Family-friendly vacation 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

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

Secluded Hudson mid-century - pool & hot tub

SamRating, 5 stars4 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.
Superhost
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 stars1 day ago
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 stars4 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.
Superhost
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!
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 Bathrooms r small and outdated but the fireplace and hot tub and property outweigh the cons.
Superhost
Home in Craryville
4.92 out of 5 average rating, 237 reviews

The City Farmers Upstate. Farm house with hot tub

JocelynRating, 5 stars4 weeks ago
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.
Home in Germantown
4.73 out of 5 average rating, 11 reviews

Hudson Valley 3 bdrm. 4 acres, pool

LenaRating, 5 stars65 months ago
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 !
Home in Valatie
4.35 out of 5 average rating, 105 reviews

Lakefront vacation house sleeps 6-8

SusanRating, 5 stars4 weeks ago
Nice house! We had a great, relaxing time. There were 4 of us and plenty of beds available. Thank you!

Family- and pet-friendly home rentals

Guest favorite
Home in Ancram
4.99 out of 5 average rating, 182 reviews

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

KristenRating, 5 stars4 weeks ago
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!
Guest favorite
Apartment in Tivoli
4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

JenniferRating, 5 stars4 weeks ago
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack
Superhost
Vacation home in Hudson
4.86 out of 5 average rating, 135 reviews

Great top fl near cnter with sunroom and a view cc

JorRating, 5 stars2 weeks ago
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!
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 favorite
Cabin in Ghent
4.91 out of 5 average rating, 288 reviews

Guesthouse on beautiful property, close to Hudson

KaitlynRating, 5 stars4 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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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!
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!
Guest favorite
Home in Livingston
4.95 out of 5 average rating, 38 reviews

Secluded Farmhouse with pool on 25 private acres

JennyRating, 5 stars5 months ago
Phyllis’ farmhouse was cozy, quiet, and the charming winter getaway we were looking for. The property was exactly as described, well stocked kitchen and relaxing family room with working fireplace. Sauna was a great addition for our winter stay. Everything was setup for us (thank you for the firewood and starter!) Phyllis and Chris were great hosts, responsive and easy to communicate with. Hopefully we will be back to enjoy the pool during warmer temperatures!

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