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, 238 reviewsRomantic Getaway Cabin near Lake
Jan 17 – 24
Cabin in Livingston Manor
4.96 out of 5 average rating, 257 reviewsExperience The Zen House
Feb 12 – 19
Cabin in Cochecton
5.0 out of 5 average rating, 119 reviewsLog Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
Feb 13 – 20
Cabin in Swan Lake
4.82 out of 5 average rating, 182 reviewsStunning Sullivan County Cabin w/HotTub/Spa &Pool
Sep 2 – 9
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Mar 21 – 28
Cabin in Canadensis
4.91 out of 5 average rating, 879 reviewsPocono Log Cabin Getaway
Apr 25 – May 2
Cottage in Phoenicia
4.89 out of 5 average rating, 802 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
Jul 27 – Aug 3
Home in Neversink
4.98 out of 5 average rating, 200 reviewsModern Riverside Retreat with Firepit, Hot tub
Jan 8 – 15
Family- and pet-friendly home rentals
Cabin in Lake Huntington
4.78 out of 5 average rating, 174 reviewsCountry Cabin 115 acres Cabin #1 *** has WiFi
May 29 – Jun 5
Home in Bloomingburg
4.81 out of 5 average rating, 462 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
Home in Accord
4.97 out of 5 average rating, 116 reviewsLittle Minka - Woodland Japanese Cabin.
Jun 27 – Jul 4
Cabin in Andes
4.91 out of 5 average rating, 289 reviewsCabin in the Beautiful Catskills
Nov 23 – 30
Tiny home in Shandaken
4.85 out of 5 average rating, 164 reviewsCute Cabin with Great Mountain Views
Aug 22 – 29
Cabin in Boiceville
4.98 out of 5 average rating, 442 reviewsWinston's Place - Woodland Cozy Catskills Cabin
Jan 28 – Feb 4
Home in Livingston Manor
4.88 out of 5 average rating, 115 reviewsCozy renovated One Room Schoolhouse
May 16 – 23
Family-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
Sep 22 – 29
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Nov 2 – 9
Home in Bushkill
4.96 out of 5 average rating, 297 reviewsEntire House One Bedroom Hot Tub Barrel Sauna
Jan 31 – Feb 7
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
Mar 27 – Apr 3
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Jul 14 – 21
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
May 22 – 29
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 13 – 20
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Oct 22 – 29
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
R1,110 ZAR before taxes and fees
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