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Ski-in/Ski-out vacation rentals in Bear Mountain

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Bear Mountain

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

4.94 out of 5 average rating, 353 reviews

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.

Top guest favorite

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

Castle in East Stroudsburg

4.99 out of 5 average rating, 399 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

OMG! 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

Top guest favorite

A private balcony features a small wooden table with two folding chairs and a decorative pumpkin. The view includes surrounding mountains and the entrance to the resort. The orange wall contrasts with the green trim, while a patterned outdoor rug adds texture to the space.

Condo in Vernon Township

4.98 out of 5 average rating, 302 reviews

Hike, Bike, Wine | Rustic Chic Stays

Ski-In/Ski-Out, Waterpark & Biking fun- Just Steps Away! Ski/snowboard, bike, hike, zip line - or relax in the Appalachian's year-round heated outdoor pool, hot tubs, & sauna. This 1-bedroom, 1-bath condo has a King bed & Queen sofa bed - perfect for a couple, small group, or family getaway. Located in The Appalachian, right next to Mountain Creek Resort! In the heart of Vernon Valley - near farms, trails, golf, the Appalachian Trail, and charming Warwick, NY. Plus, just 30 minutes to LEGOLAND!

Top guest favorite

The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.

Apartment in Philipstown

4.91 out of 5 average rating, 242 reviews

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.

Top guest favorite

A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Large windows allow natural light and provide views of the landscape. A seating area includes a cozy chair, and a dresser offers storage options. Air conditioning units are mounted on the walls.

Home in Equinunk

5 out of 5 average rating, 189 reviews

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.

A resort building featuring a combination of wood and stone architecture, adorned with festive decorations. Snow blankets the ground, while colorful lights and a snowman add a cheerful touch to the entrance area. Large windows reflect the winter scenery, enhancing the welcoming vibe.

Condo in Vernon Township

4.79 out of 5 average rating, 278 reviews

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

The Appalachian is a true 4 season resort overlooking Mountain Creek Ski Resort/ Waterpark and other activities such as farms, mountain biking, multiple golf courses, horseback riding, and ziplining! NEAR LEGOLAND (25 min drive) Hike the Appalachian Trails, tour the wineries and enjoy Octoberfest/Spas/Pumpkin and Apple picking. This is a true 4 season resort with a heated(in winter) year-round OUTDOOR pool/hot tubs/Suana. Ski-in/out right to the main lift from the building

Top guest favorite

A spacious living area is highlighted by a sectional sofa, positioned near large windows that welcome natural light. A dining table set for six is visible, complemented by a stylish chandelier above. A staircase with wooden steps adds a unique architectural element to the space.

Condo in Vernon Township

4.98 out of 5 average rating, 110 reviews

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!

A cozy living room features wooden walls and a vaulted ceiling. Comfortable seating is arranged around a rustic stone fireplace. Large windows allow natural light to fill the space, while a TV is mounted on the wall for entertainment.

Cabin in Prattsville

4.88 out of 5 average rating, 263 reviews

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

A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.

Condo in Vernon Township

4.94 out of 5 average rating, 163 reviews

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.

Top guest favorite

A bright living space features a white sofa with light striped cushions, complemented by a wooden coffee table. A dining area with a light wood table and chairs is present. Large glass doors open to a scenic outdoor view, enhancing the open and airy ambiance.

Home in Germantown

4.97 out of 5 average rating, 351 reviews

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!

Top guest favorite

Townhouse in Tannersville

5 out of 5 average rating, 212 reviews

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!

Top guest favorite

A spacious living area includes a cozy sitting area with large windows offering views of the surrounding landscape. A decorative fireplace adds warmth, while a small desk and chair provide a functional workspace. A dining table complements the layout, enhancing the room's versatility.

Condo in Vernon Township

4.91 out of 5 average rating, 279 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Bear Mountain ski-in/ski-out rentals

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

An outdoor space is shown featuring a wooden deck leading to a round above-ground pool. A hot tub with a protective cover sits nearby, surrounded by green trees. The area presents a peaceful setting for relaxation.

