
Apartment holiday rentals in Brattleboro
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Top-rated apartment rentals in Brattleboro
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Light filled three bedroom apartment DT Florence!
We are a family of 5, traveling with two young adults and a teen. Donna’s house was super comfortable and spacious for our family. Clean, uncluttered, and stocked with everything you could want! We loved walking through the beautiful neighborhood and grabbing breakfast at the Pie shop around the corner. Donna was a great host!

Minimal organic hideaway inspired by nature
Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.

Cooper's Place
The apartment is cozy and lovely! My mom and sister visited for my graduation and it was amazing for their 1-week stay. I was initially worried that the property will be a bit noisy at night because it is in a busy area, but it was actually neatly tucked in behind a closed business — really private and quiet. Kim is also very responsive as a host!

River View Apt in Shelburne Falls Historic Village
shelburne Falls is an adorable town, and this Airbnb has a small table with 3 chairs on a back porch that looks out on the river and bridge— very nice . Cute apartment over the the owner’s store and perfect location to walk around town . crystal was a great host…. proactive before our arrival responsive

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!

Down town Florence Temperance Hall
beautiful place to stay! It was my boyfriend's 30th birthday and we spent the days walking around North Hampton & nights enjoying the big windows, high ceilings and fans with some records 😌. The shower is next level and my life won't be the same without it. Would love to stay more in the future!

D’Over the Hill
Catherine’s place was very nice. Will stay again. Stairs do freeze and there was no salt so I’d suggest to be very careful when walking down them in the winter. Would have also been nice to have some more cooking supplies such as oil and baking sheets. Overall, great stay.

Vermont Lake Whitingham Mount Snow Area Apartment
Delightful! Nestled right in a village that is itself nestled into a valley, this place was a cozy gem. It’s amazing how they carved this small apartment into the building, with a kitchenette and living area downstairs and two bedrooms and bath upstairs. The living area is augmented by a beautiful oasis-feeling backyard, as beautifully appointed as the house! Charming and comfortable. I felt right at home. Host Amy was super at answering questions and even anticipating information needs.
Private apartment rentals

Bread and Butter Apartment
We were in Vermont for a wedding and James and Vicky's Air BnB was close by to the festivities. James and Vicky have a really nice place that's comfortable, clean and has everything you need. They are super responsive and proactive and we enjoyed our stay. We wished the weather could have been better so we could have hiked and experienced more of Vermont's natural beauty but this made the comfort of the apartment even more important. Highly recommend.

Spacious, Sunny* Woodland Retreat
We had a fantastic stay at Erica's with our 2 month old. Erica provided a crib, and it was safe for infant sleeping. We enjoyed sitting on the porch, and ended up cooking a full dinner for local friends one night. The kitchen had all the basics that we needed. It was a short trip so we didn't have much time to explore the property, but it looked beautiful and we enjoyed hearing the frogs at night and birds during the day. The apartment is HUGE, and we found it very comfortable. It'll be our go-to for future visits in the area!

The Darling Suite
Convenient and easy access to Keene and the surrounding area. We spent Christmas week and the first floor unit was perfect for our needs as my mother has a walker and it only required two stairs up from the driveway! I would def recommend this place!

4-guest apt, easy highway access, woodsy yard
Michael was most gracious and accommodating to our needs for check in and possibly needing to extend our stay. We booked Micael's place within 24 hours of arrival. He was communicating as late as midnight that he was in the space getting the place ready for us and not to worry if we needed to check in earlier. Everything would be ready. It was remarkable. We were rushing there to make it in time for our grandchild's birth and he definitely relieved our anxiety. FYI - the kitchen is very well appointed.

House Above the Hollow
Meg’s place was truly amazing. The apartment itself was very well maintained, well-appointed, and Meg went out of her way to ask what kind of milk/creamer we liked with our coffee so that she had stocked in our fridge upon arrival. The property is stunning- from Meg’s flower beds to her gardens, to the open fields, to the bird feeds attracting the most beautiful birds, this property is truly serene and a place where we felt relaxed. Our visit was filled with hiking, biking, and exploring nearby towns (Northampton, Amherst, Hadley, etc.). Meg herself is an incredibly talented artist and has beautiful pottery she crafts in her studio located under the apartment. She was kind enough to show us the studio and sell us a couple of her beautiful vases which we know we’ll always think of our wonderful trip whenever we see them. Thanks for everything, Meg!

