
Apartment holiday rentals in Bennington County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Bennington County
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.

Escape the City- Vermont Studio
Our studio apartment is located minutes from Bennington College, and sits on 7 acres of land in the Grn. Mtn. National Forest. It's on the second floor of our home (above the garage) through a private entrance with a personal deck and outdoor seating. Take an afternoon stroll to the Mile Around Woods, or day hike to the white rocks! Walk the Ninja trail from the college to see the historic covered bridges, or drive 20-30 miles N to enjoy Vermont's best skiing, and shopping at designer outlets!

AMAZING DEAL - 2BDR - less than 1 mile from mtn
This is the downstairs unit of a chalet duplex with an Airbnb above. Enter through a flight of stairs from the driveway. It features two bedrooms, an open living and dining area, offering a comfortable stay. The price is reasonable for the location, so manage your expectations. It's clean and comfortable—perfect for enjoying outdoor activities in VT. Note: The TV has streaming apps; we do not offer cable. The fireplace is off-limits due to insurance. Again, you CANNOT use the fireplace

Arrowhead Stays - Downtown Manchester Vermont
Unique Vermont Downtown Airbnb. Built in 1880, this building served as one of Manchester's first Grocery Stores. Now restored, enjoy a unique and luxurious stay in Downtown Manchester. Close to shopping, restaurants, skiing, hiking, and golf. No pets. Please note: This is a historic building, and some sound may travel between floors during daytime and evening hours (8 AM–8 PM). We appreciate your understanding as part of the charm and character of staying in a classic Vermont property.

Bonnet St Barn
Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

Walk To Wilmington Village
This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

Spacious apartment in picturesque Arlington VT!
Come relax in this beautiful and spacious basement apartment with private entrance nestled amongst the gorgeous Green Mountains in historic Arlington, Vermont. Hiking, Ski mountains and tubing down the Battenkill river just minutes from the apartment. 10 minutes from excellent restaurants and shopping in Manchester, VT. Less than 30 minutes to Bromley. Stratton, Okemo and Mt Snow are both under an hour away. Saratoga and Albany are an hour drive. Come see why Vermont living is the best!

*Betimor North Apt.4 Newly renovated Mt. Snow
Keep it simple at this peaceful & centra location updated June 2023 Fully stocked kitchen & toothpaste, soaps, shampoo. Relax on the new couch & watch the flatscreen TV Centrally located with comfort & convenience. Dining, shopping all within walking distance. Wilmington is just minutes away Up the road is Mount Snow for skiing and snowboarding. Golf courses close by. Close to hiking trails Nice valley location with many events happening throughout the year. NO PETS allowed

Cooper's Place
Small bright and cozy apartment nestled in the Shires of Vermont. A mid-modern space with VT flare and all of the amenities you need to enjoy your getaway. Housed behind a unique building that was once a manufacturer of concrete blocks and is still a hardscape retail store located in downtown Bennington called Morse Brick & Block. Enjoy the porch or have a fire in the fire pit. Take a trip to the Bennington Monument and Museum. Close to hiking trails and ski areas.

Brian Peace of Heaven
Beautiful Mountain View 4 1/2 Acres Park your vehicle inside garage upstairs studio apt with full kitchen and Bathroom with shower. There 100 acres to the right and 40 to the left. welcome to Brian’s peace of Heaven.. There skiing 10miles a way Stratton and Bromley. Out let’s Stores in Manchester Vt . Roads are always plowed in winter. Pellet stove that you can use with Gas heat and hot water. 2 beds queen size and Full size.

Private two-bedroom suite within a two-story house
This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio.

Comfort & Style for Winter and Spring Vacations
At $195.00/night, our art-filled gem is a renovated 2-b/r in-town apartment w/ fully equipped luxury kitchen & Vt. marble counters. We offer hardwood floors, new carpeting, paint and AC. Complete w/ designer & heirloom furniture, antique oriental rugs & original paintings by local artists. We offer peace and privacy. Only six miles to skiing, hiking and walking distance to all Manchester pleasures.
Popular amenities for Bennington County apartment rentals
Weekly apartment rentals

Dog friendly, near Stratton, Magic & Bromley

Vermont Get Away

In the Trees Above the Village

Modern Mountain Retreat w/ Chef’s Kitchen

Joshua’s Retreat

Bookstore BNB

Cozy Apartment on Private Road

Peaceful Three Bedroom Home in Wilmington
Private apartment rentals

Luxury 2 Bedroom 202B

The Loft @ Adams Farm-a great stay near Mt. Snow

Quaint cozy vermont apartment

Fish & Ski Den

VT Budget Friendly Apartment

The Base Lodge at Mt Equinox - Manchester, VT

Charming East Dorset Getaway

North River View
Apartment rentals with a hot tub

Apartment in the Woods

SnowTree Chalet- Walk to lifts! 1 bedroom + Loft

Stratton walk on/off, King beds, FP, hot tub, pool

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

Comfortable Dover Apartment: Walk to Mt Snow!

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

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II
Destinations to explore
- Rentals with a kayak Bennington County
- Boutique hotels Bennington County
- Pet-friendly rentals Bennington County
- Ski-in/ski-out rentals Bennington County
- Rentals with pools Bennington County
- House rentals Bennington County
- Apartment rentals Bennington County
- Rentals with outdoor seating Bennington County
- Cabin rentals Bennington County
- Townhouse rentals Bennington County
- Rentals with an EV charger Bennington County
- Rentals with a washing machine and dryer Bennington County
- Rentals with breakfast Bennington County
- Guest house rentals Bennington County
- Rentals with a sauna Bennington County
- Chalet rentals Bennington County
- Farm stay rentals Bennington County
- Rentals with an accessible-height toilet Bennington County
- Fitness-friendly rentals Bennington County
- Waterfront rentals Bennington County
- Rentals with a fireplace Bennington County
- Bed and breakfasts Bennington County
- Rentals with lake access Bennington County
- Private suite rentals Bennington County
- Rentals with a patio Bennington County
- Family-friendly rentals Bennington County
- Rentals with a firepit Bennington County
- Hotel rooms Bennington County
- Rentals with a hot tub Bennington County
- Flat rentals Vermont
- Flat rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Adirondack Extreme Adventure Course
- June Farms
- Congress Park
- New York State Museum




