Brattleboro Vacation Rentals

Check prices for these upcoming dates

Brattleboro Travel Guide

The artistic and musical capital of Southern Vermont, Brattleboro is a lively community of highly creative and outgoing individuals. Brattleboro features miles upon miles of mountain roads, a variety of galleries, cafes, and boutiques, as well as charming vacation rentals.

Things to Do in Brattleboro

Converging in downtown Brattleboro, the West River and Connecticut River offer Brattleboro’s visitors a variety of fun outdoor activities such as kayaking, fishing, swimming, tubing, and canoeing. Visitors can also spend the day hiking and biking through the woodlands and forests of the Retreat Trails, camping in Fort Drummer State Park, and cycling with Vermont Cycling Tours. Guests wanting to spend some time indoors can enjoy a tour of the Etsey Organ Museum or Tasha Tudor Museum, play a game of bowling at the Brattleboro Bowl, or challenge themselves to climb the highest watt at BrattCave, Brattleboro’s only indoor rock climbing gym. For visitors 21+, a visit to Windham Wines can be a good way to spend the day, as the location offers wine tastings and great customer service.

Best Places to Stay in Brattleboro

There are a variety of both short term and long term vacation rentals in Brattleboro. They are located all over the city and most are within walking distance of the city’s many amenities, making them ideal for busy families and couples looking to have a fun weekend away. From some of the more rural vacation homes, visitors can enjoy a scenic view of Stratton Mountain.

Best Time to Visit Brattleboro

The best time for a visit to Brattleboro is May through September when the weather is warm and ideal for outdoor activities.

Best Events in Brattleboro

A few of the best and most well-known events in Brattleboro include the Brattleboro Film Festival, Brattleboro Brewer’s Guide, Yellow Barn Music Festival, Tiny House Fest Vermont, and Winter Carnival. The Winter Carnival includes a host of live entertainment such as jugglers, music, actors, and comedians, tasty food, and child-friendly activities.

Things to Do for Families in Brattleboro

Families with members of all ages can enjoy a day at Retreat Farm. Retreat Farm offers visitors the chance to pet and feed a variety of farm animals including sheep and goats. It also allows them to take fun classes like goat yoga, go hiking on the trails surrounding the retreat, and learn all about the creatures found within the barns and stables. In the winter, Fair Winds Farms is a great place to go for a family sleigh ride, while the Brattleboro Museum and Art Center is a great all year-round destination, featuring an impressive collection of modern art and a variety of exciting, rotating featured exhibits.

Price and Availability in Brattleboro

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Brattleboro tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Brattleboro tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Brattleboro is in September, while the cheapest month is in March. The most popular time to book a vacation rental in Brattleboro is in the high season in August. Brattleboro has its low season in April, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Brattleboro

Rainy days
88° 36°
5
95° 50°
3
87° 40°
2
86° 34°
2
76° 26°
5
70°
3
52° -8°
4
54° -11°
4
59° -10°
2
68° -2°
1
77° 17°
4
84° 30°
3
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Rainy days

This climate histogram shows you the weather patterns in Brattleboro. The hottest month in Brattleboro is June, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to -11 ˚F. The wettest month in Brattleboro is March with 5.33 inches of rain, while the driest month is October with 0.95 inches of rain.

What Expert Travelers Think

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims

Vacation Rentals in Brattleboro

Find the perfect vacation rental for your trip at AllTheRooms.com. We compare Airbnb, Priceline, Agoda and others. AllTheRooms has 257 rentals, hotels and other great places to stay during your time in Brattleboro, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. For those traveling on a budget, the cheapest place to stay in Brattleboro is available at $15 per night. The average price of an accommodation is generally $107 per night.

If you have to have an internet connection during your stay in Brattleboro, then you can choose from over 121 places to stay that provide WiFi internet. We have 31 accommodations that come with breakfast included. You can maintain your workout routine by staying at one of 17 accommodations that provide gym facilities. If you're planning on getting to Brattleboro by car, be sure to choose from 121 accommodations that provide parking. 20 hotels and vacation rentals come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 27 accommodations that are designated as pet-friendly.

In Brattleboro AllTheRooms currently compares hotels, vacation rentals, hostels from more than 3 providers, including 112 places to stay from Airbnb, 4 accommodations from Priceline and 4 places to stay from Agoda.

158 accommodations in Brattleboro have been reviewed; 80% are rated excellent or good. You can instantly book any of 54 places to stay right now.

Destinations near Brattleboro

  • Killington3,197 Properties
  • Stowe2,508 Properties
  • Ludlow1,575 Properties
  • Warren982 Properties
  • Dover899 Properties
  • Burlington646 Properties
  • Smugglers Notch467 Properties
  • Wilmington459 Properties
  • Waitsfield425 Properties
  • Woodstock302 Properties
  • Jamaica274 Properties
  • Plymouth268 Properties
  • Stratton Mountain235 Properties
  • Jay232 Properties
  • Middlebury230 Properties
  • Rutland205 Properties
  • Londonderry203 Properties
  • Manchester200 Properties
  • Bennington199 Properties
  • Montpelier199 Properties
  • Colchester197 Properties
  • South Hero193 Properties
  • Morrisville178 Properties
  • Waterbury165 Properties
  • East Burke157 Properties
  • Arlington137 Properties