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Brattleboro Holiday Rentals

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Check prices for these dates

Tonight
3 Nov - 4 Nov
Tomorrow
4 Nov - 5 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Brattleboro

Exterior
The Jelly Mill-A Peaceful River Retreat
The Jelly Mill-A Peaceful River Retreat
10.0 out of 10, Exceptional, (63)
"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."
United States
Melissa
The Jelly Mill-A Peaceful River Retreat
Pool
Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
3.0 star property
8.6 out of 10, Excellent, (76)
"Nice, clean room in prime location"
United States
Kristin
The price is HK$2,522
HK$3,135 total
includes taxes & fees
9 Nov - 10 Nov
Long Trail House at Stratton Mountain Resort
Property grounds
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Beautiful Lodging at Mount Snow with Hot Tub on Deck
9.4 out of 10, Exceptional, (42)
"We loved the stay at this place,very comfortable home with hot jacuzzi and nice fireplace,spacious kitchen and bedroom and great location for ski."
United States
Nik I.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Terrace/patio
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
10.0 out of 10, Exceptional, (4)
"Had a great time . Excellent communication Very clean .Would definitely stay there again. "
United States
Chris R.
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Property grounds
Owl's Nest Treehouse
Owl's Nest Treehouse
10.0 out of 10, Exceptional, (11)
"Great place . Would highly recommend it.!"
United States
Peter G.
The price is HK$2,137
HK$2,639 total
includes taxes & fees
12 Nov - 13 Nov
Owl's Nest Treehouse
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (165)
"We very much enjoyed our stay, check in was a breeze and we found the cabin to be a cozy retreat. We have been looking for a place that had a bed and bath on first floor to accommodate some mobility limitations and this home was perfect having a single step on the front porch. We look forward to booking another trip with this host "
United States
Jennifer
The price is HK$1,321
HK$2,776 total
includes taxes & fees
5 Nov - 6 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Interior
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (226)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
United Kingdom
Lucian L.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Interior
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
8.6 out of 10, Excellent, (8)
"My husband and I stayed at the treehouse cabin for two nights. It was so adorable and had so many fun amenities from the hot tub, to the fire place and record player. They even had snow shoes for us to borrow and we were able to use them and had a fun morning snow shoeing. Easy check in, and just a nice clean fun place to stay."
United States
Meghan C.
The price is HK$2,553
HK$4,403 total
includes taxes & fees
5 Nov - 6 Nov
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Smart TV, fireplace, DVD player, ping pong
Beautiful Custom Built Timber Frame Home, Sleeps 11
Beautiful Custom Built Timber Frame Home, Sleeps 11
10.0 out of 10, Exceptional, (108)
"Ample, clean and comfortable room for a family reunion."
United States
Angela D.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Interior
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
10.0 out of 10, Exceptional, (9)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
United States
Marc G.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Smart TV, fireplace, table football, ping pong
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
10.0 out of 10, Exceptional, (54)
"Consistently great time at this place (3rd time there)"
United States
Chad B.
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Fridge, microwave, stovetop, dishwasher
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
9.6 out of 10, Exceptional, (5)
"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."
United States
Stephen T.
The price is HK$1,282
HK$3,416 total
includes taxes & fees
9 Nov - 10 Nov
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
TV, fireplace
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Lovely ski-in/out condo steps from ski lift with trails and amazing views
8.4 out of 10, Very good, (26)
"Great location close to lift. Condo is clean and well appointed."
United States
Grace Ann B.
The price is HK$552
HK$2,163 total
includes taxes & fees
9 Nov - 10 Nov
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Fridge, microwave, oven, stovetop
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
9.6 out of 10, Exceptional, (26)
"Perfect location to walk to slopes. The host was phenomenal! Very responsive and helpful. Can’t wait to stay again soon!"
United States
R B.
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
Fridge, microwave, oven, stovetop
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Cozy 2-bedroom cabin near Mount Snow 3 min drive
2.0 star property
9.6 out of 10, Exceptional, (9)
"Great cabin! Perfect for our family of 4 and our dog! Very close to mount snow and walking distance to great restaurants! "
United States
Lisa R.
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Exterior
Bear Creek Cabin
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$3,108
HK$4,678 total
includes taxes & fees
7 Nov - 8 Nov
Bear Creek Cabin
Fridge, microwave, oven, stovetop
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
10.0 out of 10, Exceptional, (61)
"Second time visiting this property during the winter with adults and kids (ages 6 - 11) and it was another great stay. Property owner easy to communicate with, beautiful land and home. Perfect location for our family get together."
United States
sarah m.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Fridge, microwave, oven, stovetop
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
10.0 out of 10, Exceptional, (7)
"Great house for skiing, within 5 minutes of Mt Snow and the shuttle seems very convenient. The house was great for 8 of us with plenty of room. "
United States
Anonymous traveller
The price is HK$3,462
HK$6,642 total
includes taxes & fees
5 Nov - 6 Nov
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Property grounds
Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney Vermont
9.4 out of 10, Exceptional, (56)
"Gorgeous property. Super accommodating hosts. Would love to come back in the summer."
United States
Thomas F.
The price is HK$971
HK$1,976 total
includes taxes & fees
5 Nov - 6 Nov
Family Friendly Hilltop House In Putney Vermont
1 bedroom, iron/ironing board, WiFi, bed sheets
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
7.0 out of 10, Good, (7)
"Overall the stay was okay. I am generally not a complainer, and have stayed in many rental properties. I was initially upset about the condition of the place, but I got used to it. It seems like the place is old and not well kept up. The inside of the house has a bad odor, also the septic smelled bad, so we had to keep the slider to the deck closed. I had to wipe down the kitchen table and counter because they were dirty. Lots of cobwebs (I have them too, but I don't rent my house out.) The bed...
United States
Mary A.
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brattleboro Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Everything worked correctly, zero problems. "
Jason 1-night trip
Posted 3 days ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Brattleboro

Search for holiday rentals in Brattleboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Brattleboro using one of the methods below:

  • View our selection of featured holiday rentals in Brattleboro
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Look no further and take a look at our great range of rental properties in Brattleboro!

Frequently asked questions

Are there holiday rentals in Brattleboro?

Yes, there are holiday rentals in Brattleboro close to Brattleboro Bowl, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Brattleboro has to offer?

The Jelly Mill-A Peaceful River Retreat: This highly rated holiday home rental in Brattleboro is located on a river, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Brattleboro?

Expedia has 20 holiday 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 Latchis Theatre and Vermont Marketplace.

What’s a holiday rental in Brattleboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brattleboro. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.