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, 221 reviews

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

DavidRating, 5 stars2 weeks ago
Three adults and a toddler spent four great days at Myrhah’s house in Craryville. I have very little to add to all the other enthusiastically positive reviews. They are totally accurate.I will note that one of us is a pastry chef who was at home in Myrhah’s kitchen. It’s stocked with quite a few good baking tools. Another member of our group is a 19-month old toddler who loved the toys and big airy spaces for play. We all enjoyed the home’s aesthetic and appreciated Myrhah’s responsiveness and warmth. I wished we could have stayed longer.
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, 94 reviews

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

DanielRating, 5 stars3 weeks ago
Fantastic house with great amenities. The property is beautiful and we were very comfortable for a group of 8!
Guest favourite
Home in Elizaville
4.85 out of 5 average rating, 103 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

RossRating, 5 stars3 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!
Top Guest favourite
Villa in Athens
4.98 out of 5 average rating, 46 reviews

Hudson River Estate with salt.water infinity pool

EmilyRating, 5 stars5 months ago
This house is gorgeous!! Our group had a fantastic time. There is so much space, plenty of room for the three families we had staying there. All the kids loved it at Jean's house, from the babies to the 5 year old there was plenty to do and lots of amenities. The theater room was a huge hit! The hot tub was perfect for the adults and we loved how close it was to the house so we could run in after getting out! The view was fantastic even in the winter. We are already talking about coming back in the summer to enjoy the gorgeous infinity pool. This place is really special and we will be talking about it for a long time.
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 stars2 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.

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 stars2 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!
Guest favourite
Cabin in Ghent
4.91 out of 5 average rating, 288 reviews

Guesthouse on beautiful property, close to Hudson

KaitlynRating, 5 stars3 weeks ago
The guesthouse was so dreamy! We had a wonderful stay, the hosts were super friendly, and we loved meeting their sweet dogs. The house was close to great restaurants and shops in Hudson, Kinderhook, and Ghent, as well as hiking trails. The lovely trail on the property was a great bonus, one we took advantage of 4 times throughout the weekend :). Would definitely visit again!
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
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
Cabin in Hillsdale
4.81 out of 5 average rating, 319 reviews

Rustic, peaceful and affordable cabin

KenRating, 5 stars3 weeks ago
I loved this place. It was very large. Larger than it appeared in the photos. And the yard was huge! The dogs loved running around it. The neighbors were close enough to see that there was a house nearby, but far enough to not really see any people. And I heard no one, just an occasional dog bark. It was a beautiful location. Trees and hills and beautiful grass. The wood burning insert was fabulous. We had cozy evenings watching tv or a movie. Plenty of plates and cookware. I made dinner most nights. It is also close to so much! I really loved it! Hikes and shopping. Don’t miss the Farmers Market. Highly recommend

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 stars34 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 stars1 week 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 stars1 week 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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