
Apartment vacation rentals in Winhall
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Quick stats about apartment rentals in Winhall

Nightly prices starting at
Winhall vacation rentals start at ﺩ.ﺇ 735 per night before taxes and fees

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Over 50 verified reviews to help you choose

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.
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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.
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Bread and Butter Apartment
Our house is located just a few minutes from Magic Mountain and less than thirty minutes from Bromley, Stratton and Okemo. Chester and Londonderry are a short drive away, and there are many wonderful hikes nearby. The apartment occupies the entire second floor of our house and has a private entrance. It includes two cozy bedrooms, a 3/4 bath, a small kitchen and a comfy living room. The apartment still has that old Vermont charm and is perfect for a relaxed weekend in the Green Mountains.
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~Serene 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.
ValueLocationLong stay

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.
LocationFamilyWalkability

The MoCA-Cabana: 2 bd + Sauna
Welcome to the MoCA-Cabana at Chase Hill—the historic estate of the owners of the factory that became MASS MoCA. More than just guest houses, Chase Hill is an experience: gardens, fire pits, sauna, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates often available beyond what the calendar shows—don’t hesitate to contact us!
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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.
LocationFamilyCleanliness

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.
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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).
ValueFamilyCleanliness

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!
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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.
ValueFamilyHeating

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.
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Popular amenities for Winhall apartment rentals
Weekly apartment rentals

Lovely 2 Bedroom Apartment w/deck & pond view
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Private two-bedroom suite within a two-story house
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**Happy Hour! Gorgeous & Modern Downtown Retreat**
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River View apartment
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Bonnet St Barn
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Yellow Door Inn
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Whiteley Hideaway- walk to Mass MoCA and Downtown
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Apartment at Five Ferns
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Private apartment rentals

Modern Vermont Retreat w/ Chef’s Kitchen
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49 River Street
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The Base Lodge at Mt Equinox - Manchester, VT
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Cozy Poultney Village Apartment
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Globetrotter Retreat - Minutes to the Mountain
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The Getaway
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Chic Downtown Studio, Perfect for College Weekends
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House on the Town Green
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Apartment rentals with a hot tub

Berkshire Mountain Top Chalet
FamilyValueTV

Apartment in the Woods
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Stratton walk on/off, King beds, FP, hot tub, pool
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Dover VT 2 Bdrm Condo - Mt Snow Shuttle
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Lovely Southern Vermont Getaway for 2.
LocationOutdoor spacesView

Summit’s Stratton Sneak Away II
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Walk to Ski Lifts & Village | Hot Tub & Sauna
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MtSnow Base/View/pool/Fireplace/Balcony/Amenities
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