Ski-in/Ski-out vacation rentals in Sullivan County

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

Top-rated ski-in/ski-out rentals in Sullivan County

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

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Top guest favorite

Home in Roscoe

4.98 out of 5 average rating, 42 reviews

Newly Renovated Lakefront House in the Catskills

Relax with the whole family at this upscale 4 bed, 2 bath lakefront house. Fully renovated in 2024, has been carefully appointed with all the modern amenities while maintaining the Catskills vibe you’re looking for. Some of them includes high speed internet, ductless AC units in each room, heated kitchen and bath floors, built in sound system, multi game table, fire place. Outside you can enjoy a beautiful lakeside lawn, paddleboarding or kayaking. Each day is punctuated with a beautiful sunset.

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Guest favorite

A rustic cabin nestled among vibrant autumn foliage features a sloped roof and stone chimney. Stacks of firewood are neatly arranged beside the porch, with a picnic table and a vintage vehicle parked nearby. Sunlight filters through the trees, creating a serene outdoor setting.

Cabin in Narrowsburg

4.96 out of 5 average rating, 107 reviews

Catskill's Le Petite Cabine on the River

The Cabine is an authentic Catskill's old fashioned experience. Hand built stone fireplace & wood stove charm in this 1955 timber frame 2 bedroom Cabine. Open year round...winter ski & ice fishing season. Privacy & your own frontage on the bucolic Ten Mile River trout stream. Wooded seclusion from neighbors yet 5 min. from town. Several campfires, writer's guest shack, nearby quaint Narrowsburg hamlet & Delaware River. Seasonal hot outdoor shower design, overlooking river & natural surrounds.

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Guest favorite

Chalet in Lackawaxen

4.92 out of 5 average rating, 25 reviews

Forest Getaway Chalet: Hot Tub, Sauna, On-Site Ski

Escape to Little Norway PA, where cozy luxury meets nature’s tranquility. Bask in sunlight through cathedral windows, unwind in your private Finnish sauna & forest hot tub, and savor peaceful days 5 minutes from Ski Big Bear’s chair-to-chair runs, pools, mini golf, and lake beach. Perfect for families & couples yearning for a serene getaway w/relaxing spa amenities, local outdoor adventures (skiing, hiking, fishing, rafting) and artsy towns of the Pocono-Sullivan Catskill mountain community.

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Top guest favorite

An expansive outdoor area features a circular stone fire pit surrounded by wooden seating. The backdrop showcases a spacious retreat with large windows, and a deck that offers access to nature. Trees blend harmoniously with the setting, creating a peaceful atmosphere.

Home in Lackawaxen

5.0 out of 5 average rating, 15 reviews

5BR Aspen Lodge w/game room sauna, firepit

Meet The Ski Shack—except it’s no shack. This massive, Aspen-style 5BR retreat with luxe cabin furnishings, soaring open living, 2 fireplaces, sauna room with shower with yard access, sleek game room, 2 workspaces, hot tub, huge deck, wine fridge, and ski-in/ski-out trail. Minutes to pool, lake, and rec center. Enjoy private balcony views, s’mores by the fire pit, movie nights in style, and room to spread out across two living rooms, a loft, and more. This is the mountain experience—elevated.

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Top guest favorite

A single-story home is set against a backdrop of lush green trees. The property features a well-maintained lawn, a driveway leading to a two-car garage, and a welcoming front porch. An American flag is displayed outside, adding a classic touch to the entrance.

Home in Eldred

5.0 out of 5 average rating, 6 reviews

Quiet Path Haven

Welcome to Quiet Path Haven, clean, peaceful home, perfect for families, long stays, and remote work. Enjoy tree🌳 views with deer🦌 and birds🐦. Morning espresso ☕ on the balcony, basement games. Cozy up in the living room with movie nights with home cinema setup🎦Office work table for remote work and business travelers who need focus, space and peace. Outdoor walks, and BBQ grill. Quiet neighborhood with friendly neighbors, plus great local food and shops nearby. Your Home🏡 away from home

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Top guest favorite

A wooden deck is visible in front of a two-story lodge, surrounded by trees. Large windows reflect the twilight sky, and a pathway guides the viewer's attention to the inviting entrance. The landscape features a natural stone area, enhancing the serene outdoor setting.

