Holiday rentals in Sullivan County

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

Your next adventure is right around the corner at this cozy New York home. Situated 8 miles from the Historic Site of the 1969 Woodstock Festival. This 2-bedroom, 1-bathroom vacation rental combines serene lakefront living with the exciting sites of the Catskills. Head onto the deck each morning to enjoy a cup of coffee while you take in the stunning views or spend the afternoon kicking back in the hot tub. With its ideal location and impressive outdoor space, this abode is a guaranteed hit!

Vinyl Pines · Architect Cabin, Hot Tub + Sauna

Architect-designed retreat on 10 private acres — year-round hot tub, sauna, 30ft cathedral ceilings, and a curated vinyl collection, 5 mins from Bethel Woods. Unplug, unwind, and reset your rhythm at Vinyl Pines, a music-inspired getaway down the road from the original '69 Woodstock festival grounds. Set on serene forest with a private walking trail, creeks, and a secluded yoga platform, this upscale sanctuary invites you to spin vinyl by the fire, soak under the stars, and recharge in style.

Hot Tub Fire Pit Mountain Retreat Deer Meadows

Tucked into the scenic hills of Jeffersonville, this inviting Catskills retreat offers a peaceful escape surrounded by rolling countryside and wooded beauty. Guests can spend their days exploring nearby hiking trails, farm stands, and local shops, or take a short drive to neighboring towns like Callicoon and Narrowsburg for charming cafés, markets, and galleries. For music and events, Bethel Woods Center for the Arts, home of the historic Woodstock Music & Art Fair, is just a short drive away.

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

Lovely Yard | Firepit/BBQ | Fast Wifi

Stylishly designed mid-century retreat surrounded by nature • Livingston Manor & Jeffersonville 12 min •. Bethel Woods Center for the Arts 17 min. • Great for couples or small families • Walnut Mt. hiking 8 min. • Gas grill & fire pit • Rocking chair front porch • 2 queen bedrooms, open living area, 1 bathroom. • Fully-stocked kitchen/beautiful cabinets and open shelves. • Relax inside or explore the backyard's natural beauty. •. Enjoy fast internet Your unique escape awaits!

Dreamy Catskills Mountain Getaway w/ Yoga Studio

This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

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.

Cozy Lakefront Catskills Cabin—2hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. We've recently added AC for all 3 bedrooms. Lastly, we offer 2 kayaks and 2 SUP's for your enjoyment. Best of all, 2 hrs from NYC.

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.

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.

Blissful Bluebird (Sullivan County Catskills)

The Blissful Bluebird is a beautiful new cottage nestled on a quiet back road in New York’s Sullivan County Catskill Mountain region. This peaceful country setting is perfect for a relaxing weekend alone or with the whole family! Its central location allows for easy trips to many of the area’s trails, attractions, and restaurants. Book your mountain getaway today!

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.