Brattleboro Vacation Rentals from ￥6,030: Search Short-Term Rentals

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

The Jelly Mill-A Peaceful River Retreat : This highly rated vacation home rental in Brattleboro is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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Vacation Rentals in Brattleboro

Stroll up to this charming home surrounded by lush greenery and a well-manicured lawn.

"Very much off the beaten path, but lets you experience the beauty of Vermont. Quiet and peaceful. A beautiful little property that served our needs perfectly. Would definitely come back."

Relax in a serene space with a comfortable armchair, console table, and lush greenery.

"Easy stay, good location for us. Would stay again. "

￥29,562 total

includes taxes & fees

Aug 10 - Aug 11

Cozy cabin retreat with a high ceiling, central fireplace, and comfortable seating area.

"Beautiful location and so many cozy touches throughout home!"

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel stove, and oven, surrounded by dark cabinetry and a wooden countertop.

"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "

￥71,999 total

includes taxes & fees

Aug 17 - Aug 18

Relax in a serene space with a large bathtub, book, and candle, accompanied by a wood-burning stove.

"We had a wonderful stay."

￥83,273 total

includes taxes & fees

Aug 14 - Aug 15

Escape to a serene cabin retreat surrounded by trees and a seasonal touch.

"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"

Relax by the pool surrounded by lush trees and a distant church spire.

"Nice, clean room in prime location"

￥58,890 total

includes taxes & fees

Aug 19 - Aug 20

Enjoy cooking in this well-equipped kitchen with a central island, microwave, stove, and sink.

"Interior amazing. Exterior could use some attention"

Situated in a wooded area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

"Would recommend if anyone wants a quiet, peaceful getaway."

Relax by the campfire in a serene wooded setting, surrounded by Adirondack chairs and a rustic picnic table.

"Great place just need the fire place to be fixed asap, especially for the winter time"

Relax on the covered deck amidst lush foliage and trees.

"Real Vermont feel. Pretty and nice quiet neighborhood!"

Situated in a forested area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

"Enjoyed our stay"

￥88,468 total

includes taxes & fees

Aug 11 - Aug 12

Relax in a hot tub on a snow-covered deck.

"Easy booking, clean home, great location and the owner very easy to get in touch with."

￥83,698 total

includes taxes & fees

Aug 10 - Aug 11

Relax in this inviting living room with a stone fireplace, large windows, and comfortable seating.

"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"

Situated in a wooded area, this cabin features a welcoming front porch and a serene, secluded environment.

"A cozy spot to watch the snow come down!"

Cozy living area with a leather sofa, wooden coffee table, and staircase leading to an upper level.

"Consistently great time at this place (3rd time there)"

Relax in a serene hot tub with breathtaking views of the surrounding snowy landscape.

"We enjoyed our stay at the Blue House. Its size and location cannot be beat when it comes to group trips. We will be back!"

"Highly recommend clean beautiful stay!"

￥37,199 total

includes taxes & fees

Sep 1 - Sep 2

"When we first arrived we couldn’t find extra trash bags. We sent a message to the host, Jason, and he replied immediately to assist us. I appreciate the attentiveness and genuine hospitality. This place is cozy and clean. Made for the perfect weekend getaway!"

￥114,954 total

includes taxes & fees

Aug 19 - Aug 20

Situated on a grassy lawn, this charming house features a gabled roof and a welcoming front porch.

"Definitely not worth the cost of stay. Location was beautiful, but many issues with safety hazards & cleanliness of property.I think most of the pictures speak for themselves. Cleanliness items not pictured were unvacuumed carpet with pet hair, unmade beds & one bed with incomplete linens. Safety items not pictured included multiple soft spots in deck about to rot through (we placed deck furniture over these areas to avoid them) & the outside hose was set to hot water only - a definite burn...

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Top Brattleboro Hotel Reviews

Black Mountain Inn

10/10 Excellent

"The bed was super comfortable and the sheets were very soft and also comfortable. "

Vikings Villages Resort

10/10 Excellent

"We stayed in August air-conditioning was as cold as you wanted it to be and we like it cold! Inside it was quiet couldn’t hear any outside noise outside. It was peaceful and serene. Beautiful places to sit and enjoy the outside and the sheep honestly one of the nicest places I’ve stayed at in a very long time Five star quality space all around we kept remarking about the cabin how nice the build was and the materials used. Highly recommend. Also close to Brattleboro for dinner and shopping and a nice lake for swimming and an adorable ice cream store 2 miles away."

Find out more about Brattleboro

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All accommodation types in Brattleboro

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Frequently asked questions

Are there vacation rentals in Brattleboro?

Yes, we offer vacation rentals in Brattleboro near Brattleboro Bowl, 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?

The Jelly Mill-A Peaceful River Retreat: This highly rated vacation home rental in Brattleboro is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Brattleboro?

Expedia has 19 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 Tasha Tudor Museum. Other places in town to visit include Latchis Theatre and Vermont Marketplace.

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.

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Brattleboro Vacation Rentals

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Vacation Rentals in Brattleboro

The Jelly Mill-A Peaceful River Retreat

Lovely 2nd Floor Apartment

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Downtown Hot Tub Escape

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Long Trail House at Stratton Mountain Resort

Riverside Retreat – Cozy 2-Story Getaway!

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Bear Creek Cabin

The Mountain Escape!

Beautiful Custom Built Timber Frame Home, Sleeps 11

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Top Brattleboro Hotel Reviews

Black Mountain Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Hotel Downstreet, Ascend Hotel Collection

Vikings Villages Resort

Keene Elm City Hotel, Ascend Hotel Collection

Best Western Plus Keene Hotel

The Jelly Mill-A Peaceful River Retreat

Green River Bridge Inn

Colonel Williams Inn

Find out more about Brattleboro

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Frequently asked questions