Family-friendly holiday 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.
Holiday 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
30 Oct – 6 Nov
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
24–31 Dec
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
29 Sep – 6 Oct
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
30 Dec – 6 Jan
Home in Hudson
4.84 out of 5 average rating, 222 reviewsHudson Country Cottage, Fireplace, Pond, Hot Tub
14–21 Oct
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
5–12 Aug
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
8–15 Oct
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
24 Sep – 1 Oct
Family- and pet-friendly home rentals
Cottage in Craryville
4.91 out of 5 average rating, 481 reviewsColumbia County Getaway - Raspberry Ridge Cottage
18–25 Dec
Loft in East Nassau
4.99 out of 5 average rating, 153 reviewsDog Friendly Farm Spring bird watching
29 Aug – 5 Sep
Cottage in Claverack
4.98 out of 5 average rating, 244 reviews‘Clavashack’ Country Cottage
1–8 May
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
1–8 Jan
Flat in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
25 Sep – 2 Oct
Farm stay in West Simsbury
4.95 out of 5 average rating, 430 reviewsFlamig Farm Staycation
20–27 Nov
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
19–26 Apr
Guest house in Stephentown
5.0 out of 5 average rating, 360 reviewsDog Friendly Studio
23–30 Apr
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
23–30 Aug
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
1–8 Dec
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
22–29 Jun
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
19–26 Jan
Home in Great Barrington
4.97 out of 5 average rating, 33 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
12–19 Oct
Home in Pittsfield
4.97 out of 5 average rating, 38 reviewsBerkshire Lakefront Home W/Pool-100%Renovated
12–19 Nov
Villa in Catskill
4.97 out of 5 average rating, 70 reviewsWILDINGS on Hudson - River Estate w amazing views
18–25 Mar
Home in Stockbridge
4.85 out of 5 average rating, 62 reviews*February/March Special*"Too Good" AKA 2 Goodrich
11–18 Feb
Quick stats about holiday 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
$82 SGD before taxes and fees
Destinations to explore
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