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

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90° 33°
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94° 43°
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88° 47°
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92° 50°
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84° 40°
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76° 27°
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67° 10°
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60° 10°
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41° -12°
2
49° -4°
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72°
1
77° 16°
3
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Rainy days

This climate histogram shows you the weather patterns in Brattleboro. The warmest months in Brattleboro are July and May, when temperatures reach 94 ˚F. The coolest month is December, when temperatures drop to -12 ˚F. The wettest month in Brattleboro is June with 12.76 inches of rain, while the driest month is October with 1.43 inches of rain.

What Expert Travelers Think

  • — 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
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

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  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

Vacation Rentals in Brattleboro

Find the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. Brattleboro has 257 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. For those traveling on a budget, the most economical place to stay in Brattleboro is available at $15 per night. The average price of a rental is generally $107 per night.

If you would like to stay connected during your vacation, then you can choose from over 121 accommodations in Brattleboro that have WiFi. 31 of our accommodations include a breakfast in the price. You can keep up with 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. We track 20 hotels and vacation rentals that have a pool or jacuzzi.

AllTheRooms has 27 pet-friendly places to stay in Brattleboro, so if you're traveling with your pet you won't have any problems.

We compare vacation rentals, hotels and other bespoke accommodation types from loads of providers in Brattleboro, including 112 places to stay from Airbnb, 14 accommodations from Priceline and 4 places to stay from Agoda

158 accommodations in Brattleboro have been reviewed; 80% are rated highly. 54 accommodations allow instant booking.

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