
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.

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.

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!

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!

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park being Developed by the artist Tom and Carol Holmes. The Park is 38 acres of rolling hills, grass land with valley views, bordered by two streams and woodlands. The views are magnificent. The house is set on the second tier of three rolling hills 1000 feet up from the road. The property is the newest building project/ABNB offering from Tom; who creates magical and life changing experiences...in the landscape; at EBC Bird Sanctuary Sculpture Park.

Skiiis N Tees • Mountain Views, Cozy Vibes
Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!

Contemporary MOUNTAINSIDE home
The contemporary mountain side house is located between Woodstock and the Belleayre Ski Resort. Designed by an award winning architect, featuring cedar beams, vaulted ceiling, and walls of windows. Lower level houses the media/billiards room and 4 en-suite bedrooms all with individual private outdoor patios. Close to Peekamoose and Zephyr restaurants. Few minuets from Phoenicia and a little further is the historic Town of Woodstock with its long history in the arts and music.

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

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.

Private Cottage/Mountain Views/Trails/Fire pit
A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

Mountain Top! Family Paradise w Hot Tub & Game Rm
Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

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

Twin Peaks in the Catskills

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

The Pinnacle House at Otis Ridge Ski Area!

New Arcade/Dog friendly/Generator

Luxurious mountain beauty with all the amenities

Cozy Home in Historic Downtown

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

House w/ FREE Amenities: W&D, Pools, Lake, & More.
Family-friendly, ski-in/ski-out home rentals

Top Floor Appalachian

NEW Cabin B, on the river! 10 mins to Lapland!

Comfy Studio at Mountain Creek Resort

Luxury 2BR/2BA Mountain Escape – 2 Min to Ski/Spa

Blackberry Cottage

Ninth Brook Lean~To 9th Brook

Hunter Mtn Log Cabin w/ View

Vermont Getaway Apartment
Ski-in/ski-out cabin rentals

THE CABIN....a Vermont log home

Best value rental in town cozy 4 Bedm 3 bath sauna

Fireplace + EV Charger: 8 mins to Belleayre

400+ Airbnb Visits: Incredible Mountain Cabin

Adirondacks Garnet Hill: pristine lake, privacy

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

The Grateful Barn

Cabin 1 - Unit 2 at Blue Mountain Rest
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mount Peter Ski Area
- Taconic State Park
- Plattekill Mountain
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Mohawk Mountain Ski Area
- Opus 40
- Berkshire Botanical Garden
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