Holiday rentals with outdoor seating in Olive

Kates place was absolutely perfect for our weekend getaway! We enjoyed hiking in the area, a friends wedding and just the quiet in the mountains. Would love to stay again!

Really great space! Our dog absolutely loved playing fetch on the front lawn, and I was very pleasantly surprised by the sauna. I’m normally dubious of Airbnb saunas, but it was spotless, new, worked perfectly, and was a real surprise and delight of the stay.

We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!

We were looking for a quiet place surrounded by nature, and Rick’s house was exactly what we needed. The home sits right by a small creek, making it incredibly peaceful—waking up to the calming sound of the water was a real highlight. Everything was clean and in good working order, including the cozy fireplace. We truly enjoyed our stay and left feeling well-rested. If you’re looking to disconnect from the fast pace of city life and immerse yourself in nature, I would definitely recommend this place!

Overall a great stay! The home was beautiful and exactly what we needed. Elizabeth was also a great host. We’d be more than glad to visit again in the future!

What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.

Beautiful home with a great view! Smooth and easy checking. Theresa was communicative and provided clear instruction. I had an amazing stay and will definitely book again for a getaway

Loved the place. Beautiful setting and the house was well stocked with everything we needed. Highly recommend for an escape from civilization.

Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

Ivy on the Stone is a gem. We will definitely return. The bed was very comfortable, the bathroom large and there is even a large screened porch for relaxing on comfy chairs, a sofa as well as a table for eating. Area restaurants are great, walkable to coffee shops and a large bakery in addition to a charming downtown with boutiques etc. Katherine is extremely attentive and we plan to return. MOST HIGHLY RECOMMENDED!

The Modena House was perfect for our trip. We wished we had the chance to enjoy the outdoor aspect a little more, however time and weather didn’t cooperate with us. The place is adorable, a great kitchen, nicely decorated sitting room, bathroom and bedroom made for a lovely stay. The hosts are top notch! We hope to stay again in the future if we are in the area. Xoxo

Worth every penny. Lisa was super responsive, the space was so welcoming and the surroundings were gorgeous. It was exactly what I was looking for in a little home away from home getaway.

Carmen's place is an amazing getaway. Set back and quiet, but close to town. Very clean, and with all the amenities you would need. Very responsive to all questions leading up to the trip. 5 stars all the way!

The place was nice and roomy. Very accommodating. Sarah was fantastic at responding to getting us a coffee pot of which the place did not have one. That was so much appreciated. I hope her future guess will appreciate that also.

This was our second stay which was as wonderful as our first stay!Beautiful, spotless little airbnb in a fabulous location close to restaurants and unique shops. The host was delightful and we already have another stay booked😀

Responsive host, with a conveniently-located rental suite close to amenities. Kingston has trains running in this general area throughout the night so VERY light sleepers might want to choose their location carefully, but al of us slept well. Overall a great experience!

This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Daria and Justin were lovely, responsive hosts. It’s a great little apartment — super clean, well equipped with all the basic necessities, tasteful, well thought out decor, a really pleasant place to be, right on the mountain. Small, but perfect for a couple or small family ski weekend. I would definitely recommend and would love to go back.

Well designed, well maintained modern style home. Love the warm toned interior. Quick drive to lots of hiking spots which was what brought us here. Management team was very professional and easy to communicate. Will consider for any future trips to Minnewaska/Mohonk.

Host was responsive, place was tidy and instructions to get in and out are very clear. Place had an adequate lot as well and is also very peaceful

This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

5 stars, 5 stars, 5 stars!! I would just like to say I’ve stayed in many Air B&Bs before, and this one is by far one of my favorites. The hosts are absolutely amazing. They are proactive in responding and really want you be be comfortable and making sure you have no issues. The price was 100% worth it. I love that they included board games as a part of the space, such a nice touch. The bathrooms and bedrooms were also so clean, and we enjoyed our stay. You can really tell the hosts put a lot of love and care into this place. I can’t say enough good things about them!

Loved the house! I don’t drive, but there are local cabbies in the area. You will see a bear or two as expected so try to take garbage out during the day, not in the evening or at night. The neighbors were pleasant, and I felt very safe. Loved how quiet the community is and really appreciated having a washer and dryer. Bed is super comfy. My only note is that the couch has some spots on it that give me the ick, but I used the extra sheets to cover it up and was fine. Plenty of linens, blankets etc. I love the area so much. I stayed a month for a writing retreat.

Robert's place was a delight! Spotless with many thoughtful touches. We went for a spring snowboard trip to Hunter and didn't try to walk to the lifts (due to the conditions), but the drive was only a few minutes and super convenient. Robert was very responsive and friendly, and made sure we had everything we needed. The property is great with a lovely deck and well equipped. Highly recommend this property; we hope to be back!