Holiday rentals with a hot tub in Philipstown

4.99 out of 5 average rating, 105 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 spacesTV

4.9 out of 5 average rating, 277 reviews

The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.

Apartment in Philipstown

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Hot tubOutdoor spacesWi-Fi

4.99 out of 5 average rating, 113 reviews

A contemporary two-story home is presented, featuring a combination of wood and gray siding. Stone steps lead to an inviting entrance, while surrounding greenery provides a natural backdrop. Large windows allow for ample natural light, enhancing the exterior's modern design.

Home in Highland Falls

Modern 3BD West Point USMA House w/ HotTub!

Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!

Hot tubOutdoor spacesComfort

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

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Hot tubBathroomIndoor spaces

5.0 out of 5 average rating, 112 reviews

A spacious deck features a traditional wood-burning hot tub, reflecting the surrounding trees and sky. Nearby, a dining set provides a place to enjoy meals outdoors, surrounded by the natural beauty and serenity of the cabin's setting.

Cabin in New Milford

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Hot tubBathroomCleanliness

4.97 out of 5 average rating, 112 reviews

The exterior of the house is surrounded by trees, with a welcoming front porch featuring chairs. A circular stone fire pit area is visible in the yard, complemented by a gravel surface and wooden adirondack chairs. The driveway is paved and leads to the garage.

Home in Highland Falls

West Point Mountain House

Welcome to West Point! Enjoy early check-in in and late check out at our beautiful mountainside house overlooking the village on its own private hill. Spacious and cozy, this home is great for large families or groups of friends coming to explore West Point, Bear Mountain, Storm King, or the Hudson Valley at large. Just 1 hour from NYC and minutes away from restaurants and local attractions. This 3500 Sq Ft home features fun for everyone in a private setting, but still close to all the fun!

Hot tubOutdoor spacesBackyard

5.0 out of 5 average rating, 105 reviews

Home in New Windsor

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!

Outdoor spacesHot tubDecor

4.95 out of 5 average rating, 420 reviews

The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.

Guesthouse in Beacon

Cozy Mountainside Suite - Minutes from Beacon

The Equestrian Suite at Lambs Hill is a private estate with panoramic views overlooking the Hudson River & downtown Beacon. This beautifully-designed luxury suite sits atop a barn home to Icelandic horses & miniature donkeys, & features an outdoor hot tub, red light therapy, gourmet kitchen, & wrap-around decks. 1 mile to Beacon's Main St, 2 miles to Metro North train station & DIA: Beacon. We can host a max of 2 guests & have some dangerous features for kids so guests should be adults only.

Hot tubOutdoor spacesParking

4.97 out of 5 average rating, 468 reviews

The open living space features a large wooden table at its center, surrounded by chairs. Floor-to-ceiling windows flood the area with natural light, offering views of the outdoors. Recessed lighting and plants accentuate the high ceilings and triangular architecture.

Home in Beacon

River & Mtn Views - Jacuzzi - near Metro North

Panoramic Hudson River & Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun set over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.

Outdoor spacesHot tubView

Apartment in Highland Falls

A two-story home is showcased with light-colored siding and vibrant red shutters. The entrance is marked by a white railing and steps leading to the front door. An American flag proudly stands on a flagpole in the front yard, bordered by a white picket fence.

4.97 out of 5 average rating, 125 reviews

Cozy West Point Hide Away and Cadet’s Get Away

Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

BathroomOutdoor spacesBiking

4.84 out of 5 average rating, 295 reviews

An open-concept living room features exposed brick walls and wooden beams. A sectional sofa and two modern chairs provide seating around a central coffee table. Bright light filters through sheer curtains on the windows, enhancing the cozy atmosphere.

Home in Beacon

Cozy chic Beacon retreat near Main St w hot tub

Your Beacon oasis awaits: a cozy 3,300 sqft home with 3 bedrooms, 2.5 baths, and a private backyard. Enjoy the year-round hot tub, gas grill, chef’s kitchen, and cozy living room with 65" HDTV and Netflix. Walk to cafés, shops, and galleries on Main Street, hike Mt. Beacon, or explore Dia Beacon. With fast Wi-Fi, laundry, and pet-friendly stays, our home blends design, comfort, and convenience — ideal for couples, families, and business travelers.

Outdoor spacesHot tubCheck-in

4.95 out of 5 average rating, 368 reviews

A sunlit seating area features light-colored, oversized chairs and a round coffee table. Large sliding glass doors open to a view of the forest, enhancing the connection to nature. A minimalistic pendant light hangs elegantly above, while a decorative plant adds a touch of greenery.

Home in Cold Spring

Hilltop Hideaway Forest Villa on 13 acres!

Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station.

Hot tubOutdoor spacesCondition

Popular amenities for Philipstown hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

4.93 out of 5 average rating, 108 reviews

A private hot tub sits on a cement pad, surrounded by greenery and trees. In the background, lounge chairs are arranged in a clearing, adding to the serene outdoor setting.

