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Vacation rentals in Windham County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windham County

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

Rustic Cabin in foothills of Green Mountains
SUPERHOST
Tiny house · 2 guests · 1 bed · 0 baths

Rustic Cabin in foothills of Green MountainsPLEASE READ CURRENT COVID GUIDELINES BELOW. Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. There is an indoor compostable toilet + outhouse. Kitchen is equipped + hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. Most seasons, walk to cabin is 50 ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Inviting studio apartment above barn in Vermont
SUPERHOST
Barn · 4 guests · 2 beds · 1 bath

Inviting studio apartment above barn in VermontThis custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Apple Blossom Cottage: A Tiny House
SUPERHOST
Tiny house · 5 guests · 2 beds · 1 bath

Apple Blossom Cottage: A Tiny HouseWe are committed to AirBnB's enhanced cleaning protocol. We use cleaners and disinfectants approved by global health agencies. We thoroughly clean before sanitizing following extensive checklists. All high-touch surfaces are sanitized. We provide extra cleaning supplies for our guests to use as they desire. The calendar is accurate. This private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. Comfortable for up to 5 people.

Vacation rentals for every style

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Popular amenities for Windham County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Windham County

SUPERHOST
  1. Entire apartment
  2. Marlboro
Shakespeare’s Folly Side Farm and Apartment
SUPERHOST
  1. Entire apartment
  2. Dummerston
~Serene Barn Retreat~
SUPERHOST
  1. Entire cabin
  2. Jamaica
Romantic Wooded Vermont Cabin
SUPERHOST
  1. Entire cabin
  2. Jamaica
Rustic A-Frame Getaway Cabin (8min from Stratton!)
  1. Entire guesthouse
  2. Brattleboro
Mahalo Temple Retreat
SUPERHOST
  1. Entire bungalow
  2. Whitingham
Anchors Aweigh
SUPERHOST
  1. Entire apartment
  2. Newfane
Rock River Retreat: Separate entrance, dog welcome
SUPERHOST
  1. Private room
  2. Newfane
Rooms at the Garden
SUPERHOST
  1. Entire cottage
  2. Newfane
Cozy Sugarhouse Cottage overlooking the West River
SUPERHOST
  1. Farm stay
  2. Marlboro
Carriage Barn - Marlboro
SUPERHOST
  1. Entire apartment
  2. Dummerston
Rice Farm Retreat
SUPERHOST
  1. Entire cabin
  2. Newfane
Custom cabin by the river in Newfane, VT