
Ski-in/Ski-out holiday rentals in Winhall
Find and book unique ski-in/out homes on Airbnb
Quick stats about holiday rentals that are ski-in/out in Winhall

Total holiday rentals
Explore 20 holiday rentals in Winhall

Nightly prices starting at
Winhall holiday rentals start at $190 SGD per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Winhall holiday rentals include wifi 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!
Top-rated ski-in/out rentals in Winhall
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Beautiful Bromley/Manchester VT Retreat w/hot tub
"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay
LocationValueAccess

Slopeside Condo @ Seasons on Mt Snow (Ski-In/Out)
⌲ Escape to Seasons on Mount Snow & stay in our fully equipped 3 bedroom condo (ski in/out) . Our location is the amazing... right between the Main Face & Carinthia Freestyle Park! ⛷️🏂 ⌲ Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mt Snow facilities which include a gym, pool, hot tub & sauna. 🔥🎲y🏋🏊😅 ⌲ Spring thru fall activities include hiking, biking, tennis, pickleball, scenic rides, lakes, golf, camp, spa & fall colors. 🏞️🚴🎾🦼⛳️🍁
LocationValueGetting around

MtSnow HotTub Pool Table AirHockey PingPong *Darts
Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!
ValueFamilyAir conditioning

Great Amenities-Season Condo gym-sport center-pool
True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.
FamilyLocationCleanliness

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.
FamilyValueComfort

The Grateful Barn
THE GRATEFUL BARN is a SW Vermont classic. Renovated 1800's Vermont barn. Located on a National Forest Rd. & land locked by the entire Green National Forest The home is a cozy converted barn located next to a seasonal country home. The Barn offers a private bedroom with a queen sized bed, 2 single beds in a loft area & a pull out double bed in living room. This remote VT location is steps from the Long Trail, 7 minute drive to Bromley & 20 minutes to Stratton or Magic MT.
FamilyValueComfort

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow with 7.1 Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.
FamilyValueWalkability

Stratton walk on/off, walk to village, fireplace
This Obertal 1 bedroom 1 bathroom is PERFECT for your weekend and week long getaways to Stratton! After a long drive, park and unload your car and don't worry about her for the rest of your stay! With the mountain just steps away you can walk to skiing/riding, apres drinks, dinner, music, and shopping! • 1 bedroom (Queen) • 1 bathroom • 1 pullout sofa in the living room (Full/Queen) • Walk on/off skiing/riding • Walk to Village (food, drink, shops) • Fireplace
FamilyLocationCleanliness

Luxury Stratton condo just steps to the lift!
Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!
ValueFamilyKitchen

Mt Snow Ski In/Out at Seasons
Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.
ValueLocationBiking

Great Ski In / Ski Out Location!
Tastefully updated condo, one minute walk to the base of the Tamarack ski lift (360 ft)! Plenty of space for 6 guests with a primary bedroom and full bath on the first floor, plus a queen bed, trundle bed, and another full bath in the upstairs loft. Light a warm fire in the great room fireplace as you view the mountains in the distance. This is the perfect space for a weekend or week-long holiday in Vermont. Sorry, this is a no pet condo.
LocationFamilyNearby

400+ Airbnb Visits: Incredible Mountain Cabin
Our cabin is off the grid, NO running water (read this twice) or indoor bathroom, but it’s comfortable and has been enjoyed by 100’s of Airbnb travelers. There is electricity, but this cabin takes an adventurer in the winter months. Winter Stays take work! Don’t be surprised of shoveling and bringing in your gear! Our reviews speak for how great rental is for people, thank you for considering a stay at our cabin.
ValueLocationSleep quality
Popular amenities for Winhall ski-in/out rentals
Ski-in/out house rentals

1st floor, Okemo contemporary country 3 BR 2 BA
LocationFamilyLayout

The Sugarhouse
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Classic VT Ski Chalet - Walkable to Okemo Ski Lift
LocationFamilyCleanliness

Modern Chalet: Magic Mountain
LocationFamilyKitchen

Vintage Vermont
ValueLocationHospitality

SnowBridge Stratton Ski in/Out Trailside 4 Bdrm
LocationFamilyHospitality

Warm inviting spectacular home
FamilyLocationCheckout

Farmhouse With Large Game Room, Walk to Downtown
FamilyLocationDecor
Family-friendly, ski-in/out home rentals

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
FamilyLocationPool

MountSnow ski on/off condo in Vermont
ValueLocationCheckout

Summer in the mountains!
ValueFamilyNearby

Summit’s Stratton Sneak Away II
LocationFamilyCleanliness

Stratton - Ober Tal - True Ski ON and Ski OFF
FamilyLocationKitchen

Ski In/Out, Cozy 3Bed condo steps to Village
LocationFamilyWalkability

The Best Vermont Has to Offer!
LocationFamilyNearby

Your Vermondo awaits: Steps to Lifts & Village.
LocationFamilyPool
Ski-in/out cabin rentals

The Cozy Little Red Cabin
LocationFamilyAmenities

The Run-In - Beautiful Country Cabin with Hot Tub
LocationFamilyAccuracy

Beautiful Art Studio with hot tub/sauna #1 Airbnb
ValueLocationLayout

400+ Airbnb Visits: Incredible Mountain Cabin
LocationValueCheckout

The Grateful Barn
ValueFamilyGrill

Green Mt Magic - Close to Golfing Tennis Parks
ValueFamilyHospitality
Destinations to explore
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- Ski-in/ski-out rentals Bennington County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- West Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- Saratoga Spa State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Montshire Museum of Science
- Trout Lake
- Mount Greylock





