Vacation Rentals in Brattleboro, VT

46 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Brattleboro, VT holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

46 Holiday rentals and Airbnb in Brattleboro, VT

Explore Top Kid-Friendly Holiday Rentals in Brattleboro, VT, United States

Base your high-altitude family hikes out of a spacious, rugged property with plenty of room for the kids at mountain rentals in Brattleboro, VT, United States.

Casita By The Green: Quiet, Country, Close To Town - Brattleboro, VT
9.9 76 reviews

Casita By The Green: Quiet, Country, Close To Town

house, Brattleboro
The Casita is a charming guest house located just 2 kilometres from the centre of Brattleboro, situated on a peaceful acre of land bordering the Country Club green and a farm. The property has received excellent ratings for its cleanliness, location and user experience.
The Casita offers a spacious living area with a separate kitchen and dining area, a private bedroom and bathroom, and can comfortably accommodate up to 3 guests. It features a private deck with seating for 4, a garden, air conditioning, and high-speed internet, making it ideal for remote working, relaxing and enjoying the local area.
Forest Green Retreat - Brattleboro, VT
10 4 reviews

Forest Green Retreat

apartment, Brattleboro
This Brattleboro flat offers a secluded woodland setting, providing a peaceful retreat just a short drive from the town centre.
This two-bedroom flat sleeps five guests and features air conditioning, a kitchen with fridge, freezer and dishwasher, internet, parking, and a garden, making it ideal for outdoor enthusiasts and families.
Forest Green Retreat - Brattleboro, VT
10 1 review

Forest Green Retreat

house, Brattleboro
This detached house is located in a district offering convenient access to Brattleboro's attractions and outdoor pursuits.
This family-friendly accommodation provides space for up to nine guests, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, a terrace, a garden, and free private parking, with laundry service and bed linen/towels provided for a comfortable stay.
Fully Furnished 2br Apartment - Brattleboro, VT
10 3 reviews

Fully Furnished 2br Apartment

apartment, Brattleboro
This fully furnished flat is located in the heart of downtown Brattleboro, just a short walk from shops, restaurants, and cultural attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers a spacious and comfortable living space with a queen-sized bed, perfect for a couple or small family of three. Guests can enjoy access to a fully equipped kitchen, high-speed Wi-Fi, a shared laundry, and off-street parking, making it an ideal choice for longer stays.

Find Holiday Rentals with Balconies in Brattleboro, VT, United States

Take in sweeping, uninterrupted alpine valley vistas right from your private mountain rental balcony in Brattleboro, VT, United States.

Forest Green Retreat - Brattleboro, VT
10 1 review

Forest Green Retreat

house, Brattleboro
This detached house is located in a district offering convenient access to Brattleboro's attractions and outdoor pursuits.
This family-friendly accommodation provides space for up to nine guests, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, a terrace, a garden, and free private parking, with laundry service and bed linen/towels provided for a comfortable stay.
Unique & Quaint Home With Loads Of Character, Firepit, Two Wood Stoves, & Grill - Brattleboro, VT
8.6 4 reviews

Unique & Quaint Home With Loads Of Character, Firepit, Two Wood Stoves, & Grill

apartment, Halifax
Hoot Owl Hollow, a unique artistic 70s/80s build, is a secluded two-level dwelling located on the waterfront in West Halifax, offering tranquil natural surroundings and waterfront views of two large ponds, with proximity to Brattleboro and Wilmington attractions.
This spacious 325 square meter apartment accommodates up to 8 guests, featuring 4 bedrooms and 3 bathrooms, a well-equipped kitchen with a brick furnace stovetop and double oven, two living rooms including one with a wood stove, a sunken living room with a stereo, smart TV, and board games, plus a terrace/balcony, sauna, and parking.

Frequently asked questions about holiday rentals in Brattleboro, VT

  • Which walking or cycling routes are the best in Brattleboro, VT?

    The West River Trail is a great option for both walking and cycling. It runs for 14.5 km along the West River and offers beautiful views. If you're looking for a shorter walk, the Brattleboro Green is a lovely park in the heart of town. There's also a network of bike paths throughout the town.
  • What are the best Airbnb and holiday rentals in Brattleboro, VT?

    Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Private & Quiet Studio Apt - In Vermont are among the best Airbnb and holiday rentals in Brattleboro, VT.