Southern Vermont Getaway
Really nice spot in the country - a great value. The double bed is in a loft. There is a settee where someone can sleep on the first floor.

Tranquil oasis with colorful touches
We had an absolutely wonderful stay at this charming Airbnb in Brattleboro! From the moment we arrived, we felt right at home. The space was clean, cozy, and thoughtfully stocked with everything we needed. One of the highlights was the generous selection of snacks the host left for us—such a thoughtful touch that made us feel so welcomed after a long day of travel! We also can’t say enough good things about Jen. She was incredibly accommodating and went above and beyond to help us reschedule when our plans unexpectedly changed. Her kindness and responsiveness made the entire experience seamless and stress-free. If you're looking for a comfortable and welcoming place to stay in Brattleboro, this is it. We would absolutely love to return in the future. Highly recommend!

Modern Meets Farmhouse, close to MOCA and Williams
My stay at this beautiful apartment was so comfortable and convenient for all I wanted to do in the area. I appreciated the parking, the location, the cleanliness, and the very clear instructions for check in and check out. I knew exactly what I needed to do and wasn’t left feeling like I’d forgotten something or like I was leaving the place in a state the hosts would be cross with. It was not an issue for me, but this rental does have a lot of stairs and wouldn’t be a good fit for someone unable to use stairs. The bed was extremely comfortable and the place was cute and cozy with modern amenities. Overall: a great place to stay!
Apartment rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

The View Guest Suite - Amherst
Niels' guest suite was probably the nicest Airbnb we have ever stayed in. It was the perfect base for our family during our twins' UMass graduation weekend. It was close to campus, but felt like a world apart when we needed a break from our action-packed weekend. I was just telling a co-worker about our stay and summed it up as "the convenience of an Airbnb with all the amenities of a high-end hotel." Everything was comfortable, clean and calming. As others have mentioned, the little touches, like plenty of coffee, fresh flowers and snack foods made it feel so welcoming. Niels was extremely accommodating to our changing needs, as our party changed in both size and make-up over time. He checked in frequently and went above and beyond in making sure we had everything we needed. Highly recommend this property and host!

SnowTree Chalet- Summer monthly discount 50%
Great location easy walk to the ski resort. Beautifully decorated with a very comfortable king bed. Nice amenities with hot tub and gym.

Mt Snow Condo - Perfect for Remote Work
Great place. Cozy apartment next to Mount Snow. Apartment is clean and has everything you need for a great stay. We used it for a snowboarding trip and would recommend to anyone looking for an apartment next to Mount Snow.

Walk to main lift! The Handle Studio @ Mt. Snow!
We loved our stay and would definitely recommend this Airbnb. Thank you to our hosts for being so welcoming and sharing your beautiful space with our little family.

Nasuta Hills (Lower Level)
We had a great stay at Nasuta Hills! Dan was always responsive and the 10 minute drive to the restaurants and stores in Brattleboro was very convenient. Would definitely come back again!

Vermont Getaway Apartment
Communication with the hosts was very easy and kind! The place was as described and pictured, it was a lovely little getaway!!

Falcon's Nest | hot tub | scenic views |
Falcon's Nest was a fabulous place to stay in the area - everything there was clean and spotless, a truly homey feeling right from the start. The house itself is stylishly done - starting from architectural elements and through small details around the house. The grounds outside are breathtaking - there's an awesome hot tub, grill, fire pits, and a lake - beautiful nature all around. Location is very convenient to all landmark sights in the area and a variety of hiking trails. Johny and Kate were incredibly accommodating - quickly responding to all our questions and providing valuable recommendations. Overall, this was a great experience that exceeded our expectations!
Destinations to explore
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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
- Pineridge Cross Country Ski Area
- Canterbury Farm
- Clarksburg State Park
- Ekwanok Country Club
- Mount Tom State Reservation