
Ski-in/Ski-out holiday rentals in Bear Mountain
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Bear Mountain
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.

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.

The Oasis of Vernon
Welcome to your dream getaway in Vernon, New Jersey, where a world of relaxation awaits you. Our stunning condo, nestled in front of the lush golf course and just steps away from the renowned Mineral Resort and Spa, promises an unforgettable stay. Enjoy rejuvenating indoor and outdoor pools, spa, and a state-of-the-art gym for a fee if you visit with a member of the resort. Each member is allowed 2 guest. If you arent a member, you can book a Spa Service to be able to enjoy the amenities.

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.

Chic Vernon Getaway | Pet-Friendly with Mtn Views
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!

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

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!

206 · Renovated Chic Premium 1 bdrm
Beautiful, chic, newly renovated and updated 1 Bedroom premium Mt View unit at the Appalachian Mountain Creek. Designed for style as well as convenience, this unit features new hard flooring throughout as well as plantation style binds for a clean and crisp feel. Tucked into the lobby side of the building has easy access to the elevator. A large private balcony with great interior views of the pool and ski slopes.

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.

Cozy 2-Level Condo | 2 Min to Mountain Creek
Whether you’re here for mountain biking, hiking the Appalachian Trail, golfing nearby courses, or exploring wineries, our stylish 2-level condo puts you in the heart of it all. Cozy, modern, and family-friendly, it’s the perfect base for outdoor adventures — with ski season just around the corner.
Popular amenities for Bear Mountain ski-in/out rentals
Ski-in/out house rentals

Stay on Windham Mt- Mins to Main St + Hot Tub

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

l EntertainersRetreat l FirePit/HotTub/Games/Sauna

Luxurious mountain beauty with all the amenities

Paradise Pocono/Hot Tub/ Camelback SKI/Kalahari

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

Cozy 3 bedroom summer winter home

HillTop Manor-Spacious 6BR+PS5+FirePit+Pool Table
Family-friendly, ski-in/out home rentals

Spacious & Comfy Gem: Mins to Slopes, Arcade, Pkg!

Your Family Adventure Awaits in Mountain Creek!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Chic-Retro Ski Loft | Mountain Creek slope-side

“Delaware River Hideaway” Log Cabin on 10 acres

Blackberry Cottage

Comfortable, chic, modern and sophisticated condo

Cozy Slopeside Condo @ Hunter Mountain
Ski-in/out cabin rentals

Best value rental in town cozy 4 Bedrms 3 baths

Hillside Hideaway: fireplace + 5 mins to Belleayre

Modern Cabin Retreat: Pool, Lake, Trails, Pets

Lakefront, Kayaks, MiniGolf, Sauna, HotTub, Swings

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Cozy Lakeside Cottage w Hot Tub

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

Hunter Mtn Log Cabin w/ View
Destinations to explore
- Plainview Holiday rentals
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Grand Central Terminal
- Rye Beach
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- Bronx Zoo
- Thunder Ridge Ski Area
