Family-friendly vacation 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.
Vacation 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
Sep. 1 – 8
Cabin in Cochecton
5.0 out of 5 average rating, 119 reviewsLog Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
Feb. 10 – 17
Cabin in Swan Lake
4.82 out of 5 average rating, 182 reviewsStunning Sullivan County Cabin w/HotTub/Spa &Pool
Sep. 10 – 17
Cabin in Livingston Manor
4.96 out of 5 average rating, 257 reviewsExperience The Zen House
Feb. 9 – 16
Cabin in Canadensis
4.91 out of 5 average rating, 879 reviewsPocono Log Cabin Getaway
Apr. 4 – 11
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Jan. 30 – Feb. 6
Home in Narrowsburg
4.89 out of 5 average rating, 187 reviewsSecluded Log Cabin with Hot Tub
Jan. 16 – 23
Home in Neversink
4.98 out of 5 average rating, 200 reviewsModern Riverside Retreat with Firepit, Hot tub
Feb. 13 – 20
Family- and pet-friendly home rentals
Home in Bloomingburg
4.8 out of 5 average rating, 461 reviewsΔ Scenic Hiking Paradise with Deck and Fire Pit!
Cabin in Huguenot
4.95 out of 5 average rating, 238 reviewsTranquil Lakefront Cabin!
Aug. 12 – 19
Cabin in Andes
4.91 out of 5 average rating, 289 reviewsCabin in the Beautiful Catskills
Sep. 27 – Oct. 4
Apartment in Andes
4.96 out of 5 average rating, 261 reviewsAndes Modern-Open-Streamside-Retreat
May 16 – 23
Tiny homes in Shandaken
4.85 out of 5 average rating, 164 reviewsCute Cabin with Great Mountain Views
Jun. 7 – 14
Home in Livingston Manor
4.88 out of 5 average rating, 115 reviewsCozy renovated One Room Schoolhouse
May 14 – 21
Tiny homes in Roxbury
4.97 out of 5 average rating, 147 reviewsGlamping in New York the Catskills Birdhouse
Nov. 6 – 13
Guesthouse in Woodstock
4.86 out of 5 average rating, 831 reviewsRocket Room - Rock Stars Only
Mar. 29 – Apr. 5
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
May 3 – 10
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
Sep. 18 – 25
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Nov. 29 – Dec. 6
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
Sep. 6 – 13
Condo in Vernon Township
4.95 out of 5 average rating, 729 reviewsAppalachian Lodge Top Floor w/views
Oct. 20 – 27
Home in Bushkill
4.96 out of 5 average rating, 297 reviewsEntire House One Bedroom Hot Tub Barrel Sauna
Oct. 17 – 24
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Aug. 26 – Sep. 2
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
Aug. 11 – 18
Quick stats about vacation 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
$82 CAD before taxes and fees
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