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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Superhost

Chalet in Lackawaxen

4.76 out of 5 average rating, 25 reviews

Beautiful Chalet with Pool, Skiing, Beach Lake etc

Beautiful 3,500 sq ft 4 seasoned rental home located under 3/4 of a mile to the ski lodge where you can enjoy skiing and snow tubing along with a Resturant and arcade room. Summer fun at the lodge with pools, two slides, diving pool, tiki bar, mini golf, volleyball, basketball courts, tennis courts, a play ground great for kids. Please keep in mind there is a fee for the amenities. You can use the free paddle boats, and canoes. You can also go horseback riding near by and enjoy more amenities.

Guest favorite

Cabin in Narrowsburg

4.96 out of 5 average rating, 100 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.

Superhost

Villa in Bloomingburg

4.82 out of 5 average rating, 72 reviews

Spacious 6BR Villa | Serene Scenic Mountain Escape

Escape to this spacious 6BR villa, a serene mountain retreat with scenic views. This peaceful getaway is perfect for families and groups. Located approximately 1 hour from the George Washington Bridge, it offers comfortable interiors, a well-equipped home, and ample outdoor space. Explore nearby hiking trails and relax in a tranquil setting just minutes from local attractions. Unwind and experience nature in every direction. Your peaceful mountain escape awaits—BOOK NOW FOR A SERENE GETAWAY!

Superhost

Home in Lackawaxen

4.83 out of 5 average rating, 75 reviews

Magical Waterfront with 4-Season fun in Ski Resort

🌲 Lakefront Luxury Retreat in Masthope – 5BR, 4BA, Sleeps 15 Situated in the beautiful Upper Pocono Region, this spacious 4,000 sq ft lakefront home offers boating, fishing, swimming, horseback riding, mini-golf, gym, arcade, biking, hiking, leaf peeping, skiing, snow tubing, and more! Enjoy incredible lake views from every room, two expansive decks, a firepit by the water, and your own dock for boating and swimming. This home is designed for year-round getaways with family and friends.

Top guest favorite

Chalet in Lackawaxen

5 out of 5 average rating, 18 reviews

Walk to 2 heated pools, Lodge, playground Masthope

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.

Superhost

Cabin in Monticello

New place to stay

Jacuzzi hot tub Bethelwood music

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, we welcome guests to enjoy a blowup pool with a chlorination floater, capable of accommodating up to six adults. A propane barbecue grill is also available for your culinary delight.

Superhost

Chalet in Lackawaxen

4.73 out of 5 average rating, 15 reviews

Masthope Chalet | 4 Bdrm | Firepit & Kayaks | A/C

This Masthope chalet is the perfect Pennsylvania escape, no matter the season. Boasting 4 bedrooms, 2 bathrooms, a wood-burning stove, workspaces, and more, this home has everything you need right at your fingertips. Spend the colder seasons hitting the slopes at Ski Big Bear, and on warm days, cool off at Westcolang Lake or one of the community pools. When the sun begins to set, grill dinner then gather by the fire pit to make s’mores and recount the day's memories with family.

Top guest favorite

Home in Lackawaxen

4.98 out of 5 average rating, 45 reviews

5 min walk to Pools, Pub and Playground!

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!!!

Guest favorite

Home in Livingston Manor

4.87 out of 5 average rating, 108 reviews

Cottage by the River

Cozy country home located in the Catskills. It is perfect for a weekend getaway. Walk out to river views and multicolor leaves an ideal fall setting. Fire pit and wood on site to make a fire at night and enjoy the stars. There is a small town and local breweries only 5 minutes away. What the siding lacks, the fully renovated inside will surely not disappoint. There are four bedrooms and two bathrooms that will comfortable fit up to 10 guests.

Guest favorite

Cottage in Ellenville

4.7 out of 5 average rating, 110 reviews

4 Bedroom Farmhouse in Ellenville, NY

Farmhouse on 100+ acres with stream, pools and 3 dams. Outside of town but easy access to stores and restaurants, high speed internet and great cell reception. Access to netflix and Amazon prime video. Near several reservoirs and great swimming holes. Also near many hiking trails. Only 2 hour drive from NYC. Great wrap around large deck with barbeque facing the woods and stream. Features amazing new out door hot and cold shower under deck.

Top guest favorite

Chalet in Lackawaxen

5 out of 5 average rating, 45 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.

Superhost

Chalet in Lackawaxen

Summer Forest Escape: Pool, Pets, Private Sauna

**Check out 100+ reviews for our sister property in Jim Thorpe!** A carefully curated rural escape for thinkers and slowness seekers within a few hours from NYC. Solo travelers, couples, small families, and furry friends: Little Norway awaits! Relax and heal in our private whirlpool, Finnish sauna and surrounding pine forest while enjoying the resort amenities of our Pocono-Sullivan Catskill mountain community.