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 Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
4–11 Jun
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
5–12 Mar
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
26 Jan – 2 Feb
Cabin in Saugerties
4.86 out of 5 average rating, 172 reviewsContainer Cabin in the Catskills (Field)
27 Sep – 4 Oct
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
5–12 Aug
Home in Round Top
4.96 out of 5 average rating, 161 reviewsEscape in the Catskills w/hottub
7–14 Jul
Home in Craryville
4.98 out of 5 average rating, 188 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
30 Aug – 6 Sep
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
13–20 Nov
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.
24–31 Oct
Guesthouse 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
Guesthouse in Woodstock
4.86 out of 5 average rating, 831 reviewsRocket Room - Rock Stars Only
29 Mar – 5 Apr
Farm stay in High Falls
4.87 out of 5 average rating, 809 reviewsDave's Milk Barn
15–22 Nov
Cottage in Ancram
4.99 out of 5 average rating, 165 reviewsNew Earlier Arrival/Later Departure
13–20 May
Farm stay in Coeymans Hollow
4.85 out of 5 average rating, 579 reviewsMagic Forest Farm's Mountain View Suite
27 Jul – 3 Aug
Loft in Saugerties
4.97 out of 5 average rating, 381 reviews113 Partition- Loft w/ Roof Garden
24–31 Jan
Family-friendly home rentals with a pool
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
3–10 May
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
11–18 Aug
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
18–25 Mar
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
31 Jan – 7 Feb
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
20–27 Oct
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
20–27 Dec
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
6–13 Sep
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
10–17 Feb
Quick stats about holiday rentals that are family-friendly in Pine Plains
Total rentals
20 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1K reviews
Nightly prices starting at
$187 NZD before taxes and fees
Destinations to explore
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