Home in Newburgh

Charming Getaway 16mi to West Point!

Outdoor spacesHot tubCondition

4.88 out of 5 average rating, 218 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

Outdoor spacesHot tubParks

4.92 out of 5 average rating, 119 reviews

Home in Bedford

Bedford Paradise Getaway | Hot Tub | Town Center

Outdoor spacesBathroomAccuracy

4.88 out of 5 average rating, 237 reviews

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

Scenic River View Escape | New Paltz

Outdoor spacesBathroomAir conditioning

4.87 out of 5 average rating, 150 reviews

A bright living room features high ceilings and large windows, providing natural light and views of the surrounding trees. Stylish designer furniture, including two armchairs and a dark sofa, complements a geometric artwork on the wall. A textured area rug enhances the space.

Home in Wallkill

Modern Upstate Gem Surrounded by Trees and Hot Tub

BathroomOutdoor spacesQuiet

5.0 out of 5 average rating, 169 reviews

Two wooden docks extend into the calm waters of Greenwood Lake, framed by lush trees and houses on the opposite shore. A partially cloudy sky with blue patches creates a serene atmosphere, complementing the peaceful lakefront setting.

Home in Greenwood Lake

Wake up to this view everyday! Relax & recharge!

Outdoor spacesHot tubHeating

4.97 out of 5 average rating, 215 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!

Outdoor spacesBathroomHospitality

4.91 out of 5 average rating, 303 reviews

The exterior of a stone cottage is presented, featuring a distinctive sloped roof with wooden shingles. Lush greenery surrounds the home, with vibrant flower beds flanking a stone pathway leading to the entrance. A mix of windows brightens the facade, enhancing the cottage's inviting appearance.

Home in Gardiner

Riverfront Stone Cottage Private/ hot tub/ boats

Outdoor spacesBathroomNearby

Villa rentals with a hot tub

4.97 out of 5 average rating, 108 reviews

A spacious two-story house features a covered porch with white railings, providing a welcoming outdoor area. Lush green grass surrounds the property, and the backdrop includes rolling hills and a clear sky with clouds, emphasizing the serene location near the water.

Villa in Greenwood Lake

Hillside villa with 9-mile lake views

BathroomOutdoor spacesSleep quality

4.95 out of 5 average rating, 110 reviews

The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.

Villa in Tuxedo Park

Tuxedo Hilltop Retreat with a Large Hot Tub

Outdoor spacesHot tubKitchen

4.81 out of 5 average rating, 31 reviews

A spacious living room features comfortable green sofas, accented with orange throw pillows. A stone fireplace stands elegantly with a mounted TV above it. Natural light pours in through multiple windows, creating a warm and inviting space that overlooks the surrounding greenery.

Villa in Stony Point

Group Retreat w. Backyard, Pool BBQ, Gym & More!

Hot tubOutdoor spacesBackyard

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

BathroomHot tubBiking

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 spacesCleanliness

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

Hot tubOutdoor spacesAmenities

Villa in Rock Hill

4.68 out of 5 average rating, 19 reviews

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Outdoor spacesHot tubCheckout

5.0 out of 5 average rating, 24 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

Hot tubOutdoor spacesBarbecue

Cabin rentals with a hot tub

4.97 out of 5 average rating, 125 reviews

Cabin in Cuddebackville

Riverfront Retreat | Hot Tub, Firepit & Pool Table

BathroomHot tubEV charging

4.98 out of 5 average rating, 109 reviews

A spacious living area features vaulted ceilings and large windows offering scenic views of the outdoors. Comfortable sofas are arranged around a textured rug and a coffee table. A stone fireplace adds warmth, while plants bring a touch of nature indoors.

Cabin in Holmes

Spa Cabin with 2 Suites & Hot Tub

Hot tubOutdoor spacesLayout

4.95 out of 5 average rating, 456 reviews

Cabin in Wurtsboro

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Hot tubBathroomValue

4.96 out of 5 average rating, 207 reviews

A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.

Cabin in Mountain Dale

Private lake cabin w/hot tub, views and fruit

Hot tubBathroomCheck-in

4.89 out of 5 average rating, 233 reviews

A spacious log cabin features a welcoming wraparound porch with wooden railings. The two-story structure boasts a combination of gabled roofs and large front windows, surrounded by lush green landscaping. A paved driveway leads up to the entrance, enhancing the environment's rustic charm.

Cabin in Pine Bush

NEW! Foley's Riverfront w/ Hot Tub-LEGO LAND CLOSE

BathroomOutdoor spacesPool

4.98 out of 5 average rating, 232 reviews

The modern cabin is set within a forested area, featuring a sloped roof and large windows. A private patio is furnished with a seating area and a hot tub is positioned nearby, surrounded by stone. The natural landscape enhances the serene setting.

Cabin in Ellenville

Catskills Cabin, Hot Tub, Wood Stove, King Bed

BathroomHot tubCheck-in

4.98 out of 5 average rating, 474 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 spacesDecor