Vacation rentals with a hot tub in Town of Philipstown

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Top-rated hot tub rentals in Town of Philipstown

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Guest favorite

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

4.95 out of 5 average rating, 340 reviews

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. From here, you can get to Manhattan in an hour and 10 minutes. Occasionally our two small hypoallergenic dogs are with us in the house — one toy poodle and one shih tzu. If you'd like to bring your dog(s), this is a pet friendly home! Our dogs will not stay here when you visit, of course.

Guest favorite

A spacious backyard is highlighted by a shimmering in-ground pool surrounded by lounge chairs and cabana umbrellas. Lush greenery frames the area, creating a tranquil atmosphere. A slide is visible in the pool, and a vibrant blue sky with clouds adds to the inviting scene.

Home in Beacon

4.91 out of 5 average rating, 149 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Welcome to Hudson Valley Hideaway, a stylish family friendly home tucked away in the corner of Beacon, off the shores of the Hudson. 4 Bedrooms, 2 bath, pool+hot tub home, stocked kitchen, dining room, chic living room w/ 85"TV, 1 King, 2 Queens, 1 Twin XL, with fast internet (1gb), dedicated workspace & A/C. Amenities galore, outdoor space w/grill, firepit and fenced pool w/ slide & diving board. Experience a little slice of Beacon in this cozy home with modern city comforts,1.5 miles from DT

Top guest favorite

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

4.91 out of 5 average rating, 246 reviews

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.

Guest favorite

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

4.95 out of 5 average rating, 402 reviews

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.

Guest favorite

Two wooden Adirondack chairs are positioned on a grassy area, facing a serene landscape dotted with trees displaying autumn foliage. A small side table is set between the chairs, providing a space for refreshments. A shed is visible in the background among the greenery.

Apartment in Newburgh

4.94 out of 5 average rating, 261 reviews

Countryside Couples Suite

Need a place away from the hustle and bustle? Well you’ve found the place! This is a retired honey-bee farm. The guest space is a 1 -bedroom apartment with its own patio where you can enjoy sunset-views from your patio and even from your very own outdoor, covered hot tub! Curl up and read a book on the rocking chairs, hammocks or make s’mores at the communal firepit. You even have your own charcoal grill to use. Need a place to do office work? You can use my WiFi!All people welcome✌🏽

Superhost

A bright bedroom features two spacious beds covered with white linens and soft blankets. Large windows and skylights fill the room with natural light, showcasing views of greenery outside. Blue curtains frame the windows, and a wicker basket with towels is positioned on a side table.

Home in Monroe

4.85 out of 5 average rating, 181 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

Guest favorite

A charming red barn-style house is framed by a vibrant field of wildflowers. Various hues of blue, red, and white blossoms create a colorful foreground, while lush greenery surrounds the property, contributing to a serene natural setting.

Barn in Katonah

4.97 out of 5 average rating, 132 reviews

The Magic Red Barn with Heated Salt Pool

Experience country magic one hour from NYC! Our heated saltwater pool offers a perfect retreat. Enjoy nearby farmers' markets, Muscoot Farm, and scenic orchards. Stay in a renovated 1,000 sq ft luxury loft on the second floor of a private barn that includes: 1 king , 2 queen , and 1 toddler beds, a full kitchen (half-size fridge, mini freezer), microwave, and full-size oven. Ideal for guests who need to « escape ». Enjoy privacy—no other guests. Good Wi-Fi and full-house generator.

Top guest favorite

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

4.97 out of 5 average rating, 414 reviews

River & Mtn Views - Jacuzzi - near Metro North

Panoramic Hudson River and 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.

Top guest favorite

A hot tub is positioned on a wooden deck, surrounded by lush greenery and trees. It offers expansive views of the natural landscape, with gentle hills visible in the distance under a soft, overcast sky.

Apartment in New Paltz

4.97 out of 5 average rating, 577 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Spacious studio apartment including full separate kitchen, with views of wetland, woods, and Mohonk Mountain. Situated within our home, this studio offers you and yours a private entrance, stone patio, and a luxurious spa experience with infrared sauna and hot tub under the stars. One-mile stroll to New Paltz Village on country road or on Wallkill Valley Rail Trail. Kitchen stocked with essentials. Air conditioned. Sleeps three in super comfy beds— one queen and one twin.

Superhost

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

4.82 out of 5 average rating, 264 reviews

Cozy chic Beacon retreat near Main St w hot tub

Your Beacon oasis awaits: a stylish 3,300 sqft home with 3 bedrooms, 2.5 baths, and a private backyard oasis. 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 modern design, comfort, and convenience — ideal for couples, families, and business travelers.

Top guest favorite

A yellow sign is displayed among green foliage, featuring a goat and two ducks illustrated on it. The bold text indicates 'SLOW FREE RANGE DUCKS & GOATS at PLAY,' emphasizing the friendly atmosphere surrounding the property.

Farm stay in Ancram

4.97 out of 5 average rating, 353 reviews

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Top guest favorite

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

4.96 out of 5 average rating, 818 reviews

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