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Holiday rentals in West Windsor

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Top-rated holiday rentals in West Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; this rustic, pet friendly cabin is a perfect romantic hideaway. Two trout ponds are steps from your door for fishing and swimming. Just a few minutes from Mt. Ascutney's hiking and mountain-biking trails and in the middle of fantastic cycling country. WiFi now available! Sunset Cabin is a marvelous spot for enjoying fall foliage and exploring Vermont.
Individual Host
Superhost
Cottage in Reading
Shattuck Hill Cottage
Cozy two bedroon one bath cottage on 12 acres perfect for a visit to the Woodstock area. The cottage is 6 miles from the Green Mountain Horse Association. Our property connects to miles of riding and hiking trails. We have fenced pasture for your horse, a run in shed and are directly on the dirt roads and trails. You can ride, ski, snowshow, bike, hike or antique from our cottage. Come enjoy all Vermont has to offer. This is a non smoking property.
Superhost
Cottage in Windsor
Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins.
Individual Host

Other great holiday rentals in West Windsor

Superhost
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in Charming Farmhouse
Individual Host
Superhost
Farm stay in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
Individual Host
Superhost
Flat in Weathersfield
The Loft at Weathersfield
Superhost
Flat in Lebanon
Green Street Hideaway. Downtown Lebanon.
Individual Host
Superhost
Home in West Windsor
Firewheel Hill: Private, contemporary house
Individual Host
Superhost
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
Superhost
Cottage in Hartland
Breeze Hill Cottage
Individual Host
Superhost
Guest house in Hartland
Yurt In The Woods - Private Refuge
Individual Host
Superhost
Loft in Ludlow
Spacious Renovated Barn Apt on 100 acres!
Professional Host
Superhost
Cabin in Mailing Address: Windsor
Fat Sheep Farm & Cabins - Sunrise Cabin
Professional Host
Superhost
Barn in Chester
Inviting studio apartment above barn in Vermont
Superhost
Flat in Weathersfield
Cute VT Bungalow With 180 Degree View of NH
Individual Host

Quick stats about holiday rentals in West Windsor

Total rentals

50 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.7K reviews

Nightly prices starting at

£71 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. West Windsor