Vacation rentals with a hot tub in Olive

My girlfriend and I had a wonderful weekend. Even when the power went out for an hour, Boris was quick to give flashlights and lanterns. If anything, the place was UNDERSOLD. Helpful hosts, beautiful place. Highly recommend!

Wonderful weekend in the snow at Mike and Marla’s! Very peaceful location but not too far to drive to great restaurants, shops and beautiful hiking trails. The house is well equipped, spacious and comfortable. Hot tub in the snow was a highlight! Mike & Marla were super helpful and responsive. Will definitely book again!

Really enjoyed our two-night stay at Michael and Enrique’s place! They provided lots of clear instructions ahead of time and the place was quite easy to find. Their home is very well laid-out and cozy, and our dogs loved it too. Enrique is very communicative throughout. We will be back!

Beautiful little escape for me and a friend who wanted a relaxing girls’ getaway. Daniela accommodated our last minute booking and was a friendly, communicative host. The house was cute and perfect for what we wanted! We especially enjoyed relaxing by the fire in the evening and soaking in the hot tub. Everything was clean and instructions for the house were clear/intuitive. No complaints - we would definitely book again if she will have us!

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.

Ray’s spot is gorgeous! Perfect for a weekend escape from the city with friends. Ray is also communicative and hospitable. We had forgotten a ring on the kitchen countertop and he kindly mailed it to us.

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

We really enjoyed the long weekend at Jaime’s place! The house is even more beautiful in person than the pictures with so many nice details. Jaime has thought of everything to make this home a great retreat. Felt immediately cozy and at home. We loved all the amenities- the hot tub, sauna, fireplaces, Sonos, Nespresso, TV, Nintendo classic (wow that was a fun surprise!), board games, fully stocked kitchen and amenities in all the bathrooms. We also loved the vintage rugs and amount of cozy nooks to relax in. Beds were comfortable and had ample space to spread out if you’re a large group. Lots of room to unpack and store your belongings in the closet. Everything in the house easy to operate and Jaime’s instructions were clear and was easily available for questions. Would love to return in summer & try the pool. My kids loved spending time at this house. Great location and easy access to Woodstock, Kingston & Hudson and looking forward to returning! Many thanks Jaime :)

This is an extremely special property! Brygida and Neil have created a cozy, chic oasis that gives you that perfect “outside when inside” feeling. Between the stunning plants and giant windows, the house is truly zen like. This was absolutely ideal for a winter stay because we could just sit inside and enjoy the light changing through the day across the wintery landscape. I just hope to be able to return in every season because I’m sure summer and fall are divine! If you’re looking for this winter both the jacuzzi in the master room and outdoor hot tub are AMAZING! All areas of the house from the open kitchen, “yoga area”, pool table to the dining room are so perfectly useful while beautiful. We were looking for something elevated that felt more special than a vacation rental and this house really fit the bill. We ventured each day into Beacon and it was an easy, quick drive. I definitely recommend this house for groups- 6 fit perfectly! Thank you so much Brygida and Neil !!!

We had a lovely weekend here and will definitely be returning! The house was perfect - We spent the weekend cooking, playing pool in the game room, lounging in then sun run, and ending the night in the hot tub! This house is perfect for a large group wanting to explore Upstate and be surrounded by nature!

The stay was great! Everything was as shown in the photos and their response time was great. They were very helpful and the best part is the welcome binder that pretty much explains how to operate everything. My family and I had a great time! Would deff book with them again in the future!

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.

Came for a 9 person family thanksgiving. House was very well laid out for cooking, eating and relaxing. Had a few issues and The hosts and manager were very responsive, especially considering we were there on a holiday weekend. Property is beautiful For walking. Fireplace is lovely and there was plenty of dried wood. Kitchen very well appointed and stocked. If you stay in the winter bring slippers and layers, especially if you are using the basement rooms.

My stay at the Airbnb villa was an absolute dream! From the moment I arrived, I was captivated by the stunning surroundings and the villa’s impeccable design. The rooms were spacious and filled with natural light, creating a serene and welcoming atmosphere. The hot tub set amidst a lush garden, was the perfect spot to unwind and soak in the tranquility. Every detail, from the luxurious bedding to the thoughtful amenities, made the experience feel like a five-star retreat. I left feeling completely rejuvenated and can’t wait to return!

I had a fantastic stay here. The space was immaculate, cozy, and thoughtfully designed, making me feel right at home from the moment I arrived. The host was incredibly responsive and provided clear instructions, ensuring a seamless check-in process. The location was perfect, secluded enough to offer complete privacy and peace, yet still close to everything I needed. The stunning views were absolutely breathtaking and made every moment feel extra special. I highly recommend this Airbnb to anyone looking for a tranquil getaway and look forward to staying here again!

Beautiful inside and out! I come back every year for a relaxing cabin trip. The hosts are very accommodating and have great communication!

This listing is very inviting and charming. We had a great time at this Airbnb with the amazing terrain around to the nice amenities at the home we didn’t feel bored or lacked anything. Internet was fast for gaming, jacuzzi was great. The property did have some neighbors around but still semi private, we had no issues. Check in and and check out was very simple and not a burden. Would definitely stay again

This is our second year in a row staying here, and it was just as wonderful. The cabin is cozy and rustic feeling, but with all the modern amenities you want. It’s always perfectly clean and the hot tub is wonderful and well maintained. We’ve visited 2 winters in a row now and hope to be back for a third!

We really enjoyed our stay at Pamela & Alan’s. The cabin was cozy and the property was beautiful. We felt right at home. We especially enjoyed the hot tub at night under the stars. Close proximity to Delhi, Andes and Margaretville with lots of cool shops. Will definitely be coming back!

We had a wonderful stay at Mary’s place. It was very clean and comfortable and the hosts always responded very quickly. They had great recommendations for anything we asked for and we would love to come back again!

This was our second time staying here and yet again we had a magical time in this incredible setting. My family feels cozy and at home here, it has everything we need. The hot tub and the fireplace are our favorite amenities. The beds are comfortable and there are extra blankets if needed. They have thought of everything. We are grateful to have such a special place to stay in the charming area of Windham!

Big Rock was an absolutely delightful place to stay! The views are stunning, and the cozy, comfortable atmosphere made us feel right at home. While there are plenty of activities in the area, what really stood out to us was the local fresh food scene. Rashmi's Airbnb is equipped with a fantastic kitchen, and we loved the opportunity to cook with local ingredients—especially the chicken and meat, which turned out better than most restaurants we've tried in the city. The kitchen is incredibly well-stocked with spices and utensils, making it easy to whip up a variety of dishes. On top of that, the place was spotlessly clean and well-maintained. We had a wonderful stay and would definitely consider coming back. Thanks, Rashmi, for providing such a lovely home away from home!

What a wonderful space! It is SO cute! The pictures don't do justice. Umi even left little snacks for us. The entire experience was so relaxing. From start to finish, every detail is just so thoughtful. Would recommend and would be excited to return! Thank you!