Family-friendly vacation rentals in Columbia County

Even more beautiful than the pictures! I think the best Airbnb we’ve stayed at. And for those with health concerns it was super clean, with scent free cleaning supplies. Easy checkout instructions and the host was very responsive. We will definitely come again.

A quiet private property located close to amenities, the city of Hudson, and nature. It is a beautiful and comfortable home filled with creative and tangible care. We enjoyed cooking in the kitchen and spending time on the property over a long weekend stay.

This is an awesome place if you're looking to spend an active weekend in Hudson!! It's absolutely worth the price we paid. Pros: just minutes from super cute downtown Hudson, adorable backyard, host was able to accommodate an early checkin and was super responsive throughout, convenience stores located next door. Cons: the bedrooms are a bit smaller than expected but fine if you just plan to use them for sleeping, it's an older home, it's located at the bottom of Hudson which is an area that is still somewhat in transition.

Very quiet place good to share with another family. Amanda was very flexible to help with an early check in. Many more things to do than at a typical Airbnb including plunge pond, blocks and games, croquet, yoga items, piano, bats and balls ect… Could feel less private if second house is rented , did not impact our stay however

We had a great and easy stay for a quick upstate weekend! The house was clean, cute, and accommodated our family of 7. We unfortunately didn’t get to utilize the outdoors because of the weather. Would definitely recommend this house!

Great stay. Bathrooms r small and outdated but the fireplace and hot tub and property outweigh the cons.

We loved staying at Anat’s gorgeous home. We’ve been in many spots in the HRV and even Columbia County, but this stood out for being so tranquil and for having such lovely grounds. We enjoyed the Copake Hillsdale Farmers Market and a great meals at Local 111 and Zinneas. Cooking at the house was a breeze and there were more than enough beds and living spaces for our two families to feel so comfortable. Hot tub was lovely! We can’t wait to return.

Dana was beyond amazing!!! Super helpful and super nice! Went for a weekend getaway with my husband. The house was so fun we ended up staying there all weekend making s’mores at the fire pit and going in the hot tub! Definitely would want to stay there again !

We had a wonderful stay at Allie's cottage on the lake! The home was just as described, super clean with more than everything we needed for a great stay! My husband loves to cook and the kitchen was beautifully stocked and organized. There is so much to do right at the house, we ended up spending most of our time enjoying the lake and the huge yard! Such a wonderful Airbnb with thoughtful touches (welcome basket), yard games and kayaks. So nice to feel right at home! We only wish we would have stayed longer! Thank you for sharing your beautiful cottage on the gorgeous lake!

I stayed for a month, and this space is something rare. A masterclass in design; farmhouse aesthetics reinterpreted through a modern, editorial lens. Every detail is intentional, embodying the essence of Hudson: a precise blend of historic rural charm and upstate sophistication. The kitchen practically insists you visit the local market and cook. The clawfoot tub and heated floors reframe the idea of routine. The beds make it hard to get up, but you wake deeply rested. The home is immersive. It doesn’t borrow from Hudson—it distills it. Thoughtful, intuitive, and exquisitely executed. I left inspired. Anthony and the This Old Hudson team were exceptional. We can’t wait to return.

Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

Peaceful space with lovely sun porch and small treehouse like deck. Charming, thoughtful decor. Walkable to all the great spots downtown. Clear instructions and good communication. Thank you guys!

Nick's home is charming and exactly what our family was looking for. Great location too!

A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.

Our family loved our stay at this house. It is a peaceful and serene setting in a beautiful wooded area. The host was very accommodating on short notice. The house has a very nice and inviting interior, it feels very homey and comfortable. There are many nice places for a hike and the view at the top of the hill on the property is quite scenic, we could see the Catskills to the south. There are all the modern amenities, and the (decorative) antique wood burning stove in the kitchen was a neat touch. I would definitely recommend this place!

Staying at Will and Aenne's barn house was fun and wholesome. I enjoyed saying hello to the animals and the jungle shower most of all. The barn has everything one needs. Though, I must say I was very intimidated by having to light the chef's stove. We walked from the barn to the waterfall down town which was beautiful--great place to hang out and swim in the warmer months. The village of Kinderhook is adorable with quaint little shops. Hudson city had some of the best food I've had in a long time; I strongly recommend eating at Cafe Mutton. Overall, Will and Aenne were very hands-off hosts--as in, they gave us our space and privacy--while still being responsive and attentive. Thank you for the stay! I hope to come back again!

Our family thoroughly enjoyed our stay at Amy's house. The house itself has a great layout, is clean and has a very well stocked kitchen for those interested in cooking or baking. The saltwater pool was magnificent. It was warm, clean and tended to by both a pool attendant and the pool company during our stay. The location could not be better. Just down the street from Copake Lake and Marina and close to local organic markets and other enjoyable country living places. We love this house and will definitely be back to Amy's!

Amazing location, huge house, best Airbnb kitchen I’ve ever used (sharp knives!). Great for home cooks and large groups. Water is a little murky for my taste so I didn’t swim (though tbh many others did) but kayaking and fishing was awesome. Great fire pit too. The view from the house is a little limited but this is as expected from the listing and tbh not a big issue. Lots of seating by the water with bigger views.

Our stay was fantastic. The house was lovely, well appointed with everything we could need to be comfortable and was well maintained. Our hosts were responsive with any questions we had. We had a wonderful time and look forward to the opportunity to return! Alissa and John

This place is an absolute dream. The house is in an actual farm and the home is beautiful. My kids loved feeding the animals and the property just relaxes you immediately. The was also fantastic. Jamie was great in communicating. We absolutely can’t wait to come back again.

This is a gorgeous house in a peaceful setting with all the amenities one could wish for. An amazing retreat in Nature, but close enough to restaurants and cafes, so you get the best of both worlds. Dan and Nancey are exemplary hosts! They took such good care of us — from the thoughtful suggestions on things to do, to the kind offers to show us the neighbourhood trails, to giving us a lift when we needed one. They had even set up a fire for us in the fireplace upon arrival on a very cold winter’s day. The beds are super comfortable, the coffee machine is superb and the book collection is eclectic. Highly recommend!

I loved it and my whole family as well. The pictures and seeing it in person was even so much better than what it showed in pictures. The vibe was very homey and welcoming!! Loved the scenery. It was definitely a beautiful weekend and it was an escape from the usual. We enjoyed the pool , we spend most of our time outside. Everything was great. Julio was very attentive. Definitely thinking of coming back again. Highly recommend coming and spending a mini weekend in this Airbnb definitely relaxing and definitely worth it!

I had an incredible stay at Juan’s place. Juan is wonderful as a host, responsive and warm. The house is beautifully decorated, very peaceful and the amenities are wonderful. I’d love to come back here soon!

We had a wonderful week at Amy & Mauricio’s house. The home itself is lovely, great eclectic mid-century vibe. It was well appointed, and we had pretty much everything we needed, and great recommendations to find anything else we could want nearby. Lots of space for our family to spread out and relax. We explored the area. And really enjoyed ourselves. Highly recommend! Thank you, Amy & Mauricio!