Kid-friendly vacation rentals in Smallwood

Tim is a fantastic host. His place is absolutely beautiful. My friends and I had such a great time. If you want to go on trails nearby, go to the schuman blue loop. The place is amazing and Tim is so responsive and friends. Thank you for letting us stay and we look forward to coming back!

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!

We stayed at Grandma’s Cottage for my wife’s birthday, and the experience couldn’t have been better. Originally, we had booked another place, but due to some last-minute issues, we were re-booked here—and honestly, it felt like fate. From the moment we arrived, we fell in love with the cozy, vintage vibe of the house. It’s like stepping into a charming time capsule, with antiques everywhere—record players, an old stove, typewriter, beautiful paintings, unique clocks, and mini art sculptures. Each piece adds so much character! Sheldon (our host) was amazing. Despite the short notice, he kindly accommodated our booking and even stopped by personally to ensure everything was perfect for us. That extra effort meant so much. We’ll definitely be coming back here!

This home was perfect in many ways. The home itself is bright with sunshine, has a beautifully-updated persona while keeping its mountain cabin charm. The kitchen was well supplied and we were able to cook meals easily. We also enjoyed the selection of books and games during the evening hours. If we still had young children around, they would have loved the fun kid's room upstairs! Plenty of available hiking nearby with a good selection of local restaurants for various libations and meals. Working with Julie was super easy - communications were quick and simple. No problems at all - a very excellent place for a relaxing holiday!

Ruth’s place was perfect for our short getaway to take the kids to learn to ski. Plenty of space and clean. Easy to get to. Would come back next year for some more ski lessons!

Lovely home. The kids enjoyed the game room. We had a great time!

We had a lovely stay! The place was very relaxing, peaceful, and surrounded by nature, yet still close to Woodstock. One of the highlights was seeing a family of deer right outside our window — such a special moment. The hosts were also incredibly accommodating, providing a highchair and pack ’n play for our infant, which made our stay so much easier. We truly appreciated their thoughtfulness and hospitality. Highly recommend to anyone looking for a quiet getaway close to town.

Wonderful family time at this beautiful home. Everything you could need was provided, ample bedding, towels, kitchen so very well equipped. Have no negative comments to make, communication was responded too very quickly. Power cut while there and credit given to allow us to go get coffee from a lovely coffee shop called Catskills Coffee which we then visited a couple more times. My daughter who lives in Jersey is already planning on rebooking and I am sure when we visit from the UK we will consider another stay.

We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.

I’ve stayed at Nichole’s place many times. It’s clean and comfortable and convenient for me. Will stay again.

Perfect downtown Woodstock location! Just steps from excellent restaurants (Woodstock Pub, Silvia, Good Night), charming bars (Small Talk, Station), and countless boutique shops. The central spot also provides convenient access to surrounding areas like Phoenicia, Kingston, and Catskill. The dedicated parking spot, private entrance, straightforward check-in process, and responsive host communication made for a seamless stay. Would absolutely book again!

We had a great stay. It was a great quick weekend trip out of the city. This was our first time upstate and the location of Donna’s home was perfect. We had such a great time and would love to come back in the future.

Highly recommend this place. Dave was extremely responsive, informative, and friendly. There is plenty of room, and everything was very clean and tidy. The restaurant beneath the space is not only convenient, but the food was excellent as well. The surrounding area is very scenic, and is ideal for anyone looking for a peaceful getaway. Would definitely stay here again!

Great place, highly recommend it and would totally come back

This is a delightful place! The location is peaceful, the decor gorgeous and the hosts easy to work with. I enjoyed my stay so much, feeling instantly right at home. And the fresh eggs that are right there in the frig (wow), well, I was happier to have them than I had anticipated! It's just minutes away from New Paltz.

Had a great time! Loved the place and especially the surroundings, peaceful and beautiful!

We really enjoyed our stay! The condo was VERY clean, full stocked with all of the needed essentials and in a great location right by the ski slope. Both the bed and pull-out coach were SUPER comfortable. All instructions were super clear, and the recommendations were perfect. Thank you for letting us stay at your place, we love Mountain Creek!

Great place! Easy to check in and enjoyed the heated garage. It was super convenient to get to the room as well.

My children and I had a wonderful time! The unit was immaculate, the views were lovely, and there was plenty to do at the hotel. Paul was the best host! We had a car issue and had to extend our stay. He was polite, quick to respond, accommodating, and he took excellent care of us whenever we had any questions or concerns. We are looking forward to visiting again!

We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!

The place was exactly as described and she was really attentive if I had sent a message and it was extremely clean and cozy.

Beautiful place! It looks exactly like the pictures, very clean and the host was very helpful and responsive.

Massimo was so communicative, place was great, and the little extras provided -- snacks, beverages, and the set up for old time arcade games -- totally awesome! Thanks!

The place was nice and clean as advertised. Host was very responsive. I would recommend this spot.