Vacation rentals with a hot tub in Olive

Find and book unique hot tub rentals on Airbnb

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Popular amenities for Olive hot tub rentals

House rentals with a hot tub

Top guest favorite
Home in Roscoe
5 out of 5 average rating, 17 reviews

Hot Tub Hideaway, Roscoe, NY

MollyRating, 5 stars1 month ago
Ashley’s place was perfect! We were looking for a peaceful mountain getaway and it exceeded our expectations. The house is clean and beautiful, and it has everything you would need. Ashley was very responsive and left a great list of recommendations. I would definitely stay here again!!
Top guest favorite
Home in Margaretville
5 out of 5 average rating, 50 reviews

Apple Hill: Sweet cottage with hot tub and views

JesseRating, 5 stars2 weeks ago
Beautiful cozy cabin in the Catskills. Easy to hop around to all the different little hamlets, and a nice 20-minute drive to Belleayre.
Top guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 230 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

AudreyRating, 5 stars4 weeks ago
Michael and Enrique were excellent hosts, and left me and my girlfriends ice cream in the freezer to enjoy! They responded quickly when we had any questions. The view from the hottub looking out onto the woods is beautiful and the hottub was just what we needed to relax. A beautiful, cozy getaway, and so close to Rhinebeck!
Superhost
Home in Prattsville
5 out of 5 average rating, 7 reviews

Near Windham & Hunter 2 Bedroom w/Hot Tub

KaitlinRating, 5 stars14 months ago
This stay was amazing and we had a wonderful trip! The house was beautiful and very homey. Our host was very responsive and gave great directions for check in.
Top guest favorite
Home in Windham
4.99 out of 5 average rating, 106 reviews

“Spectacular Mountain Views with Tranquility”

DanielleRating, 5 stars1 month ago
Beautiful home! Very convenient to Windham mountain/town. We would definitely stay again
Top guest favorite
Home in Hunter
5 out of 5 average rating, 98 reviews

Tranquil Chalet with Mountain View’s

MaryRating, 5 stars2 weeks ago
This was an amazing spot for a group. Beautiful scenery, easy access to Hunter and Tannersville. The hot tub and fire pit were amazing. Would definitely recommend.
Guest favorite
Home in Elizaville
4.86 out of 5 average rating, 100 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

AndreaRating, 5 stars1 month ago
Beautiful and comfortable home, warm and cozy in the winter. Our group of friends had a lovely stay and can't wait to go back.
Superhost
Home in Accord
4.83 out of 5 average rating, 117 reviews

Epic architectural masterpiece w/ views & hot tub

SlavaRating, 5 stars1 month ago
We had a fantastic stay at Shane's place. The house was clean, comfortable and absolutely gorgeous. We were able to enjoy the hot tub and fireplace and had all the amenities to have a relaxing weekend with a few friends. Shane was very easy to communicate with and promptly responded to any questions we had.

Villa rentals with a hot tub

Guest favorite
Villa in Cornwallville
4.95 out of 5 average rating, 76 reviews

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

In HwanRating, 5 stars3 weeks ago
I stayed at Andrew’s place for a few days in March. Although, it was colder than we expected, the house had lots of amenities to keep our group entertained (billiards, hot tub, shuffleboard, chess, etc.). The property was also beautiful as it is surrounded with trees with plenty of large windows to appreciate the views inside. Andrew was also very communicative and sent helpful reminders about the weather and check-in / out process. I would definitely stay at this AirBnB again!
Guest favorite
Villa in Kerhonkson
4.89 out of 5 average rating, 92 reviews

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

DelaneyRating, 5 stars1 month ago
My friends and I had an amazing time here!! The kitchen was incredible and we were able to make a multi course meal. The yard was beautiful, we felt safe and were able to unwind and hang out. The hosts were amazing and responsive, answering all of our questions and accommodating all of our needs. The house was clean and comfortable and I would happily stay here again :)
Guest favorite
Villa in Hopewell Junction
4.96 out of 5 average rating, 290 reviews

The Mission House Sanctuary

MiriamRating, 5 stars5 months ago
The house was lovely and very clean and Piotr was an excellent host and even met us at check in to show us around. There are 4 bedrooms and each bedroom has its own bathroom which was very convenient for us. The kitchen was well stocked and It was very comfortable stay for my family of 7 adults and two babies and two dogs. One bedroom is on the main floor and two bedrooms are on the walkout lower level and one bedroom is on the upper floor. To get to the upper floor there is a steep winding staircase that wasn’t an issue for us, but I would not recommended it for small children or toddlers. The outdoor hot tub was a nice addition.
Superhost
Villa in Hunter
4.86 out of 5 average rating, 50 reviews

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

EileenRating, 5 stars2 months ago
Our family had a great stay at AK Lodge, Justyna's place. It was easy to find, plenty of parking, super clean, well stocked kitchen, and a short drive to skiing. We loved that 11 of us could eat at the same table at once. Justyna was very responsive and easy to communicate with. We would rent this lodge again as there is plenty of space to spread out.
Superhost
Villa in Taghkanic
5 out of 5 average rating, 3 reviews

