Holiday rentals with a hot tub in Ulster

Highwoods Retreat, Modern+Spacious, near Woodstock

Welcome to Highwoods Retreat! Our home is a spacious, contemporary retreat nestled on over 2.5 acres, framed by ferns and hemlocks. Whether you are visiting with family or friends, or looking to work remotely, Highwoods is well-suited for all types of guests and groups. Newly constructed, high ceilings, lots of windows, modern furnishings, 5 person hot tub. 5 min to Opus 40. 10 min to both Saugerties and Woodstock village centers, 10 min to Overlook Mtn Trail. Backyard trails. 2 hours from NYC.

Cabin Noir, Modern meets Rustic, Hot Tub and Views

Cabin Noir may be small, but it’s charm and character, is ideal for a romantic getaway. The perfect blend of modern comfort and rustic appeal. Enjoy an off-grid atmosphere without sacrificing the amenities of home. Unwind by the hot tub or gather around the fire, soaking in the tranquility sounds of the creek flowing at the foot of the mountain. The loft bedroom offers stunning views of all four seasons, and a hidden door leads to a secret nook where you can savor your morning coffee in peace.

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Featured in Vogue, Curbed, and Remodelista, Cook House is a fully renovated modern cottage in the Catskills with cozy minimalist vibes and kitchen gear designed to inspire your inner chef. Enjoy cooking while records spin across the Sonos. Eat al fresco on the porch, then head to the hot tub. Or binge your favorite show on the projection screen at the foot of the bed. Great for couples or individuals looking to relax and enjoy nature. Hosted by The Reset Club, a member of 1% for the Planet.

Dog Friendly Hudson Valley Escape with Hot Tub

Welcome home! The unit in our fully renovated 19th-century colonial combines modern finishes with the historic charm centrally located in Kingston. This unit features a fully fenced-in backyard, you’ll find the following - Hot Tub - Fire Pit - Hammock - Grill - Outdoor Games If you’re looking to experience Kingston, you’ll be a short walk from some of the best the Hudson Valley has to offer! This is one of two private units that have been individually decorated and thoughtfully curated.

Antique Uptown Charmer w/ Five-Star Modern Kitchen

The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This freshly restored home will be your base camp for adventures, but once you come you won’t want to leave!Quiet workspaces, printer, choose your vibe to get work done.

Modern High-end 2BR2BATH in the woods of Catskills

Modern and spacious house located in the woods, surrounded by nature will make a perfect getaway. Wide open layout with a large living room/kitchen area in the center of the house, 2 Massive suites, one on each side overlooking the woods, both with comfy king bed and private bathroom - perfect for 2 couples, and suitable for a family as well. Beautifully designed with high end finishes, white oak flooring, custom made kitchen and toll ceilings, as well as cozy fireplace for warm nights.

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Capehouse | Hot Tub | Firepit | BBQ

Get ready to unplug at Capehouse! Whether you want a serene getaway or are looking to explore the local culture, this home will serve all your needs! Located in the heart of the Catskills, it's filled with amazing hiking, biking, skiing trails, and even a racetrack (summer months). You can also enjoy great restaurants, bars, vineyards, and breweries within a short drive - 25 minutes to Uptown Kingston, New Paltz and Woodstock.

River View outside Kingston w/ Hot Tub & Sauna

Water views of the Hudson River from this 3 story chalet style home with plenty of outdoor space. The home offers an outdoorsy feel just outside downtown Kingston (car is needed). Perfect for summer or winter. The home includes a sauna, hot tub, fenced backyard for your pet, 3 decks (the second-story deck is covered so if there's a thunderstorm you can still relax and enjoy the outdoors), grill, and a gas fire pit.

Hot tub with stunning views, 5 min to Woodstock

Enjoy panoramic, unobstructed views of the Ashokan reservoir from our recently updated two story home. Perched on top of Ohayo Mountain we are just 5 minutes drive from the heart of Woodstock Village. The views are as good from the living room as they are from the king bed in the primary bedroom. With multiple outdoor seating areas and a firepit you can make yourself at home both inside and out!