Family-friendly holiday rentals in Woodstock
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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
4.86 out of 5 average rating, 486 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
13–20 Aug
Home in Woodstock
4.94 out of 5 average rating, 880 reviews1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
8–15 Jun
Cabin in Saugerties
4.86 out of 5 average rating, 172 reviewsContainer Cabin in the Catskills (Field)
18–25 Dec
Cottage in Phoenicia
4.89 out of 5 average rating, 800 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
21–28 Jun
Home in Woodstock
4.85 out of 5 average rating, 207 reviewsCozy Escape in Woodstock
19–26 Dec
Home in Bearsville
4.92 out of 5 average rating, 191 reviewsA Cozy’s Woodstock Getaway Home
16–23 May
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
27 Oct – 3 Nov
Cabin in Woodstock
4.84 out of 5 average rating, 136 reviewsContemporary Cabin With Fireplace
11–18 Sep
Family- and pet-friendly home rentals
Farm stay in High Falls
4.87 out of 5 average rating, 808 reviewsDave's Milk Barn
26 Oct – 2 Nov
Cabin in Woodstock
4.89 out of 5 average rating, 472 reviewsThe Pike Lane Cabin & Nature Preserve
2–9 Nov
Cottage in Woodstock
4.83 out of 5 average rating, 212 reviewsWoodstock Cottage In Town with large yard for pets
4–11 Dec
Cabin in Boiceville
4.98 out of 5 average rating, 442 reviewsWinston's Place - Woodland Cozy Catskills Cabin
3–10 Dec
Cabin in Jefferson
5.0 out of 5 average rating, 432 reviews"Far from the Madding Crowd" Cozy Cabin Retreat
30 Mar – 6 Apr
Home in Woodstock
5.0 out of 5 average rating, 125 reviewsWhispering Pines: Secluded Retreat near town
25 Feb – 4 Mar
Loft in Saugerties
4.97 out of 5 average rating, 381 reviews113 Partition- Loft w/ Roof Garden
4–11 Feb
Cabin in Bearsville
4.96 out of 5 average rating, 140 reviews1970s Creekside Cabin | 2 miles from Woodstock
25 Dec – 1 Jan
Family-friendly home rentals with a pool
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
17–24 May
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio with Pool & Mountain Views
15–22 Jul
Home in Woodstock
4.96 out of 5 average rating, 107 reviewsWoodstock Modern Gem, Glorious Heated Saline Pool
7–14 May
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
8–15 Mar
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
6–13 May
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
21–28 Aug
Home in Woodstock
4.89 out of 5 average rating, 159 reviewsSecluded 7acres, Saline Heated Pool, Spa, Stream !
12–19 Jul
Home in Woodstock
4.84 out of 5 average rating, 116 reviewsModern Woodstock House in the Trees
12–19 May
Quick stats about holiday rentals that are family-friendly in Woodstock
Total rentals
150 properties
Wi-Fi availability
150 properties include access to Wi-Fi
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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