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

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!

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.

Ski in/out next to Bunny Hill @Ski Big Bear

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.

Fall Winter Forest Retreat: Ski, Spa, & Sauna

A thoughtfully designed rural escape for solo travelers, couples, small families, and furry friends within a few hours from NYC & Philly. Enjoy our ¨tiny spa¨ without the price tag of nearby Woodloch: whirlpool & Finnish sauna all to yourself in the surrounding forest. Enjoy the nearby artsy towns of our Pocono-Sullivan Catskill mountain community. Our on-site ski resort, Ski Big Bear, is a family-friendly mountain perfect for a crowd-free ski day (3 min drive from house).

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.

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!!!

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.

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.

Riverfront Country Home With Stunning New Hot Tub

Welcome to our charming 2-bedroom country home located in Lackawaxen, PA, right on the picturesque Lackawaxen River! If you are looking for a peaceful retreat surrounded by nature, this is the perfect spot for you. Our Aistream camper is parked adjacent to our guesthouse and unless otherwise communicated will not have other guests using it. All BIPOC, ethnicities, gender/sexual orientation Welcome!