Family-friendly holiday rentals in Oak Bluffs
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oak Bluffs
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 Oak Bluffs family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Centerville, Barnstable
4.97 out of 5 average rating, 146 reviewsLuxury House 0.25 mi from Craigville Beach
Guest house in Oak Bluffs
4.99 out of 5 average rating, 81 reviewsMermaid Cottage
Home in Edgartown
4.99 out of 5 average rating, 71 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Home in Edgartown
5 out of 5 average rating, 49 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Home in East Falmouth
4.9 out of 5 average rating, 58 reviewsPeaceful waterfront home with dock/ hot tub
Home in Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
Home in Edgartown
4.96 out of 5 average rating, 26 reviewsLuxury Chappaquiddick Home with Oceanviews
Home in West Barnstable
4.98 out of 5 average rating, 48 reviewsWest Barnstable Resort
Family- and pet-friendly home rentals
Cottage in West Yarmouth
4.82 out of 5 average rating, 220 reviewsCharming Cottage near Beach and Ferry.
Home in Barnstable
4.83 out of 5 average rating, 154 reviewsSpacious house steps to Craigville beach! Dog ok!
Home in Barnstable
4.86 out of 5 average rating, 117 reviewsCape House on Private Peninsula
Home in Marstons Mills
4.91 out of 5 average rating, 176 reviewsLake Front Stunning Cape Cod Views w Private Beach
Home in East Falmouth
4.93 out of 5 average rating, 126 reviewsSummer House Close To Beaches
Home in Mashpee
4.91 out of 5 average rating, 121 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
Home in Hyannis Port
4.92 out of 5 average rating, 306 reviewsSweet 3b/2b in Great Downtown Hyannis Location
Rental unit in Oak Bluffs
4.91 out of 5 average rating, 96 reviewsAbsolute Best Location on the Island
Family-friendly home rentals with a pool
Home in Cotuit
4.94 out of 5 average rating, 104 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
Apartment in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Home in Cotuit
4.93 out of 5 average rating, 15 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Apartment in Vineyard Haven
5 out of 5 average rating, 18 reviewsRelax....You're on Island Time......
Home in Mashpee
4.85 out of 5 average rating, 47 reviewsSunny Cape w/Private Pool, Steps to Private Lake
Home in Aquinnah
5 out of 5 average rating, 3 reviewsNine Acres Secluded Escape
Rental unit in Hyannis Port
4.83 out of 5 average rating, 46 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
Home in East Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Quick stats about holiday rentals that are family-friendly in Oak Bluffs
Total rentals
500 properties
Nightly prices starting at
£62 before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
250 properties have a dedicated workspace
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