Brattleboro Vacation Rentals

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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 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° 25°
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91° 33°
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95° 57°
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92° 42°
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85° 26°
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76° 19°
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75° 12°
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63° -9°
4
66° -10°
1
57° -7°
2
71°
2
65° 21°
3
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Rainy days

This climate histogram shows you the weather patterns in Brattleboro. The warmest months in Brattleboro are June and May, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to -10 ˚F. The wettest month in Brattleboro is March with 4.98 inches of rain, while the driest month is July with 1.24 inches of rain.

What Expert Travelers Think

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  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

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Vacation Rentals in Brattleboro

At AllTheRooms.com we have rentals from all of the leading providers - Airbnb, Priceline, Agoda and others. AllTheRooms has 257 vacation rentals, hotels and other great places to stay during your time in Brattleboro, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. A vacation in Brattleboro can be budget-friendly - the lowest price rental is available at $15 a night. A typical accommodation in Brattleboro costs on average $107 a night.

If you would like to stay connected during your trip, then you can choose from over 121 accommodations in Brattleboro that have WiFi. We have 31 accommodations that come with breakfast included. You can maintain your workout regime by staying at one of 17 accommodations that provide gym facilities. Driving to Brattleboro? Then choose one of the 121 places to stay that comes with a parking spot included. We track 20 places to stay that have a pool or jacuzzi.

If you're traveling with your best friend, then make sure to choose one of the 27 pet-friendly accommodations available.

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 of our accommodations in Brattleboro have been reviewed and rated. 80% are rated great. You can instantly book any of 54 places to stay right now.

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