Brattleboro vacation rentals

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Popular amenities for Brattleboro vacation rentals

Boutique hotels in Brattleboro

Guest favorite
Hotel room in Bennington
4.9 out of 5 average rating, 71 reviews

Harwood Hill Motel - Cottages Queen+Twin Sofabed

Edward & ColleenRating, 5 stars7 months ago
Easy to find and nice location. A great local restaurant is walking distance to the hotel. Clean room.
Superhost
Hotel room in Goshen
4.73 out of 5 average rating, 26 reviews

Lavender Room; Historic Brook Road Inn

AngelaRating, 5 stars2 weeks ago
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.
Superhost
Hotel room in Dover
5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

SamirRating, 5 stars29 months ago
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.
Guest favorite
Hotel room in Cummington
4.83 out of 5 average rating, 88 reviews

Singing Bridge Harmony Room

MattRating, 5 stars1 week ago
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.
Guest favorite
Hotel room in Sunapee
4.96 out of 5 average rating, 27 reviews

1 Bed/1.5 Bath Suite #10 The Lodge, Mountain Views

ChristopherRating, 5 stars3 months ago
Perfect place to stay! Would definitely recommend.
Hotel room in Lenox
4.7 out of 5 average rating, 88 reviews

Standard Two Double in Boutique Lenox Hotel

Sarah-JoRating, 5 stars1 month ago
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!
Hotel room in Lenox
4.63 out of 5 average rating, 8 reviews

Constance Double Queen Suite

HannahRating, 5 stars16 months ago
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!
Hotel room in Dover
4.7 out of 5 average rating, 20 reviews

Standard King at Boutique Hotel in Vermont

SarahRating, 5 stars14 months ago
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

Superhost
Farm stay in West Brattleboro
4.94 out of 5 average rating, 132 reviews

Lilac Ridge Farm House

MatthewRating, 5 stars5 months ago
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!
Guest favorite
Cabin in Guilford
4.96 out of 5 average rating, 69 reviews

Guilford Grove Cottage

BobRating, 5 stars2 weeks ago
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.
Top guest favorite
Guesthouse in Putney
4.98 out of 5 average rating, 319 reviews

Cozy cottage loft and retreat

CarolineRating, 5 stars1 week ago
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!
Guest favorite
Cottage in Brattleboro
4.97 out of 5 average rating, 31 reviews

On the Water at North Bridge Cove

StephRating, 5 stars2 weeks ago
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!
Top guest favorite
Apartment in Newfane
4.97 out of 5 average rating, 454 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars2 days ago
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.
Top guest favorite
Guesthouse in Dummerston
5 out of 5 average rating, 16 reviews

Cottage amongst the trees

MattRating, 5 stars1 week ago
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.
Guest favorite
Cabin in West Brattleboro
4.94 out of 5 average rating, 17 reviews

Hidden Forest Cabin: Kitchen, Deck, Babbling Brook

AmyRating, 5 stars2 weeks ago
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.
Top guest favorite
Apartment in Brattleboro
4.97 out of 5 average rating, 76 reviews

Bright and Modern Chestnut Street Apartment

MatthewRating, 5 stars2 days ago
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!

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