Pet-friendly vacation rentals in Callicoon

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

Delaware House was perfect for our family and our pets! Easy and close to walk to restaurants, cideries, etc. Quiet neighborhood. Comfortable and clean old farmhouse, with a lovely porch. The vibe was old, but kitchen and bathrooms were updated and modern. The host checked in with us when we got there. No complaints -only praise. Highly recommend.

We loved our stay at Avtar’s and Sam’s place. The hosts were extremely friendly and helpful, and had great recommendations for things nearby. The home is extremely well decorated and had all the amenities we were looking for (hot tub, sauna, and plenty of space to lounge and hang out). Perfect for our extended upstate vacation!

Incredible home! We spent the weekend here with our dog. The large fenced yard was amazing for her. The house is tastefully furnished and very comfortable. The view is wonderful. The town is less than a 5-min drive, with wonderful cafes, restaurants, a grocery store and some cool shops. Great place all around and a good size for a larger family or small group of friends too. Thanks for a great weekend!

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!!!

This home was absolutely amazing and served its purpose perfectly for our Eastern Regional Conference! The space was incredibly spacious and the bathrooms were lovely definitely a highlight. Our host was extremely responsive throughout the weekend, which made the experience even better. During our stay, we experienced a snowstorm, but as soon as we reached out, he contacted a plowing service who came and cleared the snow so we could move our cars and carry on with our plans. That level of attentiveness was truly appreciated. The jacuzzi was a great time as well. He also allowed us to do a late check out on Sunday so we could enjoy breakfast together before leaving such a thoughtful gesture. We’re already looking forward to booking again!

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

PURE BLISS! The cottage is old, charming, and sits in a beautiful location with amazing views and access to the Delaware. So many varieties of birds to watch. The indoors is very clean, beds comfy, kitchen adequately supplied to cook any meal (but go to TOWN!) Beautiful place to have campfire and relax. The outdoor space is beautifully laid out. The neighborhood is absolutely lovely to walk and the downtown is worth exploring. Hosts were very quick to respond to my texts. The fresh eggs left in the refrigerator were a plus. I can only imagine how awesome this place will be in the summer! Thank you so much! See you again, for a longer stay.

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.

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!

I had an absolutely wonderful stay at Marcela's Airbnb! I was in town for the Spartan Race and needed a comfortable place to relax after the event, and Marcela's place was the perfect spot. The house is spacious and inviting, offering plenty of room to unwind. After pushing myself during the race, the hot tub was an absolute dream—perfectly maintained, spacious, and the ideal place to soak in and let the stress melt away. Marcela herself was incredibly polite, responsive, and thoughtful, making sure I had everything I needed for a relaxing stay. She really went out of her way to ensure I was comfortable. If you're looking for a peaceful and rejuvenating retreat, especially after a big event, I highly recommend Marcela's place!

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.

Really enjoyable stay in Caitlin’s place. Perfectly laid out with everything you need for a nice relaxing trip to the mountains. Highly recommend, already looking forward to returning!

Our family really enjoyed our stay here. We had plenty of fun with the games in the game room. It was very spacious for our group of 6. The hot tub was nice and peaceful.

Beautiful property! Very responsive and nice owners, Tina was super easy to work with.

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 thoroughly enjoyed our stay, the house was neat, clean and well stocked with everything we needed. The location was absolutely beautiful and check in and our procedures were very easy.

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

Couldn't have imagined a better getaway in nature. On the property sits all the most natural attributes of what beautiful Upstate NY is known for: expansive grassy yard, large rocks, tall trees, abundance of moss and a bog at the bottom of a backyard forrest. His neighbours and their dogs are friendly but kept to themselves. In such a secluded area, it felt comforting and safe to be in close proximity to other people that we didn't necessarily have to interact with. The actual place is cozy and perfect in size, no frills but absolutely every appliance or amenity I could think of needing was there. the presence of benevolent spirituality in text and decoration, from Jesus to Kali Yuga, could legitimately be felt. Surrounded by so much darkness at night, there was imminent lightness inside hoot's roost.

I had the most wonderful experience. From the moment me and my family arrived, we were blown away by how impeccably clean the entire space was. Everything was spotless, from the floors to the bathroom, the beds were extremely comfortable and it truly felt like a home away from home. The area is so peaceful, my dog had a ball being able to enjoy open space. The host was absolutely amazing, super friendly, accommodating, and went above and beyond to make sure we had everything needed. Communication was seamless, and check-in/check-out was a breeze. The entire process was smooth and stress-free. I have already recommended this place to my friends and other family members, and I’ll definitely be back! 5 stars all the way!

Clean comfortable private stay. Conveniently located near restaurants stores park & museum Shall return if visiting area.

Really cute place. Comfortable beds and Sofas. The propane fire place was ideal. It was cold and icy when we stayed and we pretty much stayed in the whole time. It felt very warm and cozy. John was very responsive and helpful, he made the whole experience very easy for us.

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! ?