Family-friendly holiday rentals in Sherman

You feel secluded and private - everything you need to stay in - but also minutes from Woodstock and great restaurants. Beautiful views! Very romantic vibes, especially in the winter. The host was super helpful with communication about the weather. We got lots of snow and ice while there, and they made sure the steep driveway was well plowed and sanded for our departure.

What a peaceful wonderful time we had in this cherry red cabin. Thank you for warm healing waters, sunny blue skies with mountain views, cozy sleeps and wonderful times cooking and gathering around the cozy cabin. We unplugged, biked the reservoir, ate lots of yummy veggie food, danced at the Bearsville Theater, and breathed in the magical mountain air. Thanks Woodstock and much gratitude to our host Mirav for creating a wonderful retreat. Blessings.

We had an amazing stay! The setting was absolutely beautiful, with stunning views and a peaceful atmosphere. The space was impeccably clean, which made our stay even more enjoyable. One of the highlights was the hot tub – it was the perfect way to unwind after a day of exploring. The host was incredibly responsive and saved us with a last-minute booking, which we are so grateful for. We couldn’t have asked for a better experience. Highly recommend!

Michael and Enrique were excellent hosts, and left me and my girlfriends ice cream in the freezer to enjoy! They responded quickly when we had any questions. The view from the hottub looking out onto the woods is beautiful and the hottub was just what we needed to relax. A beautiful, cozy getaway, and so close to Rhinebeck!

Very secluded and cozy - the perfect spot to unwind. Can’t wait to go back!

I had a great time at Tracy’s place. The house was really new (much better than the photos). Location was amazing!

Loved the house. Kitchen is great. Awesome living room with very comfortable couch and fireplace. Bedrooms perfect. Hot tub was perfect. Original Nintendo system upstairs was fun. Went skiing at Hunter which is 20-25 min away. Woodstock 15 min away. Really a great place. Jaime was responsive, friendly and helpful.

Amazing cabin , close to everything, clean ,

What an absolutely fantastic property! The home was perfect for our party of eight adults for a 50th birthday. Woodstock is the most adorable town with tons of fun things to do. You must get the stuffed bagels from moonrise. We couldn’t have expected a better experience with the house, the amenities, and The kitchen was very well appointed. I would absolutely come back here again and probably will.

I booked Nidhi's place for one night for myself and a guest to attend a show at Bearsville. The placement of everything, inside and outside, created an intentional sense of comfort. My guest arrived after me - without a thought, we ended up at the kitchen table talking for hours before the show. Again, the placement of this conversation spot felt intentional, but only after we found ourselves engaged in it. The outdoor surroundings are utilized to not only accent, but to enhance the indoor setting. The whole experience felt private and safe, and allowed us to share a really precious window of time for reconnection and decompression. In addition to the appealing aesthetics (the chosen blue for that kitchen!), the bedding was a treat to come back to at the end of the night - so inviting and equally comforting to find yourself wrapped up in in the morning. Nidhi so kindly messaged me out of concern for the very high winds we were experiencing (prepared with a generator), but no issue.

Great location, walking distance to the town center, and great good all around. the sauna is definitely the best part of the airbnb

Lovely place in Saugerties, close to lots of great hiking and restaurants.

This house was nice, steap stars. one hour away from all three locations JW branches.

Scott's place was great. We were so relaxed and felt right at home. We will be going back which is the best compliment I can give an AirBnB. The views were beautiful!

I loved staying in this home and hope to rent it again. It is just a few minutes from town and nestled in the woods. The place is beautifully decorated and has everything you need.

My family of 4 had a wonderful getaway to Flamig Farm. In spite of the chilly and damp weather, we were all able to explore the farm, engage with the animals, participate in egg gathering and various other farm chores, and then relax and unwind by the pellet stove. What a wonderful and relaxing getaway with cozy accommodations, a very responsive and kind host, and wonderful people who worked at the farm. Having farm-fresh eggs for breakfast was delicious, and we also utilized the pancake mix that was provided one morning. We will definitely be back...thanks for a terrific escape back to nature!!

We, 2 families absolutely loved our stay. This is very unique house: lots of artsy stuff and interesting pieces around the house. We enjoyed exploring it. A lot of original pieces preserved from the 70th, that gives house the personality. The views are breathtaking- you can just sit next to the big windows and enjoy. Outside whirlpool also has view on the mountains. Skiing is 20 just min away. Olia is wonderful and generous host!

Every thing very good thank you we’re thinking about to go back there from Jan 29 to fev second because we love the place

My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

We had an amazing stay at Tina’s Airbnb! The house was beautiful, peaceful, and perfect for a relaxing getaway. Tina was incredibly accommodating, allowing us to check in early and stay longer. We loved the large windows, high ceilings, and especially the glass door that opened to fresh air. My wife particularly enjoyed the bathtub. We had a wonderful, restful time and will definitely be visiting again!”

We had a terrific stay. The house was exactly as advertised.

Our 2nd stay at Elizabeth’s house and it was as nice as our last visit. Our kids love exploring the home and property which has a wonderful view. The kitchen is well appointed for cooking. We especially enjoyed the stone fireplace to relax after skiing. Would highly recommend!

We spent three nights at Rich and Sheila's place and it was an amazing getaway. Our apartment was perfect-clean and comfy. We loved the proximity to the creek and the pool was a huge bonus! Rich and Sheila were both responsive and welcoming. We look forward to a return trip.