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Brattleboro vacation rentals

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Top-rated vacation rentals in Brattleboro

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Bungalow in Brattleboro

4.94 out of 5 average rating, 249 reviews

Healix Luxury Getaway

This charming turn of the century cottage has been mindfully renovated with radiant floor heat and indirect lighting. The space includes vaulted ceilings, large skylight, abundant oxygen providing greenery, and high end bathroom appointments. Previously a yoga studio, it is solely an airbnb now. It's conveniently located off exit 1 on I-91, within walking distance of quaint downtown Brattleboro, with safe and free off-street parking. An entry ramp provides ease of accessibility for all.

Home in Putney

4.94 out of 5 average rating, 367 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Guesthouse in Brattleboro

5 out of 5 average rating, 215 reviews

Light Filled Loft in the Vermont Countryside

Our spacious, tranquil, light-filled Barn Loft is thoughtfully and creatively designed. Complete with a living area, sleeping alcove, flat-screen TV, full kitchen, dining area, and large bathroom with a deluxe shower. A private deck with seating that looks out into our lovely Vermont woods and verdant gardens is attached to the loft. Stay a night or a week, there is plenty to do in every season. We are a friendly, welcoming, worldly, family. We look forward to hosting you at our country home.

Rental unit in Dummerston

4.96 out of 5 average rating, 195 reviews

HeART Barn Retreat

Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Guesthouse in Brattleboro

4.93 out of 5 average rating, 483 reviews

Mahalo Temple Retreat

Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Tiny home in Brattleboro

4.83 out of 5 average rating, 101 reviews

Sweet Vermont Tiny Home Get Away

Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Rental unit in Brattleboro

4.98 out of 5 average rating, 119 reviews

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by. A half hour from skiing and 5 min away from snowmobile trails. A gorgeous view of the river and mountain across the street .

Guest suite in Brattleboro

4.94 out of 5 average rating, 551 reviews

Charming studio in renovated 19th century church.

This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

Rental unit in Brattleboro

4.95 out of 5 average rating, 163 reviews

Contemporary forest eco-retreat, mountain views

This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

Rental unit in Brattleboro

4.89 out of 5 average rating, 537 reviews

Cozy, Private & Great location for exploring VT !

The apartment is centrally located, cozy, quiet and private. It has been set up to be a comfortable retreat. It's private entrance leads upstairs to an open living room/ kitchen space. The back door opens to a deck overlooking a ball field and green hills. The sleeping nook contains a queen size , metal framed bed. The mattress is comfortable and the sheets are soft. VT charges 10% tax

Guesthouse in Putney

4.97 out of 5 average rating, 263 reviews

Cozy cottage loft and retreat

Returning guests, please ask about our discount! Relax and recharge in our peaceful Vermont cottage. Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, views of surrounding hills and pond, gardens, and your own private entrance and back deck next to the Putney Brook.

Guest suite in Guilford

4.97 out of 5 average rating, 125 reviews

Private, Quiet Studio With Mountain Views

Formerly a musician's studio, the studio apartment overlooks an open field with 100 mile views of the distant mountains. Well insulated for sound and comfort, the studio offers privacy, peace and quiet and a chance to relax and unwind. Functionally and decoratively furnished, the details are simple and a bit homespun. Original artworks complete the decor.

Vacation rentals for every style

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Apartments

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Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Brattleboro vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Brattleboro's top sights

Whetstone Station Restaurant and Brewery114 locals recommend

Brattleboro Food Co-Op102 locals recommend

Latchis Theatre60 locals recommend

The Marina59 locals recommend

Amy's Bakery Arts Cafe53 locals recommend

Brattleboro Museum & Art Center53 locals recommend

Other great vacation rentals in Brattleboro

Cabin in Putney

4.98 out of 5 average rating, 386 reviews

Vermont Retreat Cottage |Exquisite Romantic Escape

Rental unit in Town of Rockingham

4.97 out of 5 average rating, 177 reviews

Gorgeous 1-Bedroom Space in Historic Bellows Falls

Home in Brattleboro

4.95 out of 5 average rating, 115 reviews

Spacious Brattleboro home on river, walk to town

Rental unit in Vernon

4.96 out of 5 average rating, 151 reviews

Farm land view.

Tiny home in Wilmington

4.99 out of 5 average rating, 203 reviews

Beautiful Timber Frame Retreat

Treehouse in Guilford

4.99 out of 5 average rating, 135 reviews

Cozy tent in the trees on organic flower farm

Barn in Chester

4.99 out of 5 average rating, 571 reviews

Inviting studio apartment above barn in Vermont

Cottage in Brattleboro

4.94 out of 5 average rating, 18 reviews

On the Water at North Bridge Cove

Quick stats about vacation rentals in Brattleboro

Total rentals
90 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Brattleboro?
Yes! Work meets play with ease at over 40 vacation rentals in Brattleboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Brattleboro?
Four-legged friends are welcome in Brattleboro. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Brattleboro?
Brattleboro has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Brattleboro have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Brattleboro. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Brattleboro?
Experience the best of Brattleboro with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Brattleboro have wifi?
Absolutely! We offer over 30 house rentals with wifi in Brattleboro. Enjoy a tailored experience with all the comforts you desire.

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