Skip to content

Vacation rentals in West Windsor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in West Windsor

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

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.
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in Charming Farmhouse
Your two story guest suite is attached to the (main house) with a private FRONT DOOR entry. Sorry there are no cooking elements available. Please take note that the antique stairs to the second floor are steep. You will find your very own first floor library/eating area with WiFi, mini fridge, coffee maker and 1/2 bath. Upstairs is a comfy bedroom suite with a private modern bathroom that includes a shower and Jacuzzi tub. None of these area are shared. It’s all yours!
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.

Other great holiday rentals in West Windsor

Apartment in Hartland
Sunny Studio Apartment in Hartland
Home in West Windsor
Firewheel Hill: Private, contemporary house
Apartment in Weathersfield
The Loft at Weathersfield
Apartment in Lebanon
Green Street Hideaway. Downtown Lebanon.
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
Farm stay in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
Cottage in Hartland
Breeze Hill Cottage
Guesthouse in Hartland
Yurt In The Woods - Private Refuge
Cabin in Mailing Address: Windsor
Fat Sheep Farm & Cabins - Sunrise Cabin
Loft in Ludlow
Spacious Renovated Barn Apt on 100 acres!
Loft in Hartford
Gorgeous, clean studio in brand new building.
Apartment in Weathersfield
Cute VT Bungalow With 180 Degree View of NH

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

$137 AUD before taxes and fees

Destinations to explore

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