Monthly Rentals in Olive

My mom and I had a wonderful time at the Ashokan Guest House. Charlotte was an excellent host! The place was super cute and cozy. Charlotte was extremely helpful when we needed her. She made sure everything was up to par and gave us great recommendations in the area. I would highly recommend the Ashokan Guest House! Thank you Charlotte!

We had a wonderful stay at Anthony’s barn! What first drew us to the property was the beautiful fenced yard — it was the perfect space for our foster dog to relax, explore a new environment, and (hopefully) enjoy the grass. The barn itself is cozy, charming, and had everything we needed for a comfortable stay. Watching our foster dog happily zoom around the yard brought us so much joy. By the end of the trip, he even got a little braver and more confident. This experience was truly worth it. Thank you, Anthony, for sharing such a lovely space with us!

My girlfriend Lauren and I decided to spend a few days upstate for our shared birthday. We really enjoyed this air bnb home. The property is pretty large and secluded. We enjoyed making breakfast in the mornings and dinners some nights as well. Even better was that our Doberman dog was allowed to come with us, which was a first for us and very memorable. We enjoyed many hikes nearby and some good restaurants as well. The only small critique, like a few others have mentioned is the bed is a bit firm...but that didn't change our positive experience at all! Thank you for being a great host!

Alessandro is a wonderful host, very responsive and helpful. We enjoyed our time at his place.