
Apartment holiday rentals in Brattleboro
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Brattleboro
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Private Apt. on Farm, Hot Tub with views!
Relax in a spacious private apartment on our 38-acre hillside farm with sweeping Vermont views. Two queen bedrooms, a queen loft, full kitchen, and private deck with keypad entry. Enjoy gardens, orchard, heritage livestock, and a shared hot tub. Observatory experience features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Sking near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.
4.93 out of 5 average rating, 281 reviews
River View apartment
Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. 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 gorgeous view of the river and mountain across the street .
4.99 out of 5 average rating, 201 reviews
Bright Garden View Apartment
Enjoy a unique stay at this central, beautifully-remodeled apartment in quaint Brattleboro, Vermont. The apartment is attached to the back of the charming 1914 home where I live, and has a private, separate entrance so guests can come or go as they please. This carefully-curated apartment includes tasteful design, a well-appointed kitchenette, organic cotton sheets, and natural bath products. Just off Hwy 91, the apartment is located in the quiet, historic neighborhood of Esteyville.
4.99 out of 5 average rating, 205 reviews
1850’s Barn Retreat
Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn 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.
4.91 out of 5 average rating, 510 reviews
Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.
4.93 out of 5 average rating, 309 reviews
A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.
4.96 out of 5 average rating, 223 reviews
Apartment at Five Ferns
A cozy spot perfect for quick romantic getaways and an equally comfortable base for longer adventures. Views out your windows show perennial flower gardens and trees. Queen mattress in a spacious bedroom, en-suite bathroom (shower), and a living/dining area with an equipped kitchen are all at your service. Enjoy our yard and trails along the river. We are an easy 5 minute drive to a fantastic restaurant and many more within 15 minutes of driving.
4.88 out of 5 average rating, 177 reviews
**Happy Hour! Gorgeous & Modern Downtown Retreat**
Come enjoy our beautiful apartment above our liquor store in downtown Wilmington! Lots of local shops and dining right in town! We are along a river and next to a hiking trail system! Walking distance to the serene 10+ mile lake; kayaks, stand-up paddle boards or motor boat/jet ski rentals nearby. In the winter, enjoy local trails on snowshoes or cross-country skies; only 15 minutes to Mount Snow! We look forward to meeting you!!!
4.98 out of 5 average rating, 540 reviews
Guest House @ 120
Unforgettable designer stay in the heart of downtown Brattleboro. Curated art, luxe finishes, and boutique comfort set this experience apart. Walk to the best cafes, boutiques, and galleries. Enjoy a chef’s kitchen, plush bed, quaint bath, and fast Wi-Fi. Every detail is elevated, every corner styled. Steps from Amtrak, wrapped in Vermont charm. Perfect for escapes, retreats, or inspired work. You won’t want to leave.
4.99 out of 5 average rating, 119 reviews
Contemporary forest eco-retreat, mountain views
This is an open, one-Bdm apartment on the lower level of our hillside home, surrounded by gardens and forests with stunning views. Your space is 719 sf + access to laundry. 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.
4.94 out of 5 average rating, 217 reviews
Quiet St in Town, gardens, terrace
Private entry, up wide covered stairs to open and enclosed porches, into newly renovated spacious open concept living and kitchen area. Separate large BR with queen-size bed has French doors that open onto the enclosed porch. A few blocks to downtown restaurants, food coop, and shops, walking distance to trails.
4.9 out of 5 average rating, 418 reviews
Farm land view.
Spacious and very clean one-bedroom apt Located in a quiet residential neighborhood. Has all the amenities of a home. Short drive to NH, MASS, and downtown Brattleboro, with all shops and restaurants. less than an hour from Mtn Snow.
4.95 out of 5 average rating, 193 reviewsPopular amenities for Brattleboro apartment rentals
Weekly apartment rentals

Lovely 2nd floor Apartment
4.98 out of 5 average rating, 252 reviews
Minimal organic hideaway inspired by nature
4.96 out of 5 average rating, 142 reviews
Private Hilltop farm apartment
4.97 out of 5 average rating, 478 reviews
Walk To Wilmington Village 420 Friendly
4.91 out of 5 average rating, 153 reviews
Village Flat with Antique Billiards
4.94 out of 5 average rating, 282 reviews
Suite 23 - Spacious Sunny 2-BR with Mountain view
5.0 out of 5 average rating, 200 reviews
River View Apt in Shelburne Falls Historic Village
4.95 out of 5 average rating, 151 reviews
Modern river apartment near lake, hiking, golf #1
4.84 out of 5 average rating, 102 reviewsPrivate apartment rentals

Sunny downtown 2BR, near Bridge of Flowers
4.87 out of 5 average rating, 502 reviews
Zachariah House Main St. Ashfield
4.88 out of 5 average rating, 295 reviews
Bread and Butter Apartment
4.99 out of 5 average rating, 104 reviews
"Midtown" at Ro & Oak House
4.99 out of 5 average rating, 115 reviews
Cozy Suite in a Historic Building Near Ski Resorts
4.91 out of 5 average rating, 419 reviews
In town, newly renovated studio with private deck
4.97 out of 5 average rating, 654 reviews
Private Dublin apartment nestled in the woods
4.97 out of 5 average rating, 287 reviews
Swiss Chalet Family Retreat!
4.88 out of 5 average rating, 112 reviewsApartment rentals with a hot tub

Berkshire Mountain Top Chalet
4.94 out of 5 average rating, 192 reviews
Vermont Getaway Apartment
4.96 out of 5 average rating, 619 reviews
Falcon's Nest | hot tub | scenic views |
5.0 out of 5 average rating, 97 reviews
Apartment in the Woods
4.99 out of 5 average rating, 75 reviews
Peaceful Ski Escape in Mountain Village
5.0 out of 5 average rating, 8 reviews
Dover VT 2 Bdrm Condo - Mt Snow Shuttle
4.96 out of 5 average rating, 52 reviews
MtSnow Base/View/pool/Fireplace/Balcony/Amenities
4.94 out of 5 average rating, 17 reviews
A Beautiful Secret Den - with a private hot tub!
4.84 out of 5 average rating, 25 reviewsDestinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday 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
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Camp Plymouth State Park
- The Montague Bookmill
- Jamaica State Park
- Balderdash Cellars
- Bridge of Flowers