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

ThomasRating, 5 stars15 months ago
My daughters and I really enjoyed our stay at Jacks place. The house is beautiful, and the surrounding private property is stunning. Nicole was very helpful whenever I had any questions.
Guest favorite
Villa in Wallkill
4.97 out of 5 average rating, 39 reviews

Spiti Helios: luxury retreat w/hot tub & pool

CrystalRating, 5 stars6 months ago
Dee was very responsive when we could not locate the wine opener and rectified the situation. The house is great for a large group. Was perfect way to celebrate a bride in a non traditional bachelorette type way.
Superhost
Villa in Goshen
5 out of 5 average rating, 4 reviews

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

CaylaRating, 5 stars4 months ago
I would stay at Alluvions place time and time again! It was nestled in such a private area but still felt close to everything we needed. The home was BEAUTIFUL, perfect for large families for the holidays. It was depicted exactly as shown, very spacious and stocked with everything a family could need (including a playroom)! Even though we spent 5 days there as a family, it didn't feel like enough as no one wanted to leave. Once you unpack, you just feel at home.
Guest favorite
Villa in Hensonville
4.98 out of 5 average rating, 56 reviews

Windham Art House with HOT TUB, BAR, minz to ski

KateRating, 5 stars1 month ago
It was very clean, well-stocked in terms of bathroom and kitchen amenities, and had plenty of space for a large group to both spread out and find common areas. Hot tub, games, and large tables with plenty of seating. The host was responsive with any issues or questions we had. Very nice place!

Cabin rentals with a hot tub

Guest favorite
Cabin in Cuddebackville
4.99 out of 5 average rating, 120 reviews

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow

ChristopherRating, 5 stars5 days ago
Great relaxing place, the amenities really made it, Would stay there again for sure. Perfect place if you are looking to slow down for a few days.
Superhost
Cabin in Copake Lake
4.93 out of 5 average rating, 225 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

AlexandriaRating, 5 stars2 weeks ago
My girlfriend and I absolutely loved our experience here! We were looking for a real log cabin that felt like a home away from home, and this was it. It was so cozy and had everything we needed. The bed was extremely comfortable, the hot tub was relaxing, and the kitchen had all of the essentials. It truly lived up to the listing. The only thing that could have improved our stay would have been the weather, but this was still the perfect place to be on a rainy day. I’ve already recommended the place to friends!
Guest favorite
Cabin in Delhi
4.93 out of 5 average rating, 415 reviews

Catskills Cabin on 34 acre Estate stunning views

ChristinaRating, 5 stars2 weeks ago
Absolutely wonderful location and stay. Perfect for unplugging and escaping to a quiet, stunning place in nature. Hosts were wonderful.
Guest favorite
Cabin in Arkville
4.98 out of 5 average rating, 123 reviews

Little Log Cabin with Hot Tub

KateRating, 5 stars1 month ago
The Little Log Cabin was the perfect long weekend getaway. It was so comfortable and cozy. I would love to return the next time I’m in the Catskills. Thank you Becca and Jesse for sharing such a wonderful home!
Guest favorite
Cabin in Prattsville
4.91 out of 5 average rating, 231 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

AdamRating, 5 stars1 week ago
Incredible stay, in an incredible location. One of, if not, our favourite airbnb we've stayed at. Beautiful surroundings, in a cosy cabin. Had pretty much everything you could need (just missing some cooking oil). Thank you so much for having us!
Guest favorite
Cabin in Ellenville
4.98 out of 5 average rating, 107 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

DanielRating, 5 stars1 week ago
Unbelievably beautiful cabin with great amenities located in a peaceful area. One of the best Airbnb’s ive stayed at.
Guest favorite
Cabin in Bovina Center
4.97 out of 5 average rating, 394 reviews

Delightful Cabin with Extras

SarahRating, 5 stars2 weeks ago
Had a lovely long weekend at Pamela & Alan's warm, cozy home. We made good use of the wood stove, grill, and hot tub and took advantage of the board game and DVD selections as well! We also enjoyed the local attractions such as the Putt Putt Van Winkle mini golf course, Brushland Eating House and Bovina Farm & Fermentory for delicious dinners, Wayside Cider, and even went for a little hike nearby. The house was clean and comfy and we felt right at home - thanks to Pamela and Alan for the wonderful stay!
Guest favorite
Cabin in Stamford
4.96 out of 5 average rating, 137 reviews

The A-Frame on Pudding Hill

AndrewRating, 5 stars3 weeks ago
My wife and I (and our dog, Miller) stayed at the A-Frame on Pudding Hill for a "Babymoon", and we were very happy with our decision. The house was immaculately clean, just as described in the listing, and it was a perfect accommodation for the two of us. It is obvious that the hosts have thought of everything for this home- furniture for outside, fire pit, hot tub, and BBQ. We felt right at home, and so did Miller! Although listed as a dog-friendly house, you would not know it because the house was so well-kept and didn't smell like a dog has ever been there before. As a host, Lenny was extremely responsive and even allowed us to check-in early upon our request. I would highly recommend this adorable, cozy A-Frame!

Quick stats about vacation rentals with a hot tub in Olive

  • Total rentals

    20 properties

  • Nightly prices starting at

    $170 before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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