ascutney Mountain Retreat | 3BR/3BA
3 bedrooms, 4 beds
20–27 Oct
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Top guest favourite
Tiny home in West Windsor
Tiny Modern Cabin | Fire Pit Evenings | Ski Access
1 bedroom, 2 beds
4–9 Oct
5.0 out of 5 average rating, 71 reviews
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Guest favourite
Home in West Windsor
Tranquility Farm 2
3 bedrooms, 3 beds
20–25 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
1 queen bed
25–30 Apr
4.96 out of 5 average rating, 290 reviews
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Top guest favourite
Home in West Windsor
The MoonShine Inn Vacation Rental
2 bedrooms, 1 king bed
12–17 Oct
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Cabin in West Windsor
Cowshed Cabin Farm
2 bedrooms, 4 beds
25–30 Apr
4.96 out of 5 average rating, 150 reviews
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Flat in Windsor
Cozy Apartment at the Base of Ascutney Mountain
1 bedroom, 2 beds
4–9 Oct
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