Family-friendly vacation rentals in Monterey
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Monterey
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 Monterey family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Mar 22 – 29
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
Dec 25 – Jan 1
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
Jun 10 – 15
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
Jan 19 – 26
Home in Northampton
4.87 out of 5 average rating, 566 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Sep 8 – 15
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Oct 11 – 18
Home in Hudson
4.84 out of 5 average rating, 222 reviewsHudson Country Cottage, Fireplace, Pond, Hot Tub
Oct 15 – 22
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Jun 3 – 10
Family- and pet-friendly home rentals
Cottage in Craryville
4.91 out of 5 average rating, 481 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Oct 30 – Nov 6
Cottage in Claverack
4.98 out of 5 average rating, 244 reviews‘Clavashack’ Country Cottage
May 1 – 8
Loft in East Nassau
4.99 out of 5 average rating, 153 reviewsDog Friendly Farm Spring bird watching
Aug 29 – Sep 5
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
Dec 13 – 20
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Sep 17 – 24
Farm stay in West Simsbury
4.95 out of 5 average rating, 430 reviewsFlamig Farm Staycation
Jan 25 – Feb 1
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Jan 9 – 16
Guesthouse in Stephentown
5.0 out of 5 average rating, 360 reviewsDog Friendly Studio
Feb 17 – 24
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
May 3 – 10
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Nov 12 – 19
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Sep 7 – 14
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Jun 23 – 30
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 28 – Jun 4
Townhouse in Hudson
4.94 out of 5 average rating, 193 reviewsPalazzo Hudson: Luxury Pool, Hot Tub, and Sauna
Oct 6 – 13
Apartment in Earlton
4.93 out of 5 average rating, 279 reviewsSweet Farm Stay
Apr 3 – 10
Quick stats about vacation rentals that are family-friendly in Monterey
Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.4K reviews
Nightly prices starting at
G$12,519 GYD before taxes and fees
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