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Holiday rentals in Brattleboro

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Top-rated holiday rentals in Brattleboro

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

~Serene Barn Retreat~
SUPERHOST
Entire flat · 3 guests · 2 beds · 1 bathroom

~Serene Barn Retreat~This 1850's newly renovated barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. The West river trail is half a mile down the road where you can walk or bike along river which takes you to the Marina in Brattleboro. A peaceful retreat to rest and explore. *Please no smoking anywhere on the property.

Mahalo Temple Retreat
Entire guest house · 4 guests · 2 beds · 1 bathroom

Mahalo Temple RetreatRetreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Tanglebloom Tiny Cabin | Glamping Experience
SUPERHOST
Farm stay · 2 guests · 1 bed · 1 bathroom

Tanglebloom Tiny Cabin | Glamping ExperienceExperience an unforgettable stay in our handmade open-air sleeping cabin. Tucked into a forested grove on Tanglebloom Flower Farm you'll enjoy an elevated camping experience while comfortably immersed in nature. Close to arts, culture & celebrated restaurants between Brattleboro, Vermont (20 mins) & Stratton Mountain Resort (25 mins). Enjoy nearby hiking, paddling, swimming, & rural road biking. Explore small towns or just kick back! Shop our Farm Stand for local produce, treats & essentials.

Holiday rentals for every style

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Popular amenities for Brattleboro holiday rentals

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

Other great holiday rentals in Brattleboro

SUPERHOST
  1. Tiny house
  2. Dover
Rustic Cabin in foothills of Green Mountains
SUPERHOST
  1. Entire cabin
  2. Putney
Vermont Retreat Cottage, a restorative escape
SUPERHOST
  1. Entire flat
  2. Marlboro
Shakespeare’s Folly Side Farm and Apartment
SUPERHOST
  1. Entire flat
  2. Brattleboro
Apt in town 2 BR/2 levels in Victorian Farmhouse
SUPERHOST
  1. Private room
  2. Brattleboro
Downtown Hillside View
SUPERHOST
  1. Entire flat
  2. Newfane
Rock River Retreat: Separate entrance, dog welcome
SUPERHOST
  1. Private room
  2. Newfane
Rooms at the Garden
SUPERHOST
  1. Entire house
  2. Guilford
Weatherhead Hollow Schoolhouse - a cozy getaway
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 cabin
  2. Newfane
Custom cabin by the river in Newfane, VT
SUPERHOST
  1. Entire flat
  2. Dummerston
Rice Farm Retreat

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