I was looking for somewhere that had many rooms for single and couple adults to stay at for a long weekend birthday celebration. It was super difficult to find somewhere with rooms relatively the same size and separate/private, until I came upon this listing. That was the impetus, and the reality was even better than we could have imagined. We spent most of our time in the large kitchen/dining room: cooking, eating, laughing, conversing, and playing games. At nights we would all go into large living room for more games. The breakfast nook and library was a great place for people to get some work done or for smaller games of dominos or a puzzle. We were there in the dead of winter, and there was plenty to do indoors as well as nearby, though I can only imagine how great the property would be in warmer weather too! A few of us went on the 3-mile loop trail hike and overlook at Sam's Point Preserve (3 min drive); we all went to Speakeasy Motors Distillery (15 min drive) one day; and to Arrowood Brewery & Distillery (30 min drive) another day - all super highly recommended. We had 3 dogs with us, who all loved the the place too. I was amazed at how many supplies were included with the house - I'd say way beyond the basics. Tons of spices and condiments, oils and baking supplies, dishware, glassware, cookware, barware and even party decorations, which were a happy surprise. Would 100% stay here again! Thanks, Rob!!

This is our 2nd stay at the Cragsmoor house. The host, Rob, is incredibly kind and communicative and the house is perfect for gathering with a large group. We were 10 adults, 2 kids, and 2 dogs and there was plenty of room for everyone to have space but also gather together. The house itself is quirky and full of character and art, which adds to the fun of staying. Can’t wait to return again!

The house fits the description. While it is still being renovated, it is completely usable and has a lot of character. The usable rooms are all well kept and comfortable. I was worried about the house being possibly drafty but Rob assuaged my doubts before we arrived and we didn’t have any temperature issues while there. We like to make big family meals, especially around the holidays, and the kitchen was a dream kitchen for us. I have no negatives to share. It’s a great house and the owners make it even cozier for families with a mountain of toys for young kids to play with. We had a great stay and would definitely stay there again.

This was a wonderful place for our multi family, multi generational group to gather for Thanksgiving. Well equipped kitchen, large sunny dining room, lots of space to spread out. Beds were comfortable, house overall cozy and warm. Check-in and out very easy. The house is old and that shows; for us that made the house interesting and unique. The bathrooms are dated but were functional. The location is superb and we got in some wonderful hikes.

My large group of friends and family had such a wonderful time at this old historic boarding house. The kitchen was stocked and ready for us with new condiments and even extras like Smores fixings. We were also able to cook and grill easily with all the provided cooking implements. The house is clearly mid-renovation but somehow that didn't bother a single person in our group of 14. The charm of such an old historic home was enough to offset any cracked plaster wall. There was SO much to do! The kids played and played with all the games and toys. The yard was great to play or also relax in. We had a gorgeous hike of the Gunks a mile away. Even the weather was fantastic. Thank you, Rob, for providing this fantastic house that contributed to such a memorable trip.

We could not have a asked for a better location, home and host for our yoga immersion weekend. Rob was a fantastic, giving and attentive host. The house is beautiful and so well equipped to host groups. Highly recommend!

This was a wonderful space to gather with friends for a weekend. We held yoga classes and singing bowl sound healing sessions in the living room. The space was perfect for our group, the owners are wonderful to work with, and the bedrooms were all cozy, warm and quiet. We were all feeling so fortunate to have spent time at this home, and hope to return soon.

Our group of friends was looking for a place for a weekend upstate together, and this house was absolutely perfect for it! Everyone had their own room, with plenty of space, and a beautiful, well-equipped kitchen for cooking meals together in. Rob was also extremely responsive and helpful. We are looking forward to coming back!