Family-friendly vacation 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.
Vacation 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, 141 reviewsLuxury House 0.25 mi from Craigville Beach
Apr 28 – May 5
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
Mar 1 – 8
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Feb 16 – 23
Home in Edgartown
5.0 out of 5 average rating, 47 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Sep 29 – Oct 6
Home in Falmouth
4.89 out of 5 average rating, 57 reviewsPeaceful waterfront home with dock/ hot tub
Apr 25 – May 2
Townhouse in Mashpee
June 29-July 6 CAPE COD $2,500WEEK
Jun 29 – Jul 6
Home in Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
Dec 21 – 28
Home in Edgartown
5.0 out of 5 average rating, 24 reviewsLuxury Chappaquiddick Home with Oceanviews
Nov 9 – 16
Family- and pet-friendly home rentals
Home in Oak Bluffs
4.77 out of 5 average rating, 104 reviewsCozy Vacation Getaway On Bike Path
Sep 8 – 15
Home in West Tisbury
4.86 out of 5 average rating, 107 reviewsSweet 3BR Cape in West Tisbury, MV
Mar 15 – 22
Cottage in Sandwich
4.87 out of 5 average rating, 307 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
Jan 18 – 25
Home in Sandwich
4.93 out of 5 average rating, 194 reviewsCottage in the heart of the village
May 14 – 21
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
Feb 7 – 14
Home in Mashpee
4.9 out of 5 average rating, 114 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
Jan 16 – 23
Home in Barnstable
4.91 out of 5 average rating, 175 reviewsLake Front Stunning Cape Cod Views w Private Beach
Dec 20 – 27
Home in Barnstable
4.83 out of 5 average rating, 147 reviewsSpacious house steps to Craigville beach! Dog ok!
Apr 21 – 28
Family-friendly home rentals with a pool
Home in Barnstable
4.93 out of 5 average rating, 104 reviewsMagical pool home with windmill/new kitchen
Nov 26 – Dec 3
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
Apr 2 – 9
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Dec 4 – 11
Condo in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
Sep 18 – 25
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Oct 8 – 15
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
Apr 10 – 17
Apartment in Hyannis
4.82 out of 5 average rating, 45 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
Jan 7 – 14
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Feb 14 – 21
Quick stats about vacation rentals that are family-friendly in Oak Bluffs
Total rentals
480 properties
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
110 properties allow pets
Total number of reviews
11K reviews
Nightly prices starting at
R185 ZAR before taxes and fees
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