Discover a selection of 500 vacation rentals in Brattleboro, VT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including kitchens and swimming pools. Prices start at $60 per night, and cabins and hotels are popular options for a stay in Brattleboro. Either way, you'll find a rental for everyone's needs.
Destination guide

Beautiful border town wears its art on its sleeve

When you book a Brattleboro vacation rental, you'll find yourself in the midst of a charming New England town. Tucked away in eastern Vermont, at the confluence of the West and Connecticut Rivers, Brattleboro borders New Hampshire to the east and is just a 20-minute drive north of the Massachusetts state line. Budding artists call the picturesque village home, drawn by the siren sound of its numerous galleries, museums, and performance spaces. There's no shortage of outdoor recreational activities either, as nearby mountains offer ski resorts and area parks provide a variety of year-round activities.

Things to do

Bring the curtain down on a day filled with art and activity

The Vermont Jazz Center is a local favorite and stages concerts and workshops, so if you want to embrace your inner musician, it's the place to go. Kids will enjoy shows produced by the New England Youth Theatre, while adults will be entertained by the Vermont Theatre Company, which stages everything from classic to contemporary shows. Cultural excursions continue at the Brattleboro Museum and Art Center. If you're trying to be more active, Living Memorial Park features an Olympic-size pool, baseball fields, hiking trails, playgrounds, picnic facilities, and tennis, basketball, and volleyball courts. In the winter, the park also offers opportunities for ice skating and skiing.


Forts, festivals, and fun times in Brattleboro

Culture vultures will love downtown Brattleboro's monthly Gallery Walk, when local artists showcase their latest work. No matter what time of year you book a Brattleboro vacation rental, you're sure to coincide with a special event, such as the Winter Carnival, the Brattleboro Women's Film Festival, or the Brattleboro Free Folk Festival. Sports junkies should visit the Harris Hill Ski Jump, home to major competitions every year. Get your own workout in at Fort Dummer State Park, a 218-acre space with hiking trails, or at Stratton Mountain's ski resort, just 45 minutes away.


Brrrrr! Blustering blizzards in Brattleboro

When it's time for winter, Brattleboro can get up to 92 inches of snow each year. Yes, you read that right. Daytime highs in the winter typically hover near freezing, with lows dipping into the teens. On the flip side, summers are hot and humid, with temperatures in the mid-80s, but heavy showers and thunderstorms are pretty common. Springs are mild with highs in the 60s and 70s, but you'll be dodging raindrops in May, typically the wettest month. Fall is a popular time for booking Brattleboro vacation rentals, as the region sees colorful foliage and comfortable daytime highs in the 50s and 60s.

Natural features

Down on the farm and up in the mountains, nature runs wild

The town's 2 main waterways, the West River and the Connecticut River, flow past lush, fertile farmland. Some working farms in the area are open for tours, giving you the chance to see dairy cows at work and petting zoos filled with sheep, goats, chickens, and pigs. The surrounding countryside is also dotted with maple trees, which are tapped into to make Vermont's famed syrup. You could also check out the Green Mountains, a rugged region with waterfalls, cliffs, ponds, and lakes. While hiking through the mountains, keep an eye out for wildlife such as black bears, mountain lions, and elk, while falcons circle overhead.

How to get there

Transportation options to and around Brattleboro

Fly into Springfield, VT (VSF-Hartness State), the closest airport, located 33.9 mi (54.5 km) from the city center.

If you'd rather travel by train, you can make your way to Brattleboro Station.

How many vacation rentals are available around Brattleboro, VT?

Our 2020 property listings offer a large selection of 687 vacation rentals around Brattleboro. From 45 cabin rentals to 7 hotel rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a mountain-view property in Brattleboro?

Crisp fresh air, dramatic vistas and plenty of time in the great outdoors. If you're longing to refresh and recharge, an escape to the mountains is the perfect medicine. Vrbo has no less than 284 alpine vacation rentals available. After a different setting? See if any of our other properties stand out. Our options for this destination include:

  • 162 mountainside vacation rentals.
  • 129 resort vacation rentals.
  • 110 rural vacation rentals.

Can I rent a house in Brattleboro?

Forget about standard, cookie-cutter hotel-chain rooms. Our house vacation rentals each have their own unique personalities — and all the space you could possibly need! There are 322 options currently available on Vrbo. Prices begin at $75 a night. If that doesn't suit your crew's style, we have a range of other rental options available, such as:

  • Condo: 145 vacation homes. Prices start from $60 per night.
  • Townhome: 81 vacation homes. Prices start from $117 per night.
  • Hotel: 45 vacation homes. Prices start from $65 per night.

Can I stay in Brattleboro in a large group?

There's nothing quite like staying somewhere entirely new with close friends and family. And the good news is Vrbo has options suitable for large groups. Why not have a squiz at the 52 house vacation homes available here? They're the top option for big groups of visitors. If you're wanting to stay with a large group, the vacation properties that are suitable for you include:

  • Looking for vacation homes that can fit 8 of you? We have 256 that will be perfect. Prices begin from just $100 per night.
  • If you have 6 in your family, you'll be happy to hear that there are 246 vacation homes perfect. You can book one for as little as $57 a night.
  • Searching for properties for rent suitable for 10 guests? You'll be happy to hear we have 240 that will fit the bill. You can grab one for as little as $97 a night.

So never fear! When you travel with us you'll be able to bring your aunt, your brother and all your pals to Brattleboro.

Where are the cheapest rentals in Brattleboro?

Vrbo has an assortment of great budget-concious rentals. Treat your family to an extravagant night on the town or hang around a bit longer with all the dollars you save. Mountain Acres is a good area to check out if you want to keep your budget under control. Vrbo has 10 rentals, and the average price is an affordable $422 per night. You'll find another 2 Vrbo rentals awaiting you in or around Jacksonville. The average price in this area is $491 per night.

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