Barn holiday rentals in Sullivan County

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Top-rated barn rentals in Sullivan County

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Top guest favourite

Barn in Livingston Manor

5 out of 5 average rating, 50 reviews

Luxe Barn • Hot tub • Pond • Pet Friendly

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

Guest favourite

Home in Callicoon

4.96 out of 5 average rating, 84 reviews

Swimming Hole, New Hot Tub, Game Barn Coming Soon

Brand new hot tub is here! Game barn renovation coming soon! Please inquire. Water water everywhere with a deep swimming hole in Callicoon Creek. Gorgeous views year-round. Excellent trout fishing. Two creeks merge together - it's quite spectacular! Relax on a boulder while reading a book. Cross the smaller side creek to our 7 acres of nature trails and feel like you're deep in a forest. FAST WiFi. Firepit. Gas grill. Deck. 5 minutes to Delaware River, downtown Callicoon. Villa Roma 9 minutes

Top guest favourite

Guest house in Roscoe

4.93 out of 5 average rating, 59 reviews

Farm guesthouse w views, trails and pond.

Escape the urban rush with a bucolic stay at this stylish guest house. Located on an 85 acre former dairy farm, the house sits amid lush meadows and dense woods that are waiting for you (and your pet) to explore. With stunning views of the mountain tops, you can swim in the pond, grill on the porch, snow shoe in the woods, warm up by the wood burning stove, take in the sunset, or visit the restaurants and stores of Livingston Manor or Roscoe. Local area boasts fly fishing and great hikes.

Home in North Branch

5 out of 5 average rating, 3 reviews

The Overbrook Studio

Looking for a getaway from the city for the fall and winter months? The Overbrook Studio is the perfect place to escape the city!. Just under 2 hrs. from NYC, it has everything you require to dwell in luxurious comfort. Driving onto the property, you are transported to a peaceful retreat, sometimes described as magical. Protected from the road by Hemlock trees and the gentle buck brook, the Overbrook Studio is the 2nd floor of what used to be the original barn of The Overbrook House.

Guest favourite

Barn in Ellenville

4.98 out of 5 average rating, 231 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!

Home in East Branch

4.8 out of 5 average rating, 60 reviews

Catskill Mountain Barnhouse

Our charming family retreat is a renovated barn, blending rustic country charm with modern comforts. Two cozy levels plus a loft and two full kitchens offer space for gatherings or quiet relaxation. Enjoy peaceful meadows, woodlands, and a beautiful mown river access for swimming, fishing or kayaking. Perfect for morning coffee on the deck or evenings by the fire pit, this well-loved family home is filled with warmth, character, and endless memories. Come stay and create your own!

Top guest favourite

Barn in Narrowsburg

5 out of 5 average rating, 28 reviews

Barn in the 'Burg

Step into this light-filled, newly renovated river-town retreat. Our Barn has been transformed into a cozy, stylish oasis with all the modern comforts. Inside, you’ll find a lush, open-plan studio with soaring 20-foot ceilings. Plan a romantic getaway, or a family adventure. The sofa doubles as a luxurious queenbed. Your furry friends are welcome too. Whether it’s a snowy winter or a starry summer night, it’s the perfect time to soak in the hot tub and gather around the fire pit.

Guest favourite

Barn in Wurtsboro

4.93 out of 5 average rating, 99 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.

Top guest favourite

Barn in Roscoe

4.98 out of 5 average rating, 140 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.

Farm stay in Kenoza Lake

4.58 out of 5 average rating, 12 reviews

The Shire: Farmhouse | 97 Acres in Kenoza Lake

Escape the city, and get a taste of the Shire. An authentic turn-of-the century farmhouse - filled with art on every wall - yet comfortably updated throughout. The home is artistically decorated sitting on 95 rolling hill acres surrounded by stone walls all with spectacular pastoral views. Our hidden sanctuary provides freedom and privacy as you reconnect with the land and yourself. WE NEVER CHARGE FOR PETS!

Superhost

Home in Roscoe

4.89 out of 5 average rating, 47 reviews

Renovated Chalet with Hot Tub and Pond

Welcome to Winterberry Pond, 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, and a brand new hot tub added in 2025. 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.

Top guest favourite

Home in Long Eddy

4.98 out of 5 average rating, 60 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. You'll enjoy a spring-fed swimming pond, greens from our vegetable garden, teeming wildlife, the cleanest well water you'll ever taste, and wildberries! Only 2 hrs from NYC