
Places to stay in Brattleboro
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Top-rated places to stay in Brattleboro
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Vacation rentals for every style
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Popular amenities for Brattleboro places to stay
Pet-friendly places to stay in Brattleboro

Rustic Cabin in foothills of Green Mountains
The cabin is a lovely oasis. Peaceful and welcoming. Sean and Nicole are fabulous hosts. Dover offers so many incredible trails to explore. Do your self a favor and BOOK it!!

Downtown Loft next to Distillery
My husband, our pups and I had a great stay at this loft. The space was clean and easy to get in. Parking was not a problem at all. There is a church that rings its bells on the hour, but they didnt bother us at night at all. The shower was a bit cramped, but worked for us. If youre on the bigger side or taller, it might be a bit tight. Overall, great place and Naomi was attentive and provided clear instructions for everything. We will definitely stay here again when we get a chance to return.

The Carriage Barn
We really enjoyed our stay here. The place is incredible, you’ll have everything you’d need. Full of very thoughtful details. Very cozy, confortable and charming. The surroundings are beautiful and in a short drive you’d find anything you may need in Brattleboro. From dining to great coffee, groceries and more… I loved how simple and easy where the instructions for check-in and Out. Katherine was very friendly and responsive. Would definitely stay there again.

Beautiful rustic woods and fields retreat.
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!

Rock River Retreat: VT Oasis Pet Friendly
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.

Cozy Vermont Antique Sugar House with Fireplace
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

Mountain Chalet mins from Mt Snow Skiing/hiking
I had a good stay overall. The place was clean, well-located, and matched the listing photos. Check-in was smooth, and communication with the host was easy. Would recommend for anyone looking for a quiet weekend with beautiful surroundings.

Mountain side acres
Everything included for a relaxing and peaceful getaway. Definitely recommend this host, home, and location. This one is a gem!
Other great vacation rentals in Brattleboro

Guilford Grove Cottage
We truly loved staying in this beautiful, cozy cabin. It was just the right size for the two of us, and very comfortable. The view of trees and wildflowers was lovely and refreshing. It was also fun to have a couple of cats walk across the porch each day! Joel was very proactive and friendly, which we greatly appreciated.

Cozy cottage loft and retreat
This cottage was the perfect way to experience Vermont. It is close to a lot of farms you can shop from directly.

Casita by the Green: Quiet, Country, close to town
We had a fantastic stay at Cyndi’s place! She is an incredibly helpful and thoughtful host, going above and beyond to make sure we were comfortable. She even provided us with milk and cream, which was such a kind touch. The accommodation was clean, cozy, and well-equipped, making our stay even more enjoyable. Highly recommend staying here if you’re looking for a welcoming and hassle-free experience!

Vermont Botanical Studio Apartment
I’ve returned to the Vermont Botanical studio on an annual basis for several years, since I always find it peaceful and comfortable—off the beaten path, but not lonely. It has everything I need, including a dirt road through the fields for a daily walk, tall windows looking out on lovely trees, a very healthy songbird population, and a nearby farm store where I always go to buy cheese as soon as I arrive. I especially appreciate the comfortable bed, reading chair and couch, and the perfectly serviceable kitchen. The induction range makes for very quick cooking, and it’s nice to have the use of a full-sized fridge, too. For my writing retreats, the studio feels like a home away from home.

On the Water at North Bridge Cove
2nd time staying here, lovely little spot on the river. Well-priced and met our needs. Best for 1-2 travelers and folks who either have a car or don't mind the easy walk into town. I'll likely stay here again when I next visit Bratt!

Cottage amongst the trees
John& Aisha’s cottage was the perfect place for our weekend getaway. Conveniently located between Putney and Brattleboro made it easy to get around. The cottage was very clean and well stocked. John and Aisha were super hosts and went above and beyond with local recommendations to activities we could do. Would highly recommend to anyone traveling through VT.

Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
The house is wonderful - beautiful setting, clean and comfy. Everything you need to enjoy a get away. A short drive to Brattleboro which has plenty of restaurants and stores to enjoy. Theresa and Megan were great hosts. They were very responsive and provided easy to follow instructions plus recommendations of places to eat and explore. Our highlight was breakfast on the deck looking out onto the brook. A very peaceful and beautiful setting. We hope to return.

Bright and Modern Chestnut Street Apartment
Lucia’s apartment is so cute and quiet. The bed was very comfortable. Clean and beautifully maintained. Would stay again!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Canterbury Farm
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Ekwanok Country Club
- Brattleboro Ski Hill