Pet-friendly holiday rentals in Callicoon

First Stavros was a stellar host. Proactive in communication and always responsive. Very attentive, we had one small interruption with the wifi that he promptly addressed before we even noticed! The house property is absolutely stunning and gorgeous, peaceful, spacious, very beautiful. The house has everything well stocked. Kitchen had plenty. I can't find one thing to comment that isn't positive. We all enjoyed ourselves to the max. The most enjoyable was the three walls full of windows that made the thunderstorms so beautiful to watch in the living room. The little stream in the back so pleasant to sit silently. An incredible house and even more kind, generous and helpful host

The place was super serene and peaceful—perfect for a relaxing getaway. The house was incredibly well maintained, clean, and cozy. Highly recommend to anyone looking for a comfortable and quiet retreat

Such a perfect getaway spot. The house was super clean and felt like home. We took advantage of the fire pit and the grill, the hot tub was a great addition! Definitely will be coming back!

We really enjoyed our stay at Olga’s! The design throughout the space is beautiful, and staying on the second floor feels like floating among the trees. It’s also wonderfully private, with great food spots nearby that make the location super convenient.

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.

A wonderful retreat for either solo or a couple’s weekend. I felt right at home. If you’re looking to have a movie night during your stay I suggest downloading content prior to arrival. Internet service is available but it’s a bit slow. Otherwise enjoy this quiet, reflective and cozy space. It’s worth it!!

Perfect place for a long weekend with our family. Plenty of space for the 5 of us and an absolutely beautiful location. Right on the water with access to multiple kayaks. Very peaceful setting with easy access to nearby towns like Monticello and White Lake.

Our favorite place to stay in the Catskills. Very private and peaceful.

This A-frame escape was exactly what I needed — the perfect break from the city. The place is beautifully designed, cozy, and filled with thoughtful touches. The jacuzzi was absolutely incredible, especially under the stars at night, and the A-frame structure made the whole stay feel like a peaceful retreat.

The Hideout was such an amazing place to stay and the A Frame was exactly what we were hoping for. It had everything we needed and Samantha was very communicative the whole time. A perfect weekend with the toddler and the dog!

Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!

My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.

Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!

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!

Absolute slice of heaven. Private, peaceful. Home itself modern and comfortable. Pool was absolutely amazing, comfortable in late May - in peak summer it must be amazing. Would love to stay again!

We loved this Airbnb. It was beautiful there and Michael was quick to answer any questions. We did manage to get on the water with the kayaks, so that was great. We will definitely be back.

It was a wonderful stay in such a cute town! We really appreciated the fact that it was pet friendly! My boyfriend especially loved the shampoo and conditioner that was in the shower- he said it smelled incredible. Also, the bed was incredibly comfortable. The power ended up going out (while we were at the wedding reception!) and Susanne was proactive and reached out to make sure we were okay and had everything we needed. We will definitely be back and would love to stay again when the time comes!

What a wonderful experience from beginning to end. Roy and Axels house was amazing. And from the very beginning Roy was amazing looking after me and my girlfriends. (We went up for a wedding) Such a lovely town and the people are so friendly. The food is amazing. Clearly this is where all the great Chefs are hiding. Roy suggested a couple of places and he was on point. I just can’t say enough about Roy, Axel, the lovely home and this quaint little town in the Catskills.💐

It was a lovely place! Great location, right near Callicoon!

The Waterfall Casita was beautiful, well equipped, clean and offered lots of privacy. The view to the waterfall was breathtaking. Perfect to relax, connect with nature and get a break from the daily hustle. Would’ve loved to stay longer! We were able to cook meals without any difficulties, the fridge though small was more than plenty of room for the essentials we brought. Jenn was kind, available and communicated quickly without disrupting the peace and privacy. The information about local places and instructions were clear and helpful. Would love to stay again!

Jordan’s home was breathtaking. The views were spectacular and the neighborhood was quiet. The home was nice and clean and was enough space for me and my friends. Jordan was great to communicate with and left clear instructions for us for check-out. She gave local recommendations and I am thankful she did as Jensen’s Ledges was out of this world. I would definitely stay here again in the future. It was worth every penny and more!

Our second visit to Randy's house was absolutely fantastic! We genuinely adore his place. It's truly beautiful, serene, remarkably quiet, and spotlessly clean – we felt incredibly comfortable and settled, as if we never left home. It's the ultimate 'home away from home,' and even our mini Aussie gives it two paws up! We would enthusiastically recommend this incredible house to anyone looking for a perfect, relaxing stay.

We had a great writing retreat here! Hopefully we'll be back at some point.

Lovely, gracious, beautifully-decorated house. There's plenty of space -- it's bigger than the pictures make it look -- and everything was very comfortable. Leah was extremely responsive and made sure we were happy. - In a rainy May, it's less "trails" and more "trackless woodland" - You'll want to bring your own matches and containers for leftover food, but there are plenty of plates etc. for a big group. - I was worried that the road would be disruptive, but it still feels very secluded; aside from a few trucks Monday morning, I barely noticed it. We had a great time, and the area is beautiful!