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

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.

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!

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!

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.

See MoCA from your mansion+Sauna! Near SKI
Near Ski & restaurants! 4 bedroom apartment tucked away on a hilltop oasis above Mass MoCA (3 mins by foot). 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure). Fully private with no shared spaces + outdoor Sauna! Your stay’s proceeds allow us to host refugee/immigrant musicians pro bono year-round at @chasehillartistretreat Note: more dates are often available beyond what the calendar shows. Please don’t hesitate to inquire!

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.

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.

**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!!!

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.

Scenic Vermont Studio
This beautiful retreat is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The residence is a modern, spacious, basement apartment, part of an 1860 farm house. It has its own private entrance around the back of the house at ground level. Solar garden lights and motion detector lighting will illuminate your path to the apartment.

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 Winhall apartment rentals
Weekly apartment rentals

Suite Sunset 311 Rice Lane Bennington VT

Shakespeare’s Folly Side Farm and AirBnB.

Quiet Getaway in Equinox Valley

Farm land view.

Overlooking the city in a quiet 7 unit building.

Peaceful Ludlow Base 5 minutes to Okemo

Private guest apartment. One block from downtown.

Minimal organic hideaway inspired by nature
Private apartment rentals

Grafton Homestead: Welcoming Couples & Solo Guests

Cozy Brookside Getaway

Dog friendly, near Stratton, Magic & Bromley

Bread and Butter Apartment

Modern Mountain Retreat w/ Chef’s Kitchen

The Base Lodge at Mt Equinox - Manchester, VT

“Down Under” A peaceful mountain escape in Vermont

*Betimor North Apt.4 Newly renovated Mt. Snow
Apartment rentals with a hot tub

Berkshire Mountain Top Chalet

Apartment in the Woods

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

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

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

Luxury Condo*3BD3BA*Walk/Shuttle to lift

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II
Quick stats about apartment rentals in Winhall

Total holiday rentals
Explore 10 holiday rentals in Winhall

Nightly prices starting at
Winhall holiday rentals start at $435 AUD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Wi-Fi availability
10 of Winhall holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winhall rentals

4.9 Average rating
Winhall stays are highly rated by guests—averaging 4.9 out of 5!
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 pools Winhall
- Condo rentals Winhall
- Rentals with a hot tub Winhall
- Townhouse rentals Winhall
- Rentals with lake access Winhall
- Rentals with a patio Winhall
- Rentals with a fire pit Winhall
- Rentals with outdoor seating Winhall
- Rentals with a washing machine and dryer Winhall
- House rentals Winhall
- Chalet rentals Winhall
- Pet-friendly rentals Winhall
- Family-friendly rentals Winhall
- Rentals with a fireplace Winhall
- Fitness-friendly rentals Winhall
- Rentals with an EV charger Winhall
- Cabin rentals Winhall
- Rentals with a sauna Winhall
- Ski-in/ski-out rentals Winhall
- Apartment rentals Bennington County
- Apartment rentals Vermont
- Apartment rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Rensselaer Polytechnic Institute
- Congress Park
- Emerald Lake State Park




