Vacation rentals with a hot tub in Olive

4.99 out of 5 average rating, 158 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!

BathroomHot tubView

4.99 out of 5 average rating, 107 reviews

A contemporary house is displayed, featuring a sleek exterior of wood and metal. Expansive windows offer a view of the surrounding trees. A spacious deck extends from the structure, providing a seamless transition to the outdoor environment.

Home in Accord

Accord River House

Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

BathroomOutdoor spacesSleep quality

4.84 out of 5 average rating, 148 reviews

A cozy living area features a plush gray sectional sofa and a natural wood ceiling with exposed beams. A modern wood-burning stove adds warmth. Large windows allow natural light to fill the space, complemented by a stylish coffee table and indoor greenery.

Home in Accord

Architectural Private Gem w/ Views + Hot Tub

This magical home in the Catskills mountains seamlessly blends the styles of a timeless mountain cabin with a modern industrial loft to create a uniquely jaw-dropping space. Nestled in the woods with mountain views, you’ll have all the space and quiet you’ve been craving. Boasting an entire glass wall of windows in the living room, the space is flooded with nature’s light. A cup of coffee in front of this view is a Zen experience. A distinctive wood-burning fireplace provides warmth & ambiance.

Outdoor spacesHot tubHospitality

4.96 out of 5 average rating, 134 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

This is an incredible house for groups, spacious, flooded with light, andd spectacular views from almost every room. The main level is a massive open living room/ chef's kitchen/ dining/ fireplace on one level and a sweeping sunny deck. The home features 3 main bedrooms with ensuites, plus 2 other big bedrooms, a total of 5 bathrooms, and a yoga room with views. The perfect, central Catskill location gives you access to restaurants, farm stands, hiking, skiing, Phoenicia, Woodstock, and more!

BathroomOutdoor spacesFamily

4.93 out of 5 average rating, 276 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: Big Cozy Cabin with Wow View

Welcome to Mt Wonder. With a wood burning hot tub, this quiet cabin perches on 18 acres with creek access, a vast forest & the greatest view in the county. 10 min to Woodstock. Seeking a vacation w friends or a romantic sojourn? Enjoy this rustic 2br 1ba cabin, cozy & spacious - a unique magical feel. Mega amenities incl the tub, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin's cabin called "Wonders Never Cease"

Hot tubOutdoor spacesGetting around

4.94 out of 5 average rating, 183 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.

Hot tubBathroomLayout

4.96 out of 5 average rating, 231 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

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!

BathroomOutdoor spacesLayout

4.96 out of 5 average rating, 284 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 in 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.

BathroomOutdoor spacesAmenities

4.96 out of 5 average rating, 874 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

BathroomHot tubCondition

4.98 out of 5 average rating, 471 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!

Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

Hot tubBathroomCleanliness

4.94 out of 5 average rating, 153 reviews

The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.

Cottage in Chichester

Stream Come True | Hot Tub, Ski, Hike, Relax

Welcome to Flowing Water, a peaceful streamside cottage in the heart of the Catskills where the sound of rushing water and rustling trees melts stress away. Just minutes from Phoenicia and a short drive to Woodstock, Hunter, and Belleayre, it’s the perfect retreat for skiing, hiking, stargazing, or simply relaxing. Enjoy a hot tub or the firepit under the stars, a wood stove, streamside deck, and peaceful vibes year-round.

Hot tubBathroomAccess

4.98 out of 5 average rating, 122 reviews

Home in Shokan

Historic Catskills farmhouse with sweeping views

Welcome to Juniper Grove - your country home in the Catskills. This 4 bed 2 full/2 half bath farmhouse has stunning views of the Ashokan Reservoir to enjoy from the classic farmhouse front porch. Relax under the stars in the new hot tub on the back stone patio. Sitting on 40 private acres, you are held by Mother Nature at every turn. Inside find all the modern conveniences & comforts to support your stay.

Hot tubBathroomLocation

Popular amenities for Olive hot tub rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.88 out of 5 average rating, 220 reviews

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

Hot tubOutdoor spacesPets

4.97 out of 5 average rating, 261 reviews

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

Modern Woodland Getaway with Hot Tub and Fire Pit

Outdoor spacesHot tubCheck-in

4.97 out of 5 average rating, 117 reviews

Home in Kerhonkson

Luxe modern A Frame, Hot tub and new heated pool

BathroomOutdoor spacesHiking

4.93 out of 5 average rating, 162 reviews

Home in High Falls

Mossybrook Hideout: Private Creek Oasis w Hot Tub

BathroomOutdoor spacesCheck-in

4.92 out of 5 average rating, 396 reviews

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

Home in New Paltz

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Outdoor spacesBathroomCheck-in

4.99 out of 5 average rating, 169 reviews

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

Valley View Chalet: AC, Hot Tub, Firepit, Games

Outdoor spacesBathroomAccuracy

4.81 out of 5 average rating, 136 reviews

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

Entire Home, Private Indoor Pool

BathroomOutdoor spacesPool

4.98 out of 5 average rating, 101 reviews

A spacious game room is displayed with a large pool table and a green sectional sofa. Soft, round bean bags provide additional seating. Large garage doors open to a scenic view featuring blooming trees and a well-maintained outdoor space.

