Skip to content

Holiday rentals in Windsor County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor County

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

Rental unit in Lebanon
Green Street Hideaway
Recently spruced up, ground floor apartment with tall ceilings in the heart of Lebanon, NH. This cozy apartment comprises of a portion of the ground floor of a two unit house. It has a private entrance and is only one block away to restaurants and cafes including the Lucky's Coffee Garage, Salt Hill Pub and Three Tomatoes Trattoria. Access the rail trail for biking and walking, take in a show at the Lebanon Opera House and visit local shops. In the summer, the Famers' Market is on the green!
₹7,433 per night
Loft in Hartford
Gorgeous, clean studio in brand new building.
Enjoy a well-lit, beautiful stay in the heart of White River Junction. Walking distance to restaurants, bars, art galleries, and all this historic town has to offer. Within a 3-min walk: Tuckerbox, Wolf Tree, Piecemeal Pies, Trail Break, Juel Apothecary, Filling Station, and more. 10 min: Dartmouth College 15 min: Dartmouth Hitchcock Medical Center 25 min: Vermont Law School 45 min: Killington Perfect, cozy place for visiting parents, skiers, traveling nurses, professionals, etc.
₹6,692 per night
Cabin in Mount Holly
Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.
₹35,141 per night

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Other great holiday rentals in Windsor County

Home in Barnard
The Looking Glass, a modernistic escape
₹24,756 per night
Home in Plymouth
₹24,404 per night
Rental unit in Hancock
Carriage House
₹7,115 per night
Guest house in Hartland
Cozy Guest Cabin with hot tub use and private bath
₹6,174 per night
Apartment in Woodstock
Woodstock/Killington/Bridgewater apartment
₹7,115 per night
Cabin in Londonderry
The Beautiful Art Studio & Loft!!!
₹7,674 per night
Guest suite in Royalton
Bluestone Farm
₹6,397 per night
Private room in Tunbridge
Mountain view
₹3,293 per night
Private room in Hartland
Retreat w/ private bath & entrance- Gates room
₹8,233 per night
Guest suite in Thetford
Studio apartment in sunny historic village
₹7,845 per night
Rental unit in Lebanon
Relax at Lareau
₹9,220 per night
Loft in Claremont
Beautiful 1 bedroom apartment with balcony
₹6,998 per night
  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County