Vacation rentals with a hot tub in Olive

We had an amazing stay at Ashely’s place. We wanted to get out of the city and disconnect, thats exactly what we got! Proyector was amazing, we played some Mario Party, watched movies and series, cooked, played board games it was just perfect. We were lucky enough to have snow and enjoy the surroundings. If you are looking for a quiet place to recharge, here you have everything you need. Thank you for the amazing service and always being so responsive. We would love to stay at this place again!

Our 2nd time this winter staying at Apple Hill. We loved it so much, we came back again. Beautiful home, and setting - perfect for our family of 3 and our pups. Highly recommend !

House was spotlessly and thoughtfully decorated. The bed was comfortable and hot tub was absolutely phenomenal. Skylights let in beautiful natural light for reading and relaxing. Michael and Enrique were proactive about reaching out beforehand with the house information and we really, really enjoyed our stay. We're not used to baseboard heating so some of the noise from the heating surprised us, but that's to be expected with any place that's not your home. Would gladly stay here again.

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.

The house was exactly what we needed for our getaway. The rooms and furniture were clean and comfortable. We also enjoyed dining out and the variety of options nearby. The hot tub warmed our souls along with the natural landscapes. We appreciated the salted walkway upon arrival and the plowed driveway upon departure. It was a very relaxing weekend. Thank you.

We had a great time! Would highly recommend Taylor's place - The house is very comfortable and in a great location!

Great getaway! Under an hour from the slopes, the house has everything you'll need, the jacuzzi and the creek were a nice bonus, and the host was responsive and friendly. Definitely would book again!

Great house. Hot Tub and sauna add so much. My wife and I will be coming back

My friends and I stayed at Brygida and Neil's for a winter weekend away from the city, and we all absolutely fell in love with the house. The place was clean, cozy, and beautifully decorated. Within the house, there's plenty to do — hot tub, games, pool table, a great kitchen for cooking — even in the dead of winter. It's also really close to Dia:Beacon, which is definitely worth a visit. And Neil was incredibly responsive and helpful in addressing a small issue we had. It's so nice to have such an incredible getaway only 1.5 hours from New York. We need to come back in the summer to take advantage of the pool :)

Overall great experience. I did wish that the hot tub was hotter. Wanted to use it but it was too cold outside with the temperature setting.

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.

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.

Martina was a great host- always responsive and very helpful! The amenities and rooms were all wonderful and we could comfortably fit 12 guests. I would recommend to another large group looking to go upstate for the weekend! Very convenient to windham mountain club for skiing.

Great house on a beautiful property! Really fun main floor for groups to socialize and look out at the beautiful view. Great and responsive hosts as well!

Loved the hot tub, and mix of old school features & modern appliances. House was perfect for a group getaway. Definitely recommend

One of our fav Airbnb experiences. The home was clean and well-stocked. The location was private with beautiful surroundings. Got plenty of use out of the hot tub and sauna. Both were clean, and clear instructions were provided by host for ease of use. There is no cell service at the house and we had trouble connecting to the WiFi at first, but we were able to restart the router and get connected. The hosts were helpful and responded quickly to all our messages. The host-provided guide book included great local recommendations. We loved Foundry42 coffee shop in Port Jervis and the NYMakgeolli Brewery just up the road for mom and pop Korean cuisine and rice wine made in-house. Would 100% stay again!

Absolutely loved this cozy cabin! The perfect escape into nature with beautiful surroundings and a peaceful atmosphere. Super comfortable, well-maintained, and the ideal spot for a relaxing getaway. Highly recommend!

Beautiful spot! Sinking into that hot tub with that view is a dream. Highly recommend!

Becca’s little log cabin was great!! The pictures on the website were exactly what you got. So cute and cozy!! My husband and I took a 3 day getaway and it was everything we hoped for. The hot tub was an extra bonus…. We enjoyed it every day!! The cabin was so clean and perfectly decorated. Becca was super easy to communicate with, she responded very promptly. We really enjoyed our stay. We hope to do it again in the near future. We highly recommend staying at Becca’s cabin.

Lovely cabin🤍 we enjoyed every moment of our stay.

Pamela and Alan are amazing hosts! They were extremely responsible and flexible, which made our stay quite worry-free. Their home is beautiful and kept neat, and the scenery surrounding the home was lovely as well, especially with the snow. Their kitchen had everything we needed and more, from pots and pans to seasonings and oil, which made cooking an easy experience. The wood stove and hot tub are such unique bonuses too, and even through we didn't utilize them much, I'm confident others will enjoy it. No complaints whatsoever, and highly recommended to anyone.

My family and I had such a lovely time at Lenny’s cabin. I cannot say enough wonderful things about this home and area - it was everything we hoped for! We will absolutely be returning in the future, whether it be another winter getaway or an outdoor summer reprieve. The 3 of us cuddled up on the couch every night in front of the fire to watch a movie or play games. If you’re looking for a place to unwind, have some close family time and feel like nothing else matters, this is the place you want to stay!! It was quiet, peaceful and cozy. Although there’s neighbors in the surrounding area we didn’t see or hear a single other person and we felt like we were in our own little world. We ate at Mama Maria’s and Heartbreak Hotel and both places were beyond expectation! We had some sleds in our car and had a blast sledding down the small hill on the side of the house. Thank you Lenny!

We had an incredible time in Mary, Pavela and Victor’s cozy home! It was perfect for a girls trip for our friend’s birthday. So many amazing amenities, very clean and well located near restaurants and activities. Everyone was so hospitable and answered any questions we had quickly. Would absolutely stay again and highly recommend!