Family-friendly holiday rentals in Columbia County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Columbia County family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Hudson
4.97 out of 5 average rating, 69 reviews

Secluded Hudson mid-century - pool & hot tub

SamRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Craryville
4.98 out of 5 average rating, 222 reviews

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

EricRating, 5 starstoday
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.
Superhost
Home in Hudson
4.77 out of 5 average rating, 215 reviews

Cozy Chic Home, Hot Tub, Near Warren St

KatherineRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Ancramdale
4.94 out of 5 average rating, 142 reviews

Unwind in the country, stargaze in hot tub

OliviaRating, 5 stars4 months ago
What a gorgeous stay. My partner and I celebrated our five year anniversary here and each detail was perfect. The home is wonderfully curated, with stunning art, decor, puzzles, plates, you name it! And by the window, the feeders attract all kinds of birds that I’ve never seen so up close. Woodpeckers, cardinals, chickadees. You hardly need the TV, it’s so entertaining. The place is spotless and serene. And Rosy is so responsive while giving you complete privacy! You can tell she really cares about the experience she provides. If you’re looking to stay in an artfully cozy home, this is the place.
Top Guest favourite
Home in Ghent
4.98 out of 5 average rating, 95 reviews

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

DamonRating, 5 stars2 weeks ago
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
Guest favourite
Home in Elizaville
4.85 out of 5 average rating, 103 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

RossRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Red Hook
4.88 out of 5 average rating, 234 reviews

Wooded Retreat w/ Hot Tub and Trout River

DanicaRating, 5 stars3 weeks ago
Just what we needed for a relaxing weekend. Place was clean and comfortable. Situated in the woods- scenic, quiet and relaxing with the sound of the creek down below. Rainy weekend but it was dreamy looking out the large floor to ceiling windows. Highly recommend this place if youre looking for a quiet getaway. Rhinebeck Village and Red Hook shops are within 20-30 min drive.
Chalet in Canaan
4.56 out of 5 average rating, 68 reviews

R3Bliss - Estate with Hot Tub, Tennis Court & Pool

RobinRating, 5 stars4 months ago
Great stay. Bathrooms r small and outdated but the fireplace and hot tub and property outweigh the cons.

Family- and pet-friendly home rentals

Guest favourite
Home in Ancram
4.99 out of 5 average rating, 181 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

AdelyaRating, 5 stars1 month ago
The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!
Guest favourite
Apartment in Tivoli
4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

JenniferRating, 5 stars3 weeks ago
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack
Superhost
Holiday home in Hudson
4.86 out of 5 average rating, 134 reviews

Great top fl near cnter with sunroom and a view cc

BethanyRating, 5 stars3 weeks ago
We had a great stay, and the place is exactly as advertised. It was clean, beds were comfortable, and it was proximate to town. Only downside was the noise from being on a main road, but the window units helped drown out the noise.
Superhost
Home in Athens
4.89 out of 5 average rating, 350 reviews

1890s hudson river zen victorian

AlexandraRating, 5 stars2 months ago
Nick's home is charming and exactly what our family was looking for. Great location too!
Superhost
Home in Ancram
4.81 out of 5 average rating, 113 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars4 months ago
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.
Guest favourite
Home in Hudson
4.77 out of 5 average rating, 335 reviews

Cozy, Charming Escape in Central Hudson w/ Yard

MichelleRating, 5 stars7 months ago
This air bnb was great. Beds were very small but the space was great, very clean and perfect for a dog! The backyard was not that maintained and the fence seemed to be open so we were unable to let our dog off the leash. Other than that, highly recommend. Location is 10/10.
Guest favourite
Cottage in East Chatham
4.92 out of 5 average rating, 206 reviews

Beautifully Nestled Berkshires Home

JohnRating, 5 stars5 months ago
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!
Guest favourite
Farm stay in Kinderhook
4.86 out of 5 average rating, 232 reviews

Barn House: isolated sheep farm Hudson area

ChloeRating, 5 stars1 month ago
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!

Family-friendly home rentals with a pool

Home in Copake
4.8 out of 5 average rating, 15 reviews

Vacation Home w/Pool Near Copake Lake/Berkshires

JeremyRating, 5 stars35 months ago
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!
Top Guest favourite
Home in Athens
4.93 out of 5 average rating, 75 reviews

Lakefront Luxe: Private Dock, Game Rm, Near Hudson

JulieRating, 5 stars8 months ago
The home was absolutely immaculate and the photos did no justice whatsoever. The house was much more beautiful than the pictures, it was well kept and very big and spacious. The beds were most comfortable, bathrooms spotless, kitchen was pristine and well stocked for big family meals. The views from the huge patio/balcony were breathtaking. The lake was just amazing! My family and I enjoyed the kayaks and water boarding. And of course the game room down stairs was a major hit with the kids. This is a great location for a nice, quiet getaway especially during a beautiful fall weekend. Just a fantastic home overall!
Top Guest favourite
Home in Ghent
5 out of 5 average rating, 55 reviews

Low Meadow Farm - Hudson Valley, NY

AlissaRating, 5 stars4 months ago
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
Top Guest favourite
Home in Germantown
4.98 out of 5 average rating, 66 reviews

Columbia County Farmhouse with Pool

DanRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Catskill
4.97 out of 5 average rating, 70 reviews

Privacy and beauty on Catskill Creek with pool

PoortiRating, 5 stars4 months ago
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!
Top Guest favourite
Home in Catskill
4.72 out of 5 average rating, 116 reviews

House with pond,pool, very relaxing retreat

DanielaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Villa in Catskill
4.98 out of 5 average rating, 84 reviews

WILDINGS on Hudson - River Estate w amazing views

UyenRating, 5 stars1 month ago
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!
Home in Ancram
4.94 out of 5 average rating, 48 reviews

beautiful hudson valley country lake house

CassandraRating, 5 stars10 months ago
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!

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