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Brattleboro Vacation Rentals

Our Favorite Vacation Rentals in Brattleboro

Brattleboro Vacation Rentals with a Pool

Brattleboro Vacation Rentals with Wi-Fi

Brattleboro Pet-Friendly Vacation Rentals

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

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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 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 Weather in Brattleboro

94º 40º
4.56
102º 45º
5.66
94º 52º
8.06
92º 42º
7.11
83º 21º
3.35
61º -3º
6.94
62º
2.85
58º -22º
3.91
74º -6º
4.1
60º
3.01
72º 16º
2.63
90º 35º
0.8
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Rainy days
This climate histogram shows you the weather patterns in Brattleboro. The warmest months in Brattleboro are June and July, when temperatures reach 102 ˚F. The coolest month is January, when temperatures drop to -22 ˚F. The wettest month in Brattleboro is August with 8.06 inches of rain, while the driest month is May with 0.8 inches of rain.

What Expert Travelers Think

Vacation Rentals in Brattleboro

Browse places to stay from all the leading providers including Airbnb, Priceline, Bed and Breakfast and many more at AllTheRooms.com. We have 285 vacation rentals, hotels and other places to stay in Brattleboro ranging from low-cost options to luxury places to stay. When traveling on a budget, the most economical place to stay in Brattleboro is available at $30 per night. A typical rental in Brattleboro costs on average $106 per night.

If you have to have internet access during your time in Brattleboro, then you can choose from over 98 places to stay that provide WiFi internet. 35 of our accommodations include a breakfast in the price. Choose from 13 places to stay that provide gym options, so you don't miss a single workout. Driving to Brattleboro? Then choose one of the 100 places to stay that comes with a parking spot included. 13 hotels and vacation rentals come with a pool or jacuzzi

AllTheRooms has 29 pet-friendly places to stay in Brattleboro, so if you're traveling with your cat or dog you won't have any trouble.

In Brattleboro AllTheRooms currently compares hotels, vacation rentals, hostels from more than 4 providers, including 90 places to stay from Airbnb, 4 accommodations from Priceline and 4 places to stay from Bed and Breakfast.

156 accommodations in Brattleboro have been reviewed; 77% are rated excellent or good. 56 accommodations allow instant booking.