Ski-in/out vacation rentals in Columbia County

We booked this home hours before getting there because our prior one was cancelled. The host was so nice and her home is amazing. It isn’t the typical generic air bnb and I was so happy that my daughters were old enough to appreciate how special it is. For our family what made it really comfortable was the bedrooms were spread out on opposite ends of the house and each had its own bathroom - and they are beautiful bathrooms. The windows are huge - and the winter views were crazy - the house is high up with rolling woods and a winding stream below. The furniture, artwork and even the cereal bowls were fascinating to look at. The house is very fresh smelling - no mold or musty odors and was spotlessly clean with quality and comfortable sheets and down pillows - beds were heavenly actually. We drove to Saugerties and Woodstock nearby but mostly stayed at the house though for a wonderful time.

My family and I had a great time at Delana’s lovely house Craryville is a beautiful place We love staying at Delana’s place and hope to come back for our Thanksgiving holiday next year! Thank you very much

We spent 3 nights at Jeens house and our kids (2.5 and 4 years) were in paradise. Great place for families as main rooms are all on ground floor and the basement is great for more kids entertainment. Best feature is the sun room - makes all the difference! Would have liked a more comfy couch here, but that’s a minor thing. It is very quiet around the house but there are neighbors next door, just that you know. Not sure if I’d be missing a bigger deck in the summer - even now at a sunny October day we would have loved a deck to spent time outside. There are many things to do and see all around and Jeens recommendations were great! Love that everything is layed out in the handbook - very helpful. We’ve also had the problem with the smelly (fishy) fridge, hope they get that solved until their next guests arrive. All in all we had a great stay at the house and would always come back! Oh and we saw so many animals from out of the window including deer - great experience!

Absolutely fabulous AirBNB. Super beautiful spot, close to Tanglewood. Amazing kitchen and bathrooms, beautiful antiques, quiet secluded spot but near all the best of the Berkshires. Mai was very helpful with local tips and folding chairs and all. Thank you for a great stay, we look forward to returning!

Martina’s place is the perfect weekend retreat for couples! The open layout, high ceilings, and breathtaking views of the mountains and river create a serene escape, especially after the hustle of city life. Both the kitchen and bathroom are fully equipped, making it easy to enjoy as much time indoors as we did outdoors. The location strikes a perfect balance—secluded enough to feel peaceful, yet close to a variety of charming Upstate destinations. Misto in Red Hook offers incredible food, and we had a great time exploring the shops in Hudson. Martina was a fantastic host, and we’re already looking forward to returning in the summer!

This was our second time staying with Betsy. She has been incredibly accommodating for myself and my toddler. My daughter loves staying at “Tigger’s house” (Tigger is Betsy’s very well behaved friendly dog.)