Home in Albrightsville

4.82 out of 5 average rating, 292 reviews

Modern house Hot Tub, Private Pool Central A/C

Top guest favorite

A striking mountain retreat is framed by snow-covered landscaping and wooden railings. The entrance features a stone facade and a charming balcony, with the warm wooden roofline extending above. Tall trees provide a natural backdrop, creating a serene winter scene.

Home in Windham

4.94 out of 5 average rating, 102 reviews

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

A cozy living room features a brick fireplace as the focal point, surrounded by wooden shelving units. A modern light fixture hangs above, while a wall-mounted television is positioned for convenient viewing. A comfortable seating area invites relaxation and socializing in a welcoming setting.

4.85 out of 5 average rating, 108 reviews

Hunter & Windham

The lodge is positioned amidst lush greenery, surrounded by tall trees. A spacious lawn features a cozy fire pit area with colorful chairs. The wooden exterior of the house complements the natural setting, with steps leading up to the entrance visible from the yard.

4.92 out of 5 average rating, 109 reviews

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

Top guest favorite

The outdoor area is designed for relaxation and entertainment, featuring a spacious lawn with a fire pit, seating arrangements, and a hot tub. The dining space showcases a large table set for guests, and the overall ambiance is enhanced by evening lighting around the deck.

Home in East Stroudsburg

4.98 out of 5 average rating, 191 reviews

l Entertainers Retreat l FirePit/HotTub/Sauna/Pool

The image captures a spacious hot tub filled with clear blue water, surrounded by snow-dusted trees and natural scenery. The sky above is bright with scattered clouds, creating a relaxing outdoor atmosphere.

Home in Long Pond

4.89 out of 5 average rating, 187 reviews

Paradise Pocono/Hot Tub/ Camelback SKI/Kalahari

The living room features a spacious power-recliner sectional, comfortably seating six. A wood fireplace is positioned beneath a wall-mounted television, while large windows allow natural light to fill the space. A modern kitchen can be seen in the background, highlighting stainless steel appliances.

Home in Bushkill

4.94 out of 5 average rating, 138 reviews

House w/ FREE Amenities: W&D, Pools, Lake, & More.

A tranquil lakefront scene is displayed, featuring two vibrant orange kayaks positioned on a stony shore. A private dock extends into the water, accompanied by rustic Adirondack chairs nestled among the greenery, offering a peaceful retreat at the water's edge.

Home in Tobyhanna

4.9 out of 5 average rating, 222 reviews

#1 Lakefront Hot Tub, Pool, Boat, Fire Pit, Casino

Family-friendly, ski-in/ski-out home rentals

Top guest favorite

The open-concept living area features a comfortable sectional sofa, accent chairs, and a large coffee table. A wall-mounted TV and a fireplace are visible, with natural light streaming through a spacious window. Stylish artwork of a forest scene adds a tranquil touch.

Condo in Vernon Township

4.94 out of 5 average rating, 18 reviews

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

The exterior of The Appalachian Hotel showcases a charming combination of red and yellow hues. The building features a pitched roof and multiple balconies. In the foreground, a clear blue pool reflects the evening sky, while landscaped greenery surrounds the area.

Apartment in Vernon Township

4.97 out of 5 average rating, 60 reviews

Top Floor Appalachian Minerals DayPass Available

Top guest favorite

The living room features a cozy sectional sofa and a wooden coffee table positioned in front of a modern electric fireplace. A flat-screen TV is mounted on a textured wall, displaying various streaming options. A dining area with a table and chairs is visible, creating a welcoming space.

Condo in Vernon Township

4.94 out of 5 average rating, 78 reviews

Comfortable, chic, modern and sophisticated condo

Top guest favorite

A secluded cabin is nestled within a lush wooded area, surrounded by vibrant foliage. A stone pathway leads through a carpet of fallen leaves and ferns, with large trees framing the setting. The cabin features a welcoming exterior, partially visible through the greenery.