Home in Kerhonkson

Grateful Woods Farmhouse w/ Hot Tub & Firepit

BathroomHot tubLocation

Villa rentals with a hot tub

4.95 out of 5 average rating, 104 reviews

A game room features a pool table, shuffleboard table, and comfortable seating. Large windows allow natural light to fill the space, highlighting rich wood accents and green walls. Access to the outdoor area is provided through glass doors, complementing the recreational atmosphere.

Villa in Cornwallville

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Outdoor spacesHot tubAccess

Villa in Town of Shandaken

4.99 out of 5 average rating, 71 reviews

Deerfoot Inn - Creekside Compound with Hot Tub & S

Hot tubOutdoor spacesPets

5.0 out of 5 average rating, 25 reviews

A large historic home is visible in the background, featuring multiple stories and a wraparound porch. Lush green trees frame the property, and a serene swimming pool reflects the clear blue sky. Comfortable lounge chairs are positioned on the poolside for relaxation.

Villa in Goshen

Goshen Retreat w/ Hot Tub & Pool near Legoland

Outdoor spacesHot tubCheck-in

4.93 out of 5 average rating, 57 reviews

An outdoor area features a fire pit surrounded by multiple Adirondack chairs. The wooden deck, equipped with a dining table and chairs, is visible alongside a jacuzzi. Lush pine trees enhance the natural setting, creating a tranquil gathering space.

Villa in Prattsville

5BR/3BA Epic Mountain Estate: Fire Pit & Jacuzzi

Outdoor spacesBathroomAmenities

4.69 out of 5 average rating, 71 reviews

A large red country villa is showcased alongside a well-maintained lawn, framed by trees. Large windows allow natural light to flow into the house. A stone path leads from the driveway to the entrance, which features a welcoming covered porch.

Villa in Monticello

Catskills Sunset Mntn Estate, Hotub, Pond, 21+ppl

BathroomOutdoor spacesBackyard

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

4.83 out of 5 average rating, 119 reviews

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

Hot tubOutdoor spacesAccuracy

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.

5.0 out of 5 average rating, 42 reviews

Welcome to Shangri-Lew! An idyllic mountain escape

BathroomHot tubFamily

Villa in Rock Hill

4.7 out of 5 average rating, 20 reviews

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Hot tubBathroomIndoor spaces

Cabin rentals with a hot tub

4.97 out of 5 average rating, 399 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

Hot tubOutdoor spacesQuiet

Cabin in Town of Shandaken

A seasonal saltwater pool is surrounded by a wooden deck and lounge chairs, offering a scenic view of the lush hillside. An umbrella provides shade, and a basketball hoop is positioned at one end of the pool, enhancing outdoor leisure options.

4.95 out of 5 average rating, 247 reviews

Catskills Retreat | Heated Pool & Hot Tub

BathroomOutdoor spacesGetting around

4.98 out of 5 average rating, 178 reviews

A serene view of the cabin set amidst lush greenery, with a calm stream flowing nearby. The deck is visible, and seating areas are arranged on the manicured lawn. Surrounding trees offer a sense of seclusion, enhancing the natural ambiance of the location.

Cabin in Hardenburgh

Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax

BathroomHot tubAmenities

4.89 out of 5 average rating, 300 reviews

Cabin in Ellenville

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

Outdoor spacesHot tubShared spaces

4.85 out of 5 average rating, 110 reviews

Cabin in Grahamsville

Catskills Luxury Chalet - Mountains |Sauna|Hot Tub

Hot tubOutdoor spacesKitchen

4.93 out of 5 average rating, 151 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

BathroomOutdoor spacesAccuracy

4.95 out of 5 average rating, 234 reviews

An aerial view captures the vibrant autumn foliage of the Catskill Mountains. Trees display a mix of green, orange, and yellow hues, with rolling hills in the background. The cabin is nestled among the colorful landscape, surrounded by a mix of deciduous trees.

Cabin in Lanesville

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

BathroomHot tubIndoor spaces