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

Newly Renovated Lakefront House in the Catskills

Relax with the whole family at this upscale 4 bed, 2 bath lakefront house. Fully renovated in 2024, has been carefully appointed with all the modern amenities while maintaining the Catskills vibe you’re looking for. Some of them includes high speed internet, ductless AC units in each room, heated kitchen and bath floors, built in sound system, multi game table, fire place. Outside you can enjoy a beautiful lakeside lawn, paddleboarding or kayaking. Each day is punctuated with a beautiful sunset.

Private Tennis Court, Outdoor BBQ, Porch & Yard

Relax at this private 2-acre Lake Sheldrake retreat, featuring a pool (seasonal), full tennis court, fire pit & near local trails! Perfect for memorable gatherings with families, friends, or business retreats, this spacious cabin offers multiple living areas, a modern kitchen with full amenities, & plenty of beds for everyone (18+ guests). Only mins from Bethel Woods, Resorts World Casino & Monticello Raceway, this hidden gem blends rustic charm with modern comfort in the heart of the Catskills.

Getaway for Couples | Riverfront | Hidden Playroom

Gilded Cage Escapes offers Boutique vacation suites, riverfront seclusion, sensory speakeasies with Industrial playrooms for consenting adults. Our spaces are design-forward sanctuaries for your most intimate experiences. "The Aviary Lounge" is an exclusive riverfront suite for couples featuring an art-deco playroom for adults. Gilded Cage Escapes was built for everyone. We celebrate and enthusiastically welcome guests of all ethnicities, skin tones, gender identities, and sexual orientations.

Forest Getaway Chalet: HotTub, Sauna, Pool, Lake

Escape to Little Norway PA, where cozy luxury meets nature’s tranquility. Bask in sunlight through cathedral windows, unwind in your private Finnish sauna & forest hot tub, and savor peaceful days 5 minutes from Ski Big Bear’s chair-to-chair runs, pools, mini golf, and lake beach. Perfect for families & couples yearning for a serene getaway w/relaxing spa amenities, local outdoor adventures (skiing, hiking, fishing, rafting) and artsy towns of the Pocono-Sullivan Catskill mountain community.

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.

Quiet Path Haven

Welcome to Quiet Path Haven, clean, peaceful home, perfect for families, long stays, and remote work. Enjoy tree🌳 views with deer🦌 and birds🐦. Morning espresso ☕ on the balcony, basement games. Cozy up in the living room with movie nights with home cinema setup🎦Office work table for remote work and business travelers who need focus, space and peace. Outdoor walks, and BBQ grill. Quiet neighborhood with friendly neighbors, plus great local food and shops nearby. Your Home🏡 away from home

Walk to heated pools and Tiki bar

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.

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.

Bethelwood hot tub/jacuzzi

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.