House holiday rentals in Sullivan County

9BR Log Cabin Home w/ Hot Tub & Swimmable Pond

~Completely renovated and newly furnished~ Enjoy this spacious 9 bedroom log cabin home for large gatherings on 30 acres w/ a swimmable 1 acre private pond and a new hot tub. Perfect for multiple families and large groups with a total of 23 beds! No frat parties or other excessive parties allowed. There are multiple places to gather- The main floor open concept living room, the second living room on the main floor, the basement lounge area, the arcade, and wrap around porches with seating.

Maple House · Hot Tub + Fireplace on 6 Acres

Escape to a renovated mid-century modern Catskills home on 6 private acres, an easy walk into Jeffersonville and a quick ride into Callicoon, Livingston Manor, Roscoe, Narrowsburg, Bethel, and Catskill Park. Soak in the hot tub, cozy up by the fireplace, spin hundreds of records, or settle into the dedicated home theater with a 75" 4K TV and Dolby Atmos surround sound. Sleeps 6 across 2 king bedrooms and 1 queen, with 2 full baths, a fully stocked kitchen, washer/dryer, deck, and fire pit.

Game Room, 20 Acres, Oversized Rooms

The Modern Retro Ranch is a sprawling 1 story house - funky and modern with a touch of 60s style. Outdoor hot tub. 20 private acres with no neighbors in sight. The living room, kitchen and dining rooms are oversized with multiple gathering areas. Grill, large firepit, linens, towels included. Close to Bethel Woods and many local attractions *see below. Fast Wifi. Enhance your trip with our recommendations: private chef, masseuse, yoga. More amenities are in the works for the near future

Gorgeous Waterfront w/ Hot Tub and Game Level

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Jay’s Big Sky! Here are a few things I think you’ll especially enjoy about the house. Highlights - You’ll love the: • Location - quiet, waterfront position on 27 acre lake • Hot tub (all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - 2 levels, with full game / media level • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe water fun!

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods

Perched on a hill with fantastic views, this modern 3BR/2BA Catskills retreat is perfect for couples or small groups. Unwind in the hot tub, cozy up by the indoor fireplace, make s'mores by the outdoor fire-pit, or enjoy your evening cocktail by the additional gas fire-pit on the patio. Watch deer wander through the meadow, enjoy a game of ping-pong or darts. House offers stylish interiors and premium bedding. Check out our guide-book for activities in the area.

Bethel Woods Escape: Private Oasis with Hot Tub

Welcome to Bethel Woods Escape - a gorgeous modern home surrounded by woodlands of Eastern pine and hemlock trees. In 1969 Bethel Woods was home to the notorious Woodstock festival. Located in the country hills of the Sullivan Catskills, Bethel Woods is an amazing place to explore, hike, and listen to live music. Just 5 minutes away from Bethel Woods Center of the Arts, you will find a stunning A-Frame home with a private hot tub waiting to host your next adventure.

Delaware River retreat

Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

Luxury Estate with Wood Stove and Hot Tub

Perched on a hill above the Village of Jeffersonville, Dancing Doe Estate, is a perfect marriage of country charm with the conveniences of small-town life. The stately blue manor, boasts light-filled spaces, wrap around porch and generous room sizes to very comfortably fit up to 10 guests. *Note for Airbnb Guests* You may have noticed increased prices which is due to Airbnb shifting the service fees entirely onto Hosts, instead of split between Hosts and Guests.

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Catskills: Hot Tub, Games & 10 Acres

Luxurious Catskills family retreat on 10 private acres, just 1.5 hrs from NYC. This meticulously remodeled home comfortably sleeps 9 guests and features a year-round outdoor hot tub, game room, and dedicated workspace. Perfect for nature lovers seeking modern comforts and serene ambiance. Enjoy a private pond, fire pit, and ample space for relaxation and adventure in the beautiful Sullivan Catskills.

Secluded Catskills Farmhouse w/ 50 acres of hiking

Enjoy a true Catskills experience while staying at the fully renovated Horvath Farm, a historic 1850s former farm and guesthouse. Relax on the deck with a cocktail. Gaze at twinkling constellations around the fire pit. Hike the 50 acres of lush forest. A long, private wooded driveway leads you to this peaceful and secluded retreat. The reviews tell the story.

Creekside Retreat•Fire Pit•Game Room•Dog Friendly

A creekside Catskills retreat for families, friends, and dogs. Spend your days exploring the private creek and swimming hole, and your evenings around the fire pit while the kids enjoy ping pong and shuffleboard. • Private creek & swimming hole • Sleeps 8 • Game room • Fire pit & deck • 10 min to Livingston Manor • Dog friendly