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Holiday Rentals in Brattleboro

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Holiday Rentals in Brattleboro

Stunning Glass House nestled in the Vermont wilderness!

10.0 out of 10, Exceptional, (1)
"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."
The price is €441
includes taxes & fees
20 Jul - 21 Jul
Stunning Glass House nestled in the Vermont wilderness!

Cozy 2-bedroom RV with WiFi, AC in welcoming Orange

The price is €248
includes taxes & fees
7 Jul - 8 Jul
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange

Charming 2-bedroom apartment in Keene with WiFi and AC

10.0 out of 10, Exceptional, (1)
"The apartment was very clean and spacious."
Charming 2-bedroom apartment in Keene with WiFi and AC

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (5)
"Online info was accurate. Nice spot to rent with family."
Cozy Home Near Downtown, Shops, and Restaurants.

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (29)
"Easy stay, good location for us. Would stay again. "
The price is €177
includes taxes & fees
28 Jul - 29 Jul
Lovely 2nd Floor Apartment

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (55)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is €297
includes taxes & fees
12 Jul - 13 Jul
Family Friendly Hilltop House In Putney Vermont

Western Mass Getaway-Airhockey-Hot tub-Firepit

9.8 out of 10, Exceptional, (36)
"Great place and convenient to get to and from Berkshire East."
The price is €547
includes taxes & fees
7 Jul - 8 Jul
Western Mass Getaway-Airhockey-Hot tub-Firepit

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

10.0 out of 10, Exceptional, (1)
"This was such a nice stay. Not only was the house really clean, there were so many little touches. It gave cozy spa vibes. "
The price is €301
includes taxes & fees
7 Jul - 8 Jul
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

The price is €207
includes taxes & fees
19 Jul - 20 Jul
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

A vacation destination in Southern Vermont

10.0 out of 10, Exceptional, (69)
"Super comfortable cabin in a great location."
The price is €631
includes taxes & fees
11 Jul - 12 Jul
A vacation destination in Southern Vermont

Luxury ADA Unit - 101

The price is €574
includes taxes & fees
7 Jul - 8 Jul
Luxury ADA Unit - 101

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is €749
includes taxes & fees
7 Jul - 8 Jul
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

10.0 out of 10, Exceptional, (49)
"Great ski house in a great location!"
The price is €648
includes taxes & fees
7 Jul - 8 Jul
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

The dreamiest place in Southern Vermont!

10.0 out of 10, Exceptional, (5)
"We enjoyed the quiet and convenience of this location to Mt. Snow. It was clean and well stocked. Host was kind and responsive."
The price is €671
includes taxes & fees
7 Jul - 8 Jul
The dreamiest place in Southern Vermont!

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

The price is €1,288
includes taxes & fees
19 Jul - 20 Jul
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is €524
includes taxes & fees
5 Aug - 6 Aug
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Stratton + Mt. Snow family getaway with Hot Tub, Fire Pit, Game Room, and AC!

10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay. Comfortable beds, very clean, well supplied kitchen for cooking and baking, nice amenities, and Whitley was responsive to questions."
Stratton + Mt. Snow family getaway with Hot Tub, Fire Pit, Game Room, and AC!

This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

9.0 out of 10, Wonderful, (6)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
The price is €688
includes taxes & fees
16 Jul - 17 Jul
This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203

10.0 out of 10, Exceptional, (1)
"We stayed here for one night to ski at Mount Snow and it was amazing! Very comfortable, cozy, well kept, clean with well stocked kitchen. It was perfect for our purpose and would definitely come back!! "
The price is €310
includes taxes & fees
7 Jul - 8 Jul
Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203
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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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 19 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 Tasha Tudor Museum. Other places in town to visit include Vermont Marketplace and Brattleboro Bowl.

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.