Family-friendly vacation rentals in Columbia County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Columbia County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Loft in Great Barrington

4.99 out of 5 average rating, 315 reviews

The Old Red Barn

Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

Guest favorite

Farm stay in Kinderhook

4.86 out of 5 average rating, 218 reviews

Barn House: isolated sheep farm Hudson area

April lambing, October leaf peeping, summer swimming, winter by the stove... A century-old brick barn, eclectic style, much art, 10 miles from Hudson, near Kinderhook, secluded, unique residence. Gardens, sheep, and ponies are set off a country road, with a converted jungle shower, loft, and woodstove. Waterfall swimming area nearby. Empire Trail bike path, e-bikes by request. Berkshire/Hudson Valley. The farm shares space with nature as it is - country life. No film shoots, please.

Guest favorite

Home in Stuyvesant

4.87 out of 5 average rating, 106 reviews

Art Chapel is a chic historic gem near Hudson NY

This AD published renovated 1820's chic farm House set in a beautiful garden, is offered for rent in the glorious town of Stuyvesant, close to Hudson and Albany. The professionally landscaped garden has a fish pond, several terraces, magnificent large trees and a large porch (enclosed in winter) all for your pleasure and use. Public tennis & golf are near by and ready. The farm setting is relaxing and rejuvenating. This Hudson Valley village is perfect for bike rides and walks.

Guest favorite

Home in Ghent

4.9 out of 5 average rating, 272 reviews

Renovated guesthouse on 52 acres!

Come and stay in our beautiful guesthouse in Ghent, upstate NY. Relax and rejuvenate. Hike our private trail in the woods, grill up some food, and chill with a book by the pond... Enjoy the countryside! Go explore cute towns such as Hudson, Chatham and Great Barrington. PLEASE NOTE: My husband and I are both fully vaccinated for Covid-19. And so is our cleaning lady and our caretaker. Please know that we are taking the actions we can, to disinfect the guesthouse in between guests.

Guest favorite

Guest suite in Red Hook

4.91 out of 5 average rating, 329 reviews

the farmhouse suite at gallatin farmstead

A 575 sq ft. fully private suite with your own entrance in a beautiful early American eyebrow colonial. The mid-century farmhouse style is highlighted by a darling kitchenette. And don't forget the bathroom hot steam shower! Please note the kitchenette has an induction stove top and convection air fryer toaster oven. It's a great for light cooking. Please ask for a grill for cooking meat and greasy food. We are also have a cycling side business offering bike rentals and tours.

Guest favorite

Home in Hudson

4.95 out of 5 average rating, 360 reviews

Rushing Rapids Cottage – a birdwatcher's paradise

Complete renovation with privacy. Rural mill worker's cottage is upgraded with midcentury touches while leaving antique finishes. Overlooking the Kinderhook Creek rapids on a rural paved road and AHET Rail Trail. Minutes to Hudson and Kinderhook. You may see Carolina Wrens, Cardinals, Chickadees, Woodpeckers, Goldfinches and Hummingbirds. The creek to the front attracts Bald and Golden Eagles, Osprey, Blue Herons, Red Tail Hawks, Ducks and Geese. ABSOLUTELY NO PETS ALLOWED.

Guest favorite

Cottage in Craryville

4.91 out of 5 average rating, 513 reviews

Columbia County Getaway - Raspberry Ridge Cottage

Affordable, pet and family friendly country cottage in the Hudson Valley off TSP; close to Berkshires and Hudson. Amenities are high speed reliable internet, landscaped grounds, hilltop gazebo with dining deck, grill, fire pit. Cosy wood-stove inside. Backyard chicken coop with fresh eggs. Go 'tree-bathing' on the deck. Woodland setting with open fields. Perfect for a low-key weekend getaway. Hosts live next door. Chief Martindale Diner walking distance. Ample parking.

Guest favorite

Home in Ghent

4.88 out of 5 average rating, 299 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

Escape to our recently renovated guest house on a 12-acre property, 15min from Hudson. Take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.

Guest favorite

Loft in Hudson

4.97 out of 5 average rating, 199 reviews

Cemetery Schoolhouse Asian

I want to accommodate all weary travelers but 1 night reservations are economically hard to maintain, so there is a $50 surcharge for only 1 night, collected through the resolution center I would be delighted to pick & drop you off at the train station. We are a mere 7 min stroll to the top of Warren! This is a park setting, totally removed from any living soul with acres and acres to stroll and explore & yet only 12 min walk to Warren

Guest favorite

Cottage in Copake Falls

4.91 out of 5 average rating, 339 reviews

Beautiful cottage at the foot of the Birkshires

Come stay with us in our beautiful cozy cottage, on a small lot located in the heart of Copake Falls, walking distance to Taconic State Park. Enjoy great farm to table dining, ski the Berkshires (just under 10 minutes to Catamount Resort), hike to Bash Bish Falls, bike the Harlem Valley Rail Trail, and swim in the spring fed iron ore pit during the open season.

Guest favorite

Rental unit in Athens

4.81 out of 5 average rating, 183 reviews

Airbnbathensny

Beautiful Athens. Steps away from Night School Brewery, waterfront bars and restaurants. 2 blocks from Hudson River and Park. kayaking, fishing, community pool , playground. Concerts on river on summer Fridays. 10 minutes from Hudson on ferry or 20 minute drive. Short drive to Woodstock Windham and Hunter 25 minutes from Zoom Flume Water Park.

Guest favorite

Guest suite in Nassau

5 out of 5 average rating, 236 reviews

Country Two Bedroom Apartment with full breakfast

A ground floor, two bedroom apartment in host's house. Full breakfast provided. Located in New York's scenic Hudson Valley and convenient to Hudson, the Berkshires, the Catskills, Saratoga, Albany, and more. Full kitchen, separate dining room, private covered patio. Access to 23 acres of open and wooded property.