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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Columbia County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Jan 26 – Feb 2
Home in Hudson
4.84 out of 5 average rating, 222 reviewsHudson Country Cottage, Fireplace, Pond, Hot Tub
Mar 11 – 18
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
Nov 7 – 14
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
Aug 5 – 12
Home in Craryville
4.98 out of 5 average rating, 188 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
Aug 30 – Sep 6
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Jun 4 – 11
Townhouse in Hudson
4.94 out of 5 average rating, 194 reviewsPalazzo Hudson: Luxury Pool, Hot Tub, and Sauna
Apr 7 – 14
Home in Ghent
4.97 out of 5 average rating, 60 reviewsLuxe Retreat+Sauna+HotTub & Swimming on 12 acres
Apr 25 – May 2
Family- and pet-friendly home rentals
Home in Athens
4.78 out of 5 average rating, 222 reviewsCreative Refuge - Victorian Cottage in Athens
Aug 8 – 15
Home in Hudson
4.73 out of 5 average rating, 300 reviewsCute Hudson Abode- 1 Block to Warren
Jun 1 – 8
Apartment in Hudson
4.84 out of 5 average rating, 140 reviewsBright , airy , perch with a great back porch
May 15 – 22
Apartment in Hudson
4.89 out of 5 average rating, 310 reviewsB&W Monthly Stays for Summer/Fall $2500
Jan 29 – Feb 5
Cottage in Pine Plains
5.0 out of 5 average rating, 132 reviewsPatchin Mills Quaint Country Cottage
Jun 19 – 26
Cabin in Hillsdale
4.91 out of 5 average rating, 171 reviewsTory Hill Cabin; (North Mountain Cottages)
Jan 29 – Feb 5
Home in Chatham
4.93 out of 5 average rating, 187 reviewsBeautiful Lake/Mountain Views. Bright Sunlit Home.
Feb 3 – 10
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Sep 12 – 19
Family-friendly home rentals with a pool
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Oct 15 – 22
Home in Germantown
5.0 out of 5 average rating, 31 reviewsColumbia County Farmhouse with Pool
Jan 21 – 28
Home in Great Barrington
4.97 out of 5 average rating, 34 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Nov 28 – Dec 5
Home in Catskill
4.68 out of 5 average rating, 103 reviewsHouse with pond,pool, very relaxing retreat
Nov 18 – 25
Home in Hillsdale
4.58 out of 5 average rating, 43 reviewsHistoric JP Dorr House with pool in Hillsdale NY
Nov 11 – 18
Home in Barrytown
4.84 out of 5 average rating, 19 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
May 7 – 14
Home in Old Chatham
4.96 out of 5 average rating, 27 reviewsSamuel Wilbur Estate since 1810
Jun 19 – 26
Home in Hillsdale
4.75 out of 5 average rating, 28 reviewsCharming 1800 Eyebrow Colonial
Nov 3 – 10
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