Family-friendly holiday rentals in Pine Hill

We had a lovely long weekend with our 20 year old daughters and our dog. We celebrated a birthday and midsummer and really relaxed. The house was comfortable, clean and offered an relaxing environment. The Sauna, hot tub and She Shed were fan favorites with our family! Highly recommend for a family of 4-6.

We went for a quick weekend getaway with our two dogs and absolutely loved William and Liz’s home, we didn’t want to leave!! I loved the privacy, how peaceful it was, and of course the views! Our dogs enjoyed all the free space to run as well. We unfortunately had a lot of rain when we stayed, causing our tour of howes cavern to be canceled due to flash flooding. We were rescheduled which affected our check out time, but they were so sweet and offered us to check out whenever we liked and even offered us an extra night to stay! (We wish we could have). It was a wonderful weekend getaway and we all can’t wait to go back! :)

We loved our stay. They provided everything you need plus more. So comfortable, lovely ambiance and the sauna and hot tub were fantastic. We came on a rainy day and still had a great time. Location is 10/10. Loved the calmbucha. Highly recommend!

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!

Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!

Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.

We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.

beautiful place, friendly owners, everything you need to disconnect from a crazy world

Arin & Brian’s place was nothing short of amazing ! From the minute we walked in , it felt like home . Our 21 month old daughter especially took a liking to the home . I was so shocked and happy to see how baby/toddler friendly their home is . From child locks to stair gates , you name it , they had it all! It was also very peaceful surroundings and private, which I always appreciate in an air b n b. Arin and Brian were great hosts too , checking in when needed. I would love to come again !

Julie’s place is great! We came with 4 adults, 2 kids, and 1 dog. There was plenty of room for everyone and all had fun! The kids especially loved their room, which came complete with toys, games, and beanbag chairs. The kitchen was well-stocked with cooking supplies and utensils. There are 2 dining tables, which allowed us to have a puzzle going on one while we ate at the other. Easy walk to town, lots of outside space, super cozy and cute inside and out. Highly recommended and would totally stay here again!

The perfect place for a Catskills getaway. Raymond and Maura's house is peacefully secluded in the woods while being just a few minute drive to downtown Woodstock. The screened in porch is the perfect place to enjoy your morning coffee and take in the beautiful setting. We have stayed here several times now and hope to come back again soon!

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.

We had a wonderful, no-phones weekend here with our dogs. Loved hanging on the porch and playing in the yard. Plus, an easy ten minute drive from ice cream! We will be back.

We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!

My family and I had a wonderful weekend at David's cabin. The property is magical ... right on the stream and backing up against state land. It's beautiful, private, and you can walk right out the back door onto a well groomed state park trail.

Robert and Sandra were so helpful in making sure we were able to get the experience we were hoping for. The cabin is beautiful and we enjoyed looking through the photos of its construction. It was clean, comfortable, and very private.

Cute house, open concept first floor was great for a weekend with our girlfriends! Hava was very responsive and kind!

This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

We had such a great stay at Eugene’s place! The house was perfect for our group — spacious, comfortable, and full of fun things to do. We especially loved the private theatre, the hot tub, and especially the sauna — such a great touch! The volleyball net was a hit, and there were tons of games in the closet that kept us entertained. The kitchen was well-stocked and roomy enough for us to cook meals for our large group, and there were plenty of different areas to hang out in, everyone could find their own space to relax. The towels were plentiful (huge plus) and having access to the washer and dryer came in handy during our stay. Eugene was a fantastic host — super friendly, very responsive, and just really helpful all around. We also got to enjoy a few deer sightings right in the yard, which felt magical. We visited the nearby alpaca farm and did the Beer Mountain hike, which was a nice outing. All in all, a wonderful stay. Would absolutely come back. Thank you Eugene!

We had a wonderful time at Tina’s place! Surrounded by woods, but somewhat close to the downtown area (super cute too!), the cabin had all we needed, and is also very cozy, neat, comfortable. Excellent bed and pillows, perfectly AC’d, with a fully stocked kitchen. We are happy, and our pups were THRILLED! Huge thanks to the host.

Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

My family stayed here for a weekend trip to Windham. The location to the ski area was very close, only 6 minutes away. There were plenty of nearby restaurants, markets, and coffee. The house is clean and cozy and perfect for a family of 4 or 5.

Stayed for a weekend with my fiancé and dog. The studio was clean and spacious and included everything you might need. The property was beautiful, scenic and tranquil - and the pool was a definite highlight! The location was ideal as the town of Woodstock is just a quick drive away, which created a perfect balance of privacy and convenience. Definitely recommend and would love to return again.