Pet-friendly holiday rentals in Callicoon

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

We’ve stayed at Skip’s listings a few times, and it’s been wonderful each stay. Skip is helpful and quick to answer any questions. Andes is the most beautiful town. 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!!!

Our stay at Marcel’s was amazing. Everything looked exactly as posted and described. Marcel sent very thorough information and instructions for use of everything. The beds were truly the most comfortable beds ever! We had the best sleep. There was so many items in the kitchen to use and condiments in fridge etc. The wood burning stove was the perfect part to the weekend. We didn’t use the hot tub but it looked beautiful. We did notice mice droppings around the house, mostly in the kitchen but we were made aware of that prior. We just made sure to keep all food away- no issue there! Our two dogs enjoyed the stay as well.

This was a perfect house that felt like home for my family and I. From checking in to checking out and everything in between, Kasey was kind, accommodating, and highly responsive. She went above and beyond to make sure we had the best stay. She and her home made it very easy to feel comfortable. I loved the simplicity of her home, the minimalist approach so we didn’t have to worry about all the “things,” and the warm feel overall. From someone who has stayed in my rentals, this has exceeded my expectations. Thank you so much!

This house was great! We stayed 2 nights. Very nice, useful kitchen 100% , can be found anything needed for cooking. 2 kind of coffee maker machines, 5 different ground coffee are in the refrigerator, ready to be made. The whole house was spotless. Laundry located in the basement with laundry detergent and softener on the shelf. Too many great things to mention! I would recommend to family, friends and anyone looking to stay in the area!

We came for a quick girls weekend and were pleasantly surprised by how comfortable and homey we felt here. We loved going to the nearby Woodstock museum and a couple of great restaurants in the area. Sadly, the weather wasn’t great but we hope to come back sometime to enjoy all of the amenities that this home and property have to offer!

This place was so nice, comfy and clean. My guest absolutely loved every part of the house and enjoyed the arcade room. It was my daughter’s 2nd birthday and this home was the perfect fit for us to relax and spend time together. Everything was exactly like the pictures and better! I felt right at home and the host were so accommodating and fast at responding. Will definitely be staying again.

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.

We will go back for the summer!! They are absolutely the best! I felt like home!! They didn't make us feel uncomfortable!! We felt like that was our home!! Thank you so much for all!! You guys are absolutely the best!!!

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!

Beautiful place! Was very clean and put together. The host was great with the instructions and gave great recommendations for activities and food.

This is a beautiful old house with huge windows and tons of light, beautiful views, and lots of bedrooms and hang out areas so everyone has space. The kitchen had everything we needed, the beds were comfortable and the entire place was super clean and tidy. There was a good selection of games we could play and music that our family enjoyed. It was also so nice that the house was pet friendly. The only downside was that the house was quite close to the road and my kids really wanted to sled down the hill in the backyard, but there was nothing to stop them from sliding into the road. There is hardly any traffic on the road, though, so noise was not an issue. We really enjoyed our stay here! Definitely recommend for big groups or families. We are a 7 person family - teenage kids, parents, grandparents.

Great Airbnb, from the moment I booked to the morning I checked out. Communication was friendly and prompt. There were no surprises at all - good or bad, everything that were expected and seen from the Airbnb post was delivered, and well delivered. A very charming home with plenty activities to do inside - full game room and open concept kitchen where we spent half of our time ( It’d be nice to have the TV above the fireplace so whoever is cooking can be part of the entertainment as well) My favorite room of the house, “The Sunroom” An early bird myself, I spent all my mornings there, as coffee was brewing, I would fire up the wood burning fireplace. While most of our party were still asleep, some of us would drink coffee while staring at the fire and watching the sun rise through the glass wall. Simply rejuvenating. Summarizing, everything you see online you’ll find at the house , can’t go wrong! Book and Enjoy!

This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.

We had a perfect long weekend at Steven's cottage. It is bigger than it looks in the photos and was immaculately clean when we arrived. Steven was extremely responsive to all our questions and needs. The place is incredibly peaceful, a 2 min walk from the lake, on a private road where Steven owns all three houses. It was so relaxing and rejuvenating to spend time at this oasis with my partner and our best friends. There's a lot to love, but the best part is that the house comes with a private deck and dock, and unlimited access to various boats, to make your lake weekend whatever you want it to be. We loved that we could take our dogs to play fetch off the dock and not worry about getting in anyone's way or having to share any space. It was a great stay and we hope to go back!

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.

Awesome place! Very peaceful, secluded, and plenty of room for our group of 6. We enjoyed the front deck that offers a great spot to enjoy the fresh air and get some nice views of the surrounding area. The kitchen was spacious and had everything we needed and more. Not necessarily a complaint, but understand there is either a $500 refundable deposit or a $70 non-refundable charge for the booking. This is not common in my experience on AirBnb, but is required for the booking, so just wanted to put that out there. Overall, this is still 5 out of 5 stars for many reasons and I would highly recommend staying here.

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!

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.