Family-friendly holiday rentals in Sullivan County

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Top-rated family-friendly rentals in Sullivan County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Swan Lake
4.94 out of 5 average rating, 210 reviews

Lakefront Escape โ€ข Hot Tub โ€ข Kayaks โ€ขFree Firewood

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!

Superhost
Home in Swan Lake
4.86 out of 5 average rating, 117 reviews

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.

Top Guest favourite
The A-frame cabin is surrounded by trees and set on a grassy area. A fire pit with seating is situated in front, with smoke rising gently in the evening light. The cabin's large windows reveal a welcoming interior, illuminated by natural light.
Cabin in Jeffersonville
4.98 out of 5 average rating, 286 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 thatโ€™s made for creating memories that will last a lifetime!

Top Guest favourite
Two kayaks, colored yellow and orange, rest on the grassy shore of a serene lake. A small dock extends into the calm water, reflecting the colors of a sunset sky. Trees line the horizon, completing the tranquil lakeside setting.
Cottage in Livingston Manor
5.0 out of 5 average rating, 110 reviews

Gorgeous Waterfront w/ Hot Tub and Game Level

Hi, Iโ€™m Anna. Iโ€™m so glad youโ€™re here, and Iโ€™d love to welcome you to The Glass House! Here are a few things I think youโ€™ll especially enjoy about the house. Highlights โ€“ Youโ€™ll love the: Peaceful waterfront setting โ€“ tucked away on the lake, yet just minutes to town Year-round hot tub โ€“ the perfect way to unwind after hiking, or exploring Family-perfect layout โ€“ two spacious levels with a game/media room and screened porch Kayaks & life vests โ€“ easy, safe access to the water for all ages

Guest favourite
Cabin in Mongaup Valley
4.91 out of 5 average rating, 391 reviews

Cozy Barn Cabin near Ski Mountain & Bethel Woods

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Top Guest favourite
Home in Swan Lake
4.92 out of 5 average rating, 218 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

Guest favourite
Cottage in Livingston Manor
4.97 out of 5 average rating, 230 reviews

Mid-Century Cottage | Lovely Yard | Fast Wifi

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

Guest favourite
Home in Narrowsburg
4.93 out of 5 average rating, 244 reviews

3BR/2BA โ€ข 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.

Superhost
Home in Swan Lake
4.95 out of 5 average rating, 106 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.

Guest favourite
Two wooden Adirondack chairs are positioned on a dock overlooking a calm lake at sunset. A kayak with an oar rests nearby, and the water reflects vibrant hues of orange and pink, bordered by trees in the background.
Cabin in Ferndale
4.92 out of 5 average rating, 300 reviews

Cozy Lakefront Catskills Cabinโ€”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.

Guest favourite
Two alpacas are seen in the foreground, highlighting the rural setting. In the background, the barn's upper structure features dual cupolas and a spacious deck. Soft morning light enhances the natural landscape, while a satellite dish is visible on the barn's side.
Barn in Roscoe
4.98 out of 5 average rating, 151 reviews

Sleep Above the Alpacas Scenic Farm Getaway

Slumber comfortably atop our 100+ alpacas, Angora rabbits, chickens and potbelly pig named Daisy. BuckBrook Alpacas offers a 3-bedroom loft apartment rental above our barn. You will sleep surrounded by the mountains and the animals on one of the highest peaks of the county. Wake up for a complimentary farm tour and enjoy a 10% off shopping pass in our farm store on our entire selection of alpaca gifts for the whole family.

Top Guest favourite
An outdoor fire pit surrounded by natural stone is set among a serene landscape. Comfortable seating is arranged nearby, offering a peaceful spot for gathering. Lush greenery and trees frame the property, with the home visible in the background against a soft, colorful sky.
Home in Parksville
5.0 out of 5 average rating, 169 reviews

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.

Popular amenities for Sullivan County family-friendly rentals

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