Vacation rentals with a hot tub in Olive

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Top-rated hot tub rentals in Olive

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Guest favorite

A rustic cabin sits amid vibrant autumn foliage, surrounded by tall trees. A wooden deck wraps around the cabin, providing a spacious area for relaxation. A gravel path leads to the cabin, with a single chair positioned on the lush green lawn, inviting guests to enjoy the serene environment.

Home in Mount Tremper

4.93 out of 5 average rating, 236 reviews

Mt. Wonder: Cold Plunge, Sauna, Hot Tub and 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 favorite

A spacious deck is highlighted by comfortable seating arrangements, including a sectional couch and a dining table. A gas grill is positioned nearby, with mountains visible in the distance. Soft lighting fixtures are suspended above, enhancing the outdoor setting against the twilight sky.

Cabin in Boiceville

4.95 out of 5 average rating, 167 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 favorite

An aerial view showcases a secluded log home surrounded by lush green trees on a mountainside. The property features a pool and well-maintained landscaping, creating a serene natural environment. Rolling hills and forest are visible in the background, enhancing the sense of privacy and tranquility.

Chalet in Olivebridge

4.99 out of 5 average rating, 166 reviews

Spruced Moose Lodge w. Hot Tub & open Pool to oct

*Pool Open Until Oct 21!* 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+ brand new hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. We renovated 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

Guest favorite

A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.

Home in Hunter

4.95 out of 5 average rating, 174 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!

Guest favorite

A modern A-frame cabin is set in a wooded area, surrounded by tall trees. The dark exterior contrasts with the natural greenery. A spacious porch features string lights, enhancing the inviting outdoor space. A stone pathway leads up to the porch, complemented by landscaped gardens.

Cabin in Accord

4.96 out of 5 average rating, 256 reviews

Modern Catskills Cabin with Hot Tub, Accord

Wake to forest views in a modern A-frame with 2 bedrooms, including a cozy loft. Hike nearby trails, soak in the cedar hot tub, or visit local breweries. In summer, barbecue or gather at the fire pit; in winter, warm up by the wood stove on the 2-acre Catskills property. Note: Guests must be 13 or older, and all teenagers must be listed on the reservation. Pets are welcome with prior approval, agreement to pet rules, and payment of the pet fee. Please contact the host before booking.

Top guest favorite

A modern house with a dark exterior is situated on a grassy lawn. The structure features large glass doors, providing views of the surrounding forest. A spacious deck with lounge chairs is visible, inviting relaxation in a serene woodland setting.

Home in Kerhonkson

4.96 out of 5 average rating, 181 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.

Guest favorite

The exterior of a serene, handcrafted Japanese folk house is depicted, featuring wooden eaves and a unique slatted window design. Stacked firewood rests on the ground, surrounded by natural landscaping and tall trees, under a clear blue sky.

Home in Accord

4.96 out of 5 average rating, 147 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.

Guest favorite

A spacious hot tub is positioned outdoors, surrounded by trees adorned with autumn leaves. Its wooden enclosure adds a natural touch, and two glasses are set on the edge, inviting relaxation. The inviting space offers a serene view of the cottage and lush green lawn.

Cabin in Kerhonkson

4.87 out of 5 average rating, 214 reviews

Adorable Cottage w/ Hot Tub, Pond, and Rain Deck

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.

Guest favorite

The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.

Treehouse in Willow

4.96 out of 5 average rating, 815 reviews

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

Guest favorite

The exterior of the home is presented, showcasing a black wooden structure surrounded by trees. A deck wraps around the house, providing access to a hot tub and outdoor seating. The warm glow of outdoor lights highlights the inviting atmosphere.

Home in High Falls

4.95 out of 5 average rating, 138 reviews

Mossybrook Hideout: Private Creek Oasis w Hot Tub

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.

Guest favorite

A spacious living area features a comfortable gray sofa alongside a wooden coffee table. Shelves adorned with books and decor create an inviting atmosphere. Floor-to-ceiling windows allow natural light to illuminate the space, while a unique patterned area rug adds texture beneath.

Home in Hurley

4.94 out of 5 average rating, 213 reviews

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!

Guest favorite

The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.

Cabin in Ellenville

4.99 out of 5 average rating, 153 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures