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

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.

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.

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.

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.

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.

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!