
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

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Rhinebeck Home with an amazing outdoor space+H/tub

Mountain-Top Catskills Getaway Cabin w/hot tub

(°) The Wandering Peacock (°)

Peaceful Hudson Valley Retreat House with HOT TUB!

Clove Schoolhouse on Mohonk Preserve

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Family- and pet-friendly home rentals

Dave's Milk Barn

Retro Modern Paradise in the Catskills

Be in Nature at this Gorgeous Riverfront Cabin

Guesthouse on beautiful property, close to Hudson

Container Cabin in the Catskills

Beautiful Farm Cottage & Majestic Waterfall

Scandinavian-Style Chalet with Scenic Views

Catskills Mountain River Dream House
Family-friendly home rentals with a pool

Saugerties Luxury Close to HITS, festivals, hikes

Private Hudson Valley Country Retreat

midcentury mod * POOL * walk out trail to mohonk

Modern Barn on 12 acres w Sauna, FirePit+swimming

5BR close to Village | Diamond Mills | HITS | Pool

Upstate Modern Scandinavian Barn in the Catskills

Woodstock Mountain Cottage w/ Pool

Woodstock Carriage House HotTub FirePit Pool
Quick stats about vacation rentals that are family-friendly in Pine Plains
Total rentals
20 properties
Nightly prices starting at
R1,959 ZAR before taxes and fees
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Hunter Mountain
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- John Boyd Thacher State Park
- Taconic State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Windham Mountain
- Beartown State Forest
- Hartford Golf Club
- Mohawk Mountain Ski Area
- Mount Southington Ski Area
- Wintonbury Hills Golf Course
- Hancock Shaker Village
- Opus 40