
House vacation rentals in Brattleboro
Find and book unique houses on Airbnb
Top-rated house rentals in Brattleboro
Guests agree: these houses are highly rated for location, cleanliness, and more.

Charming Brookside Artisan Home
Relax, work & play in this peaceful country home built by a renowned furnituremaker and filled with handmade furniture and art. Explore the countryside, listen to the babbling brook & visit the many local family farms. There is a large firepit and plenty of outdoor activities at your doorstep, including biking, hiking, and x-country skiing. Come get away from it all while being only 10 minutes to Greenfield and the quaint village of Shelburne Falls. Easy 30 minute drive to the five college area.
ValueFamilySkiing

Modern Spacious Home with Mountain Views
Modern Home in Brattleboro with mountain view & many extras: Italian-Marble master-suite, Jacuzzi/Shower for 2, walk-in closet, king bed, grill, heated garage, cable, WiFi. Open-concept living room w/ cathedral ceiling, office, & movie screen. Large open kitchen w/ wine fridge. Second bedroom w/ loft. Explore hiking trails from backyard. Pets ok! 3 mins from Vermont Country Deli & I91 Exit 2. Walking distance to dog park, swimming holes. Downtown: 4 mins Mount Snow: 40 mins Stratton: 54 mins
ValueLocationSleep quality

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!
LocationFamilyBathroom

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)
ValueLocationAccess

Modern Cabin with Hot Tub & EV Charging Station
Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat
FamilyLocationParking

Governer's Brook Camp - 2 Bedroom
Renovated camp, 800 sq ft, near Brattleboro VT & Lake Spofford NH. Hiking trails start at the backyard. I15 minutes to Brattleboro, 5 minutes to the boat ramp on Connecticut River, 15 minutes to Lake Spofford, and 50 minutes to Mt. Snow. Across the road is a (seasonal) tumbling waterfall and gorge called “the Devils Den”. The backyard leads to woodlands with miles of trails. Enjoy a relaxing evening by the firepit overlooking the brook. Or outdoor cooking on a propane grill. ...2 Kayaks.
ValueLocationSleep quality

Large home in scenic Marlboro
Blueberry Lodge was designed by renowned architect Piet Van Dijk with an open, modern plan that is conducive to entertaining and social gathering. The space can accommodate the needs of different family arrangements with four bedrooms and en suite bathrooms on the first floor, and a great room on the second floor with multiple living spaces. The lodge has been our family vacation home for 25 years. It is well-suited for relational, multi-generational gathering in a beautiful location.
ValueFamilyLayout

Cozy Home for 2-5 People in Vermont
Comfortable house for 2 to 4 people (two queen-sized beds) and a pull-out couch for a 5th person and a self-inflatable bed. Located in a quiet neighborhood. There are two main bedrooms with queen beds in each. There is also a pull-out couch in the room with the fireplace though it is not as comfortable as the self-inflatable bed (and deflatable) in the house. Fast Wi-Fi from Xfinity. Easy to get into Brattleboro Center and an excellent location for exploring Southern Vermont.
ValueLocationKitchen

Peaceful cabin close to skiing & Brattleboro
Country privacy close to the best of Southern VT! This spacious home is close to skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants. Open concept with fireplace, cook's kitchen, jet bathtub, gardens, winter hot tub off deck, and large patio and fire pit give the perfect vibes for your VT gathering. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat.
LocationValueHospitality

Spacious Brattleboro home on river, walk to town
Spacious 3,000 sq. ft. home with 4 bedrooms (3 queens, 2 twins) and 4 bathrooms, 3 en-suite. Enjoy a formal living room with grand and upright pianos, a cozy TV room, and a fully equipped kitchen with eat-in area leading to a deck with stunning river and mountain views. Formal dining seats 12. Expansive grounds are perfect for relaxing or hosting special events. Just a 10-min walk to Brattleboro’s Main Street shops, cafes, and culture.
LocationFamilySkiing

Secluded cabin on brook near skiing and lakes
Our cozy vintage cabin is on several private and secluded acres. Two bedrooms, one bath, open floorplan, watch Bill Brook from the back deck. The house looks out at a field with a forest in the rear. Centrally located between Mt Snow and the historic town of Wilmington. Around the corner from Lake Raponda. We have a canoe available for use.
LocationValueBathroom

The Post Haus - One-of-A-Kind Modern VT Experience
Welcome to The Post Haus! A one-of-a kind, modern Vermont mini cabin in the Green Mountain National Forest. This high-end, mid-century mod getaway offers an indoor wood-burning fireplace, sauna, high-end kitchen, and two acres alongside the beautiful Ball Mountain Brook. Come enjoy our truly special piece of Vermont!
ValueFamilyDecor
Popular amenities for Brattleboro house rentals
House rentals with a pool

Secluded Luxury Stratton Lodge | Heated Pool
FamilyValueDecor

The 1770 House
LocationFamilyRiver

VT retreat Heated pool-Hot Tub-Sauna-fire pit
FamilyLocationBathroom

Serene South Deerfield Retreat
LocationFamilyCleanliness

The Brick House on Washington Street
FamilyLocationPool

Woodsy Retreat Near Skiing, Private Pool in Summer
ValueFamilyIndoor spaces

Hollywood Bungalow in the Berkshires #C0191633410
FamilyLocationKitchen

The Vermont Barn (Mount Snow)
LocationFamilyIndoor spaces
Weekly house rentals

Clark Farm-2 Master-Suites, Great kitchen, views!
FamilyLocationNearby

Private Brookside Farmhouse
LocationValueCondition

Green River Cottage-A Peaceful Country Retreat
FamilyLocationIndoor spaces

Cozy Modern Sugar House with spectacular views.
FamilyValueBathroom

An 18th century farmhouse
FamilyValueAccess

Peaceful Beautiful Mountain Home Spectacular Views
LocationFamilyIndoor spaces

Modern Downtown Escape HotTub Fire Pit Games 12ppl
LocationFamilySkiing

Wilmington A-Frame- Cozy and Convenient
FamilyLocationParks
Private house rentals

Bright, spacious country home
FamilyLocationCleanliness

Peaceful and Private Farmhouse Retreat
FamilyHospitalityCondition

Magical Retreat Cottage -Vermont holiday paradise
FamilyLocationCondition

Modern A-Frame | Near Lakes & Mountains | Fire Pit
FamilyLocationAccess

Charming 4-bedroom house
LocationFamilyGrill

1840 cottage
FamilyLocationCondition

A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow
FamilyLocationAmenities

Pondside Retreat in Southern Vermont
LocationValueGetting around
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Portland Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Mount Holyoke College
- Hancock Shaker Village
- Camp Plymouth State Park
- The Montague Bookmill
- Jamaica State Park
- Balderdash Cellars





