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
Apartment in Smallwood
4.8 out of 5 average rating, 141 reviewsCute and Comfy Getaway
Apartment in Stone Ridge
4.94 out of 5 average rating, 278 reviewsStone Ridge Historic District Apartment
Cabin in Swan Lake
4.82 out of 5 average rating, 182 reviewsStunning Sullivan County Cabin w/HotTub/Spa &Pool
Cabin in Livingston Manor
4.97 out of 5 average rating, 259 reviewsExperience The Zen House
Cottage in Phoenicia
4.89 out of 5 average rating, 815 reviewsRomantic hot tub cottage.Breweries/swimming nearby
Cabin in Cochecton
5.0 out of 5 average rating, 120 reviewsLog Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
Cottage in Andes
4.97 out of 5 average rating, 102 reviewsSecluded Romantic Cottage
Condo in Vernon Township
4.97 out of 5 average rating, 149 reviewsComfy Studio at Mountain Creek Resort
Family- and pet-friendly home rentals
Home in Livingston Manor
4.88 out of 5 average rating, 116 reviewsCozy renovated One Room Schoolhouse
Apartment in Pond Eddy
4.96 out of 5 average rating, 305 reviewsDelaware Riverfront
Tiny homes in Roxbury
4.97 out of 5 average rating, 156 reviewsGlamping in New York the Catskills Birdhouse
Farm stay in Callicoon
4.96 out of 5 average rating, 192 reviewsCountry road please take me home!!
Tiny homes in Shandaken
4.85 out of 5 average rating, 167 reviewsCute Cabin with Great Mountain Views
Home in New Paltz
4.98 out of 5 average rating, 444 reviewsmidcentury modern in ground pool walk 2 trail/town
Cottage in Kerhonkson
4.89 out of 5 average rating, 456 reviewsMod Scandinavian! HudsonValley!tiny Flower Farm
Cabin in Glen Spey
4.97 out of 5 average rating, 390 reviewsCabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly
Family-friendly home rentals with a pool
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio Heated Pool Deck MountainViews
Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Cabin in Saugerties
4.99 out of 5 average rating, 125 reviewsLovely cabin by the stream
Condo in Vernon Township
4.9 out of 5 average rating, 308 reviewsAppalachian TOP 4TH FLOOR Studio+ w/amazing views!
Home in Kerhonkson
4.94 out of 5 average rating, 327 reviewsCountry House: Rustic Charm With Modern Feel
Guest suite in New Paltz
4.95 out of 5 average rating, 328 reviewsMajestic Studio with Shawangunk Mountain Views
Guest suite in New Paltz
4.83 out of 5 average rating, 182 reviewsPrivate apartment in rural home
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
$83 CAD before taxes and fees
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