
Apartment holiday rentals in Brattleboro
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Brattleboro
Guests agree: these apartments are highly rated for location, cleanliness and more.

Globetrotter Retreat - Minutes to the Mountain
Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

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.

In town, newly renovated studio with private deck
Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

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.

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.

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.

Mohawk Trail View/ private apt. no cleaning Fee
Small, cozy private Apt is located in West Greenfield in a quiet, safe neighborhood. Guests have own private driveway and entrance. There are 2 TV’s, one in living room & bedroom. High speed internet. Queen size bed & desk. Apt. Is 2 min's to Rt. 2, Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes

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.

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.
Popular amenities for Brattleboro apartment rentals
Weekly apartment rentals

Sunny, light filled loft in 1873 Colonial

Cozy Suite in a Historic Building Near Ski Resorts

Sunny downtown 2BR, near Bridge of Flowers

Overlooking the city in a quiet 7 unit building.

Apartment on Main Street

Private guest apartment. One block from downtown.

On the Water at North Bridge Cove, Patio and Sauna

Style and Comfort- Perfect Year Round Location
Private apartment rentals

Cozy Brookside Getaway

Cozy Country Apartment with View

In the Trees Above the Village

"Up Top” at Ro & Oak House

“Down Under” A peaceful mountain escape in Vermont

North River View

1BR Downtown-Walkable & Stylish

Riverside Retreat – Cozy 2-Story Getaway!
Apartment rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Nasuta Hills (Upper Level)

Berkshire Mountain Top Chalet

Apartment in the Woods

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

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

Summit’s Stratton Sneak Away II

Walk to Ski Lifts & Village | Hot Tub & Sauna
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Rentals with a fireplace Brattleboro
- Rentals with a washing machine and dryer Brattleboro
- Pet-friendly rentals Brattleboro
- House rentals Brattleboro
- Family-friendly rentals Brattleboro
- Cabin rentals Brattleboro
- Rentals with pools Brattleboro
- Rentals with a patio Brattleboro
- Rentals with a firepit Brattleboro
- Rentals with outdoor seating Brattleboro
- Flat rentals Windham County
- Flat rentals Vermont
- Flat rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Crotched Mountain Ski and Ride
- Hancock Shaker Village
- Emerald Lake State Park
- Mount Sunapee Resort
- Mount Greylock
- Mount Holyoke College
- Berkshire Museum
- Southern Vermont Arts Center
- Smith College
- Mount Monadnock
- Camp Plymouth State Park




