Holiday rentals with a hot tub in Olive

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Top-rated hot tub accommodation in Olive

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Guest favourite

Cabin in Accord

4.96 out of 5 average rating, 247 reviews

Modern Catskills Cabin with Cedar Hot Tub!

Wake up to serene forest views from the modern, minimal four-poster, then start the day with a scenic woodland hike. Tour local breweries and browse nearby flea markets before lighting the fire and snuggling up. NOTE: All pets & children need to be approved by Host. Additions of pet and/or child will require a pet/child fee. Please inquire with Barclay for approval. We love that our home has all the qualities of a classic cabin in the woods — an A-frame shape, wood-plank ceilings, forest views from every room — while still appealing to the sensibilities of modern, urban travelers. This is the perfect spot to get a little dose of summer camp nostalgia, while keeping every modern comfort close at hand. Barbecue on the porch or gather around the outdoor fire pit in the summer and into the fall. In the winter, get cozy in front of the wood-burning stove and take in the snowy woodland landscape. Guests can access the entire house and two-acre property. I'm available to answer any questions via phone, text or email at any time. Please note, my primary residence is in New York City and I will not be on site at the house. The cabin is located in the hamlet of Marbletown, at the southern edge of Catskill Park. The property is nestled between the many farms, orchards, and preserves of the Rondout Valley and the protected mountains and woodlands of the Catskills. The Trailways bus stop with service from Port Authority is located in Rosendale, about 20 minutes from the house, but you'll need a car to get around once you're up here. Amtrak trains stop at Rhinecliff, just across the Hudson, about 35 minutes from the house.

Top Guest favourite

Chalet in Olivebridge

4.99 out of 5 average rating, 152 reviews

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

**Summer Booking Now Open- Thru Sept 30!** Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. We're renovating the kitchen & master bed with new walls of windows in May - pics to come! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Top Guest favourite

Home in Lexington

4.99 out of 5 average rating, 109 reviews

Mountain View Chalet: Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Guest favourite

Home in Kerhonkson

5 out of 5 average rating, 269 reviews

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.

Guest favourite

Home in Mount Tremper

4.93 out of 5 average rating, 220 reviews

Mt. Wonder - Hot tub, sauna, wonderful view

Welcome to the most splendid view in the Catskills. With a private outdoor spa. And just 10 min to Woodstock. This secluded cabin sits on 18 acres w/ private creek access & forest. Seeking a vacation w friends or a romantic escape? This is the place. Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub, sauna & cold plunge Amenities galore incl the spa, BBQ, firepit, games, wood stove & stocked kitchen. Peruse our books, be in nature or enjoy hikes & towns. This is the one.

Guest favourite

Cabin in Wurtsboro

4.97 out of 5 average rating, 324 reviews

Spring 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 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.

Guest favourite

Cabin in Boiceville

4.96 out of 5 average rating, 157 reviews

Catskills Cabin Surrounded by Mountain Views+Spa!

Location is Everything! Our 3BR Catskills home is surrounded by breathtaking mountain views, and close to all including Woodstock Village, Phoenicia, Rivers, Hikes, Breweries, Ski Areas and more. Home is set high on a ridge overlooking nature from all angles on 3 private acres of land. Enormous brand new deck facing mountains with fire pit, grills. Perfect location for exploration. Tastefully decorated with brand new beds and furniture, fully stocked kitchen. Town of Olive STR-22-12.

Guest favourite

Home in Hunter

4.95 out of 5 average rating, 142 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top Guest favourite

Home in Kerhonkson

4.95 out of 5 average rating, 144 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

Top Guest favourite

Guest suite in Woodstock

4.99 out of 5 average rating, 159 reviews

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.)

Guest favourite

Home in Accord

4.96 out of 5 average rating, 138 reviews

Little Minka - Japanese House in the Woods

Little Minka. A serene Japanese folk house nestled on 10 acres of private woodland and streams. Embracing the Wabi-Sabi, Little Minka is unique, handcrafted using Japanese traditional carpentry joinery methods. Soaring ceilings, shoji, and tatami complete the interior. Outside there's a fire pit, open cooking area. We have a wood fired hot tub on request. We have Japanese bathroom products in partnership with sowakanyc that guests can experience.

Superhost

Cabin in Kerhonkson

4.87 out of 5 average rating, 201 reviews

Cozy Cottage w/ Hot Tub, Pond, and Fireplace

Highlights: Cute-as-a-button secluded cottage with hot tub, pond, wood stove, and soaking tub. Very private, close to great hiking. Welcome to Fern Pond, a modern but enchanting cottage in quiet Kerhonkson. In the shadow of the Sundown Wild Forest, this sweet house offers a cozy base to explore Accord, Stone Ridge and the Ashokan Reservoir. Enjoy its privacy, remoteness, and romanticism, while soaking in the hot tub and/or cozying up by the fire.