
Family-friendly holiday 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.

Le Soleil Suite - Fire pit, Views 10 Min To Hudson
A charming one-bedroom suite in a rural neighborhood 10 minutes by car from downtown Hudson. Your rental is a private, independent unit next to the main house. It has a full kitchen, bathroom, electric fireplace and a private backyard with a grill, firepit and pool (June to Sept.). If we are around, we give you privacy. Watch sunset over the Catskills from the living room. 1 Br with queen bed, 1 pullout sofa, 1 fold-out twin upon request. Close to Hudson, hiking, skiing, Olana and Art Omi.

Barn Stay at Shadowbrook Farm
Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Modern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

The Gatehouse at Raspberry Ridge
Quiet, private house for a country get-away. Renovated 2 bedroom, 1 bath home can sleep up to 2 couples. Gated and fenced yard offers privacy and security for children or dogs. Enjoy a spacious deck and sunken fire pit for outdoor dining or lounging. Bedrooms and living space upstairs are bright, airy with cozy wood stove for cool evenings. Kitchen is well-stocked; has a dishwasher. Laundry facilities downstairs; entertainment room with large screen TV and pull out couch. WiFi available.

1930's Cottage charm cozy air cond. near hiking
1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

The Cottage on Sylvester Street
The Cottage on Sylvester Street welcomes guests looking for a relaxing weekend or longer stay in a small-village setting. Located at the heart of the historic Village of Kinderhook, this stylishly renovated house is located amongst Kinderhook's collection of historic architectural gems. Within easy walking distance are eateries, wine and beer bars, The School I Jack Shainman Gallery, historic sites, the farmers' market plus farm stands, and quiet, scenic roads perfect for walking and cycling.

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 bike path, e-bikes by request. Hudson Valley. The farm shares space with nature as it is - country life. Pony rides for children by prior arrangement.

Guest Suite in Old Chatham Hunt Country
Looking for all the perks of a hotel while staying at a house in the country? This tranquil, light filled room overlooks horse pastures and a dirt road in the heart of Old Chatham hunt country. A private entrance leads to a guest suite which includes a queen size bed, sitting area, kitchenette, and walk-in closet. Located on the first floor of a newly built, net-zero home. Power comes from solar and solar water panels provide for guilt-free hot showers! 50 MBPS fiber optic Internet!

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Chic Hudson Farmhouse w/ Fireplace & Porch
1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill
A really really tiny house ,( smaller than most tiny houses) with a dome patio for viewing the sky. Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. We have - Heat/AC, Queen bed, Hot shower, Flushing Toilet, Kitchenette, Fridge, Towels, linens etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers and to returning guests .
Popular amenities for Columbia County family-friendly rentals
Family-friendly home rentals with a hot tub

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

Modern cabin retreat

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Unwind in the country, stargaze in hot tub

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Charming Lakefront Cabin with Hot Tub

Stag Haus | Luxe Hideaway w/HOT TUB +Walk to Town

Lakeview Bungalow w/ Hot Tub, Fireplace & Deck
Family- and pet-friendly home rentals

Bright, Airy Home in Hudson w/ TONS of Character!

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Harvey Mountain Lodge by State Forest

Private Cottage/Mountain Views/Trails/Fire pit

Cemetery Schoolhouse 2

Lakefront +pets +skiing +bbq +firepit +games

Private Hudson Valley Loft on 200 Acre Horse Farm

Modern Upstate Cabin, near Rhinebeck NY
Family-friendly home rentals with a pool

Private lakefront home, hot tub & resort amenities

Waterfront Lake Home, close to Hunter & Windham

The Copake Cabin - A rustic-modern retreat.

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Lake Cabin

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

Country Getaway Tiny House in Woods w/Pool/Sauna.
Destinations to explore
- Rentals with a washing machine and dryer Columbia County
- Townhouse rentals Columbia County
- Beachfront rentals Columbia County
- Pet-friendly rentals Columbia County
- House rentals Columbia County
- Rentals with beach access Columbia County
- Private suite rentals Columbia County
- Rentals with outdoor seating Columbia County
- Chalet rentals Columbia County
- Rentals with a kayak Columbia County
- Rentals with an EV charger Columbia County
- Apartment rentals Columbia County
- Cabin rentals Columbia County
- Rentals with a fireplace Columbia County
- Rentals with lake access Columbia County
- Tiny house rentals Columbia County
- Rentals with pools Columbia County
- Rentals with a hot tub Columbia County
- Boutique hotel rentals Columbia County
- Barn rentals Columbia County
- Rentals with a fire pit Columbia County
- Ski-in/ski-out rentals Columbia County
- Bed and breakfasts Columbia County
- Rentals with a patio Columbia County
- Rentals with breakfast Columbia County
- Hotel rentals Columbia County
- Waterfront rentals Columbia County
- Guesthouse rentals Columbia County
- RV rentals Columbia County
- Farmstay rentals Columbia County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Greylock Ski Club
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Saratoga Spa State Park
- Norman Rockwell Museum
- Taconic State Park
- Mount Tom State Reservation
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Opus 40
- Beartown State Forest
- Hunter Mountain Resort
- Albany Center Gallery
- Peebles Island State Park
- Things to do Columbia County
- Things to do New York
- Entertainment New York
- Art and culture New York
- Food and drink New York
- Nature and outdoors New York
- Sports activities New York
- Wellness New York
- Tours New York
- Sightseeing New York
- Things to do United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States