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Search results; Over 1,000 homes in West Windsor

Home in West Windsor
Cozy historic hilltop cottage
2 bedrooms, 2 beds, 1 private bathroom
8–13 Sept
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4.84 out of 5 average rating, 86 reviews
Top guest favourite
Cabin in West Windsor
Cozy Mountain Cabin w/ Hot Tub & Incredible View
3 bedrooms, 4 beds, 2.5 bathrooms
14–20 Sept
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Home in West Windsor
Birdie's Nest Guesthouse
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 186 reviews
Guest favourite
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.85 out of 5 average rating, 84 reviews
Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
19–24 Sept
4.96 out of 5 average rating, 99 reviews
Top guest favourite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 bedroom, 1 king bed, 1 bathroom
23–28 Nov
4.98 out of 5 average rating, 240 reviews
Featured hotel
Room in Woodstock
Standard king
1 king bed, 1 bathroom
25–30 Oct
New place to stay
Top guest favourite
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
1 queen bed, 1 bathroom
25–30 Apr
4.96 out of 5 average rating, 289 reviews
Top guest favourite
Home in Cavendish
Midcentury Hillside Retreat - Summer Paradise
3 bedrooms, 6 beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 135 reviews
Top guest favourite
Home in West Windsor
Elm Gate Farm
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 36 reviews
Guest favourite
Cabin in West Windsor
Bright Modern Loft • Fire Pit • Near Swimming Hole
2 bedrooms, 3 beds, 1 bathroom
11–16 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in West Windsor
Tranquility Farm 2
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 17 reviews
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, 137 reviews
Featured hotel
Room in Woodstock
Pet friendly queen
2 queen beds, 1 bathroom
22–27 Sept
New place to stay
Villa in West Windsor
2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
New place to stay
Top guest favourite
Cabin in Weathersfield
A-Frame | Ski/Hike | Dog-Friendly | New Back Deck
2 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in West Windsor
Ascutney Mountain House
4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.85 out of 5 average rating, 59 reviews
Home in West Windsor
The Gathering House at Mount Ascutney
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Hartland
19th Century Bohemian Barn House
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
4.93 out of 5 average rating, 103 reviews