
Family-friendly holiday rentals in Dukes County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dukes County
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 Dukes County family-friendly rentals
Family-friendly home rentals with a hot tub

Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course

Cozy Studio Near Surf Drive Beach

Quiet West Tisbury 2 BDR Suite

Oak bluffs cottage Perfect place to honeymoon!

Vineyard Meadow Writer's Cottage

Waterside Guest House

InnSeason Resorts Surfside

Modern Waterfront Home & Exclusive Quissett Beach
Family- and pet-friendly home rentals

Martha's Vineyard Cottage: Walk to Town and Beach

Tucked away Up Island

Sunny, Spacious Vineyard Retreat

Greenehill~ Up-island 1800's Vineyard farmhouse.

Fun, Authentic, Waterfront Cottage/air conditioned

Sweet Vineyard Haven Cottage

Katama Barn

Pinkletink Plantation
Family-friendly home rentals with a pool

Sunny condo with pool, central to beach & town

Edgartown Harbor King Suite

Private 3bdrm Condo Tashmoo Woods

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs,

Sunny 2bedroom condo w pool, walk to town

Sippewissett Forest Magic by the Sea

West Tisbury Gem with Deck + Association Pool

Heart of VH, w/ac, pool & harborview
Destinations to explore
- Waterfront rentals Dukes County
- Rentals with pools Dukes County
- Rentals with a kayak Dukes County
- Townhouse rentals Dukes County
- Condo rentals Dukes County
- Rentals with a washing machine and dryer Dukes County
- Rentals with a fireplace Dukes County
- Rentals with a fire pit Dukes County
- Bed and breakfasts Dukes County
- Apartment rentals Dukes County
- Pet-friendly rentals Dukes County
- Guesthouse rentals Dukes County
- Boutique hotel rentals Dukes County
- Rentals with beach access Dukes County
- Rentals with a hot tub Dukes County
- Rentals with lake access Dukes County
- Rentals with outdoor seating Dukes County
- House rentals Dukes County
- Rentals with breakfast Dukes County
- Rentals with a patio Dukes County
- Beachfront rentals Dukes County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- West Dennis Beach
- Brown University
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Point Judith Country Club
- Easton Beach
- Onset Beach
- Sea Street Beach - East Dennis
- Oakland Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Roger Williams Park Zoo
- Second Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- Nauset Beach
- Lighthouse Beach
- South Shore Beach
- Inman Road Beach
- The Breakers