
Holiday houses in West Brattleboro
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Top-rated holiday rentals in West Brattleboro
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in West Brattleboro
Top Guest favourite

Barn in Brattleboro
4.94 out of 5 average rating, 69 reviewsSunny barn apartment 4 minute walk from downtown
MadeleineRating, 5 stars1 week ago
Really enjoyed our three-day visit to Brattleboro with this home as our base. A beautiful 18th-century converted barn set in what's now a backyard garden behind a row of houses, a short walk from downtown, and with wooded trails right out back. Kathleen and Will live in the house up front and were pleasant and gave us plenty of space. The kids' bunk turned out to be a little too tight for our 8-year-old, but she slept comfortably on the couch. Really enjoyed the stash of books and games they keep on hand, and watching the wildlife visit the garden. Hope to come back and stay again next year.
Guest favourite

Farm stay in Brattleboro
4.91 out of 5 average rating, 93 reviewsModern Vermont Farm Stay
KaseyRating, 5 stars3 weeks ago
We wish we could have stayed longer! The apartment was so cozy, cute, and clean. It was a very quiet and peaceful but also convenient for getting to downtown Brattleboro. We visited the animals in the barn and met Chaya's friends who introduced us to each sheep and let us feed them snacks. Although we didn't meet Chaya in person, she was incredibly patient in helping me fix a booking error I made. We'd definitely come back.
Top Guest favourite

Guesthouse in Dummerston
5 out of 5 average rating, 16 reviewsCottage amongst the trees
MattRating, 5 stars2 weeks 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 favourite

Home in Guilford
4.92 out of 5 average rating, 50 reviewsVermont Mirror House
GeorgeRating, 5 stars1 week ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
Guest favourite

Cabin in West Brattleboro
4.94 out of 5 average rating, 18 reviewsEnchanted Woodland Cabin: Deck & Babbling Brook
RonnieRating, 5 stars5 days ago
Rented last minute for one night and everything went perfectly. Beautiful cottage in a beautiful location
Top Guest favourite

Cottage in Brattleboro
4.97 out of 5 average rating, 33 reviewsForest Street Retreat Attached Guest House
Bill And KarenRating, 5 stars1 week ago
Rebecca's place is clean and tidy. With exposed wood and white walls, the rooms have an appealing and relaxing atmosphere. We easily walked into town enjoying the varied architecture and well-tended gardens on the way.
Top Guest favourite

Apartment in Brattleboro
4.95 out of 5 average rating, 20 reviewsTranquil oasis with colorful touches
JoannaRating, 5 stars1 month ago
I just loved staying at Jen's sweet apartment. I was very busy doing work at another house during my stay and it was just so nice to come back to such a peaceful oasis to relax and recharge. The bed was extra comfy and I have honestly never slept in such a quiet bedroom before. Lots of sweet touches throughout, including teas, coffees, chocolates and some goodies in the fridge were so appreciated. It's obvious how much love and care were put into the space and it was such a treat to stay there! Thank you, Jen ❤️
Guest favourite

Home in West Brattleboro
4.97 out of 5 average rating, 30 reviewsBlack Dør Barn | Lux Brattleboro Nature Escape
PaigeRating, 5 stars5 days ago
We thoroughly enjoyed our stay at Coco’s place! Coco was a super host to be sure! She welcomed us with fresh local strawberries, flowers, and homemade sparkling water…possibly the best strawberries and sparkling water we’ve ever had! Coco communicated quickly and was very kind and generous. The house was absolute perfection inside and out. Very spacious with privacy for each traveler…it has a cozy, minimalist feel with a European flair. Coco has paid attention to even the smallest detail in the design & decor and truly cares about the comfort of her guests. The property is beautiful and serene and very well-kept. There’s lots of outdoor space with comfortable seating and lounging. We had a short scenic drive (10 minutes) to town for food and attractions. We would definitely stay at Coco’s place again and highly recommend it to other guests!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Dorset Field Club
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- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Bousquet Mountain Ski Area
- Pineridge Cross Country Ski Area
- Canterbury Farm
- Clarksburg State Park
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- Bretwood Golf Course
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