Holiday rentals with a hot tub in Woodstock

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!

Hot tubOutdoor spacesAir conditioning

An aerial view captures the red dairy barn, featuring a colorful roof with decorative elements. Surrounding greenery and open fields create a serene backdrop, while a winding path leads to the barn entrance, inviting exploration of the surrounding landscape.

4.99 out of 5 average rating, 278 reviews

The Woodstock Barn House - Sauna, Gym, Jacuzzi

19th Cent Hand-Hewn Dairy Barn. LOVE BIG GROUPS - if your #s exceed 10 we can accommodate. Pet Friendly Inquire for summer dates! IG: @woodstockbarnhouse 2 guest 1 night stays inquire for clean discount Travel & Leisure "Gorgeous Old Catskill Barn" House Beautiful "Best Upstate New York Weekend Destinations " Pool about May to midOct Hot Tub - all year Gym Sauna Fire Pit Projector Tv Pizza Ovens Cabana Kitchen 2 miles from center of town. *No checkin avail Tgiving, Xmas Day, Easter Sunday

Outdoor spacesHot tubLong stay

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.

4.88 out of 5 average rating, 153 reviews

Gorgeous Villa Mntn Views • POOL • hot tub •grill!

POOL NOW OPEN!! 5/8/26 Our beautiful Villa has amazing mountain views, a clean, modern design & is the perfect getaway to socialize & relax. It is ideally located for hiking & has a gorgeous, private heated salt water pool (mid May- mid Oct) & a wonderful hot tub which is open year round! It is on a pvte, quiet road 5 mins to town. In addition to the 3-bed, 2-bath main house there is a spacious studio cottage with full bathroom, heat/AC that can be used as WFH pvte office w/ high speed internet.

BathroomHot tubBack garden

A light-filled living area features an open concept with a spacious gray sofa adorned with decorative pillows and an orange accent couch. A wooden coffee table occupies the center, while a kitchen with modern appliances is visible in the background. Green plants and framed artwork enhance the inviting space.

4.97 out of 5 average rating, 118 reviews

Stunning Light-filled Home w/HOT TUB walk to town

Standby for photos of our premium upgrades. Spotless home in walking distance to town. Featured in Hudson Valley Style magazine Road Affair's "15 Best Airbnbs in Woodstock" pick 2024. Explore Woodstock & nearby mountains from light-filled 1700 sq ft 1-BR home. Enjoy changing seasons from private patio w/hotub, dining, fire pit & grill 365 days a year. 1st floor fully equipped kitchen, 65" tv, dining room table & desk. 2nd floor bedroom is 800 sq ft & full bathroom & desk 2 dogs w/no fee

BathroomOutdoor spacesCheck-in

4.91 out of 5 average rating, 106 reviews

Catskills Retro Retreat- Upstate Home w/ Hot Tub

Situated halfway between Saugerties & Woodstock, this inviting 3 bed/ 2 bath mid-century ranch offers the perfect blend of retro aesthetics & modern comfort. With its hot tub, firepit, & serene surroundings, this retreat sets the stage for unforgettable moments w/ family & friends. Minutes from all the central Hudson Valley has to offer– HITS horse shows, farm markets, stargazing, skiing, hiking, antiquing, art galleries, historical landmarks, eating/ drinking, breweries/ wineries, live music.

Hot tubBathroomQuiet

4.93 out of 5 average rating, 125 reviews

A spacious hot tub is situated on a wooden deck, surrounded by trees displaying autumn colors. Three refreshing drinks with lime slices are placed on a wooden stump in the foreground. Mountain views are visible in the background.

Chalet in Willow

Gorgeous Mountain Views, 4 Acre Retreat, Hot Tub

Nestled on 4 acres in the Catskill Forest, the Cranberry House has incredible views with private access to Beaver Kill stream. This unique wooden chalet has a fireplace (wood incl.), 4 bedrooms, 2 bathrooms, beamed & vaulted ceiling, and incredible entertaining spaces with 4K TVs and games. Outdoors there is a fire pit, BBQ, large deck, bluestone patio. Views out every door! A 6 person Hot Tub Spa is magical in winter and summer! We've put heart and soul into our home and hope you enjoy it.

