
Holiday rentals in Sullivan County
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Top-rated holiday rentals in Sullivan County
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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!
4.94 out of 5 average rating, 215 reviews
Cozy Cottage in Popular Narrowsburg
A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County
4.99 out of 5 average rating, 217 reviews
BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres
Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!
4.98 out of 5 average rating, 289 reviews
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.
4.96 out of 5 average rating, 52 reviews
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.
4.9 out of 5 average rating, 10 reviews
Mid-Century Cottage | Lovely Yard | 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!
4.97 out of 5 average rating, 231 reviews
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.
4.93 out of 5 average rating, 224 reviews
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.
4.93 out of 5 average rating, 247 reviews
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.
4.95 out of 5 average rating, 107 reviews
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.
4.92 out of 5 average rating, 301 reviews
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.
4.94 out of 5 average rating, 207 reviews
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.
4.95 out of 5 average rating, 460 reviewsPopular amenities for Sullivan County holiday rentals
Other great holiday rentals in Sullivan County

Blissful Bluebird (Sullivan County Catskills)
5.0 out of 5 average rating, 14 reviews
Reverie Forest - A Modern Catskills Retreat
4.98 out of 5 average rating, 46 reviews
Lakefront with Private Dock & Canoe Kenoza Den
5.0 out of 5 average rating, 39 reviews
Stunning Mid Century Modern house w/Cedar Hottub
4.98 out of 5 average rating, 42 reviews
Cozy Creek House
4.91 out of 5 average rating, 79 reviews
Hust Haus | Sweeping Catskills Views on 20 Acres
4.98 out of 5 average rating, 66 reviews
Private Forest Getaway • Fire Pit • Bethel Woods
4.98 out of 5 average rating, 65 reviews
Ultimate Luxury Escape With Indoor Pool/Sauna
4.78 out of 5 average rating, 60 reviewsDestinations to explore
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- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Bethel Woods Center for the Arts
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Promised Land State Park
- Storm King Art Center
- Plattekill Mountain
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Shawnee Mountain Ski Area
- Wawayanda State Park
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