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
13 – 20 Nov
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
23 – 30 Dec
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
21 – 28 July
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
4 – 11 Oct
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8 – 15 Sept
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
26 Jan – 2 Feb
Home in Hudson
4.84 out of 5 average rating, 222 reviewsHudson Country Cottage, Fireplace, Pond, Hot Tub
12 – 19 Mar
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
5 – 12 Aug
Family- and pet-friendly home rentals
Cottage in Craryville
4.91 out of 5 average rating, 482 reviewsColumbia County Getaway - Raspberry Ridge Cottage
14 – 21 Apr
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
31 May – 7 June
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
12 – 19 Sept
Loft in East Nassau
4.99 out of 5 average rating, 154 reviewsDog Friendly Farm Spring bird watching
30 Sept – 7 Oct
Home in West Stockbridge
4.87 out of 5 average rating, 102 reviewsPeaceful Stockbridge Cabin in the Woods
9 – 16 May
Farm stay in West Simsbury
4.95 out of 5 average rating, 432 reviewsFlamig Farm Staycation
21 – 28 Jan
Home in Otis
4.94 out of 5 average rating, 128 reviewsBerkshires hideaway! Hikes & serenity near lake
1 – 8 Feb
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
8 – 15 Mar
Family-friendly home rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
18 – 25 Mar
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
18 – 25 Sept
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
26 Sept – 3 Oct
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
11 – 18 Sept
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
15 – 22 Oct
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12 – 19 Sept
Apartment in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
11 – 18 Oct
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
6 – 13 Nov
Quick stats about holiday rentals that are family-friendly in Monterey
Total rentals
60 properties
Wi-Fi availability
60 properties include access to Wi-Fi
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
$92 AUD before taxes and fees
Destinations to explore
- New City Accommodation & holiday rentals
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