Holiday rentals with a hot tub in Olive

5 out of 5 average rating, 106 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.97 out of 5 average rating, 365 reviews

An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.

Cabin in Big Indian

Romantic Cabin with Sauna & Wood Fired Hot Tub

Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

4.93 out of 5 average rating, 254 reviews

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

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View

Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

4.95 out of 5 average rating, 174 reviews

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

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.

4.96 out of 5 average rating, 270 reviews

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

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.

4.96 out of 5 average rating, 156 reviews

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

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 available on request from March - November. We have Japanese bathroom products in partnership with sowakanyc that guests can experience.

4.9 out of 5 average rating, 941 reviews

A spacious studio features a renovated ceiling with wooden beams and skylights. Large glass doors provide access to the outdoor area. Colorful textiles embellish the seating area, while a dining table is set with place settings. A kitchenette is visible in the background.

Cottage in Phoenicia

Romantic hot tub cottage. Skiing/breweries nearby.

Your perfect romantic retreat with private courtyard, steamy outdoor hot tub and fire pit offering the feeling of complete seclusion yet only a couple of minutes walk from fabulous Main Street speciality stores and restaurants. Woodstock Brewing and Phoenicia Diner 2 minutes away . Ride the rails with Rail Explorers just around the corner or hike the bucolic Tanbark Trail from the park behind our property. Skiing at Belleayre and Hunter less than 20 minutes drive .

4.99 out of 5 average rating, 200 reviews

Guest suite in Woodstock

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.)

4.95 out of 5 average rating, 219 reviews

Cabin in Lanesville

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

Welcome to Clove Creek Cabin! We just added an outdoor ooni pizza oven ! Located 25 min from Woodstock/7 min from Phoenicia/7 min from Hunter Mt/8 min from Tannersville Village! We are between two magical creeks. Our charming Cabin is minutes from the gorgeous Euphrates Falls and Diamond Notch Falls. The best hiking/Ski mountain trails will be right outside your door, just a 5 min drive, all the magic of the Catskill forrest is right at your fingertips!

4.96 out of 5 average rating, 841 reviews

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

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

4.86 out of 5 average rating, 222 reviews

A bright living room features a comfortable sectional sofa adorned with pillows. A wood stove stands in the corner, complemented by a stack of logs. The space is filled with natural light from multiple windows, and a dining area is visible in the background.

Cabin in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Fern Pond. Here are a few things I think you’ll especially enjoy about the house. Fern Pond is a cute-as-a-button secluded cottage with hot tub, pond, wood stove, and soaking tub sitting in the shadow of the Sundown Wild Forest. Enjoy its privacy, remoteness, and romanticism, while soaking in the hot tub and/or cozying up by the fire.

5 out of 5 average rating, 219 reviews

The inviting exterior of a cozy cabin is surrounded by lush greenery, with warm lights illuminating the covered porch. A fire pit is featured at the forefront, surrounded by four Adirondack chairs, creating a welcoming space for evening gatherings.

Cottage in Kerhonkson

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

Popular amenities for rentals with a hot tub in Olive

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.9 out of 5 average rating, 122 reviews

The airy living space features a comfortable gray sofa paired with a leather lounge chair, complemented by a soft white pouf. Large windows provide natural light and a view of the surrounding greenery. A sleek wood stove adds a modern touch to the relaxed atmosphere.

Home in High Falls

Mossy Moody Cabin in High Falls, NY

4.96 out of 5 average rating, 119 reviews

The exterior of a modern house is illuminated by warm lights during twilight. Large windows and multiple balconies showcase the architecture, surrounded by trees and natural greenery. A gravel path leads towards the house, enhancing the inviting ambiance of the mountain setting.

Home in Mount Tremper

Chef's kitchen, seclusion, and breathtaking views

4.97 out of 5 average rating, 189 reviews

A spacious outdoor area is shown, featuring a fire pit surrounded by several outdoor chairs. Lush greenery and rocky elements create a natural landscape, while the backdrop includes a prominent mountain ridge under a partly cloudy sky.

Home in Gardiner

4 BR Stunning Mountain Retreat w Hot Tub!

4.87 out of 5 average rating, 145 reviews

A panoramic view of distant mountains stretches under a clear blue sky. The landscape features a mix of trees and open areas, showcasing the natural beauty of the surroundings.

Home in Woodstock

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

4.99 out of 5 average rating, 143 reviews

A spacious living room features a large gray sectional sofa paired with a coffee table made of rich wood. Natural light fills the space through multiple windows, highlighting the minimalist decor and a cozy fireplace set against a dark stone wall.

Home in Saugerties

Hudson Valley Evergreen Treehouse

4.99 out of 5 average rating, 148 reviews

A cozy outdoor seating area is showcased on a snowy evening, featuring a snow-covered fire pit with flickering flames. Surrounding the space are softly glowing lights strung along a wooden railing, creating a warm atmosphere amidst the tranquil, wintry landscape.

