Vacation rentals with outdoor seating in Olive

Great stay! Owners were extremely communicative and all processes were extremely clear. Thank you!

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 lovely stay at this remote little cabin home! It feels more like staying at a friend’s house while they are out of town rather than other types of Airbnb rentals. This is someone’s home, with personality, coziness, and a great view! We saw a ton of wildlife, including beavers, deer, and a black bear, so there is plenty of nature small and large.

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!

Top notch experience and accommodations. Michael was the most responsive and organized host. Perfect retreat for a long weekend. Amenities (hot tub, fully stocked kitchen, fireplace) and location (short drive to Woodstock) make this a really special place. Hope to be back soon - thanks for the best hospitality!

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!

Jane’s home is beautiful, quiet, and so relaxing. The area itself is wonderful and quaint and the home has everything you need and more. We sat out each morning on the front deck for coffee and each evening for a glass of wine, and ate dinner on the screened-in porch. Despite the temperatures reaching 90 degrees outside, the home remained very comfortable even without A/C. There were plenty of fans and the evenings were pleasantly cool. Jane is very friendly and helpful—stopped by on our first day to give us some wonderful local recommendations (our kids loved visiting a nearby apple orchard / restaurant). Honestly, you can’t ask for a better host. We already miss the place and would definitely return!

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

Such a perfect location for a weekend in new paltz and the views from the patio/hot tub are absolutely spectacular. Ami was a great host!

Nichole was a very flexible host! She provides wonderful touches that made us feel welcome! I did not realize how spacious her space was until I arrived. I would highly recommend her place and would enjoy staying there again!

Katherine's place was perfect for our stay in Kingston. Amazing location and very charming. Highly recommend.

I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.

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!

Great location close to shops and restaurants in the stockade district. Kaz was very responsive and had lots of good local recommendations.

Our stay here in Newburgh was lovely! This place was well-stocked, very very clean, fabulously eclectic, and spectacularly spacious! We loved having two restrooms and being so close to the river and to Hudson Taco!! As the Host mentions, do carefully consider how much you care about “neighbor noise.” While I brought slippers to kindly observe the “no shoes in the house” rule, the tenants above us rudely did not. We couldn’t hear voices, but the heavy footsteps kept us awake until 1 o’clock in the morning on a weeknight and woke us up at 6:30 AM on Saturday morning. The dog scampering around or crying and whining loudly every time it was left alone in the house was also hard to bear despite our bringing ear plugs. We would 100% stay again if Sarah would kindly have us. We’re sure to have more considerate neighbors next time. Thank you for creating such a lovely space at an affordable rate.

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😀

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.

The home was clean and had perfect amenities for my friends and I on our Catskills cycling trip. Was walkable to a morning breakfast spot, and ice cream at night. Would not hesitate to stay again!

Great Airbnb! Great Host! Perfect for visiting West Point

Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

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!

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!

We had an amazing stay! The home was exactly as pictured. The location was perfect—just a 30 min drive to Kaaterskill Falls and 5 mins to the local restaurants, but tucked away enough to enjoy peace and quiet. Michael was responsive and made check-in a breeze. We especially loved the beautiful views from the hot tub and how comfortable the space felt after a day of hiking and exploring. The sauna was a great surprise! Highly recommend this place for anyone looking for a peaceful escape to the Catskills. We’d absolutely stay again!