
Vacation rentals in Sullivan County
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Top-rated vacation 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!
ValueFamilyQuiet
4.94 out of 5 average rating, 216 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.
LocationFamilyBackyard
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.
LocationValueIndoor spaces
4.91 out of 5 average rating, 11 reviews
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
ValueFamilyKitchen
4.92 out of 5 average rating, 219 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.
LocationValueComfort
4.93 out of 5 average rating, 226 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.
LocationValueAmenities
4.92 out of 5 average rating, 303 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.
ValueFamilyHospitality
4.95 out of 5 average rating, 461 reviews
Catskills Mountain Chalet l 5 Star experience !
Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.
FamilyLocationBathroom
4.99 out of 5 average rating, 151 reviews
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.
LocationValueHeating
4.93 out of 5 average rating, 158 reviews
Bethel Woods Escape: Private Oasis
Welcome to Bethel Woods Escape, a gorgeous modern home tucked into woodlands of Eastern pine and hemlock, just minutes from Bethel Woods Center of the Arts, the very hillside where the original Woodstock festival unfolded back in 1969. This is Sullivan County at its best: rolling hills made for hiking, a music history you can still feel in the air, and a stunning A-Frame home with a firepit waiting at the end of the day, ready to host your next adventure.
FamilyLocationCleanliness
4.95 out of 5 average rating, 107 reviews
Reverie Forest - A Modern Catskills Retreat
A dreamy Catskills retreat with a warm mid-century aesthetic, clean lines, and tall ceilings. An open layout brings in light and the forest itself! Sleek finishes and natural materials blend perfectly with the mountain setting. The home is ideal for small groups, families, and anyone needing to focus and reset. Minutes from Livingston Manor, Callicoon, scenic hikes, the Delaware River, and Bethel Woods - site of the original 1969 Woodstock festival.
LocationValueHiking
4.98 out of 5 average rating, 46 reviews
Stunning Peaceful Lakeside Cottage
Welcome to our cozy lakeside cottage in Roscoe, NY, bordering the spectacular Catskills! Located on a 180-acre private estate, it’s the ideal retreat only a few hours from New York City. It makes a perfect base camp for exploring the western Catskills and relaxing, enjoying the beauty of our property. The cottage offers a compact full kitchen, king size bed, well appointed living room, deck, and lakeside stone patios.
ValueFamilyCondition
4.97 out of 5 average rating, 77 reviewsPopular amenities for Sullivan County vacation rentals
Other great vacation rentals in Sullivan County

Secluded Catskills Farmhouse w/ 50 acres of hiking
LocationFamilyCleanliness
4.99 out of 5 average rating, 108 reviews
Magical Treehouse Retreat | Pond & Fire Pit
LocationFamilyParking
4.98 out of 5 average rating, 52 reviews
Hust Haus | Sweeping Catskills Views on 20 Acres
ValueFamilyBackyard
4.99 out of 5 average rating, 68 reviews
Lakefront, Hot Tub, Sauna, Firepit
LocationFamilyAmenities
5.0 out of 5 average rating, 5 reviews
Pond, Hot Tub, Fire Pit | Separate Beds for 14
FamilyLocationGetting around
4.82 out of 5 average rating, 55 reviews
Luxury Home:Heated Pool, Sauna, Hot Tub & C Plunge
FamilyLocationDecor
4.79 out of 5 average rating, 33 reviews
Amber Acres Lodge | Designer Catskills Cabin 15AC
FamilyLocationHospitality
4.96 out of 5 average rating, 49 reviews
Luxury Catskills Cabin | Private Sauna | Lakes
LocationFamilyKitchen
5.0 out of 5 average rating, 34 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
- Windham Mountain
- Resorts World Catskills
- Promised Land State Park
- Storm King Art Center
- Plattekill Mountain
- Mohonk Preserve
- Mountain Creek Water Park
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Harriman State Park
- Brotherhood, America's Oldest Winery
- Shawnee Mountain Ski Area
- Mount Peter Ski Area
- Wawayanda State Park
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