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

Ski Big Bear Getaway | Secluded Cabin in Masthope

NEW Listing- Special promo rate! Escape to Rockledge Cabin— adjacent to Ski Big Bear, this rustic-modern retreat sits on 2 private acres and is situated in the heart of amenity-rich Masthope Community. Perfect for families, couples, or friends, this cabin features a wood-burning stove, large deck with outdoor heaters and grill, fire pit, and dedicated workspace. Enjoy optional access to amenities including a private ski mountain, ski lodge, lake, pool, tiki bar, beach, and horseback riding.

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.

The Flying Dutchman Cottage in Masthope /Poconos

Completely renovated cozy cottage, in the middle of beautiful woodlands (deer visiting our garden every day!), lots of privacy, in the amenities-filled upscale Masthope community (with Ski Big Bear at Masthope Mountain). Relax with the whole family at this peaceful place to stay. Amenities offered by the community; Ski Big Bear Tennis Volleyball Basketball Playground Restaurant Bar Heated pool Sandy beach Spring-fed glacier lake Horse Stables Miniature golf Insta @FlyingDutchmancottage

Pocono Retreat

Relax in this spacious all-season home with sleeping for 10 comfortably , play a game of pool, read a book in the sun room, your vacation starts here with memories to be made. The home offers 4 bedrooms on ground level and a large common area on the lower level that sleeps 4, with pool table for your entertainment. Fancy a trip to a winery, Three hammers winery is a short drive away. Great hiking in the area and beautiful waterfalls to be discovered. All bed linens, towels provided

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.

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.

Spa & Sauna Cozy Four Seasons Retreat- 25% Off Ski

Little Norway PA is 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 nearby artsy towns of our Pocono-Sullivan Catskill mountain community. Our on-site ski resort, Ski Big Bear, is perfect for a crowd-free family ski day. Guests receive 25% off lifts.

25% off ski lifts 5 min walk to ski lodge & pub

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!!!

"Cozy Upstate Retreat” 3bedroom 2bathroom

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

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.

Hiking Bethel wood 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, a hot tub(seasonal )easily accommodating four. A propane barbecue grill is also available for your culinary delight.