Family-friendly vacation rentals in Callicoon

Great place! We had a weekend of hiking planned, but with all the rain, we were glad to have use of all the inside amenities here! Sauna, bbq hut, she-shed, basement game room and comfy living room all left us fully entertained while it poured outside. Would love to come back someday!

We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!

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.

Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

absolutely loved our stay here. located near to many attractions in very homey environment. would have loved to stay longer

The house is spacious and elegant. The wooded lot has a pretty creek a little way from the house. We took some walks through the snowy woods and roads beyond the house and could have kept going for a long time - the mountain is peaceful and beautiful. The owners live a few doors down and came by to help set us up before a major snow storm. We had a really nice time.

It is clear Adam and Chrissy take care of this place like their own home. I cannot emphasize enough how wonderful this place is. Perfectly equipped, yet doesn’t feel cluttered. Cozy, tasteful, full of wonderful little details, clear instructions and good vibes overall. Location is amazing and perfect for days of reflection / retreat in the mountains. Has all you need in the kitchen, plenty of books, board games, movies, records, even Atari and an AMAZING outdoor spa. Best of all is the water stream running below: natural forest + running water sounds - not even headspace can give you this to perfection. Outdoor seating area also lovely. I felt at home from beginning to end. Hosts incredibly responsive and helpful. Can’t wait to return !

We loved staying at this property, the eclectic decorations were a lot of fun. Felt like we were walking through a museum. Hot tub was very relaxing as was the beautiful fire we sat by in the living room. The many appliances in the kitchen were new and had everything covered. The heated Bathroom floor was another unexpected treat. Highly recommend.

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.

Great location with a great host, Bridie’s home is a wonderful place to experience NY state. From the privacy and comfort, to the peacefulness of the area, this was a much needed relief from the city life. Bridie as a host was very accommodating, had great recommendations and info about the local area, and made our stay welcome to where I’d recommend to anyone considering!

Jane’s Old Schoolhouse is awesome. Whimsical, relaxed, well equipped kitchen, loved all the little knooks to curl up with a book & cup of coffee or wine. Would love to enjoy the porches, however both visits offered us rain & cool weather. Great for doing puzzles & enjoying the wood stove.

Host was very accommodating and generous . Please brings you back to simpler day just what we needed to get away from the city

My wife, dog and I stayed four nights over Memorial Day. The home/cabin, was private, secluded, well-maintained, clean and very comfortable. Unfortunately, we had four days of rain and cool weather, but we never felt confined, bored, etc. The outdoor grill, inside wood burning stove, privacy, tv streaming options, large table for games, etc. made the trip very enjoyable, relaxing and fun. Also, it goes without saying, our AUD cattle dog, seemed to enjoy himself and there were many places on the property for him to explore. Finally, it was very quiet during the day and evening; whereby, there were no distractions or obstacles to relaxation or sleep.

What a gem. Tucked away in woods, this house was just what we needed. Tranquil, gorgeous, homey, and a perfect reset. My dog loved exploring the grounds, while I admired the beautiful mountain view. It was a little chillier than expected when we arrived but host sent directions for food recs and suggested we take advantage of the fireplace, which we did. Everything was very easy to find in the kitchen and bathroom, and my bedroom was cozy. Loved it very much, and would stay again.

Beautiful chalet with even better views - perfect for a calm and peaceful get away from the city, near hiking trails and 7 min from town for restaurants, had a great weekend and hope to be back soon

My boyfriend and our 2 pups enjoyed our time here! The place was mostly stocked with what we needed (no lighter for fire pit or coffee filters that we could find (but it rained and k-cups were provided), which neither are a big deal, but things we didn’t think to pack - so pack those if you’d need them!), it was clean, and we enjoyed the location for hiking / fishing and good food! We’d stay here again!

The place was amazing and my granddaughter loved it for her birthday. It was nearby everything and the backyard was amazing although the weather wasn’t it nicest to us lol It was an amazing time! We would definitely come back

Kristof was an excellent communicator & his instructions were clear. He was responsive to my questions and the unit was as described. This location is very convenient for us to visit with family in the area

Spent a weekend here with friends and had an awesome time. Yevgeniy was extremely accommodating, and responded to any questions very quickly. I would 100% come back.

We had a wonderful stay at this house. It was clean, spacious, very warm despite the cold, and had a terrific pool table and air hockey table. Our family relaxed and spent good time together.

Paul’s condo was PERFECT for our family of 4. The condo is in pristine condition. Highlights include beautiful balcony over the view with a surrounding view, HUGE bathroom and very comfortable king bed. The amenities also made the stay tip-notch, including very large pool, hot tub, outdoor play areas and pool/games downstairs. The building was well-kept as a resort. Highly recommend: 10/10!

Great hosts! Responsive, helpful, and kind. My family had a great weekend over Memorial Day. The weather was on the cold and rainy side for this time of year but the basement had all the kids fully entertained! I highly recommend their place for families. We had a few ping pong championships along with PAC Man last man standing tournaments. The location for local hikes and neighborhood amenities is perfect.

Great host nice view plenty of things to do in the surrounding area had a great time overall wish I had a longer stay

This comfortable, cozy, magical piece of Catskill paradise was the perfect place to gather to mourn the loss of my father and make some new family memories for a lifetime. Photography is a hobby of mine and the picturesque landscape allowed me to get lost in my passion. We cooked all our meals together in the well-appointed kitchen, challenged each other in the PacMan arcade game and cuddled up together to watch the stars shine and a movie on the comfy couch. We took long walks and met two local farm horses grazing freely in the local fields. The wonderful host was very accommodating and fast to respond. We loved her thorough recommendations for local dining, fun activities and nearby shopping. Book this cabin in the Catskills! You will not be disappointed! We will be back! ". . . there are deeper gorges, greater streams and higher mountains but in no other place is the combination so blended into a harmony so perfect as to form such tempting bits for the camera or the brush.”