
Ski-in/Ski-out holiday rentals in Hudson Valley
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Hudson Valley
Guests agree: These ski-in/ski-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.

Foxglove Farm
Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

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.

Herkimer Hideaway woodland retreat.
A woodland private drive and bubbling brook in front of this unique southwestern design home. Seasonally your senses will come alive with the sights & sounds of nature at its best! See wild flowers, attracting hummingbirds, butterflies, and deer from your deck. Enjoy morning coffee on the deck , a stroll on the private walking trail; or a beverage stargazing by the fire pit. For the adventurer, both the Adirondacks and many famous Herkimer Diamond mines are only a short drive away!

Best value in Hunter sauna cozy 4 Bedrooms 3 baths
Welcome to our cozy yet spacious four-bedroom, three-bath (one with a clawfoot tub) retreat at the base of Hunter Mountain. We’re within walking distance of a movie theater, café, synagogue, and other local favorites with Windham Mountain just a short drive away. Unwind outdoors: enjoy a meal under the stars, gather around the fire pit, or rejuvenate in our brand-new outdoor sauna.Owner-managed with no cleaning fees, plus flexible check in/out whenever possible. Come relax and be our guest!

Pocono Castle w/ Dungeon Escape Room &Private Pond
Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Stay on Windham Mt- Mins to Main St + Hot Tub
A unique blend of architectural and design features, this home is one of a kind and perfect for your mountain getaway. The expansive 3800+ sq ft mountain retreat features 5 bedrooms, 5.5 bathrooms, and two large living areas, providing plenty of space to accommodate family & friends. There is also a brand new speakeasy bar to enjoy. Steps to the ski trail (or mountain biking) and hiking, golf, restaurants, and wedding venues, the location is ideal for all seasons. @AlpineLookout on IG

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/ski-out rentals
Ski-in/ski-out house rentals

The Pinnacle House at Otis Ridge Ski Area!

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

l EntertainersRetreat l FirePit/HotTub/Games/Sauna

Paradise Pocono/Hot Tub/ Camelback SKI/Kalahari

Hunter's Top Rated Airbnb - Best Location Steps from Lodge

Cozy Home in Historic Downtown

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

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback
Family-friendly, ski-in/ski-out home rentals

Sunsets at Mountain Creek! Walk to ski slopes!

Comfy Studio at Mountain Creek Resort

Ski in-out Seasons Condo on mtn-sports center-pool

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

Ski on Ski off killington/ Pico mountain condo

Hunter Mtn Log Cabin w/ View

Lodge style getaway 50 miles from NYC patio 207

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
Ski-in/ski-out cabin rentals

THE CABIN....a Vermont log home

Fireplace + EV Charger: 8 mins to Belleayre

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
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Mount Peter Ski Area
- Plattekill Mountain
- 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
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