Holiday rentals with a hot tub in Woodstock

4.99 out of 5 average rating, 159 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 spacesSkiing

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, 279 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

Hot tubOutdoor spacesPets

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

Hot tubOutdoor spacesPets

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 tubBathroomLocation

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.

Outdoor spacesBathroomCheckout

4.93 out of 5 average rating, 277 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 spacesBathroomDecor

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 spacesBathroomDecor

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, 258 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 tubBathroomFamily

4.97 out of 5 average rating, 174 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.

Hot tubOutdoor spacesKitchen

4.99 out of 5 average rating, 156 reviews

Home in East Jewett

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

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

BathroomOutdoor spacesAccess

4.98 out of 5 average rating, 239 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.)

Hot tubBathroomDecor

4.86 out of 5 average rating, 269 reviews

Magical 6-Bedroom Woodstock Getaway

Incredibly fun, magical house great for families & friend groups looking to get away from it all. Recently featured in Architectural Digest. Large & private on 26 acres only 5 minutes from the town of Woodstock. Large living space to hang out & cook leisurely meals eaten around the enormous dining room table. Cedar hot tub on a large wrap around porch. Quirky architectural details makes this house a very unique stay. Short Term Rental Permit: 23N-284

Hot tubBathroomValue

Popular amenities for Woodstock hot tub accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

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

Hot tubOutdoor spacesValue

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, 129 reviews

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

Hot tubOutdoor spacesPool

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 spacesHot tubQuiet

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, 484 reviews

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

Outdoor spacesHot tubBackyard

Superhost

Home in West Hurley

Breathtaking Catskill Retreat Lake Views Hot Tub

BathroomOutdoor spacesValue

4.9 out of 5 average rating, 172 reviews

Superhost

A serene view of expansive mountains is captured under a clear blue sky, complemented by lush greenery in the foreground. A variety of trees and a rural landscape with a distant red barn can be seen, creating a peaceful natural setting.

4.9 out of 5 average rating, 532 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Hot tubBathroomCondition

4.95 out of 5 average rating, 108 reviews

A spacious hot tub sits by the tranquil waterfront, with serene views of the creek and surrounding trees. Adirondack chairs are positioned nearby, inviting relaxation under clear blue skies.

Home in Lake Katrine

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit

BathroomOutdoor spacesLayout

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, 154 reviews

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

BathroomHot tubSkiing

Villa rentals with a hot tub

4.95 out of 5 average rating, 106 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

Hot tubOutdoor spacesHospitality

Villa in Town of Shandaken

Deerfoot Inn - Creekside Compound with Hot Tub & S

Hot tubBathroomBarbecue

4.99 out of 5 average rating, 71 reviews

4.98 out of 5 average rating, 61 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

Outdoor spacesHot tubNearby

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

Outdoor spacesBathroomIndoor spaces

4.83 out of 5 average rating, 119 reviews

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

Private Pool Open! Hot Tub +Bar Windham Art Escape

BathroomOutdoor spacesWi-Fi

4.88 out of 5 average rating, 74 reviews

Cabin rentals with a hot tub

4.97 out of 5 average rating, 190 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

BathroomHot tubPets

4.98 out of 5 average rating, 473 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!

BathroomHot tubParking

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

Hot tubBathroomBackyard

Cabin in Town of Shandaken

Catskills Retreat | Heated Pool & Hot Tub

BathroomOutdoor spacesGetting around

4.95 out of 5 average rating, 250 reviews

4.95 out of 5 average rating, 238 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!

Outdoor spacesBathroomHiking

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

Outdoor spacesBathroomCheck-in

4.94 out of 5 average rating, 185 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!

Outdoor spacesHot tubCheckout