Kid-friendly holiday rentals in Oak Bluffs
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Oak Bluffs
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Oak Bluffs
4.82 out of 5 average rating, 179 reviewsWaterview, Private, Walk to Beach, Mile to Town
23–30 May
Home in Tisbury
4.98 out of 5 average rating, 248 reviewsSunny, Spacious Vineyard Retreat
19–26 Oct
Home in Edgartown
4.96 out of 5 average rating, 188 reviewsBrand new gorgeous 2 bedroom guest house.
26 Feb – 5 Mar
Home in Oak Bluffs
4.78 out of 5 average rating, 218 reviewsCentral location for your vacation
16–23 Oct
Home in West Tisbury
4.98 out of 5 average rating, 183 reviewsWest Tisbury Escape, Long Point Beach
10–17 Oct
Home in Edgartown
5.0 out of 5 average rating, 116 reviewsClose to Edgartown Village Center!
21–28 Jul
Home in Edgartown
4.92 out of 5 average rating, 140 reviews✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
5–12 Oct
Home in West Tisbury
4.98 out of 5 average rating, 122 reviewsSecluded Up Island Cottage
10–17 Jan
Family-friendly apartment rentals
Flat in Tisbury
4.92 out of 5 average rating, 102 reviewsHarbor view apartment, a quick walk from the ferry
14–21 Oct
Flat in Tisbury
4.83 out of 5 average rating, 288 reviews"Island Home" 1 BR Suite w/Harbor View- downtown
23–30 May
Flat in Tisbury
4.89 out of 5 average rating, 132 reviewsMartha's Vineyard Pied-á-terre #2 Vineyard Haven
8–15 Sep
Flat in Falmouth
4.98 out of 5 average rating, 120 reviewsModern Luxury Apt. | 7 min from Commons
13–18 Oct
Flat in Edgartown
4.94 out of 5 average rating, 174 reviewsThe Osprey - Short walk to Edgartown & beach
26 Apr – 3 May
Flat in New Bedford
4.99 out of 5 average rating, 101 reviewsOne Bedroom in-law near beach with breakfast
30 Jan – 6 Feb
Flat in Tisbury
4.83 out of 5 average rating, 162 reviewsQuaint Vineyard Escape
19–26 Jan
Flat in Barnstable
4.99 out of 5 average rating, 231 reviewsYour dog will love it here and you will too.
1–8 Jan
Family-friendly apartment rentals
Apartment in Mashpee
4.97 out of 5 average rating, 101 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
20–27 Nov
Apartment in Oak Bluffs
5.0 out of 5 average rating, 20 reviewsFABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
9–16 Jun
Apartment in Oak Bluffs
5.0 out of 5 average rating, 6 reviewsOcean View Gem, Walk to it All, No Car Needed!
18–25 Apr
Apartment in Tisbury
4.98 out of 5 average rating, 44 reviewsShort Walk into Town - Nice Comfortable Reasonable
15–22 Jan
Apartment in Tisbury
4.91 out of 5 average rating, 45 reviewsSunny 2bedroom condo w pool, walk to town
21–28 Jul
Apartment in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
7–14 Feb
Apartment in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
8–15 Mar
Apartment in Tisbury
4.76 out of 5 average rating, 17 reviewsLovely studio above garage
27 Feb – 6 Mar
Quick stats about holiday rentals that are kid-friendly in Oak Bluffs
Total rentals
130 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
€ 56 before taxes and fees
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