Family-friendly vacation rentals in Pine Plains
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pine Plains
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 Pine Plains family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Aug 3 – 10
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
Nov 4 – 11
Cabin in Saugerties
4.86 out of 5 average rating, 173 reviewsContainer Cabin in the Catskills (Field)
Dec 30 – Jan 6
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Mar 13 – 20
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
Feb 24 – Mar 3
Home in Highland
4.96 out of 5 average rating, 108 reviewsHouse in Highland: Secluded Retreat
Feb 25 – Mar 4
Home in Craryville
4.98 out of 5 average rating, 188 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
Jan 21 – 28
Home in Round Top
4.96 out of 5 average rating, 161 reviewsEscape in the Catskills w/hottub
May 28 – Jun 4
Family- and pet-friendly home rentals
Home in Millerton
4.88 out of 5 average rating, 137 reviewsThe 1913 House, book 6 days get the 7th free.
Oct 29 – Nov 5
Cabin in Jefferson
5.0 out of 5 average rating, 432 reviews"Far from the Madding Crowd" Cozy Cabin Retreat
Mar 27 – Apr 3
Guesthouse in Millbrook
4.86 out of 5 average rating, 224 reviewsQuaint Cottage near Millbrook Village
Jun 5 – 12
Guesthouse in Woodstock
4.86 out of 5 average rating, 831 reviewsRocket Room - Rock Stars Only
Feb 25 – Mar 4
Cottage in Ancram
4.99 out of 5 average rating, 165 reviewsKayaks! Fire Pit! Sunsets!
Jan 16 – 23
Farm stay in High Falls
4.87 out of 5 average rating, 809 reviewsDave's Milk Barn
Oct 29 – Nov 5
Loft in East Nassau
4.99 out of 5 average rating, 154 reviewsDog Friendly Farm Spring bird watching
Sep 13 – 20
Farm stay in Coeymans Hollow
4.85 out of 5 average rating, 583 reviewsMagic Forest Farm's Mountain View Suite
Aug 31 – Sep 7
Family-friendly home rentals with a pool
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
Oct 7 – 14
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Jan 27 – Feb 3
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
May 14 – 21
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Jun 3 – 10
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 28 – Jan 4
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Jan 6 – 13
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
Jan 24 – 31
Quick stats about vacation rentals that are family-friendly in Pine Plains
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1K reviews
Nightly prices starting at
G$22,971 GYD before taxes and fees
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