
Brattleboro vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Brattleboro
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Brattleboro vacation rentals
Boutique hotels in Brattleboro

Harwood Hill Motel - Cottages Queen+Twin Sofabed
Easy to find and nice location. A great local restaurant is walking distance to the hotel. Clean room.

Lavender Room; Historic Brook Road Inn
Thank you for a quiet, clean and comfortable stay. The host was warm and welcoming. I appreciate all of the kindness and hospitality. I would highly recommend this wonderful and unique Inn.

Luxury King Suite w/balcony in Historic Inn, rm 1
Location to Mt Snow was perfect. Amenities were great. Will be back for sure. Very good and welcoming staff that made you feel at ease and comfortable as you’re home.

Singing Bridge Harmony Room
I stayed at Mariam’s place over the weekend as I had an ultramarathon nearby, I felt right at home in the middle of the Berkshires and would highly recommend staying.

1 Bed/1.5 Bath Suite #10 The Lodge, Mountain Views
Perfect place to stay! Would definitely recommend.

Standard Two Double in Boutique Lenox Hotel
I had the best stay at Berkshires Untold. There is so much attention to detail and I loved the accommodations, the bed is super comfortable and the room and bathroom were very clean! I loved the snacks, water and beverages available for purchase in the room. My mother and I stayed for 2 nights and we loved the restaurant for dinner and loved that there are games in the lobby area. The staff were very pleasant and kind to us. The patio is lovely as well. We will definitely stay here again in the future and this was quite a gem of a place to find!! Looking forward to future stays with you!

Constance Double Queen Suite
This is my favorite place to stay in the Berkshires after many years of visiting the area. It is even better than the website shows, for personal touches like the common living room area with chess set and piano and cozy window seat nook. It also has amenities like access to beverages and snacks 24 hours/day in the common dining room, lovely views from the rooms and common areas, friendly and competent staff, beautiful furnishings, reliable heat, clean linens, and overall pleasant atmosphere. Plenty of parking, walkable to Lenox, short drive to Tanglewood and Kripalu and other sites. I could not recommend more highly!

Standard King at Boutique Hotel in Vermont
This place is great! The inn itself is clean and safe and it is right across the street from the mountain! You can also take a free shuttle!
Other great vacation rentals in Brattleboro

Lilac Ridge Farm House
We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!

Guilford Grove Cottage
Joel's place is exactly as described in the listing. The cabin more than met our needs. It was very clean, the bed was so comfortable, the shower had good pressure and enough hot water for the two of us, and the location is peaceful and quiet. We hope to return in the future.

Cozy cottage loft and retreat
Beautiful little cottage with everything you could need (minus a cat) for a short (or long) rainy weekend. The bay picture window was a delightful spot to watch the rain and the tub is a fantastic spot for a deep (but compact bath (yes, it's as square as it looks)! I hope to come back, stay a little longer and experience this neck of the woods when it is sunny and dry. Highly recommended!

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!

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.

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
We had a wonderful time staying at Lucia's home. It was spotless, had everything we needed, and was beautifully decorated. We can't recommend this stay enough! Thanks again, Lucia!
Destinations to explore
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Montreal Vacation rentals
- Pocono Mountains Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Rentals with a fireplace Brattleboro
- Rentals with a fire pit Brattleboro
- Pet-friendly rentals Brattleboro
- Rentals with pools Brattleboro
- Rentals with a washer and dryer Brattleboro
- Cabin rentals Brattleboro
- Rentals with outdoor seating Brattleboro
- Apartment rentals Brattleboro
- Rentals with a patio Brattleboro
- Kid-friendly rentals Brattleboro
- Family-friendly rentals Brattleboro
- House rentals Brattleboro
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Dorset Field Club
- Baker Hill Golf Club
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Canterbury Farm
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Mount Tom State Reservation
- Bretwood Golf Course