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Barn vacation rentals in Sullivan County

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Top-rated barn rentals in Sullivan County

Guests agree: these barn rentals are highly rated for location, cleanliness, and more.

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Barn in Tyler Hill

5 out of 5 average rating, 3 reviews

12min to Del River & Callicoon/Inn at Tyler Hill 3

Just a 2 hr drive from NYC, Inn at Tyler Hill is a country escape where guests can embrace the simple pleasures that come with being surrounded by nature and only 10 min from the Delaware River. Guest enjoy complimentary daily farm to table breakfasts year round. We provide a seasonal (5/15-9/15) weekend dinner shuttle to/ from Callicoon (12min) & weekend happy hour round of drinks on our patio. We can arrange local activities & reservations. Our goal is for guests to feel cared for like family!

Barn in Hankins

4.94 out of 5 average rating, 53 reviews

Milk Barn

– 3 bedrooms in main house : + 2 guest houses (Milk Shack & Moon Shack-CLOSED IN WINTER-ON DEMAND ONLY) = 5 queen beds – 3 Pond-side cabins – 3 twin beds (CLOSED FROM FALL TO SPRING) – 2 Full bathrooms- 2 Half bathrooms – Chef’s Kitchen fully equipped (even with spices!) – Vintage Stereo system + Vinyl Collection – Projector Television (DVD player) – Industrial washer/dryer – Grotto/Roman Style Bath & Sauna – Treated Aquifer-fed Swimming Pond, grills, Fireplaces, Fire Pits, Treehouse

Barn in Livingston Manor

5 out of 5 average rating, 21 reviews

Luxe barn with pond & hot tub

Welcome to the Luxe 1850's fully renovated Barn with Pond & Hot Tub Experience unmatched luxury in this exquisitely designed barn featuring high-end furnishings, a private hot tub with stunning views, a fire pit, and a cozy indoor fireplace Enjoy the serene pond, breathtaking landscapes, and a gourmet kitchen. The expansive private outdoor area offers dining and relaxation spaces. Perfect for romantic getaways or luxurious retreats with friends & kids. The ultimate escape in nature's beauty

Home in Roscoe

5 out of 5 average rating, 11 reviews

Modern Scandi Farmhouse: sauna, trails, pond +90ac

This 90-acre former dairy farm has the most exceptional land with trails that cross huge meadows, woodland, and breathtaking panoramic views. The farmhouse, built in 1892, has a refreshing modern Scandinavian decor with four bedrooms, library, kitchen, living room. Conveniences include dishwasher, wash/dry machines and compost bin. The enclosed patio is perfect for outdoor meals. In the garden shed, a hidden Finnish sauna awaits you. The pond, perfect for swimming, overlooks the mountain views.

Home in Callicoon

4.96 out of 5 average rating, 77 reviews

Swimming Hole, Views, Designer Interior

It's all about the water! Deep swimming hole in Calicoon Creek. Gorgeous views and walk creek side any time of the year. Excellent trout fishing. Boulders to sit on and relax. Two creeks intersect here. Kids love it! Cross the smaller side creek to our 7 acres of nature trails. Deer, Eagles, Turkey, Frogs... FAST WiFi. Fun shed/playhouse. Firepit. Gas grill. Deck... NEW, crisp, clean, uncluttered, modern, fun, bright farmhouse. 5 minutes to Delaware River and downtown Callicoon. Come and stay.

Cabin in Livingston Manor

4.76 out of 5 average rating, 95 reviews

Shandelee Lake Cabin & Boathouse Livingston Manor

Cozy Cabin on the lake. Great place to unwind alone or with family and friends. Go for a swim in the lake, fish or just sit and enjoy the view. Close to the Original Woodstock site and Beautiful Bethel Woods. We are close to great trout fishing access, hiking, and horseback riding. We have two local Breweries nearby and you don't want to miss a chance to go rafting on the Delaware River. We are located between the Hamlets of Roscoe, Livingston Manor and Jeffersonville. A great hometown vibe.

Barn in Ellenville

4.98 out of 5 average rating, 227 reviews

Beautiful Renovated Barn Perfect Catskill Getaway!

