
Ski-in/Ski-out holiday rentals in Hudson Valley
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Hudson Valley
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Enchanted Woodstock Cottage with great hot tub
Stunning Woodstock home with great fireplace and outdoor hot tub in secluded wooded area yet only six minutes to the town of Woodstock! Near skiing,hiking and lakes. Cherry wood radiant heat floors, skylights and a stunning bluestone fireplace and piano. Three bedrooms- (two with queen beds/third room opens to deck with full-size bed. One bath. Thirty minutes to skiing! The indoor heated porch has amazing views, and the dining room is right off the kitchen, where you can enjoy beautiful meals.

Hunter Mtn. Close Clean Cozy Condo *Great Reviews*
Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park developed by the artists Tom and Carol Holmes.The Parks 38 acres of rolling hills, grass land with valley views are bordered by two streams and woodlands.The views are magnificent.The house is set on the second tier of three rolling hills.Tom creates magical and life changing experiences in the landscape; at EBC Bird Sanctuary Sculpture Park. The Art House offers exceptional privacy, incredible quiet and extensive wildlife. A pristine experience awaits.

Summit View Ski and Golf Retreat w/hot tub & Sauna
Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

Secluded Woodstock Retreat with Pool and Sauna
Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and rain shower. Situated on a 5-acre wooded hilltop a ten minute drive from Woodstock and close to miles of walking trails. Roast marshmallows on the fire pit, flip burgers on the top of the line charcoal grill, and enjoy one of the best stargazing spots around. Indoors, find a well equipped kitchen and cinema sized tv screen with Netflix/Apple TV. Convenient to ski slopes.

Forest Chalet Near Herbal Gardens
Relax in a quiet forest chalet located on land with established herbal gardens, offering privacy, space, and a comfortable base for families and small groups visiting Ashfield and the surrounding hills. This pet-friendly three-bedroom home is designed for guests who want a peaceful, rural stay with the reassurance of an attentive host nearby. Whether you’re visiting family, exploring the area, or enjoying time away from the city, the chalet offers room to unwind in a calm setting.

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

Catskill Cabin, Zen Mantra Apt. #9 * * * * *
Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and duds, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

Victorian Haven
Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.
Popular amenities for Hudson Valley ski-in/out rentals
Ski-in/out house rentals

TheGrizz! Shuttle on/off!

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

The Pinnacle House at Otis Ridge Ski Area!

Lake&Hunter Ski Resort Luxury Lodge/Hot Tub, Sauna

House w/ Hot Tub, W&D, Ski, Pools, Arcades & More.

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Cozy 3 bedroom summer winter home

MtSnow* HotTub* Pool * AirHockey* PingPong * Darts
Family-friendly, ski-in/out home rentals

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Windham Mountain Village 2 bedroom townhouse

Okemo Clock Tower Base Ski-in/Ski-out Condo

Luxurious Cozy Mountain Retreat 2BR/2BA – Ski/Spa

FULLY renovated 1 bed/1 bath ski in-out condo!

Hunter Mtn Log Cabin w/ View

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
Ski-in/out cabin rentals

Fireplace + EV Charger: 8 mins to Belleayre

Best value in Hunter sauna cozy 4 Bedrooms 3 baths

400+ Airbnb Visits: Incredible Mountain Cabin

Luxe 10 guest Ski Cabin Pools/Golf/Tennis/Gym/Hike

Catskill's Le Petite Cabine on the River

Adirondacks Garnet Hill: pristine lake, privacy

Hot Tub+Sauna+Game Room+Fire Pit | Pocono Villa

The Grateful Barn
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with outdoor seating Hudson Valley
- Rentals with an accessible-height bed Hudson Valley
- Rentals with an accessible-height toilet Hudson Valley
- Pet-friendly rentals Hudson Valley
- Rentals with a patio Hudson Valley
- Rentals with a sauna Hudson Valley
- Loft rentals Hudson Valley
- Campsite rentals Hudson Valley
- Apartment rentals Hudson Valley
- Rentals with a cinema Hudson Valley
- Family-friendly rentals Hudson Valley
- Townhouse rentals Hudson Valley
- Treehouse rentals Hudson Valley
- House rentals Hudson Valley
- Rentals with a washing machine and dryer Hudson Valley
- Motorhome rentals Hudson Valley
- Rentals with an EV charger Hudson Valley
- Dome rentals Hudson Valley
- Rentals with a firepit Hudson Valley
- Lakehouse rentals Hudson Valley
- Villa rentals Hudson Valley
- Tent rentals Hudson Valley
- Resort rentals Hudson Valley
- Hotel rooms Hudson Valley
- Barn rentals Hudson Valley
- Guest house rentals Hudson Valley
- Boutique hotels Hudson Valley
- Rentals with breakfast Hudson Valley
- Rentals with pools Hudson Valley
- Holiday home rentals Hudson Valley
- Beachfront rentals Hudson Valley
- Private suite rentals Hudson Valley
- Chalet rentals Hudson Valley
- Tiny house rentals Hudson Valley
- Rentals with a soaking bathtub Hudson Valley
- Rentals with a hot tub Hudson Valley
- Farm stay rentals Hudson Valley
- Smoking-friendly rentals Hudson Valley
- Aparthotel rentals Hudson Valley
- Nature eco lodge rentals Hudson Valley
- Yurt rentals Hudson Valley
- Waterfront rentals Hudson Valley
- Rentals with a fireplace Hudson Valley
- Bungalow rentals Hudson Valley
- Luxury rentals Hudson Valley
- Cabin rentals Hudson Valley
- Fitness-friendly rentals Hudson Valley
- Rentals with beach access Hudson Valley
- Bed and breakfasts Hudson Valley
- Rentals with a kayak Hudson Valley
- Serviced apartment rentals Hudson Valley
- Cottage rentals Hudson Valley
- Flat rentals Hudson Valley
- Rentals with lake access Hudson Valley
- Ski-in/ski-out rentals New York
- Ski-in/ski-out rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Windham Mountain
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Kent Falls State Park
- Plattekill Mountain
- Mount Peter Ski Area
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Bear Mountain State Park
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Things to do Hudson Valley
- Nature and outdoors Hudson Valley
- Art and culture Hudson Valley
- Things to do New York
- Entertainment New York
- Food and drink New York
- Nature and outdoors New York
- Tours New York
- Art and culture New York
- Sports activities New York
- Sightseeing New York
- Things to do United States
- Food and drink United States
- Sports activities United States
- Art and culture United States
- Tours United States
- Nature and outdoors United States
- Entertainment United States
- Sightseeing United States
- Wellness United States




