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

Cozy Big Bear Mountain Ranch at Masthope

Come stay at our cozy, all-season Poconos mountain cabin! BBQ with the family on the back deck, make s'mores by the fire pit, sip tea on the front porch or read a book on the unique loft space. Only 5 min from Ski Big Bear for snow tubing, cross country ski, and more. In summer tan on the beach at the lake, kayak, ski or motor boat. Enjoy a cocktail by the outdoor pools near the tiki bar while kids play mini golf. You can also, hike, tennis, bike, workout at gym, horse ride or visit petting zoo!

Gorgeous Mountain Views on a quiet cul-de-sac

Masthope 100% renovated top-to-bottom, everything is brand new and top-notch! Home on private cul-de-sac with extra sleeping capacity can accommodate 2 families comfortably. Beautiful autumn experience in the Poconos, enjoy the horseback riding, tennis, hiking, antique shopping. During ski season, true ski-in and ski-out private access to the Big Bear slopes! In the summer you can enjoy the beautiful community pool, lake beaches, mini-golf, or stroll by the Delaware River, all minutes away.

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.

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!

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.

Masthope Chalet | 4 Bedroom | Firepit & Kayaks

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.

Modern Cabin nestled between Catskills and Poconos

Welcome to our cozy cabin tucked away between the Catskills and the scenic Upper Delaware River, within a 2 hour drive from NYC. Perfect space for a getaway. The cabin is comfortably suited for 2-4 people. It's close to many attractions all year round (lake, skiing, winery, luxury spa) and it is a convenient and easy drive to the delightful hamlets of Narrowsburg, Milford and Hawley, bursting with fun things to do as well as amazing places to eat and shop.

5 min walk to Ski Lodge and Pub 25% off Ski Lifts!

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!!!

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.