Home in Lexington

Mountain View Chalet: Ski, Hot Tub, Firepit, Games

4.95 out of 5 average rating, 195 reviews

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

Modern House with Mountain View @Getawind

4.89 out of 5 average rating, 161 reviews

Home in Olivebridge

Quiet Country Side Home With A Hot Tub

Villa rentals with a hot tub

4.88 out of 5 average rating, 111 reviews

A collage featuring four aspects of the home. The top left displays a cozy living area with a fireplace and comfortable seating. The top right shows a hot tub surrounded by a wooden fence. The bottom left highlights a retro arcade setup with colorful lighting. The bottom right features a dining table set for a meal.

Villa in Kerhonkson

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

4.89 out of 5 average rating, 63 reviews

The exterior of the lodge is captured at dusk, with soft lighting emanating from the windows. The building features multiple levels, a balcony on the upper floor, and a spacious grassy area in the foreground, framed by the surrounding trees.

Villa in Hunter

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

The exterior of the spacious home is viewed from the lawn, showcasing a large stone chimney at the center. Two levels of balconies and decks are visible, bordered by lush greenery, creating a welcoming outdoor space. The structure features wooden siding and multiple entrances.

Villa in Taghkanic

5 out of 5 average rating, 3 reviews

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

A spacious hot tub sits on a wooden deck, surrounded by snow-covered trees and greenery. Steam rises gently from the water, creating a serene atmosphere on a winter day.

Villa in Hensonville

4.93 out of 5 average rating, 67 reviews

Windham Art House with private hot tub, Bar, games

Villa in Woodstock

4.84 out of 5 average rating, 81 reviews

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

4.98 out of 5 average rating, 55 reviews

An aerial view captures a majestic Victorian manor surrounded by lush greenery. The spacious outdoor area features a seasonal infinity pool, manicured gardens, and comfortable seating arrangements, providing a serene setting. The property is enclosed for privacy, enhancing its tranquil atmosphere.

Villa in Athens

Hudson River Estate with salt.water infinity pool

An outdoor heated pool surrounded by a brick patio is framed by a wooden fence and lush greenery. Two lounge chairs are positioned nearby under a large umbrella, providing a relaxing space for sunbathing. The serene setting invites enjoyment of the fresh air.

Villa in Hopewell Junction

4.78 out of 5 average rating, 41 reviews

Hudson Valley Haven in Hopewell

Villa in Livingston Manor

A modern black cottage is set against a backdrop of vibrant fall foliage. The home features multiple levels with an array of windows, allowing for natural light and views of the surrounding landscape. Lush green grass and garden areas frame the entrance.

5 out of 5 average rating, 40 reviews

Welcome to Shangri-Lew! An idyllic mountain escape

Cabin rentals with a hot tub

4.95 out of 5 average rating, 396 reviews

A hot tub is positioned under softly glowing string lights along a snowy bank, inviting relaxation. Surrounding the tub are wooden chairs and a table, with the cascading brook flowing nearby. Snow-covered trees frame the serene winter scene.

Cabin in Wurtsboro

The Water House - Winter Spa on a Cascading Brook

4.92 out of 5 average rating, 127 reviews

A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.

Cabin in Arkville

Mountain View Hideaway

4.87 out of 5 average rating, 301 reviews

The image showcases a hot tub set against a backdrop of rolling green hills and a clear blue sky. The still water reflects the surrounding landscape, accentuating the tranquil and scenic atmosphere. Lush trees frame the view, enhancing the sense of privacy and natural beauty.

Cabin in Delhi

Catskills Barn Apt with MTN views on 34 acres

4.91 out of 5 average rating, 264 reviews

The A-frame cabin is set against a backdrop of lush greenery, featuring a spacious deck and an outdoor seating area. A circular arrangement of black chairs with a fire pit in the center is surrounded by gravel, inviting relaxation and gathering.

Cabin in Ellenville

Modern A-Frame Cabin Hot-Tub | Games Room | Firept

4.98 out of 5 average rating, 446 reviews

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

4.99 out of 5 average rating, 189 reviews

A modern cabin in a snowy landscape is framed by tall trees blanketed in white. The building features large glass doors on the front, and a cheerful snowman stands to the side, adding a playful touch to the winter scene.

Cabin in Ellenville

Catskills Cabin, Hot Tub, Wood Stove, King Bed

4.97 out of 5 average rating, 426 reviews

A cozy living area is displayed with warm wooden walls and a plush sofa adorned with vibrant pillows. A small green side table complements the space. A wood stove is positioned nearby, with a window allowing natural light to illuminate the area.

Cabin in Bovina Center

Delightful Cabin with Extras