Holiday rentals with a hot tub in Philipstown

Find and book unique rentals with a hot tub on Airbnb

Top-rated rentals with a hot tub in Philipstown

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Guest favourite

Home in Beacon

4.83 out of 5 average rating, 216 reviews

Relaxing Chic Home off Main St with Hot Tub & Chef's Kitchen

Gorgeous 3,300 Sqft home. Modern design, comfortable, relaxing w/ a YEAR-ROUND OPERATIONAL HOT TUB in the private yard. Catch up on a favorite Netflix series on the 65" HDTV in the expansive open-concept living room. Our home also features exposed brick and beams. Each bed has a 14" memory foam mattress, guaranteeing a comfy night's rest. — Fast, strong Wi-Fi! — Hot Tub! — Private, beautiful, enclosed backyard — Desks can be provided — Available for longer stays — Pet Friendly — Short walk to the Roundhouse, a popular hotel, restaurant, and wedding venue & the Hudson Valley Brewery Great for couples, kids & families or a longer business stay! Our warm, design forward, modern home boasts three bedrooms (two kings and a queen), two full baths, and a powder room & sleeps 6 adults comfortably. Relax after a day of hiking or of touring Dia Beacon in the awesome backyard with a gas grill. - 65" hdtv w/ Netflix - Coffee pot w/ coffee - Downstairs laundry is convenient if you need it. - Quiet tree lined street, w/ a killer view of Mt Beacon. - Just a short walk to all the action on Main St - No car needed!!! The bed/bath layout is as follows: - Upstairs: three bedrooms (two with king beds, one with a queen bed) and two full bathrooms - Downstairs: kitchen, living room, mud room, half bath You have access to the entire house, including the front porch and the backyard You will have plenty of privacy in our Beacon oasis, but we are available by text if need be. One block away from the Round House, this home is also only a short walk to Main Street with its many restaurants, cafes, and shops. It's also close to Mount Beacon hiking trails and the Hudson Valley Brewery. West Point is a short drive away. Parking in drive way and on street. Walk to Roundhouse and Main Street. Free Jitney around town on weekends. Layout is: Downstairs - Laundry room, powder room, large chef's kitchen, open concept living and dining room, front porch. Upstairs - bathroom with rain shower head and tub, king master with en suite rain shower, second king bedroom, third queen bedroom. AC, ceiling fans, and radiators in all rooms. Backyard - table, couch and chairs, gas grill.

2–9 Dec

$785 SGD per night

Guest favourite

Home in Cold Spring

4.95 out of 5 average rating, 281 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.

19–26 Jan

$642 SGD per night

Guest favourite

Flat in Philipstown

4.88 out of 5 average rating, 188 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.

9–16 Sep

$186 SGD per night

Guest favourite

Chalet in Cold Spring

4.89 out of 5 average rating, 370 reviews

Mountain View Retreat

$175 cleaning fee - couples only (1 bed), adjusted after booking if you ask for it. 15 Minutes from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell service), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

6–13 Mar

$957 SGD per night

Guest favourite

Flat in Newburgh

4.96 out of 5 average rating, 215 reviews

Sweet Victory Suite

Need a romantic place away from the hustle and bustle? Well you’ve found the place! My listing is a cozy 1 bedroom Apartment with its own patio where you can sit and enjoy sunset-views from your own private Hot-Tub! Curl up and read a book on the hammocks or make s’mores at the firepit. Need a place to do office work? You can use my WiFi! You can stay here and not have to worry about germs because your apartment will be cleaned and sanitized. All races, religions, gender identities welcome.

30 Jun – 7 Jul

$270 SGD per night

Guest favourite

Cabin in Wurtsboro

4.98 out of 5 average rating, 205 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

12–19 Jan

$412 SGD per night

Guest favourite

Home in Beacon

4.96 out of 5 average rating, 310 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 go down 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.

10–17 Sep

$537 SGD per night

Guest favourite

Guest house in Beacon

4.94 out of 5 average rating, 367 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, gourmet kitchen appliances, & 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.

29 Jun – 6 Jul

$789 SGD per night

Guest favourite

Flat in Suffern

4.95 out of 5 average rating, 105 reviews

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

11–18 Jul

$224 SGD per night

Guest favourite

Treehouse in Willow

4.96 out of 5 average rating, 709 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

31 Mar – 7 Apr

$609 SGD per night

Guest favourite

Farm stay in Ancram

4.95 out of 5 average rating, 264 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.

24–31 Aug

$245 SGD per night

Guest favourite

Cabin in New Fairfield

4.98 out of 5 average rating, 258 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars. Find us on IG @thelittlecabins

17–24 Nov

$528 SGD per night