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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52° -8°
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54° -11°
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77° 17°
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84° 30°
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88° 36°
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95° 50°
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87° 40°
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86° 34°
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76° 26°
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This climate histogram shows you the weather patterns in Brattleboro. The warmest months in Brattleboro are June and July, when temperatures reach 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

  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
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  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
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  • — 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
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Vacation Rentals in Brattleboro

Browse places to stay from all the best providers including Airbnb, Priceline, Agoda and others at AllTheRooms.com. AllTheRooms has 257 vacation rentals, hotels and other great places to stay during your time in Brattleboro, with everything from budget hostels and homestays to luxury Airbnbs and hotels. If you are trying to keep costs down, the cheapest place to stay in Brattleboro is just $15 a night. On average, a place to stay in Brattleboro will cost you $107 per night.

If you want to stay connected during your trip, then you can choose from over 121 accommodations in Brattleboro that have WiFi. 31 of our accommodations include a breakfast in the price. Choose from 17 accommodations that provide gym options, so you don't miss a single workout. If you're planning on arriving in Brattleboro by car, be sure to choose from 121 accommodations that provide parking. We track 20 accommodations that have 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.

We combine a wide variety of Brattleboro accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 112 places to stay from Airbnb, 14 accommodations from Priceline and 4 places to stay from Agoda.

158 of our accommodations in Brattleboro have been rated by previous guests. They rated 80% as great. 54 places to stay in are instantly bookable.

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