Chalet in Lackawaxen

5.0 out of 5 average rating, 30 reviews

Walk to heated pools and Tiki bar

Take it easy at this unique and tranquil getaway in the Pocono Mountains. Little Bear Lodge is located at the top of Ski Big Bear - walking distance (5 minutes) to the communities primary recreational complex. This ski in/out home was recently remodeled ready for you to create everlasting memories. Wake to amazing Mountain Views as you drink your coffee or tea overlooking Ski Big Bear. We’d love to share our beloved vacation home we recently remodeled with you and your family.

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Chalet in Lackawaxen

4.73 out of 5 average rating, 26 reviews

Masthope Chalet | 4 Bdrm | Firepit

This 4-bedroom, 2-bath home offers a spacious layout, cozy wood-burning fireplace, and all new bedding. Located on a peaceful street just a 10-minute walk to Masthope community’s private beach! We sincerely apologize to past guests — their reviews were fair. Under new on-site management, the home has been deep-cleaned top to bottom. Dog friendly, with a new team dedicated to quality and care. Please give us a try, we’re offering a lower rate to show our commitment to future guests.

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Superhost

Cabin in Lackawaxen

5.0 out of 5 average rating, 4 reviews

Gorgeous Riverfront | Hot Tub | Adult Playroom

Gilded Cage Escapes offers Boutique vacation suites, riverfront seclusion, sensory speakeasies with Industrial playrooms for consenting adults. Our spaces are design-forward sanctuaries for your most intimate experiences. "The Vault" is an exclusive riverfront suite for couples with a hidden playroom. Gilded Cage Escapes was built for everyone. We celebrate and enthusiastically welcome guests of all ethnicities, skin tones, gender identities, and sexual orientations.

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Top guest favorite

An open living space showcases a wooden dining table set with plates and glasses, complemented by a cozy seating area. High ceilings adorned with exposed beams are visible, alongside large windows allowing natural light to fill the room. A staircase leads to an upper level.

Home in Lackawaxen

4.98 out of 5 average rating, 55 reviews

5 min walk to Pools, Playground and Tiki Bar!

Discover the best of the Poconos when you stay at this peaceful and pristine home. Our Little Haus is located in the heart of the lovely 4 seasons amenity haven Masthope Community. Super short walk to Ski Big Bear, Lodge, Pools, Tiki bar, Restaurant and much more! There's adventure for all guests to enjoy! This home is perfect for family and friends, for a couples romantic getaway, or working remotely. Your beautiful memories are awaiting :) Book today!!!

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Guest favorite

Cabin in Monticello

4.85 out of 5 average rating, 20 reviews

Bethel woods relaxing water retreat

This charming three-bedroom cottage boasts a newly renovated and updated bathroom. Nestled in a tranquil neighborhood on a quiet cul-de-sac, it features a cozy fire pit with ample seating for six. A fenced-in yard, though small, provides the ideal safety space for any pets you may bring. Additionally, a hot tub(seasonal )easily accommodating four w/ a chlorinated small wading pool ,propane barbecue grill is also available for your culinary delight.

LocationFamilyHiking

Superhost

Cottage in Barryville

4.8 out of 5 average rating, 10 reviews

Cozy Upstate Retreat

Relax with the whole family at this peaceful place to stay. ✨ Cozy Barryville Escape | Year-Round Adventure ✨ Welcome to your perfect Upstate getaway! Our cozy retreat is nestled in the heart of Barryville, NY—just steps from local restaurants and only minutes from the magical town of Callicoon. ☀️ Summer Fun: Go kayaking on the Upper Delaware Scenic & Recreational River ❄️ Winter Adventures: Hit the slopes nearby for snowboarding and skiing

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Top guest favorite

The chalet features a spacious front deck surrounded by trees, providing a serene and natural setting. The wooden exterior combines with a red entrance door, leading to a two-story structure with a balcony on the upper level, enhancing the home's charming character.

Chalet in Lackawaxen

4.98 out of 5 average rating, 58 reviews

Bella Vista Chalet Poconos -Ski Resort

Welcome to Bella Vista Chalet, a Four Season Resort located in the heart of the Masthope Mountain Community in the Northern Poconos. Offering year round activities, in winter you can enjoy Ski Big Bear Mountain, Skiing, Snowboarding and Snow tubing, or just cozy up to the wood fireplace and stay warm. By summer enjoy the peaceful surroundings on the porch, take advantage of the lake access for a swim or enjoy the outdoor pools and slides.

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