
Vacation rentals with a hot tub in Olive
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Top-rated hot tub rentals in Olive
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House rentals with a hot tub

Hot Tub Hideaway, Roscoe, NY
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!!

A Cozy’s Woodstock Getaway Home
This space is so lovely, the hot tub worked perfectly and provided many cozy nights outside. The plants are BEAUTIFULLY tender and bring a loving atmosphere to the space. the linen sheets were so wonderful at the end of the day. we made it up the hill in a Honda insight, but if it were a tiny bit icy I don't think we would have been able to make it. definitely use 4wd if you have it. the hosts were very responsive. if the noise is too much in the bedroom at night (critters, rain,etc.) be sure to use the fan they provide, it helped us a lot :) the kitchen was a delight to use. sharp knives. big, metal surfaces. nice gas stove. big fridge.

Modern Riverside in Orchard, Hot tub and Firepit
Very nice stay

Rhinebeck Home with an amazing outdoor space+H/tub
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!

Near Windham & Hunter 2 Bedroom w/Hot Tub
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.

Evergreen House on Hennett with Hot Tub
Great place, would definitely book again. Very responsive hosts. Hook is just as listed, pristine, & homey. Thank you for allowing us to stay at your home.

Beautiful new house 3/4 mile from Hunter Mountain
This home was the perfect location for hunter mountain. Super easy access to the town. The home was very spacious and well organized. Absolutely loved the wall with everyone’s names and notes, felt so cozy. The kitchen is suuuper well stocked with tons of cups and plates and pots and pans. And the games were perfect. We did have issues with the hot tub and it would constantly shut off unless we tweaked it every 5 minutes. But besides this, everything was perfect.

Peaceful Hudson Valley Retreat House with HOT TUB!
Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!
Villa rentals with a hot tub

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool
My friends and I had a wonderful stay at Jasmine's and Kyle's! Their home is very clean and was spacious for the 4 of us to relax and have an enjoyable time. They included a lot of nice and thoughtful touches, such as separate towels for the hot tub and even disposable slippers for outdoor use (i.e., travel back and forth from the hot tub). The kitchen is very nice, well stocked, clean. And a great location to many of the local hotspots.

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

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

Spiti Helios: luxury retreat w/hot tub & pool
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.

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland
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.

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

Hudson River Estate with salt.water infinity pool
This house is gorgeous!! Our group had a fantastic time. There is so much space, plenty of room for the three families we had staying there. All the kids loved it at Jean's house, from the babies to the 5 year old there was plenty to do and lots of amenities. The theater room was a huge hit! The hot tub was perfect for the adults and we loved how close it was to the house so we could run in after getting out! The view was fantastic even in the winter. We are already talking about coming back in the summer to enjoy the gorgeous infinity pool. This place is really special and we will be talking about it for a long time.

Hudson Valley Haven in Hopewell
Our second time at Hopewell Junction did not disappoint. We love this home because Anuja really understands what a guest needs and would like - so many extra touches, like beautiful linens, nice soaps and shampoos, wood for fire, lots of cookware and serving pieces, and beautiful art. Beds are comfy and towels are top notch. It snowed while we were there, beautiful, and the drive was promptly plowed. Our friends speak Danish, and they kept using the word hygge for the house. (Cosy and welcoming) We agree and will definitely be back. Thank you Anuja for another lovely stay!
Cabin rentals with a hot tub

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow
This place is so nice and peaceful...it's almost spa-like with the hot tub and sauna all to yourself! It's an awesome place to get away from the city(in just a couple of hours) and have complete relaxation! its super clean, and the host was so friendly! Will definitely try and come back!

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
This place matches its description perfectly. It is very secluded and all amenities are as described. Kitchen has everything you need and more. Surrounding area is gorgeous and easy to navigate. There are so many fun board/card games provided. The very cute town of Hudson, NY is a short drive away, and there are plenty of great little hikes around of varying degrees of difficulty. The hot tub works perfectly. Olivia was a delight to rent from - so communicative and all her instructions were super clear! Would gladly stay again.

Catskills Cabin on 34 acre Estate stunning views
Absolutely loved the cabin! Would return in a heartbeat!

Little Log Cabin with Hot Tub
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!

The Windham Cabin w/ Hot Tub
Highly recommend, beautiful cabin with great amenities! We enjoyed our stay here and would come back!

Little Red Cabin Near Windham & Hunter w/ Hot Tub
We had an amazing stay at this beautiful cabin! From the moment we arrived, everything was perfect — clean, cozy, and even better than the photos. The attention to detail really made it feel like a home away from home. The location was peaceful and secluded, but still close enough to local attractions. The host was incredibly responsive and thoughtful, leaving us great recommendations and little touches that made our stay extra special. I can’t recommend this cabin enough and would absolutely love to come back!

Catskills Cabin, Hot Tub, Wood Stove, King Bed
we absolutely loved Ben's place in the woods. we would come back in a heartbeat!

Delightful Cabin with Extras
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!
Quick stats about vacation rentals with a hot tub in Olive
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ624 before taxes and fees
Total number of reviews
3.4K 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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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Opus 40
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Villa Roma Ski Resort
- Bash Bish Falls State Park
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Thaddeus Hait Farm
- Plattekill Mountain
- Bull's Bridge Golf Club
- Mount Peter Ski Area