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Brattleboro vacation rentals

We found 1,165 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 15 homes and other vacation rentals in Brattleboro that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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    More space, more privacy, more amenities — more value

The riverside setting of Brattleboro is ready to explore

Come and experience Brattleboro and its monuments, entertainment and art galleries. Renowned for its skiing, shopping and theaters, this city welcomes all visitors. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Brattleboro

Are you hoping to find attractions to see while you're in town? Venture out of your cozy vacation rental and experience everything that Brattleboro has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Mount Snow (19.8 mi / 31.9 km)
  • Stratton Mountain Resort (24.7 mi / 39.7 km)
  • Mount Snow Golf Course (16.7 mi / 26.9 km)
  • The Hermitage Golf Club (17 mi / 27.4 km)
  • The Hermitage Club (18.2 mi / 29.4 km)
  • Berkshire East Ski Resort (22.8 mi / 36.7 km)

Exploring the natural features in Brattleboro

Whether you're looking for fun outdoor activities or just want to take in the scenery, Brattleboro is a great spot to appreciate mother nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Brattleboro Common (0.4 mi / 0.6 km)
  • Madame Sherris Castle Ruins (2.1 mi / 3.4 km)
  • Madame Sherri Forest (2.2 mi / 3.6 km)
  • Spofford Lake (7 mi / 11.3 km)
  • Lake Raponda (13.3 mi / 21.4 km)
  • Turner Falls (16.7 mi / 26.8 km)

Seasonal weather in Brattleboro

Travelers enjoy Brattleboro for its skiing. If you're interested in winter sports, you might consider visiting in March, January, November or February, when snowfall averages 13 inches and temperatures average 27°F.

Traveling to and around Brattleboro

Fly into Springfield, VT (VSF-Hartness State), the closest airport, located 34 mi (54.7 km) from the city center.

If you're traveling by train, the main station serving the city is Brattleboro Station.

Frequently asked questions

What is the best area to stay in Brattleboro when booking a vacation rental?

Among the more desired neighborhoods to book a vacation property in Brattleboro is West Brattleboro. Find your dream stay with Vrbo and experience this area like a local.

What is the most popular type of vacation rental accommodation in Brattleboro?

Houses are the most popular kind of vacation rental in Brattleboro, according to our data. Even if you've got something else in mind, Vrbo has properties in all shapes and sizes. Filter our options to find your perfect match.

How much does it cost to rent a vacation rental in Brattleboro?

The average price for a vacation rental in Brattleboro can vary based on factors like property type, season and length of stay. Whether you're dreaming about a sprawling house with room for friends and family or a quaint cottage for just you and your sweetheart, just enter your travel dates to discover stays with unbeatable value.

How much does it cost to rent a beach house in Brattleboro?

When you travel and the style and size of the property will help determine the cost of your beachside stay. Type in your Brattleboro travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use our filters to pick the amenities and features you want in your vacation home.

Are there pet-friendly vacation rentals in Brattleboro?

There are, yes. You'll have your pick of 11 vacation rentals that allow pets in Brattleboro on Vrbo. Our furry best friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a pad where your pup can lap up the good times.

Can I rent a house with a pool in Brattleboro?

Add an extra element of fun to your trip by staying in one of the two houses with a private pool in Brattleboro. Use our search filter to find properties with pools on Vrbo, then spend leisurely days splashing about in a swimming pool that's all yours.

What are popular rental amenities in Brattleboro?

When it comes to rental amenities that guests prefer in Brattleboro, nearby museums, a nearby river and a barbecue grill are at the top of the list. With Vrbo vacation rentals, you'll have options to fit your style and taste, whether you're vacationing with family members, friends or even pets.

Are there large group vacation rentals in Brattleboro?

Choose from three vacation properties in Brattleboro that can host a group of 10 or more guests. Whether you're planning a family vacation or some kind of special event, there's plenty of space to get your favorite people together under the same roof.

Are there vacation rentals in Brattleboro that welcome kids?

With 11 family-friendly vacation rentals to select from in Brattleboro, now is a fantastic time to introduce your kids to the pleasures of travel. Check our "Properties good for families" filter box to search for stays that come with amenities ideal for families on the move, like multiple bedrooms, backyards, hot tubs and entertainment areas.

What are the top attractions for families in Brattleboro?

There are loads of amazing things to see and do with the family in Brattleboro, such as:

  • Brattleboro Bowl
  • Southern Vermont Natural History Museum
  • Wantastiquet Mountain

Are there one-bedroom vacation rentals in Brattleboro?

You can choose from two one-bedroom rentals in Brattleboro. Whether you'd prefer a cozy chalet or an upmarket condo, Vrbo's one-bedroom properties are ideal if you don't require huge amounts of space. One of the major perks of having your own place? You'll never need to share your getaway with strangers.

Can I find two-bedroom vacation rentals in Brattleboro?

Take off with your loved ones and experience complete comfort and privacy in one of the two two-bedroom vacation homes Brattleboro has to offer.

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