Brattleboro vacation rentals

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Best Brattleboro vacation rentals

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$59 - $268$268 - $477$477 - $686$686 - $895$895+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Brattleboro

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Econo Lodge Brattleboro - Brattleboro - Bedroom
Econo Lodge Brattleboro
Brattleboro, VT
3.7Poor(224)
Parking
Free Wi-Fi
Pool
Pet friendly
$75+
Check availability
Rustic Marlboro Cottage 4 Mi to Lake Raponda! - Brattleboro - Living room
Rustic Marlboro Cottage 4 Mi to Lake Raponda!
Brattleboro, VT
Free Wi-Fi
Pet friendly
$331+
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Hiking Trails On-Site Cozy Falls Brook Cabin - Brattleboro - Dining room
Hiking Trails On-Site Cozy Falls Brook Cabin
Brattleboro, VT
9.6Wonderful(7)
Free Wi-Fi
Pet friendly
$294+
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Fully Furnished/Pet Friendly! - Brattleboro - Living room
Fully Furnished/Pet Friendly!
Brattleboro, VT
$100+
Check availability
Downtown apartment ideal location to everything - Brattleboro - Living room
Downtown apartment ideal location to everything
Brattleboro, VT
10Wonderful(6)
Free Wi-Fi
$324+
Check availability
Beautiful Home on 22 Acres with Ponds, Game Room, Hot Tub and Central Air - Brattleboro - Living room
Beautiful Home on 22 Acres with Ponds, Game Room, Hot Tub and Central Air
Brattleboro, VT
10Wonderful(21)
Free Wi-Fi
Spa
$1,102+
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Green River Cottage - Brattleboro - Kitchen
Green River Cottage
Brattleboro, VT
9.9Wonderful(52)
Parking
Free Wi-Fi
$287+
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Serenity Cottage in Southern Vermont - Brattleboro - Building
Serenity Cottage in Southern Vermont
Brattleboro, VT
9.9Wonderful(95)
Pet friendly
$212+
Check availability
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway - Brattleboro - Building
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway
Brattleboro, VT
6.0Okay(2)
$403+
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Artsy, Pet-Friendly Studio with a Forest in the backyard - Brattleboro
Artsy, Pet-Friendly Studio with a Forest in the backyard
Brattleboro, VT
9.3Wonderful(6)
Pool
Pet friendly
$181+
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Cozy Historic home in Brattleboro - Brattleboro
Cozy Historic home in Brattleboro
Brattleboro, VT
9.0Wonderful(1)
Parking
Free Wi-Fi
$378+
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Garden View In-Town Retreat w/ Trail Access - Brattleboro
Garden View In-Town Retreat w/ Trail Access
Brattleboro, VT
10Wonderful(2)
$91+
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Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont - Brattleboro
Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont
Brattleboro, VT
9.0Wonderful(10)
Free Wi-Fi
Pet friendly
$60+
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Studio Close to Downtown w/ Trail Access - Brattleboro
Studio Close to Downtown w/ Trail Access
Brattleboro, VT
$59+
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Wonderful Private Home In West Brattleboro Off Of Route 9 - Brattleboro
Wonderful Private Home In West Brattleboro Off Of Route 9
Brattleboro, VT
9.7Wonderful(8)
Free Wi-Fi
$256+
Check availability
Spacious, and kid-friendly, fastest wifi! Giant playset, fire pit, and games! - Brattleboro
Spacious, and kid-friendly, fastest wifi! Giant playset, fire pit, and games!
Brattleboro, VT
9.9Wonderful(20)
Free Wi-Fi
Pet friendly
$605+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Brattleboro

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Brattleboro with confidence.

What is the cheapest day of the week to book a vacation rental in Brattleboro?

Monday offers the lowest rates in Brattleboro, with an average nightly price of $77. The highest prices are found on Wednesday, with average rates at $254.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
November
$187
$227
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 51% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Brattleboro vacation rental deals

  • Vacation rentals in Brattleboro are around 55% cheaper than hotels on average. Search here to compare prices for all accommodation types in Brattleboro.
  • The best vacation rental properties in Brattleboro are Beautiful Home on 22 Acres with Ponds, Game Room, Hot Tub and Central Air (10.0, 21 reviews), Spacious, and kid-friendly, fastest wifi! Giant playset, fire pit, and games! (9.9, 20), and Serenity Cottage in Southern Vermont (9.9, 95), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Brattleboro, you should consider visiting during the low season. The cheapest vacation homes in Brattleboro can be found in June and October.
  • The cheapest night for renting a vacation home in Brattleboro is Monday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Brattleboro for 24 days.

FAQs when booking a vacation home in Brattleboro

  • What types of vacation rentals are available in Brattleboro?

    There are loads of different property types that you can make your vacation home in Brattleboro. You’ll find apartments, cabins, cottages, houses, homestays and lodges.

  • What are some of the most-loved vacation rentals available in Brattleboro?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Econo Lodge Brattleboro.

  • Are there any pet-friendly vacation rentals in Brattleboro?

    There are a number of dog and pet-friendly Brattleboro vacation rentals, with around 17% allowing you to bring your pet along with you.

  • How much is a vacation rental in Brattleboro for tonight?

    In the last 72 hours, users have found Brattleboro vacation rentals for tonight for as low as $76. Search here for similar prices

  • How can I find vacation rentals near me in Brattleboro?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Brattleboro?

Our map will help you find the perfect place to stay in Brattleboro by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Brattleboro

Not what you’re looking for? Find thousands of other hotels, flight deals, car rentals and package deals with KAYAK.