Kid-friendly holiday rentals in Dukes County

Find and book unique family-friendly rentals on Airbnb

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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Guest favourite

Guest suite in Oak Bluffs

4.95 out of 5 average rating, 348 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Guest favourite

Home in Tisbury

5 out of 5 average rating, 15 reviews

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

Superhost

Home in Falmouth

4.8 out of 5 average rating, 25 reviews

5 Bedroom, Central Air, Close to Beaches and MORE!

NEW, CENTRAL AIR!! Beautifully renovated home centrally located, close to beaches, restaurants & shopping! New hardwood floors, fully supplied kitchen, new beds, large dining & family rooms! Amenities include heated outdoor shower, gas grill, electric stove, window a/c units, WIFI, Roku powered TV, & more! Bristol Beach only 0.5 miles away! Falmouth Heights, 1 mile! Consider renting small water crafts to bring to the salt water pond just steps away. Public boat launch 0.7 miles!

Guest favourite

Home in Edgartown

4.95 out of 5 average rating, 111 reviews

Walk To Town - Beautiful Edgartown Cottage

Walk to downtown Edgartown in minutes while staying in this newly renovated 2-story home in the heart of Upper Main St. The 3-bedroom, 2-bathroom house has been completely renovated, with brand new bathrooms, kitchen appliances, etc. You cannot beat the location of this home! You're a short 10 min walk from Edgartown's amazing restaurants & shops, in addition to a short bike ride to Katama's famous South Beach or Oak Bluff's State Beach. Both easily accessible via bike paths.

Superhost

Home in Falmouth

4.9 out of 5 average rating, 63 reviews

Gorgeous! beach home steps from beach and downtown

Welcome to our wonderful vacation home- a 5 min walk to town and an 8 minute walk to Surf Drive beach- which has amenities including restrooms, showers, food stand which has healthy options, and a calm stretch of water perfect for little ones. Our spacious home features large gathering areas but is plenty large to find privacy. The huge yard is perfect for lazy summer evenings spent home and features a swingset and all of the yard toys your family could want!

Superhost

Cottage in Oak Bluffs

4.9 out of 5 average rating, 196 reviews

Beautiful stroll to beach and all of downtown!

Walk to all Oak Bluffs has to offer. 5-10 Min. walk to the Harbor, Town and Inkwell Beach. Amazing location! This property is 2 minutes walk from the Gingerbread cottages. Outside there is a private patio, outdoor shower and Gas grill. Inside there is two smart Tv, Wifi, Tile floors, Marble shower, Laundry and all turn key including linens. The added bonus is this unit is brand new construction complete with new furniture and a stocked full size kitchen.

Superhost

Home in Oak bluffs

4.81 out of 5 average rating, 107 reviews

Beautiful 3 bedroom in Oak Bluffs, walk to beach

Located in Martha's Vineyard, close to beach, bike path, oak bluffs center, art and culture, parks,and the airport. You’ll love my place because of the outdoors space with a wrap around farmers porch, the proximity to the ferry, walking distance to neighborhood beach, less than 2 miles from ferry, screened in porch, central a/c, hardwood floors and an open floor plan. Real Cape Cod feel with modern amenities. Most of my guest come back year after year!

Guest favourite

Home in Mashpee

4.83 out of 5 average rating, 153 reviews

New Seabury & South Cape Beach State Park

4 Houses from private association beach 1 mile from South Cape Beach State Park 3 Miles to New Seabury County Club & The Popponesset Inn. Note we are not “In” New Seabury- we are just beyond down by the ocean. See map in photos for visual. Ballymeade County Club 7 miles & Willowbend CC 5 miles. 5 Miles to Mashpee Commons -Shopping & Restaurants Quiet Neighborhood Outdoor shower Boat landing 1 mile away Kids playground one street over

Superhost

Home in Falmouth

4.81 out of 5 average rating, 27 reviews

Charming Cape Oasis in Ideal Location!

Welcome to the Cape! Vacation like a true New Englander in this charming, exclusive, newly-renovated ranch home. Nestled in a quiet community, this Pottery-Barn style oasis boasts plenty of space and charm in an unbeatable location. Enjoy a private, fenced-in back yard with spacious deck creating a peaceful hideaway to enjoy drinks, coffee, tea, and nature. Minutes from beaches, shops, restaurants, and ferry to Martha’s Vineyard!

Superhost

Home in Edgartown

4.86 out of 5 average rating, 160 reviews

Martha's Vineyard Vacation Home

My place is close to the Bike Path, Edgartown, South Beach, Katama General Store, Katama Farm, Edgartown Lighthouse, great views. Take the bike path either direction for all of the island's attractions. You’ll love my place because of the Renovated Kitchen, Renovated Bathrooms, Comfortable Furniture, Convenience to Everything, Outdoor Shower, Deck. My place is good for couples, solo adventurers, and families (with kids).

Guest favourite

Home in West Tisbury

4.98 out of 5 average rating, 199 reviews

West Tisbury Escape, Long Point Beach

Our home is set on nearly 2 acres of land near Long Point Beach (the BEST beach & a great central location for exploring the island). Bright and sunny accommodation with wraparound porch, stone patio, outdoor shower and large yard. Comfortably sleeps 8 guests.