Pet-friendly holiday rentals in Olive

Beautiful location, peaceful and private. Spacious, modern, comfortable home. Really good advice about places to explore and visit in the surrounding area. This is a place we’d return to in a heartbeat. Just the tonic after a week in Paris and a hectic entry via JFK. Ben’s place is a haven away from the world. We just loved it!

Donna's place was amazing! We knew we would love it from the pictures but were even more blown away when we walked inside. It was the perfect cabin with every amenity and more that you could want for a remote get away in the Catskills. We went up with our dog and loved every minute - will definitely go back for our next trip up!

We had a great stay at BorisRungcheewan’s place. Check-in was easy, and the hosts sent us all the necessary information well in advance. The only minor challenge was finding the house—it’s set back from the road and located at the top of a long, steep driveway. I can imagine that arriving for the first time in the dark could be a bit tricky. The house itself was just as advertised: very private and quiet. The interior was comfortably furnished, and we especially appreciated the fireplace and the Bluetooth speaker. The two full bathrooms were also nice . The hot tub was easy to use, although a few of the jets didn’t seem to be working. The kitchen was well-stocked with pots, pans, plates, and glasses. The house is about 15 minutes from the Woodstock area and the nearest grocery store, so we’d recommend stopping to pick up any necessary provisions before checking in. Overall, we would absolutely return to BorisRungcheewan’s place for another stay.

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.

This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

Spent a great few days away with my boyfriend to visit the town we met in. We had a lovely time reconnecting with friends and visiting restaurants and stores we are fond of. The house was very cozy and so cute! Made me feel like I was home.

This is a gem, a peaceful, private place beside a stream behind the big house. The little house is spacious and I sometimes felt inclined to cook during my week long stay, listening to the stream or to music. The bed is very comfortable and there is an air purifier and filtered water. Tuli, the resident dog in the big house is gentle and affectionate. I felt very much at home and hope to stay again.

We have stayed at Erik's place 4 or 5 times now. It's perfect, has everything you need. It is centrally located to surrounding towns. Erik and his parents are very friendly and always responsive. I highly recommend staying there!

I couldn't believe how responsive Agnieszka was! She made every effort to make sure my husband and I had a great stay. Her comfy deck, cozy fireplace, and nice shower were a godsend after my husband and I decided to brave a rainy hike. I think the place is very reasonably priced considering access to a pool and laundry are included. It's just down the street from hikes and resturants. I also enjoyed taking classes at Mountain Breeze Yoga just down the road.

We enjoyed our stay here very much. Richard was extremely responsive and made everything so easy for us. He even recommended the amazing Ice Caves for our hike and it did not disappoint! Even though it rained a lot, we were still able to get use out of the hot tub and the pool on our last day. The water is soooo stinky though (as advertised) - a little hard to get used to but indeed great for your skin and hair.

Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

Karali and Max have a beautiful placed tucked away in the bucolic setting of New Paltz..just few minutes away from the New Paltz downtown. The home is peaceful and serenez and Karali is a great host with deep knowledge and experience on things to do in the region. We wanted to explore the Hudson valley and this was the ideal place to rest and stay for us.

Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!

We had an amazing anniversary weekend at the Secluded Woodstock Retreat. The house was very spacious and peaceful. We enjoyed the warm weather by the pool for most of the day. The house is situated close to our favorite restaurants. Ron is a great host and very accommodating. We look forward to reserving again soon.

We used Caitlin’s cabin for our annual family get away with all the kids and it was PERFECT! Pool was amazing , great space and very private for the kids to run and play. Hiking trails with in walking distance. I can’t recommend this place enough and the hosts were fantastic and super helpful!!

Secluded, laid-back, calming place. There’s a screen door in the loft by the bed that opens onto a stream. Listening to the water at night is something special. You’ll likely see a herd of cows go ambling past at some point too.

Really enjoyed staying at Alan's place. It was the perfect getaway for me, everything at the cabin was very well thought out. Comfortable bed, plenty of firewood, all you really need! Plus - How many Airbnbs have you stayed at that includes AllClad pans and sharp knives? Enough said... One thing to note, there are two other locations on the property for guests - wasn't an issue at all for me, and might even be a bonus for others. Not within sightlines or anything. Alan also has a slick web app you can interface with to get information about your stay, and even get a little breakfast. You could tell significant time was spent organizing and building a good space for guests! I'd definitely stay again!

We really enjoyed our stay! It’s close to hiking, restaurants and downtown Woodstock. The home is very unique, with a mix of modern and rustic decor. Very spacious, comfortable and clean! The full glass walls overlooking the river in the backyard is just stunning. So beautiful and peaceful no matter what the weather is during your stay. I would highly recommend this place!

This place is as incredible as it seems in pictures. The space is very well thought out and built. It’s secluded with a lot of space to spread out. The bathhouse is everything!

Jeff and Sharon were wonderful hosts and the airbnb exceeded our expectations. It was clean, nice, and had great amenities. The creek in the back was beautiful. Jeff and Sharon were also available and responsive the entire stay. We couldn’t speak highly enough of this airbnb.

We had a wonderful stay at Serg’s place! He gave us great recommendations for hikes in the area, and was very friendly. The place was private, well kept, clean and well stocked. Will definitely come back if we are in the area again

Beautiful modern A-frame cabin tucked away in the woods. Amazing attention to detail on the inside & out. Easy drive to some great hikes & restaurants. We didn’t want to leave!

Description doesn't do it justice. The home and location were beautiful. We just wish there was more space with a growing family it's probably our one and only time staying there which is a disappointment because the location was amazing.