
Apartment vacation rentals in Winhall
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Nightly prices starting at
Winhall vacation rentals start at $279 CAD per night before taxes and fees

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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!
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.

20 Minutes to Manchester/ Rutland/Pawlet/Landgrove
We welcome you to come experience Vt. We are a quiet, private, cozy, clean, stay in the country. Located equal distances to all surrounding towns and ski areas. Drive the Green Mountain National Forest road #10 to Peru, Landgrove & Weston. Hike on the Appalachian and Long trail. Fish, bike, forage, swim and spelunk (caving) Dine & shop, Manchester, East Dorset, Wallingford & Rutland. Walk around Danby. Take a scenic drive to Pawlet & Dorset. Ski, Killington, Pico, Okemo, Bromley, Stratton.

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.

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.

Steps to MoCA: 2bd + SAUNA!
A large, private 2-bedroom apt at the Small Mansion of Chase Hill Estate. Outdoor Sauna! Just a 5 minute-walk to MASS MoCA & downtown restaurants, 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

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.

Vermont Getaway Apartment
A 2 bedroom apartment attached to our home, close to Stratton, Bromley, Magic, Okemo & Mt Snow Skiing, hiking, fishing, golfing, tennis, outlet shopping and fine dining all close by. Manchester a short drive. Hot tub available from 8am-8pm. Level 2 EV charger available for a $10 cash fee (and give us advance notice if possible so we can open the garage for you).

Private Hilltop farm apartment
Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Cozy Suite in a Historic Building Near Ski Resorts
Located on the second floor of a historical building in the Village of South Londonderry, Vermont, this renovated studio suite features unique touches of modern amenities but with a Vermont feel. Your room will include a 65 inch Smart TV, WiFi, electric fireplace, lush queen bed, full renovated bathroom, small kitchenette, as well as on site parking.

Quiet Getaway in Equinox Valley
Private 1-bedroom apartment in a mountain setting. Just south of Manchester Village at the base of Little Equinox Mountain. Drive by a small dairy farm and up a country lane to a second-floor walk-up with mountain view. Close to Manchester Designer Outlet shopping, restaurants, wedding venues, hiking, biking, fishing and more.

Style and Comfort- Perfect Year Round Location
Amazing location in Downtown Manchester Center. Walking distance to the outlets, bars and restaurants. Less than 30 minutes away from three Ski Mountains. Fully renovated unit within a charming old farmhouse with your own private entrance and front porch.

Suite Sunset 311 Rice Lane Bennington VT
Close to downtown Bennington and many restaurants and attractions. Situated on fifty very private acres. Very quiet and peaceful setting. Less than one mile from Bennington College. Pets allowed for an additional fee.
Popular amenities for Winhall apartment rentals
Weekly apartment rentals

Private two-bedroom suite within a two-story house

Lovely 2 Bedroom Apartment w/deck & pond view

~Serene Barn Retreat~

**Happy Hour! Gorgeous & Modern Downtown Retreat**

Farm land view.

River View apartment

The Getaway

Apartment at Five Ferns
Private apartment rentals

Bread and Butter Apartment

Modern Vermont Retreat w/ Chef’s Kitchen

Apartment with a view

49 River Street

Peaceful Ludlow base for exploring Okemo valley

The Base Lodge at Mt Equinox - Manchester, VT

Cozy Poultney Village Apartment

Bonnet St Barn
Apartment rentals with a hot tub

Berkshire Mountain Top Chalet

Apartment in the Woods

SnowTree Chalet- Walk to lifts! 1 bedroom + Loft

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

Dover VT 2 Bdrm Condo - Mt Snow Shuttle

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II

Walk to Ski Lifts & Village | Hot Tub & Sauna
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- Apartment rentals Bennington County
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Rensselaer Polytechnic Institute
- Fox Run Golf Club
- Mount Monadnock
- Bromley Mountain Ski Resort
- Saratoga Spa State Park
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Montshire Museum of Science
- Mount Sunapee Resort





