Family-friendly holiday rentals in Monticello
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Monticello
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 Monticello family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Smallwood
4.86 out of 5 average rating, 237 reviewsRomantic Getaway Cabin near Lake
12–19 Jan
Cabin in Swan Lake
4.82 out of 5 average rating, 181 reviewsStunning Sullivan County Cabin w/HotTub/Spa &Pool
17–24 May
Cabin in Cochecton
5.0 out of 5 average rating, 119 reviewsLog Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
21–28 Jan
Apartment in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
3–10 Mar
Cabin in Canadensis
4.91 out of 5 average rating, 878 reviewsPocono Log Cabin Getaway
30 Nov – 7 Dec
Cottage in Phoenicia
4.89 out of 5 average rating, 800 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
12–19 Sep
Home in Neversink
4.98 out of 5 average rating, 200 reviewsModern Riverside Retreat with Firepit, Hot tub
12–19 Feb
Cabin in Tafton
4.89 out of 5 average rating, 142 reviewsCozy Family Friendly Cabin in Woods
19–26 Sep
Family- and pet-friendly home rentals
Home in Narrowsburg
4.89 out of 5 average rating, 520 reviewsWoodsy Retreat, Sunny Home with Paths and Stream
19–26 Oct
Cabin in Huguenot
4.95 out of 5 average rating, 238 reviewsTranquil Lakefront Cabin!
18–25 Jun
Cabin in Andes
4.91 out of 5 average rating, 289 reviewsCabin in the Beautiful Catskills
8–15 Sep
Tiny home in Shandaken
4.85 out of 5 average rating, 164 reviewsCute Cabin with Great Mountain Views
18–25 Aug
Flat in Andes
4.96 out of 5 average rating, 261 reviewsAndes Modern-Open-Streamside-Retreat
16–23 May
Tiny home in Roxbury
4.97 out of 5 average rating, 147 reviewsGlamping in New York the Catskills Birdhouse
28 Oct – 4 Nov
Guest house in Woodstock
4.86 out of 5 average rating, 831 reviewsRocket Room - Rock Stars Only
12–19 Jan
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
21–28 Sep
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
6–13 May
Guest house in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
3–10 Jan
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
17–24 Jan
Apartment in Vernon Township
4.95 out of 5 average rating, 728 reviewsAppalachian Lodge Top Floor w/views
13–20 Oct
Home in Bushkill
4.96 out of 5 average rating, 297 reviewsEntire House One Bedroom Hot Tub Barrel Sauna
18–25 Oct
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
8–15 Sep
Guest suite in New Paltz
4.95 out of 5 average rating, 327 reviewsMajestic Studio with Shawangunk Mountain Views
27 Aug – 3 Sep
Apartment in Vernon Township
4.97 out of 5 average rating, 222 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
4–11 Dec
Quick stats about holiday rentals that are family-friendly in Monticello
Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
520 reviews
Nightly prices starting at
₹5,004 before taxes and fees
Destinations to explore
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