Kid-friendly vacation rentals in Columbia County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Columbia County

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

Guest favourite
Apartment in Ghent
Charming Ghent Getaway, minutes from Hudson!
Nestled between the Majestic Hudson River and the Beautiful Berkshires this retreat in Historic Columbia County offers the perfect escape from a hectic life! A 500sqft cozy efficiency with private entrance, deck and perennial gardens is 10 minutes from the Taconic Parkway/I90 NYS Thurway. With the hip shops, art galleries and restaurants of eclectic Hudson just minutes south, and/or the museums, spas, theaters and the music of Tanglewood in the Berkshires minutes east, Ghent is the place to be!
Jul. 1 – 8
$158 CAD per night
4.84 out of 5 average rating, 146 reviews
Guest favourite
Cabin in Copake Lake
Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
Festive season is here! And so is the opportunity to stay at an idyllic, secluded property near SKIING, the lake, and hiking! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day of fun, relax in your very own hot tub, swing in the hammock, or cozy up on the couch with some lemonade. Your oasis awaits!
Mar. 26 – Apr. 2
$275 CAD per night
4.95 out of 5 average rating, 171 reviews
Guest favourite
Tiny homes in Chatham
Tiny House on 70 Private Acres in Hudson Valley
Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Although we'd encourage you to check out many the local eateries (see below)! The bathroom is full size and likely bigger than the one in your first NYC apartment.
Aug. 12 – 19
$223 CAD per night
4.99 out of 5 average rating, 173 reviews

Popular amenities for Columbia County kid-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Chatham
2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
May 21 – 28
$175 CAD per night
4.9 out of 5 average rating, 143 reviews
Guest favourite
Home in Ghent
Stylish Hawthorne Valley Farmhouse Retreat
Apr. 6 – 13
$432 CAD per night
4.98 out of 5 average rating, 103 reviews
Guest favourite
Home in Egremont
A sunny, quiet chalet beautifully decorated.
Mar. 12 – 19
$763 CAD per night
4.97 out of 5 average rating, 111 reviews
Guest favourite
Home in Chatham
Pet-friendly, Chatham, NY. No neighbors in sight.
Sep. 14 – 21
$292 CAD per night
4.88 out of 5 average rating, 188 reviews
Guest favourite
Home in Craryville
The City Farmers Upstate. Farm house with hot tub
May 13 – 20
$531 CAD per night
4.93 out of 5 average rating, 216 reviews
Guest favourite
Home in Chatham
Country house on Indian Creek
Dec. 9 – 16
$262 CAD per night
4.88 out of 5 average rating, 136 reviews
Superhost
Home in Ghent
Renovated guesthouse on 52 acres!
Feb. 23 – Mar. 2
$332 CAD per night
4.9 out of 5 average rating, 255 reviews
Guest favourite
Home in Copake
Copake Retreat
Sep. 4 – 11
$235 CAD per night
4.92 out of 5 average rating, 106 reviews
Guest favourite
Home in Craryville
Hall of Fame Views
Jul. 31 – Aug. 7
$224 CAD per night
4.84 out of 5 average rating, 164 reviews
Guest favourite
Home in Hillsdale
Lake House, Copake Lake, NY
May 20 – 27
$269 CAD per night
4.93 out of 5 average rating, 206 reviews
Guest favourite
Home in Catskill
Catskill Village House near parks/river
Apr. 29 – May 6
$208 CAD per night
4.92 out of 5 average rating, 229 reviews
Guest favourite
Home in Catskill
Athens, NY House - 1 Bedroom "Want to Get Away"?
Oct. 24 – 31
$231 CAD per night
4.99 out of 5 average rating, 126 reviews

Family-friendly apartment rentals

Guest favourite
Apartment in Coxsackie
Susie's Climax Creations
Sep. 29 – Oct. 6
$170 CAD per night
4.96 out of 5 average rating, 111 reviews
Guest favourite
Apartment in Great Barrington
Private En Suite in Beautiful Victorian
Oct. 5 – 12
$178 CAD per night
4.95 out of 5 average rating, 313 reviews
Guest favourite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
May 27 – Jun. 3
$238 CAD per night
4.93 out of 5 average rating, 245 reviews
Guest favourite
Apartment in Catskill
Cosy Catskill Casita in the Middle of Village
May 3 – 10
$129 CAD per night
4.92 out of 5 average rating, 131 reviews
Guest favourite
Apartment in Red Hook
A&A's Upper Red Hook
Mar. 18 – 25
$180 CAD per night
4.85 out of 5 average rating, 185 reviews
Guest favourite
Apartment in Hillsdale
Serene Suite Catamount Berkshires Walk to Brewery
Apr. 9 – 16
$188 CAD per night
4.99 out of 5 average rating, 163 reviews
Guest favourite
Apartment in Sheffield
Private Berkshire Barn Apartment
Apr. 23 – 30
$200 CAD per night
4.91 out of 5 average rating, 117 reviews
Guest favourite
Apartment in Coxsackie
Art Deco cocktail lounge themed 1BR- Nightcap245
Apr. 7 – 14
$198 CAD per night
4.94 out of 5 average rating, 121 reviews
Guest favourite
Apartment in New Lebanon
Sunny Duplex at the old boarding house
Nov. 19 – 26
$200 CAD per night
4.95 out of 5 average rating, 128 reviews
Guest favourite
Apartment in Hudson
A Lovely Historic Apartment
Apr. 14 – 21
$315 CAD per night
4.97 out of 5 average rating, 174 reviews
Guest favourite
Apartment in Catskill
Main St. Steps to everything. Comfort & Design.
Sep. 24 – Oct. 1
$209 CAD per night
4.98 out of 5 average rating, 358 reviews
Guest favourite
Apartment in Hudson
Gorgeous Getaway, close to everything!
Jun. 10 – 17
$202 CAD per night
4.91 out of 5 average rating, 514 reviews

Family-friendly condo rentals

Guest favourite
Condo in Hudson
Harmony Valley Home, bright & inviting 2-BR escape
Jan. 23 – 30
$206 CAD per night
4.93 out of 5 average rating, 137 reviews
Condo in Hudson
Farmhouse Flat - Walk to Warren
Aug. 16 – 23
$218 CAD per night
4.67 out of 5 average rating, 18 reviews
Guest favourite
Condo in Great Barrington
Luxury Apt in Downtown Great Barrington
Apr. 9 – 16
$397 CAD per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
Jul. 11 – 18
$87 CAD per night
4.96 out of 5 average rating, 146 reviews

Destinations to explore