Brattleboro Vacation Rentals from ￥43,494: Search Short-Term Rentals

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Our top choices for Brattleboro vacation rentals

Long Trail House at Stratton Mountain Resort

Stratton

William

￥65,169 total

includes taxes & fees

Apr 14 - Apr 15

Outdoor Adventure Hub! Family Home in West Dover

West Dover

￥83,346 total

includes taxes & fees

Apr 1 - Apr 2

Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

￥39,933 total

includes taxes & fees

Apr 1 - Apr 2

12-acre Vacation Rental in the Berkshires!

Charlemont

￥87,025 total

includes taxes & fees

Apr 1 - Apr 2

Outdoor Adventure Haven 14 Mi to Mount Snow Skiing

Newfane

￥91,932 total

includes taxes & fees

Apr 5 - Apr 6

Cozy Ski-in/ski-out Condo on Magic Mountain

Londonderry

Crystal

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Top Brattleboro Hotel Reviews

Colonial Motel And Spa

4/10 Poor

"Plenty of parking Clean - no bugs Goes downhill from there. Front desk people were polite but far from friendly. Major renovations need to be done before I will come back. Windows did not lock, which my husband discovered as we were getting ready for bed. He decided that they were too small for anyone to crawl through, but not a comforting feeling. Pool - closes at 5pm on Sunday - we arrived at 5:10 😳 Hot tub - closed for cleaning on Monday until 1pm, but check out is at 11am So I have no idea what the condition is of either, but I cannot imagine that they are in great shape. I should have known that 2 pools and a hot tub for that price was too good to be true "

Travelodge by Wyndham Brattleboro VT

6/10 Okay

"For the price this isn’t a bad place, but I wouldn’t say I’d go out of my way to come back. Firstly, there was no toilet paper in the bathroom anywhere which was remediated very quickly, but really displays their lack of attention to details. Secondly, and more importantly, there was no seal on my door meaning the cold air from outside very easily seeped into the room. I’m so glad it wasn’t colder, because the heating unit was so loud I had to turn it off so it wouldn’t wake me up every time it kicked on (and mind you I usually never wake up when my ac unit kicks on), and by the time I woke up it was quite chilly in the room but thankfully not freezing. The lack of seal also meant I could hear every road noise which there was a lot of. If it was summer I probably wouldn’t mind so much, maybe even early fall, but winter I would avoid unless you want to shove towels around your door. The staff member who was there was incredibly kind, the parking situation was good, and there are a lot of signs about pets (no cats) so it seems dog friendly at least. "

Latchis Hotel

10/10 Excellent

"If you love retro/vintage/history/ quiet and pet friendly this place is wonderful for a short stay and lowkey weekend. So many cool local businesses and delicious food. We went for a show at the stone church- walking distance from hotel! And everything we could have needed was easily accessible. They have a bar downstairs and a movie theatre in the hotel! All rooms have record players and vinyls to play with more available. Big rooms. “Dated” but it’s keeping with the retro style- very clean and neat. Only negatives were the parking lot (really small but we got a spot! There’s plenty of on street parking and a nearby parking garage as well). Staff was so friendly and helpful! This would be a great “staycation” or mom night away as well. Stop at some of the amazing thrift/vintage/2nd hand stores for books, music, clothes and more. If you’re a crafter, Bobbins’and Skeins and Beadnik are great places to take a look at. I’d definitely come back!"

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The exercise room is small. Not crowded. The pool was in use most of the time we were there as the pool is used for children's swimming lessons. We didn't want to use the hot tub with a bunch of kids and parents splashing around. Good staff and very responsive. "

Find out more about Brattleboro

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Frequently asked questions

Are there vacation rentals in Brattleboro?

Yes, we offer vacation rentals in Brattleboro near Brattleboro Museum & Art Center, 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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This vacation home rental outside of Brattleboro is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Brattleboro Museum & Art Center and The Stone Church. Other places in town to visit include Latchis Theatre and Harris Hill Ski Jump.

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

Long Trail House at Stratton Mountain Resort

Outdoor Adventure Hub! Family Home in West Dover

Two Brooks Lodge

12-acre Vacation Rental in the Berkshires!

Outdoor Adventure Haven 14 Mi to Mount Snow Skiing

Cozy Ski-in/ski-out Condo on Magic Mountain

Find vacation rentals that suit your style

Top Brattleboro Hotel Reviews

Colonial Motel And Spa

Travelodge by Wyndham Brattleboro VT

Latchis Hotel

Hampton Inn Brattleboro

The Covered Bridge Inn

Vikings Villages Resort

Econo Lodge Brattleboro South

Red Roof Inn PLUS+ South Deerfield – Amherst

Hotel Downstreet, an Ascend Collection Hotel

Find out more about Brattleboro

Explore a world of travel with Expedia

Frequently asked questions