
Family-friendly holiday rentals in Columbia County
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Top-rated family-friendly rentals in Columbia County
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Popular amenities for Columbia County family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Hudson mid-century - pool & hot tub
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.

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

Cozy Chic Home, Hot Tub, Near Warren St
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.

Unwind in the country, stargaze in hot tub
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.

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
Fantastic house with great amenities. The property is beautiful and we were very comfortable for a group of 8!

Peaceful Hudson Valley Retreat House with HOT TUB!
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!

Hudson River Estate with salt.water infinity pool
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.

Wooded Retreat w/ Hot Tub and Trout River
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

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

Ground Floor Apartment on Hudson River
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

Great top fl near cnter with sunroom and a view cc
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.

1890s hudson river zen victorian
Nick's home is charming and exactly what our family was looking for. Great location too!

Guesthouse on beautiful property, close to Hudson
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!

Secluded Post-And-Beam Retreat
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.

Beautifully Nestled Berkshires Home
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!

Rustic, peaceful and affordable cabin
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

Vacation Home w/Pool Near Copake Lake/Berkshires
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!

Lakefront Luxe: Private Dock, Game Rm, Near Hudson
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!

Low Meadow Farm - Hudson Valley, NY
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

Columbia County Farmhouse with Pool
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.

Privacy and beauty on Catskill Creek with pool
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!

House with pond,pool, very relaxing retreat
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!

WILDINGS on Hudson - River Estate w amazing views
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!

beautiful hudson valley country lake house
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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- Hunter Mountain
- Saratoga Race Course
- Howe Caverns
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag
- Brignole Vineyards
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