Kid-friendly holiday rentals in Dukes County
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Top-rated family-friendly rentals in Dukes County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Dukes County family-friendly rentals
Kid-friendly house rentals
Home in Oak Bluffs
4.95 out of 5 average rating, 425 reviewsStudio apt in newly built barn
27 Apr – 4 May
Home in Oak Bluffs
4.92 out of 5 average rating, 207 reviewsUnique Luxury Yurt w/ Free kayaking
17–24 Apr
Home in Tisbury
4.98 out of 5 average rating, 248 reviewsSunny, Spacious Vineyard Retreat
14–21 Sept
Home in Oak Bluffs
5.0 out of 5 average rating, 119 reviewsThe Oak Bluffs House - Walk to Beach & Town
19–26 May
Home in Edgartown
4.87 out of 5 average rating, 141 reviewsMartha's Vineyard Vacation Home
11–18 May
Home in Oak Bluffs
4.91 out of 5 average rating, 126 reviewsimpeccable cottage STEPS to downtown OB & beach!
24–31 Oct
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 Edgartown
4.92 out of 5 average rating, 140 reviews✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
5–12 Oct
Family-friendly apartment rentals
Flat in Oak Bluffs
4.89 out of 5 average rating, 231 reviewsIn-Town Retreat: Deck, Walk to beach, a Gem!
28 Feb – 7 Mar
Flat in Tisbury
4.94 out of 5 average rating, 124 reviewsMartha's Vineyard Pied-á-terre #1 Tisbury
24 Sept – 1 Oct
Flat in Edgartown
4.94 out of 5 average rating, 174 reviewsThe Osprey - Short walk to Edgartown & beach
7–14 Jan
Flat in Tisbury
4.83 out of 5 average rating, 288 reviews"Island Home" 1 BR Suite w/Harbor View- downtown
18–25 Jun
Flat in Oak Bluffs
4.88 out of 5 average rating, 146 reviewsWATERFRONT PENTHOUSE OAK BLUFFS
15–22 Sept
Flat in Tisbury
4.83 out of 5 average rating, 162 reviewsQuaint Vineyard Escape
4–11 Apr
Flat in Oak Bluffs
5.0 out of 5 average rating, 23 reviewsDown island woodsy retreat.
11–18 Sept
Flat in Edgartown
5.0 out of 5 average rating, 83 reviewsStylish retreat | walk to town | patio | fire pit
21–28 Nov
Family-friendly apartment rentals
Apartment in Oak Bluffs
4.9 out of 5 average rating, 230 reviewsStunning. Walk to Beach, Town and Harbor 113B
23–30 Jul
Apartment in Falmouth
4.97 out of 5 average rating, 34 reviewsLocation, location! Historic Downtown Falmouth!
20–27 Mar
Apartment in Tisbury
4.91 out of 5 average rating, 45 reviewsSunny 2bedroom condo w pool, walk to town
17–24 Apr
Apartment in Oak Bluffs
4.95 out of 5 average rating, 21 reviewsLOCATION LOCATION!! Ocean- View TOP Floor Condo
22–29 Sept
Apartment in Tisbury
4.98 out of 5 average rating, 44 reviewsShort Walk into Town - Nice Comfortable Reasonable
18–25 Jan
Apartment in Tisbury
4.76 out of 5 average rating, 17 reviewsLovely studio above garage
21–28 Feb
Apartment in Oak Bluffs
5.0 out of 5 average rating, 6 reviewsOcean View Gem, Walk to it All, No Car Needed!
21–28 Apr
Apartment in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
14–21 Nov
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