BathroomOutdoor spacesCheck-in

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"

Outdoor spacesHot tubLong stay

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.

4.99 out of 5 average rating, 156 reviews

Hudson Valley Evergreen Treehouse

Welcome to our new Scandinavian designed 5 bedroom, 3 bath treehouse in the Hudson Valley. Experience a relaxing nature setting w/mountain view, 6 min. drive to downtown Woodstock, launchpad to Hunter, Belleayre, nearby wineries & hiking trails. The house offers a private setting, borders a nature preserve, & features a chef's kitchen, living room w/fireplace, cathedral ceilings, wrap around deck, screened in porch, new jacuzzi spa, large movie room, pool table, ping pong table, & more.

Outdoor spacesBathroomNearby

4.9 out of 5 average rating, 172 reviews

Home in West Hurley

Breathtaking Catskill Retreat Lake Views Hot Tub

Location is everything! Just a couple of miles from Woodstock village on a quiet dead-end road. Ashokan Reservoir views are spectacular on this road. It is pet-friendly, but additional cleaning fees are charged. This beautiful contemporary/rustic makes the perfect serene retreat. The home was recently fully renovated with attention to detail and a unique flare. Nestled in the trees, in the summer,. The inside is stunning: bright and airy with huge windows letting in light. So Special!

Hot tubBathroomParking

The exterior of a timber frame home is showcased, featuring a combination of large windows and wooden siding. A spacious stone patio is visible in front, furnished with chairs and seating areas. Surrounding pine trees and clear blue skies enhance the tranquil setting.

4.95 out of 5 average rating, 257 reviews

Barn Home - Solar! - Music Studio, Views & Hot Tub

New timber frame home features net-zero solar power, 3 bedroom, 3 bath plus separate 1 bedroom/bath guest cottage/music studio. Soaring great room with Steinway grand piano and massive stone fireplace evokes a bygone era. Reclaimed wood and rich furnishings create a warm palate of colors and textures. Country modern chef's kitchen. Stone deck with hot tub and firepit, all with mountain views. Additional 4-season porch features wood stove, wet bar and TV. Total privacy on 18 acres.

Hot tubBathroomLocation

4.97 out of 5 average rating, 172 reviews

Fall Escape | EV | Hot Tub

The Maverick — A Mid-Century Escape Escape to The Maverick, a beautifully restored 1964 Mid-Century Modern retreat just 5 minutes from downtown Woodstock. Featured in Atomic Ranch and Country Home, this secluded design-forward hideaway blends iconic furnishings, soaring skylights, nature, and indoor-outdoor living. Relax on the expansive decks, explore nearby trails, or unwind in the new 7-person luxury spa hot tub beneath the stars. Come for the design, stay for the experience.

Outdoor spacesHot tubAmenities

4.98 out of 5 average rating, 236 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.)

BathroomOutdoor spacesHospitality

Popular amenities for rentals with a hot tub in Woodstock

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.99 out of 5 average rating, 155 reviews

Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

BathroomHot tubHospitality

4.95 out of 5 average rating, 105 reviews

A fire pit is surrounded by four wooden Adirondack chairs on a gravel circle, positioned near a serene waterfront. Lush green trees frame the scene, providing a natural backdrop to this inviting outdoor gathering space.

Home in Lake Katrine

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit

BathroomHot tubLocation

An aerial view captures The Evergreen retreat set on three acres, showcasing a spacious yard surrounded by trees. A heated pool is visible beside a patio area with a dining table, while a fire pit is centrally located, enhancing the outdoor experience.

4.98 out of 5 average rating, 128 reviews

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

Outdoor spacesBathroomNearby

An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.

