
Apartment holiday rentals in Winhall
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Quick stats about flat rentals in Winhall

Nightly prices starting at
Winhall holiday rentals start at €174 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 experience features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Sking near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.
4.93 out of 5 average rating, 283 reviews
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.
4.93 out of 5 average rating, 144 reviews
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!
4.94 out of 5 average rating, 216 reviews
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.
4.99 out of 5 average rating, 104 reviews
The Getaway
Nestled in the woods but yet only; 10 min. (5.3 mls) to Stratton Mtn, 11 min. (7.6 mls) to Bromely Mtn, 26 min. (18.2 mls) to Magic Mtn, 33 min. (19.2 mls) to Mount Snow, 50 min. (38.2 mls) to Okemo and 68 min. (51.2 mls) to Killington. Also only minutes away from Southern Vermont golf resorts, Appalachian, Long and West River Trails, beautiful ponds rivers and falls, state parks, Manchester outlet shopping and the Equinox, fine dining and the most brilliant foliage in New England.
4.85 out of 5 average rating, 223 reviews
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.
4.93 out of 5 average rating, 311 reviews
See MoCA from your mansion+Sauna!
Large bi-level 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!
4.97 out of 5 average rating, 733 reviews
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.
4.88 out of 5 average rating, 161 reviews
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.
4.99 out of 5 average rating, 334 reviews
Trestle Farm
Trestle Farm, formerly a 50-year old horse rescue ranch, which we are transforming into a floriculture farm. 12 acres of open meadows to enjoy. If you’re looking for a bit of old, rustic Vermont, Trestle Farm offers all you need for a peaceful getaway, and yet it is just minutes to Rutland. With over 30 years of estate caretaking experience we welcome you to Trestle Farm to share this special Vermont hideaway.
4.98 out of 5 average rating, 102 reviews
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).
4.96 out of 5 average rating, 620 reviews
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!
4.97 out of 5 average rating, 481 reviewsPopular amenities for Winhall apartment rentals
Weekly apartment rentals

Comfort & Style for Vacations & Getaways Anytime
4.96 out of 5 average rating, 115 reviews
TREE TOP | Cozy Two Bedrooms | Near Manchester
4.87 out of 5 average rating, 131 reviews
Very Cute Suite
4.95 out of 5 average rating, 105 reviews
Suite Sunset 311 Rice Lane Bennington VT
4.97 out of 5 average rating, 122 reviews
Guest House @ 120
4.99 out of 5 average rating, 123 reviews
Cozy Poultney Village Apartment
4.94 out of 5 average rating, 398 reviews
Cute VT Bungalow With 180 Degree View of NH
4.97 out of 5 average rating, 158 reviews
Peaceful Forest Studio
5.0 out of 5 average rating, 117 reviewsPrivate apartment rentals

Vermont barn apartment
4.99 out of 5 average rating, 196 reviews
**Happy Hour! Gorgeous & Modern Downtown Retreat**
4.98 out of 5 average rating, 542 reviews
Private West Hill Apartment
4.95 out of 5 average rating, 169 reviews
Scenic Vermont Studio
4.92 out of 5 average rating, 202 reviews
Bright Garden View Apartment
4.99 out of 5 average rating, 211 reviews
River View apartment
4.99 out of 5 average rating, 205 reviews
Quiet St in Town, gardens, terrace
4.9 out of 5 average rating, 423 reviews
Village Flat with Antique Billiards
4.94 out of 5 average rating, 283 reviewsApartment rentals with a hot tub

Berkshire Mountain Top Chalet
4.93 out of 5 average rating, 193 reviews
Dog heavenly! Private, beautiful and relaxing.
4.95 out of 5 average rating, 368 reviews
Summit’s Stratton Sneak Away II
4.91 out of 5 average rating, 32 reviews
Apartment in the Woods
4.99 out of 5 average rating, 77 reviews
Renovated Long Trail 1 Bedroom
4.97 out of 5 average rating, 34 reviews
Walk to Ski Lifts & Village | Hot Tub & Sauna
4.89 out of 5 average rating, 9 reviews
Dover VT 2 Bdrm Condo - Mt Snow Shuttle
4.96 out of 5 average rating, 52 reviews
Stratton walk on/off, King beds, FP, hot tub, pool
4.88 out of 5 average rating, 8 reviewsDestinations to explore
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