Holiday rentals with a hot tub in Sullivan County

62 Acre Retreat · Hot Tub · Sauna · Rivers Ledge

Welcome to Rivers Ledge Cabin, a 62-acre mountain retreat perched above the Delaware River, offering breathtaking views and unforgettable experiences. Designed for relaxation, this cabin features multiple decks, a cozy living room with a wood-burning stove, a whimsical writer’s shed, a fire pit, and a soothing hot tub—perfect spots to unwind and connect with nature. Located near outdoor adventures, charming eateries, boutique shops, and picturesque towns, it’s your ideal upstate NY escape

Summer Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Narrowsburg Lakefront w/ Hot Tub, FP, Pet Friendly

Welcome to Jay’s Big Sky, an elegant, spacious, home on the water. This property is the perfect place to rest by the lakeshore, hang and play with family, and explore the chic little town of Narrowsburg, which is just 2 minutes away by car. Relax with the whole family at this peaceful place to stay. For winter fun, those of you who like to ski, the house is only 17 miles from Ski Big Bear, Masthope Mountain, which is a great local family resort with 18 trails, 7 lifts and 3 Magic Carpet lifts.

chic cabin with pedal boat, SUPs, hot tub,fire pit

Escape to The Treehouse Bungalow – part of the @boutiquerentals_ collection. This 1930s Arts & Crafts cabin combines Scandi-chic style with modern comfort, offering treehouse views, a hot tub, fire pit, BBQ & work-from-home den. Guests can paddle White Lake with our pedal boat or explore nearby lakes with the SUPs. Enjoy fall foliage hikes & drives, Bethel Woods Center for the Arts, the Woodstock site, apple orchards, breweries, art galleries & charming towns like Callicoon & Livingston Manor.

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Chic Cabin on Callicoon Creek

***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Private lake cabin w/hot tub, views and fruit

Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

Riverfront Retreat, Unwind and Connect w/ Nature

Escape to this beautifully designed Catskills cabin, just 2 hours from NYC. Nestled by the river, it features a Japanese cedar hot tub, massive picture windows, and iconic mid-century modern furnishings. Enjoy luxury touches like Frette linens, thoughtful amenities, and a cozy, light-filled interior that blends seamlessly with the surrounding nature. Perfect for couples, families, or small groups looking to unwind in style. Dog-friendly and baby-ready.

The Swiss Hill Farmhouse

Soak up the serenity of summer at The Swiss Hill Farmhouse—a charming 5-bedroom, 2-bath retreat set on 3 lush, wooded acres in the heart of the Sullivan Catskills. Located in Jeffersonville, this 1900s farmhouse blends historic character with modern comfort, making it the perfect escape. Spend your days lounging in the shade, enjoying meals al fresco, and exploring the natural beauty that surrounds you.