Family-friendly vacation rentals in Chilmark
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chilmark
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 Chilmark family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 88 reviewsMermaid Cottage
Home in Tiverton
4.8 out of 5 average rating, 87 reviewsRestored Luxury Victorian Near Newport
Home in West Barnstable
4.98 out of 5 average rating, 59 reviewsWest Barnstable Resort
Cabin in Falmouth
4.65 out of 5 average rating, 540 reviewsWaterside Guest House
Townhouse in Mashpee
5 out of 5 average rating, 3 reviews4th July week! Cape Cod Townhome
Home in Dennis
4.92 out of 5 average rating, 50 reviewsCape Cod Lakefront Home
Home in Centerville, Barnstable
4.97 out of 5 average rating, 148 reviewsLuxury House 0.25 mi from Craigville Beach
Home in Edgartown
4.96 out of 5 average rating, 27 reviewsLuxury Chappaquiddick Home with Oceanviews
Family- and pet-friendly home rentals
Home in East Falmouth
4.93 out of 5 average rating, 129 reviewsSummer House Close To Beaches
Home in Oak Bluffs
4.94 out of 5 average rating, 171 reviewsWalk to Town, beach and amazing location 113A
Home in Marstons Mills
4.91 out of 5 average rating, 177 reviewsLake Front Stunning Cape Cod Views w Private Beach
Home in Barnstable
4.83 out of 5 average rating, 163 reviewsSpacious house steps to Craigville beach! Dog ok!
Home in Tiverton
4.94 out of 5 average rating, 108 reviewsBella House, Private home on a dead end street
Home in Mashpee
4.92 out of 5 average rating, 131 reviewsCape Cod; John’s Pond beach w/2 kayaks -SuperHost!
Home in Oak Bluffs
4.83 out of 5 average rating, 193 reviewsWaterview, Private, Walk to Beach, Mile to Town
Guest suite in Sandwich
4.87 out of 5 average rating, 163 reviewsMermaid's Garden Apartment Cape Cod
Family-friendly home rentals with a pool
Home in East Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Home in Aquinnah
4.75 out of 5 average rating, 4 reviewsNine Acres Secluded Escape
Condo in Vineyard Haven
5 out of 5 average rating, 21 reviewsRelax....You're on Island Time......
Home in Cotuit
4.94 out of 5 average rating, 18 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Home in Mashpee
4.81 out of 5 average rating, 54 reviewsSunny Cape w/Private Pool, Steps to Private Lake
Condo in Tisbury
4.91 out of 5 average rating, 47 reviewsPrivate 3bdrm Condo Tashmoo Woods
Rental unit in West Yarmouth
4.85 out of 5 average rating, 48 reviewsOcean View 2-Bedroom Private Suite
Condo in Falmouth
4.64 out of 5 average rating, 11 reviewsCondo in Falmouth MA
Quick stats about vacation rentals that are family-friendly in Chilmark
Total rentals
170 properties
Nightly prices starting at
$180 before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
160 properties include access to wifi
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