(Now with high speed internet!!) Set on over 50 acres, bordering a thousand acres of state land, this renovated barn is the perfect setting for a country getaway! Get away from the stress of everyday life and relax in this quiet country retreat. An opportunity to enjoy a hike in nature, read a book, relax by the wood stove, or watch the cranes on the pond. If you’re looking for a peaceful country setting within 30 minutes of some of the best Hudson valley has to offer, you’ve found it!

Barn in Wurtsboro

4.93 out of 5 average rating, 87 reviews

Grand Refurbished Barn Full of Cozy Nooks

Runaway for a weekend upstate at this luscious, unique barn stay. The flexible space is great for a large group or a couple get away. Enjoy cozy nooks and spacious central spaces full of fun tidbits like a record player and fire pit. Light a fire in the indoor fireplace, or lounge bright silo in a hammock. With 9 acres of hiking trails on the property, this stay is perfect for those looking for some rest and relaxation, while still offering plenty of fun.

Barn in Roscoe

4.98 out of 5 average rating, 136 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.

Home in Long Eddy

4.98 out of 5 average rating, 55 reviews

Wildberry Farm 34 Acres, Swim Pond, Secluded

Nestled on 34 acres on a mountain ridge top at 1800 ft, our newly restored 1890s farmhouse is cozy for a couple or a family with kids, yet plenty of space for a two family share or friends' retreat. Fully private at the end of a dirt road, you'll enjoy a spring-fed swimming pond, flourishing vegetable gardens, teeming wildlife, the cleanest well water you'll ever taste, and wildberries! Only 2 hrs from NYC

Home in Roscoe

4.89 out of 5 average rating, 37 reviews

Chic Renovated Chalet with Private Pond By Summer

Welcome to Winterberry Pond by Summer, our completely renovated converted barn which is nestled on 7+ private acres. This two bedroom, one bathroom home has a modern aesthetic, having undergone a comprehensive renovation in 2022. Located just 10 minutes from Roscoe and 15 minutes from Livingston Manor, this spot is the perfect spot to explore all that the area has to offer.

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Chalets

Adventure-ready homes with après-ski style

Popular amenities for Sullivan County barn rentals

Free parking on premises

Air conditioning

Family-friendly barn rentals

Home in Callicoon

4.96 out of 5 average rating, 77 reviews

Swimming Hole, Views, Designer Interior

Home in Callicoon

4.99 out of 5 average rating, 298 reviews

Paradise in the Catskills

Home in East Branch

4.8 out of 5 average rating, 60 reviews

Catskill Barnhouse & River Meadow

Guesthouse in Forestburgh

4.97 out of 5 average rating, 399 reviews

Private hot tub. Modern Guesthouse On 1879 Farm

Private room in Callicoon

4.84 out of 5 average rating, 242 reviews

Splendid Sunroom in White Barn artist's home

Barn rentals with a patio

Barn in Tyler Hill

5 out of 5 average rating, 6 reviews

Luxury Suite nr Bethel Woods/Inn at Tyler Hill 5

Barn in Tyler Hill

5 out of 5 average rating, 9 reviews

12min to Del River & Callicoon/Inn at Tyler Hill 4

Barn rentals with a washer and dryer

Barn in Wurtsboro

4.93 out of 5 average rating, 87 reviews

Grand Refurbished Barn Full of Cozy Nooks

Private room in Callicoon

4.89 out of 5 average rating, 132 reviews

Exotic Library in White Barn artist's home

Home in Callicoon

4.96 out of 5 average rating, 77 reviews

Swimming Hole, Views, Designer Interior

Barn in Roscoe

4.98 out of 5 average rating, 136 reviews

Sleep Above the Alpacas Scenic Farm Getaway

Home in Callicoon

4.99 out of 5 average rating, 298 reviews

Paradise in the Catskills

Private room in Hurleyville

4.89 out of 5 average rating, 37 reviews

The Zen Farmhouse (Room #1 - Golden Light)

Home in Long Eddy

4.98 out of 5 average rating, 55 reviews

Wildberry Farm 34 Acres, Swim Pond, Secluded

Destinations to explore