Destination guide

Why people love visiting captivating Brattleboro

Enjoy the area's monuments, entertainment and art galleries and make a vacation rental your home during your stay in Brattleboro. This city's skiing, shopping and theaters draw many visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Sightseeing in and around Brattleboro

Do you want to find attractions to see while you're in the area? Venture out of your vacation home and experience everything that makes Brattleboro a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Brattleboro Country Club (1.8 mi / 2.9 km)
  • Madame Sherri Forest (2.2 mi / 3.6 km)
  • Chesterfield Gorge Natural Area (8.8 mi / 14.2 km)
  • Honora Winery (13.9 mi / 22.3 km)
  • Brentwood Golf Course (15.6 mi / 25 km)
  • Hooper Golf Club (16.4 mi / 26.4 km)

Seasonal weather in Brattleboro

Travelers enjoy Brattleboro for its skiing. If you've planned your trip around snowy activities, consider visiting in February, March, December or January, when snowfall averages 17.22 inches and temperatures average 11°F.

Natural features

Exploring the natural landscape of Brattleboro

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Brattleboro is a great place to get outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Brattleboro Common (0.3 mi / 0.5 km)
  • Wantastiquet Mountain (1.2 mi / 1.9 km)
  • Fort Dummer State Park (2 mi / 3.2 km)
  • Madame Sherri Forest (2.2 mi / 3.6 km)
  • Spofford Lake (7.6 mi / 12.3 km)
  • Chesterfield Gorge Natural Area (8.8 mi / 14.2 km)
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?

Our 2019 vacation rental listings offer a large selection of 725 house rentals around Brattleboro. From 47 Cabins to 326 Houses, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Brattleboro is on HomeAway.

What is the best area to stay when travelling to Brattleboro?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Brattleboro:

  • Stratton Mountain Resort: 103 vacation rentals
  • West Dover: 653 vacation rentals
  • Bondville: 203 vacation rentals
  • East Dover: 26 vacation rentals
  • Bellows Falls: 30 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Brattleboro?

HomeAway offers a large selection of lodging choices near lovely places in Brattleboro. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Tasha Tudor Museum: 573 home rentals
  • Estey Organ Museum: 548 home rentals
  • Fort Dummer State Park: 477 home rentals
  • Vermont Jazz Center: 418 home rentals
  • Creamery Covered Bridge: 566 home rentals

But there are many other points of interest around Brattleboro listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Cabins in Brattleboro?

Yes, of course. HomeAway has 47 Cabins in Brattleboro. Our other popular types of vacation rentals in Brattleboro include:

  • Houses: 326 lodging choices
  • Cottages: 47 lodging choices
  • Farmhouses: 16 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Condos/Apartments and more.

Can I find a vacation rental with pool in Brattleboro?

Yes, you can select your preferred vacation rental with pool among our 220 vacation homes with pool available in Brattleboro.