
Apartment holiday rentals in Brattleboro
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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 features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Centrally located near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.

Private Dublin apartment nestled in the woods
Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

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 .

Bright and Modern Chestnut Street 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 decor, 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.

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.

Swiss Chalet Family Retreat!
Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.

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.

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.

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.

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.

Cute VT Bungalow With 180 Degree View of NH
Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.
Popular amenities for Brattleboro apartment rentals
Weekly apartment rentals

Charming Art Filled Apartment

Sunny, light filled loft in 1873 Colonial

Downtown River Retreat, Walk to Shops and College

Sunny, soaring 2-level downtown loft, scenic views

Cozy two bedroom near Manchester

Green Mountains of Vermont/ 20 Min to Manchester

COLD SPRING

Zachariah House Main St. Ashfield
Private apartment rentals

Cozy Country Apartment with View

Cozy Brookside Getaway

In the Trees Above the Village

Walk To Wilmington Village

Peaceful Ludlow base for exploring Okemo valley

“Down Under” A peaceful mountain escape in Vermont

The Beam House | Cozy Rustic Retreat in Winchester

New England Escape
Apartment rentals with a hot tub

Berkshire Mountain Top Chalet

Ski-In Ski-Out Loft Lift & MT. Views

Apartment in the Woods

Dover VT 2 Bdrm Condo - Great For Remote Work

Walk to main lift! The Handle Studio @ Mt. Snow!

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II

A Beautiful Secret Den - with a private hot tub!
Destinations to explore
- Plainview Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Rentals with a patio Brattleboro
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- Rentals with a washing machine and dryer Brattleboro
- Rentals with outdoor seating Brattleboro
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- Cabin rentals Brattleboro
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- Apartment rentals Windham County
- Apartment rentals Vermont
- Apartment rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Hancock Shaker Village
- Emerald Lake State Park
- Mount Holyoke College
- Smith College
- University of Massachusetts Amherst
- Southern Vermont Arts Center
- Mount Monadnock
- The Montague Bookmill
- Mount Greylock
- Camp Plymouth State Park





