Family-friendly holiday rentals in Woodstock
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Woodstock
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 Woodstock family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Woodstock
4.94 out of 5 average rating, 881 reviews1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
15–22 Sep
Home in woodstock
4.86 out of 5 average rating, 486 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
7–14 Nov
Home in Woodstock
4.85 out of 5 average rating, 207 reviewsCozy Escape in Woodstock
14–21 Jan
Cottage in Phoenicia
4.89 out of 5 average rating, 801 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
6–13 Oct
Cabin in Saugerties
4.86 out of 5 average rating, 172 reviewsContainer Cabin in the Catskills (Field)
27 Sep – 4 Oct
Home in Woodstock
4.95 out of 5 average rating, 120 reviewsWoodstock Secluded Close to Town
22–29 Oct
Cabin in Woodstock
4.84 out of 5 average rating, 136 reviewsContemporary Cabin With Fireplace
14–21 Sep
Home in Bearsville
4.92 out of 5 average rating, 192 reviewsA Cozy’s Woodstock Getaway Home
6–13 Sep
Family- and pet-friendly home rentals
Cottage in Woodstock
4.83 out of 5 average rating, 212 reviewsWoodstock Cottage In Town with large yard for pets
24–31 Dec
Farm stay in High Falls
4.87 out of 5 average rating, 809 reviewsDave's Milk Barn
15–22 Nov
Cabin in Woodstock
4.89 out of 5 average rating, 474 reviewsThe Pike Lane Cabin & Nature Preserve
2–9 Dec
Cabin in Boiceville
4.98 out of 5 average rating, 442 reviewsWinston's Place - Woodland Cozy Catskills Cabin
19–26 Mar
Tiny home in Shandaken
4.85 out of 5 average rating, 164 reviewsCute Cabin with Great Mountain Views
7–14 Jun
Home in Woodstock
5.0 out of 5 average rating, 126 reviewsWhispering Pines: Secluded Retreat near town
15–22 Mar
Cabin in Bearsville
4.96 out of 5 average rating, 140 reviews1970s Creekside Cabin | 2 miles from Woodstock
21–28 Aug
Cabin in Woodstock
4.96 out of 5 average rating, 158 reviewsCharming Artist Cottage
17–24 Mar
Family-friendly home rentals with a pool
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
11–18 Aug
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio with Pool & Mountain Views
15–22 Jul
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
3–10 May
Guest house in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
29 Nov – 6 Dec
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
18–25 Sep
Home in Woodstock
4.84 out of 5 average rating, 116 reviewsModern Woodstock House in the Trees
16–23 May
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
17–24 Oct
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
26 Aug – 2 Sep
Quick stats about holiday rentals that are family-friendly in Woodstock
Total rentals
150 properties
Wifi availability
150 properties include access to wifi
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
80 properties allow pets
Total number of reviews
13K reviews
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