Brattleboro Vacation Rentals from $157: Search Short-Term Rentals

Q: What's the top vacation rental in Brattleboro?

Secluded Family Getaway w/ On-Site Creek in Hawley : This vacation home rental outside of Brattleboro is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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In two weeks

In two months

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Our top choices for Brattleboro vacation rentals

Vikings Villages Resort - Double Bed Room

Guilford

$241 nightly

May 10 - May 11

Total with taxes and fees

Stunning Glass House nestled in the Vermont wilderness!

Guilford

"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."

Grant D.

$365 nightly

May 12 - May 13

Total with taxes and fees

5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

$549 nightly

May 10 - May 11

Total with taxes and fees

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Jake D.

$321 nightly

May 11 - May 12

Total with taxes and fees

Owl's Nest Treehouse

Alstead

Garrett B.

$310 nightly

May 17 - May 18

Total with taxes and fees

Lovely 2nd Floor Apartment

Greenfield

Mary

$181 nightly

May 11 - May 12

Total with taxes and fees

Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Jamaica

Braeden C.

$214 nightly

May 9 - May 10

Total with taxes and fees

Outdoor Adventure Hub! Family Home in West Dover

West Dover

$474 nightly

May 9 - May 10

Total with taxes and fees

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Top Brattleboro Hotel Reviews

Vikings Villages Resort

10/10 Excellent

"Lovely spot, great decor, and a very quiet stay with our own cottage!"

Best Western Plus Keene Hotel

6/10 Okay

"The room was a bit dusty and a lamp didn't work. Also, when I opened the door to enter the room the stand for the suitcase was right there in the walkway, which was difficult to maneuver with full hands. Overall, the hotel needed a refresh as everything seems old and a bit unloved. Breakfast was also very lackluster. The staff was friendly though!"

Red Roof Inn PLUS+ South Deerfield – Amherst

6/10 Okay

"The pet friendly room we had was pretty dirty to the room we had two weeks prior where we had a dog and they were unaware. This room had a much smaller runner around the beds, terrible beds, mouse droppings in the corner and another corner near the bathroom had ants. The hallways needed to be vacuumed as earlier in the day upon arrival they were doing lawn care and the grass clippings where everywhere."

Hotel Downstreet, an Ascend Collection Hotel

6/10 Okay

"The property was clean and the staff was polite, but I was disappointed that I was placed in an accessible room even though I did not request one. I asked if another room was available and was told the hotel was fully booked. While I understand availability issues happen, the room layout was not comfortable for my stay and did not match my expectations when booking. Other than that, the property itself was decent and well maintained."

Econo Lodge Brattleboro South

2/10 Terrible

"This place looks like crime scene #2. The rooms are clean, but they're also ragged as hell. Holes in the wall, lights that don't work. It's where you go when you don't have any other choices. If that's the case, you could do worse. But block the door with a chair or suitcase, because the chains are busted."

Latchis Hotel

8/10 Good

"Very well run hotel, conveniently located in the heart of Brattleboro. Free parking in a lot next to the hotel was a nice touch. My only gripe would be that my room (104) had no view as the windows were made of some kind of stained glass that you can't see through and couldn't open. Also they could not be closed all the way and allowed a cold draft to come through on a chilly night. I had to stuff towels in the open gaps to keep the chill out. A little strange I thought, but was manageable."

Find out more about Brattleboro

Everything you need to know about Brattleboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brattleboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brattleboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brattleboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brattleboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Brattleboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $157 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Brattleboro rentals

At Expedia, we put the best Brattleboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Brattleboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brattleboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brattleboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Brattleboro?

Yes, we offer vacation rentals in Brattleboro near New England Center for Circus Arts, or you can select a secluded option if you're looking for extra privacy while you relax. Visitors like the top-notch restaurants and ski slopes in Brattleboro. Leave some time to check out the shops and entertainment venues during your trip.

What's the top vacation rental in Brattleboro?

Secluded Family Getaway w/ On-Site Creek in Hawley: This vacation home rental outside of Brattleboro is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Brattleboro?

Expedia has 24 vacation rentals for your stay in Brattleboro.

What can I see and do in Brattleboro?

Enjoy the outdoors at Brattleboro Common and Hogback Mountain Conservation Area, or simply take in cultural attractions like The Stone Church and Brattleboro Museum & Art Center. Other places in town to visit include Vermont Marketplace and New England Center for Circus Arts.

What’s a vacation rental in Brattleboro like?

Vacation rentals are private properties where you can stay for a long or short time in Brattleboro. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.

Room 1

Check prices for these dates

Our top choices for Brattleboro vacation rentals

Vikings Villages Resort - Double Bed Room

Stunning Glass House nestled in the Vermont wilderness!

5BR Berkshire Home Mins To The Mountain

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Owl's Nest Treehouse

Lovely 2nd Floor Apartment

Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Outdoor Adventure Hub! Family Home in West Dover

Spacious 5BR w/ Hot Tub & Games

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Brand New Luxury “Tiny” House, Immersed In Nature

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

LUXE Forest Retreat

Family Friendly Hilltop House In Putney Vermont

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Wellness Getaway with a Personal Sauna, and Private River Beach!

Charlemont Chalet - A 15 Acre Private Retreat

Rose wisteria 4 guests 2 bedrooms-full+queen beds

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Peaceful 2-bedroom house in Putney - walking distance from Landmark College

Find vacation rentals that suit your style

Top Brattleboro Hotel Reviews

Vikings Villages Resort

Hampton Inn Brattleboro

Best Western Plus Keene Hotel

Red Roof Inn PLUS+ South Deerfield – Amherst

The Covered Bridge Inn

Hotel Downstreet, an Ascend Collection Hotel

Econo Lodge Brattleboro South

Latchis Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Find out more about Brattleboro

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