Holiday houses in Jeffersonville

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!

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.

Maple House · Hot Tub + Fireplace on 6 Acres

Escape to a renovated mid-century modern Catskills home on 6 private acres, an easy walk into Jeffersonville and a quick ride into Callicoon, Livingston Manor, Roscoe, Narrowsburg, Bethel, and Catskill Park. Soak in the hot tub, cozy up by the fireplace, spin hundreds of records, or settle into the dedicated home theater with a 75" 4K TV and Dolby Atmos surround sound. Sleeps 6 across 2 king bedrooms and 1 queen, with 2 full baths, a fully stocked kitchen, washer/dryer, deck, and fire pit.

Catskill Retreat

A waterfall runs right beneath the footbridge deck outside the kitchen, and you'll hear it through most of the cottage — it's part of what makes this place feel like a real escape. You'll enjoy a stone fireplace for cool nights, a screened porch that's hard to leave once the frogs start up at night, and a canoe for days on the water. Somehow, even with a supermarket, restaurants, a bakery, and a weekly farmers market just a mile away, it still feels like you've gotten away from it all.

Mid-Century Cottage | Lovely Yard | Fast Wifi

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

Modern Manor on Maple

Modern Manor on Maple is a charming 1920s farmhouse in the heart of Jeffersonville, NY. Walk to local restaurants, shops, and the grocery store while enjoying the comfort of a spacious, family-friendly home. Just 15 minutes from Bethel Woods Center for the Arts and a short drive to the Delaware River, Callicoon, hiking, and outdoor adventures. Perfect for concerts, family vacations, or a relaxing Catskills getaway—only 2 hours from NYC. We also offer pet sitting services*

Catskills Recharge·Hot Tub·Sauna·Vinyl·Fireplace

❤️ Your Private Catskills Retreat 🌿 Made for slower mornings, quieter evenings, and a chance to truly unplug. ✨ Relaxing hot tub spa 🔥 Authentic wood-burning sauna 🎵 Curated vinyl collection 🏡 Exclusive use of the home for 1–2 guests 📍 Just 3 minutes from Jeffersonville's charming Main Street Spend the morning with coffee on the deck, wander the western Catskills at your own pace, then come home to the hot tub, sauna, a cozy fire, and the peaceful quiet of the trees.

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.

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.

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. The stately blue manor, boasts light-filled spaces, wrap around porch and generous room sizes to very comfortably fit up to 10 guests. *Note for Airbnb Guests* You may have noticed increased prices which is due to Airbnb shifting the service fees entirely onto Hosts, instead of split between Hosts and Guests.

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.

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.