5.0 out of 5 average rating, 172 reviews

Upstate Modern Scandinavian Barn in the Catskills

Outdoor spacesBathroomCheck-in

Superhost

Home in High Falls

4.93 out of 5 average rating, 162 reviews

Mossybrook Hideout: Private Creek Oasis w Hot Tub

BathroomOutdoor spacesGetting around

A refreshing swimming pool is surrounded by a wooden deck adorned with colorful flower pots. Comfortable lounge chairs offer a place to relax under a blue umbrella while a table invites outdoor dining. Lush greenery envelops the area, providing a private and serene setting.

4.9 out of 5 average rating, 212 reviews

HOT TUB on Secluded 7acres, Heated Pool, Stream !

Hot tubOutdoor spacesLocation

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

Outdoor spacesBathroomSleep quality

A spacious outdoor dining area features a long wooden table set with plates, wine glasses, and food, surrounded by nature. In the background, a wooden cottage is visible, framed by trees. A cozy fire pit with Adirondack chairs adds to the inviting atmosphere.

4.9 out of 5 average rating, 482 reviews

Hot Tub, Fire Pit, Fully-Fenced Yard, Pellet Stove

Outdoor spacesBathroomGetting around

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 spacesBathroomSleep quality

Villa in Town of Shandaken

4.99 out of 5 average rating, 71 reviews

Deerfoot Inn - Creekside Compound with Hot Tub & S

BathroomOutdoor spacesCondition

4.93 out of 5 average rating, 58 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

Hot tubBathroomKitchen

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

BathroomOutdoor spacesGrill

An outdoor swimming pool reflects the colors of a sunset sky, framed by lush greenery and mature trees. The house, featuring a mix of wood and cedar siding, offers multiple seating options on the patio, inviting relaxation and connection with nature.

Villa in Hensonville

4.88 out of 5 average rating, 74 reviews

Private Pool Open! Hot Tub +Bar Windham Art Escape

BathroomOutdoor spacesHeating

Villa in Rock Hill

4.71 out of 5 average rating, 21 reviews

Spacious 8BR Catskills Cabin w/ Game Room & Deck

BathroomHot tubLocation

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 Town of Taghkanic

5.0 out of 5 average rating, 3 reviews

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

Hot tubFamilyIndoor spaces

Cabin rentals with a hot tub

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!

Outdoor spacesHot tubCheck-in

4.97 out of 5 average rating, 189 reviews

The exterior of a modern cabin is showcased, featuring dark wood siding and large windows that invite natural light. A pair of black rocking chairs sits on the deck, complemented by a small metal table and logs stacked nearby. Lush green grass and scattered yellow wildflowers enhance the outdoor setting.

Cabin in Saugerties

Modern Cabin in the Woods with Hot Tub

Outdoor spacesHot tubHospitality

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, 249 reviews

Catskills Retreat | Heated Pool & Hot Tub

Hot tubBathroomCleanliness

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!

Hot tubBathroomAmenities

4.98 out of 5 average rating, 475 reviews

A hot tub is positioned on the deck, offering views of the surrounding mountains. The cabin's large windows reflect the greenery outside, enhancing the natural setting. Soft lighting from string lights can be seen overhead, contributing to the serene atmosphere.

Cabin in Kerhonkson

Zink Cabin, Mountain Views and Hot Tub

Hot tubOutdoor spacesNearby

5.0 out of 5 average rating, 105 reviews

A dining table is set on a spacious back deck, surrounded by comfortable chairs. The backdrop features vibrant trees and a serene lake, with mountains visible in the distance under a clear blue sky. Natural light enhances the inviting outdoor space.

Cabin in Palenville

Catskills Lake House! Hot Tub, Fire Pit, Game Rm

BathroomHot tubLayout

Superhost

Cabin in Saugerties

4.83 out of 5 average rating, 362 reviews

Container Cabin in the Catskills (Field)

Outdoor spacesHot tubLocation