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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
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Rental unit in Smallwood
4.8 out of 5 average rating, 141 reviewsCute and Comfy Getaway
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Cabin in Swan Lake
4.83 out of 5 average rating, 183 reviewsStunning Sullivan County Cabin w/HotTub/Spa &Pool
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Cabin in Livingston Manor
4.97 out of 5 average rating, 259 reviewsExperience The Zen House
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Serviced apartment in Stone Ridge
4.94 out of 5 average rating, 278 reviewsStone Ridge Historic District Apartment
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Cabin in Cochecton
5 out of 5 average rating, 121 reviewsLog Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
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Rental unit in New Paltz
4.96 out of 5 average rating, 472 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
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Cottage in Andes
4.96 out of 5 average rating, 103 reviewsSecluded Romantic Cottage
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Cottage in Phoenicia
4.89 out of 5 average rating, 819 reviewsRomantic hot tub cottage.Breweries/swimming nearby
Family- and pet-friendly home rentals
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Rental unit in Pond Eddy
4.96 out of 5 average rating, 306 reviewsDelaware Riverfront
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Farm stay in Callicoon
4.96 out of 5 average rating, 193 reviewsCountry road please take me home!!
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Cabin in Glen Spey
4.97 out of 5 average rating, 390 reviewsCabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly
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Tiny home in Shandaken
4.85 out of 5 average rating, 168 reviewsCute Cabin with Great Mountain Views
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Home in New Paltz
4.98 out of 5 average rating, 444 reviewsmidcentury modern in ground pool walk 2 trail/town
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Cabin in Red Hook
4.96 out of 5 average rating, 312 reviewsModern Upstate Cabin, near Rhinebeck NY
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Rental unit in Andes
4.96 out of 5 average rating, 263 reviewsAndes Modern-Open-Streamside-Retreat
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Home in Narrowsburg
4.9 out of 5 average rating, 532 reviewsWoodsy Retreat, Sunny Home with Paths and Stream
Family-friendly home rentals with a pool
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Guesthouse in Olivebridge
4.92 out of 5 average rating, 263 reviewsCozy Mountain Cottage With Saltwater Pool
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Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
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Home in Ghent
4.87 out of 5 average rating, 274 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
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Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in Kerhonkson
4.94 out of 5 average rating, 327 reviewsCountry House: Rustic Charm With Modern Feel
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Cabin in Saugerties
4.99 out of 5 average rating, 125 reviewsLovely cabin by the stream
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Guest suite in New Paltz
4.95 out of 5 average rating, 329 reviewsMajestic Studio with Shawangunk Mountain Views
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Condo in Vernon Township
4.9 out of 5 average rating, 233 reviews206 · Renovated Chic Premium 1 bdrm
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
$60 before taxes and fees
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