  • What sports or outdoor activites can visitors enjoy in and around Brattleboro, VT?

    Brattleboro is a great place for outdoor enthusiasts. You can go hiking, biking, kayaking, fishing, or even skiing in the winter. The Green Mountain National Forest is just a short drive away, offering plenty of opportunities for hiking and camping. For a more relaxed experience, you can visit the Brattleboro Farmers Market or take a dip in the Connecticut River.
  • What are the most popular Airbnbs in Brattleboro, VT?

    Among the Airbnbs in Brattleboro, VT, Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Quiet St In Town - Gardens - Terrace are the most popular ones.

  • What other towns or cities can be easily accessed from Brattleboro, VT?

    You can easily get to Keene, New Hampshire, which is about 30 minutes away. You can also head north to Bennington, Vermont, which is about an hour away. If you want to visit a bigger city, you can take a day trip to Boston, Massachusetts, which is about a 2-hour drive.
  • What are the best rentals for families and kids in Brattleboro, VT?

  • What amenities are commonly available in vacation rentals in Brattleboro, VT?

    Vacation rentals in Brattleboro typically offer amenities such as Wi-Fi, laundry facilities, and parking. Some rentals may also have a fireplace, a hot tub, or a backyard. You can find rentals with different sizes, from cozy studios to spacious houses.
  • What are the best rentals or Airbnbs with a jacuzzi in Brattleboro, VT?

    Beautiful - Huge One Bedroom - Downtown Brattleboro and Cozy - Pet-friendly One-bedroom Apartment In Brattleboro - Vermont are the best holiday rentals or Airbnb with a jacuzzi in Brattleboro, VT.

  • What time of year is best to rent a vacation rental Brattleboro, VT?

    The best time to visit Brattleboro depends on your preferences. If you enjoy warm weather and outdoor activities, you might want to visit during the summer months (June-August). If you prefer cooler weather and fall foliage, you might want to visit in the autumn (September-October). If you're looking for a winter wonderland, you can visit during the winter months (November-March).

Popular destinations

Find Holiday Rentals with a Steam Room in Brattleboro, VT, United States

Melt away your hiking fatigue and sweat out the trail dust inside a private sauna at mountain holiday rentals in Brattleboro, VT, United States.

On The Water At North Bridge Cove, Patio And Sauna - Brattleboro, VT
9.9 66 reviews

On The Water At North Bridge Cove, Patio And Sauna

apartment, Brattleboro
This charming bed and breakfast is situated just a short walk from Brattleboro's bustling downtown area, with its shops, restaurants, and breweries, all within 1 kilometre. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The accommodation offers a private entrance and bathroom, perfect for couples seeking a peaceful retreat. Guests can enjoy the river views from their own private patio, relax in the quiet lower level living space, and explore the local craft beer scene with several breweries within walking distance.

Find Holiday Rentals with a Fireplace in Brattleboro, VT, United States

Share stories and roast marshmallows over a roaring hearth after a long day on the trails at mountain rentals with a fireplace in Brattleboro, VT, United States.

Modern Vermont Farm Stay - Brattleboro, VT
9.8 106 reviews

Modern Vermont Farm Stay

gîte, Brattleboro
This charming cottage is located on a working farm just 5 kilometres outside of downtown Brattleboro, Vermont, offering a tranquil escape from the hustle and bustle of town. It has received excellent ratings for its cleanliness, location, and user experience.
The self-catering cottage has one bedroom and one bathroom, comfortably sleeping two guests. It offers a fully equipped kitchen, a cosy fireplace, a spacious garden, and parking, as well as access to nearby hiking trails, boating opportunities, other farms, and golf courses.
Every Arrival Feels Like An Exhale: Spacious 5-bedroom Estate - Brattleboro, VT
No reviews

Every Arrival Feels Like An Exhale: Spacious 5-bedroom Estate

apartment, Winchester
This five-bedroom, four-bathroom Winchester apartment is situated in a peaceful neighbourhood, close to Schell Bridge and the Old NMH Campus Building #3.
The property sleeps six guests and boasts a modern design, including a microwave, dishwasher, air conditioning, parking, and is ideal for photoshoots, workshops or small gatherings near Winchester Speedpark and The Stone Church.
©2026 cozycozy.com