Vacation rentals in Jeffersonville

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Top-rated vacation rentals in Jeffersonville

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

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Top guest favorite
Cottage in Kenoza Lake
4.95 out of 5 average rating, 168 reviews

The Schoolhouse at Kenoza Lake

The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

Top guest favorite
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, 267 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!

Guest favorite
Home in Jeffersonville
4.95 out of 5 average rating, 43 reviews

Vinyl Pines-Luxe Catskills Escape on 10 Acres

Unplug, unwind, and reset your rhythm at Vinyl Pines - a high-end, music-inspired getaway nestled in iconic Bethel, NY, minutes from the original Woodstock festival grounds. Whether you’re spinning vinyl by the fire or doing sun salutations by the creek, this is where nature and nostalgia meet luxury. Set on 10 private acres of serene forest with a private walking trail, creeks, and a secluded yoga platform, this upscale sanctuary invites you to relax in nature and recharge in style.

Top guest favorite
Cabin in Jeffersonville
4.95 out of 5 average rating, 140 reviews

1930's Vintage Cabin · Hot Tub · Kohler Cabin

Escape to Kohler Cabin in Jeffersonville A Rustic Retreat with Modern Comforts Discover the charm of Kohler Cabin, a vintage-inspired retreat nestled in the heart of Jeffersonville. With four bedrooms and two full baths, this cabin offers a unique blend of rustic elegance and modern convenience, perfect for a memorable getaway. Relax and rejuvenate in the screened-in hot tub, enjoy outdoor dining in the fenced-in yard, or simply unwind amidst the tranquil mountain views.

Top guest favorite
A serene landscape at dusk captures a vivid sky transitioning from pink to purple over rolling hills. Lush green grass is visible in the foreground, bordered by clusters of trees and colorful foliage, creating a peaceful natural setting.
Home in Jeffersonville
4.96 out of 5 average rating, 144 reviews

Private, Elegant Chalet w/ A Breathtaking View

Welcome to your all-season escape, to this funky yet luxury, spacious yet cozy, modern yet classic chalet. Where you can experience the perfect vacation, whether it is outdoors with family and friends or appreciating the art pieces throughout the interior. Greet the evenings with a cozy wood-stove and a movie or a glass of wine and a book, sunset with drinks on the deck and the mornings with a fresh espresso. Make some memories at this unique and family-friendly place.

Top guest favorite
Chalet in Obernburg
4.97 out of 5 average rating, 238 reviews

King Of The Hill

Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Top guest favorite
An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.
Chalet in North Branch
4.99 out of 5 average rating, 141 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.

Top guest favorite
Home in Jeffersonville
4.97 out of 5 average rating, 29 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.

Superhost
Home in Swan Lake
4.96 out of 5 average rating, 104 reviews

Bethel Woods Escape: Private Oasis w/ 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 waiting to host your next adventure.

Guest favorite
Home in Jeffersonville
4.98 out of 5 average rating, 124 reviews

Luxury Estate with Wood Stove and Hot Tub

Perched on a hill above the Village of Jeffersonville, Dancing Doe Estate, is a perfect marriage of country charm with the conveniences of small-town life for those looking for a country getaway while not being in an isolated location. The stately blue manor, boasts light-filled spaces, wrap around porch and generous room sizes to very comfortably fit up to 10 guests - 4 bedrooms each with a queen bed and 1 queen sofa bed in the living room.

Top guest favorite
The exterior of the modern structure features large windows and a sloped roof. A wooden deck is highlighted with two red chairs and decorative planters filled with greenery and flowers. Soft sunlight illuminates the space surrounded by trees.
Guesthouse in Callicoon
5 out of 5 average rating, 103 reviews

R52Creekside one bedroom cottage

NEW Construction! Centrally located to all Sullivan county has to offer! Bethel woods, Livingston Manor, Callicoon and much more close by! Walk to a great little local deli and drive to many close restaurants. Set up for two adults or two adults with one small child. Efficiency kitchen (no oven). Ten acres with a creek and lots of area to walk and have a dog. King bed sleeping loft! Great area to explore in summer and winter! Dogs welcome!

Guest favorite
An open living space features a modern, light-colored sofa and an accent chair, with large windows inviting natural light. A dining area with a wooden table accommodates several chairs. A sleek kitchen is visible, showcasing contemporary cabinetry and appliances.
Home in Jeffersonville
4.99 out of 5 average rating, 68 reviews

Ro House - A Modern Cabin w/ Hot Tub!

Nestled in the picturesque Catskills region, the Ro House offers the perfect balance of convenience and tranquillity in all seasons. Step onto the expansive deck and prepare to be mesmerized by the panoramic vistas. Our home is the perfect blend of contemporary luxury and natural beauty. Book your stay now and experience a truly unforgettable retreat in the heart of nature.

Popular amenities for Jeffersonville vacation rentals