Pet-friendly vacation rentals in Callicoon

Brett is the best. Supportive, communicative and very helpful. We highly recommend!

A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.

We spent a wonderful, snow-filled weekend in the woods at this property and loved every minute of it. This home is spacious, homey, and secluded in a beautiful corner of the Catskills. Fantastic for kids and dogs, as advertised. We would absolutely return!

Lovely weekend get away from NYC. Beautiful home with lovely decor. The bedrooms were cozy and with comfy beds. Wonderful deck to enjoy the beautiful view and the backyard was great, our dog enjoyed running around.

Absolutely loved our stay! We were looking for quiet, peaceful, and lots of R&R. Bruce was easy to get a hold of and very helpful. Highly recommended!!!

The place was well stocked and clean upon arrival. We had a bit of trouble with the lock at first, but then everything got sorted, Leah was quick to respond and check in with us to make sure everything was going well! The area is quiet and about a 20-30 minute drive away from most things. There was a lot of open communal space for our group to hang out. Kitchen and bathrooms were perfect.

I have been to many places but this house was top notch I'm glad I got to stay there with my family. everyone was very happy with the property. I would like to stay in the summer as well

home as described, no issues. view of the river was perfect

Our group had a great time at Anna’s place. Spacious and comfortable with great views. Anna is very responsive and gave clear check in instructions. Little communication needed given her detailed instructions, and the little communication needed- she was very responsive.

Our family loved staying at Elyse's home! The big kids had a blast playing the games in the basement while the grown-ups enjoyed cooking in the well stocked kitchen. The home is beautifully decorated and comfortable. Elyse went out of her way to ensure the driveway and walkways were salted as there was a lot of ice. She was a wonderful host and we would definitely return!

Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

Great place. loved the pool table, darts and shall shuffleboard. lots of good wineries and cider places within 25 mins. pennings is our fav. didn't use the hot tub so couldn't comment but looked nice and private. driveway is steep but easily driveable. recommended. also didn't have coffee filters and they paid for some to be delivered same day! sweet.

My wife and I stayed at Ron’s place for five nights for a winter getaway. We had a great stay, highlights include a comfortable king bed, a quiet setting, a cozy fireplace, and the large ground floor bathroom that feels like your own spa- we thoroughly enjoyed the sauna, huge bathtub, and rain shower. Ron was a great host and was very responsive with any questions we had. We spent many hours watching TV on the screen and projector set up, we grabbed more pillows from upstairs to add some more cushion to the leather couch downstairs.

Our stay was very relaxing and we enjoyed it thoroughly. We appreciated the attention to detail in the amenities and the thoughtful touches that included our dog. It was very clean and the kitchen was fully stocked with everything we needed. The setting is beautiful! I loved having my morning coffee watching the lake. The little lake house was perfect for a weekend getaway. We wish we could have stayed longer and hope to return soon! We 100% recommend it.

Came up with some extended family and a pup for a long weekend. House was bright and clean and we loved the surrounding property. Hot tub was great as the temps dipped while we were there. house had a lot of original charm with many modern touches.

We had an amazing weekend stay at Catherine and Diego’s modern cabin! The property is exactly as described—beautiful, cozy, and perfect for a group getaway, with charming wood paneling and all the comforts of home. The hot tub and stunning views of the snow-covered landscape were highlights, creating a peaceful and relaxing atmosphere after a day out. The location was ideal, offering both privacy and proximity to skiing and other activities, and the hosts provided clear instructions for check-in, making the experience stress-free. We’d highly recommend this cabin to anyone looking for a quiet, cozy escape in the mountains!

Host was extremely kind and quick to respond. Very clear details and instructions. She also recommended local places, sent us events going on during our stay, and told us their favorite things to do in the community which was great and helped us decide what to prioritize during our weekend trip! The lake was stunning and we saw tons of wildlife! We had an amazing time and couldn’t have asked for a better host! Thank you for letting us stay!!

We had a wonderful time at Nick’s Place. Great wood cabin with very warm heating during our stay where we had a snowstorm. Very cozy and wonderful view of the mountains.

Place was amazing! Views from the place were fantastic and the drive to Elk mountain was just short of 20 minutes.

My family, dog and I had an incredible weekend visit! It was our first time to the area and we already want to come back. Consuelo was a fantastic host! Consuelo was so easy to get a hold of for questions and was so friendly. The place was very organized, quaint and gorgeous. Thank you for a fantastic time! :)

Karan was awesome helped with anything and everything I had questions about. Was very informative about the surrounding area and was very quick to answer. Would definitely come back here again next time!!

Maria and Max’s place was everything we dreamed of! It was a nice seclude, a cabin with a large backyard and a wonderful fire pit. We loved the decor inside the house, the beds were extremely comfortable, and everything was as described. It’s in a great location approximately 20 to 30 minute drive to multiple cute small towns in Catskills. We can’t wait to bring our friends back next time!

Great place to stay. It was very clean and the bed was so comfortable I felt like I slept on a cloud. The rooms feel huge for such a small space and the bedrooms are far apart so it’s private if you’re sharing with friends.

My husband and I spent our wedding night and the first part of our honeymoon at Julius’s tiny home, and we could NOT have made a better decision! It was such a beautiful and peaceful experience. It is close many local restaurants and places that we hold dear such as “Heaven’s Embrace” by Eternal Flame of Hope Ministires. The direct river assess provided breathtaking views both day and night, and my husband even caught a glimpse of a bald eagle catching a fish! The home itself was adorable and just the right size for the two of us! We loved spending time outside by the fire while listening to the river. Julius was so very kind and informative throughout our entire experience! We truly can not recommend his tiny home enough, or any of his other properties which I hear are just as beautiful as well! The only “issue” that I believe has been noted before is that the water smells at times; however, it wasn’t a huge problem for us, and would definitely NOT stop us from booking again! ?