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, 141 reviewsLuxury House 0.25 mi from Craigville Beach
12–19 Mar
Guest house in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
31 Mar – 7 Apr
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary 3BR/2.5 BA Edgartown Beauty
10–17 May
Home in Edgartown
5.0 out of 5 average rating, 47 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
18–25 Apr
Home in Falmouth
4.89 out of 5 average rating, 57 reviewsPeaceful waterfront home with dock/ hot tub
14–21 Apr
Apartment in Mashpee
Sea Mist Resort Mashpee 2BR
12–19 May
Townhouse in Mashpee
June 29-July 6 CAPE COD $2,500WEEK
29 Jun – 6 Jul
Home in Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
21–28 Dec
Family- and pet-friendly home rentals
Home in Oak Bluffs
4.77 out of 5 average rating, 104 reviewsCozy Vacation Getaway On Bike Path
25 Oct – 1 Nov
Home in West Tisbury
4.98 out of 5 average rating, 122 reviewsSecluded Up Island Cottage
18–25 Sep
Home in West Tisbury
4.86 out of 5 average rating, 107 reviewsSweet 3BR Cape in West Tisbury, MV
13–20 Apr
Home in Mashpee
4.9 out of 5 average rating, 114 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
15–22 May
Home in Barnstable
4.91 out of 5 average rating, 175 reviewsLake Front Stunning Cape Cod Views w Private Beach
2–9 Dec
Home in Barnstable
4.86 out of 5 average rating, 114 reviewsCape House on Private Peninsula
12–19 Feb
Home in Barnstable
4.83 out of 5 average rating, 147 reviewsSpacious house steps to Craigville beach! Dog ok!
30 Mar – 6 Apr
Home in Falmouth
4.93 out of 5 average rating, 124 reviewsSummer House Close To Beaches
24 Apr – 1 May
Family-friendly home rentals with a pool
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Apartment in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
19–26 Apr
Apartment in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
26 Dec – 2 Jan
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
4–11 Jun
Flat in Hyannis
4.82 out of 5 average rating, 45 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
3–10 Jun
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
19–26 Jan
Flat in Falmouth
4.81 out of 5 average rating, 128 reviewsQuaint North Falmouth near Old Silver Beach
4–11 Jun
Cottage in Edgartown
4.98 out of 5 average rating, 86 reviewsLovely two - story private cottage.
14–21 Jan
Quick stats about holiday 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
11T reviews
Nightly prices starting at
₹834 before taxes and fees
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