Cabin in Tobyhanna Township

5 out of 5 average rating, 37 reviews

Retro Cedar Cabin | Kayak Paddle Board Locust Lake

A serene bedroom features a light lavender bed with plush pillows. A golden accent pillow adds color. A wall mural depicting a tree with birds in flight creates a calming backdrop, while natural light brightens the space from a nearby door.

Apartment in Shandaken

4.94 out of 5 average rating, 86 reviews

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

Top guest favorite

A wooden cabin is seen nestled in a forested area, showcasing a spacious deck with outdoor seating. A stone patio is located at the lower level, featuring a fire pit and a pathway leading to the driveway. Lush greenery surrounds the property.

Cabin in Vernon Township

4.96 out of 5 average rating, 25 reviews

*NEW* Cozy Cabin in Vernon Township

A spacious living area is shown, featuring a contemporary design with a large gray sofa and a plush purple chair. An elegant dining table sits beside the window, while a flat-screen television is mounted on the wall, complemented by a stylish mirrored console below.

Condo in Vernon Township

4.96 out of 5 average rating, 99 reviews

The Oasis of Vernon

Top guest favorite

A spacious living area is filled with natural light from large windows, emphasizing the greenery outside. A comfortable beige sectional couch faces a coffee table on a striped area rug, complemented by decorative pillows. A dining area is visible in the background.

Home in Vernon Township

4.99 out of 5 average rating, 85 reviews

Top Pick-walk to SPA & dining, golf, modern, clean

Ski-in/ski-out cabin rentals

The cabin's inviting exterior is illuminated by warm lights at dusk, featuring a spacious wrap-around porch with rustic charm. A wooden welcome sign and decorative wagon wheel enhance the country aesthetic, surrounded by pristine greenery and tall trees.

Cabin in Hunter

4.99 out of 5 average rating, 102 reviews

Best value house in town cozy 4 Bedrms 3 baths AC

The chalet is set against a snowy landscape, featuring a wooden exterior with large windows and a raised deck. Surrounding trees and a bare tree in the foreground are visible, enhancing the tranquil winter scene.

Cabin in Fleischmanns

4.89 out of 5 average rating, 109 reviews

Hillside Hideaway: fireplace + 5 mins to Belleayre

Top guest favorite

Cabin in Pocono Summit

5 out of 5 average rating, 30 reviews

Lakefront, Kayaks, MiniGolf, Sauna, HotTub, Swings

Cabin in Lanesville

4.93 out of 5 average rating, 339 reviews

Exclusive Pool, Mtn Views! Hike, Golf, Swim, Relax

Top guest favorite

A welcoming cottage is depicted, showcasing a sloped entrance with wooden handrails and a bright red door. The home is surrounded by snow-covered ground and trees, emphasizing a serene winter atmosphere.

Cabin in East Stroudsburg

5 out of 5 average rating, 64 reviews

Cozy Lakeside Cottage w Hot Tub

The cabin's interior features warm wooden walls and beams, with a stone fireplace as a focal point. A deer head mount is positioned above the fireplace. Comfortable seating is arranged near the windows, overlooking the natural surroundings.

Cabin in Narrowsburg

4.96 out of 5 average rating, 101 reviews

Catskill's Le Petite Cabine on the River

Top guest favorite

A cozy living area features a brown leather sofa with white throw pillows, positioned beside a window that allows natural light. A wooden coffee table sits atop a blue and white woven rug, complemented by a comfortable armchair. Shelves display decorative items and fresh flowers add a welcoming touch.

Cabin in Litchfield County

4.93 out of 5 average rating, 46 reviews

Blackberry Cottage

A spacious game room features a foosball table at the center, surrounded by several colorful arcade and board games. Two comfortable gaming chairs are positioned in front of wall-mounted artwork, while a doorway leads to another room in the background.

Cabin in Bushkill

4.92 out of 5 average rating, 177 reviews

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

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