Family-friendly holiday 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.
Holiday 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 Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
25 Jan – 1 Feb
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
9–16 Oct
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
23–30 Jul
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
20–27 Aug
Cabin in Saugerties
4.86 out of 5 average rating, 172 reviewsContainer Cabin in the Catskills (Field)
18–25 Oct
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
15–22 Jul
Home in Round Top
4.96 out of 5 average rating, 161 reviewsEscape in the Catskills w/hottub
22–29 Jun
Home in Craryville
4.98 out of 5 average rating, 188 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
30 Aug – 6 Sept
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.
25 Oct – 1 Nov
Guest house in Millbrook
4.86 out of 5 average rating, 223 reviewsQuaint Cottage near Millbrook Village
6–13 Jun
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
13–20 Jun
Guest house in Woodstock
4.86 out of 5 average rating, 831 reviewsRocket Room - Rock Stars Only
7–14 Apr
Farm stay in High Falls
4.87 out of 5 average rating, 809 reviewsDave's Milk Barn
28 Jan – 4 Feb
Cottage in Ancram
4.99 out of 5 average rating, 165 reviewsNew Earlier Arrival/Later Departure
5–12 Feb
Loft in Saugerties
4.97 out of 5 average rating, 381 reviews113 Partition- Loft w/ Roof Garden
19–26 Apr
Loft in East Nassau
4.99 out of 5 average rating, 154 reviewsDog Friendly Farm Spring bird watching
13–20 Sept
Family-friendly home rentals with a pool
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
8–15 Oct
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
18–25 May
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sept
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
27 Jan – 3 Feb
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
25 Sept – 2 Oct
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
14–21 Jul
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
26 Oct – 2 Nov
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
11–18 Feb
Quick stats about holiday 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
£88 before taxes and fees
Destinations to explore
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