
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

Victorian Oasis: Driveway, hot tub, grill & more

Surfside Resort Cape Cod, Falmouth MA

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

Edgartown Beauty: The Perfect Retreat, Dogs OK

Sunny Serene West Tisbury Contemporary

Waterside Guest House

Oak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
Family- and pet-friendly home rentals

Renovated Barn in Chilmark 3BR

Katama Loft

Charming Edgartown Ranch

Marthas Vineyard 1BR Cottage 10 min to beach/town

Spacious, Old Vineyard charm with Private Beach

3 beds, 3 baths 1.5 Miles to Downtown and Beaches!

Adorable Vineyard Haven Cottage

Iconic Cape Cod Family Vacation House w/Water View
Family-friendly home rentals with a pool

4 Acre Retreat w/ Pool

Charming Getaway Post&Beam Home Cozy and Sweet

Relax....You're on Island Time......

Private 3bdrm Condo Tashmoo Woods

West Tisbury Beach House

Spectacular Martha's Vineyard Island Home!

Lovely two - story private cottage.

Cape Cod Falmouth Getaway Close to Beaches Pool
Destinations to explore
- Guest house rentals Dukes County
- Family-friendly rentals Dukes County
- Beachfront rentals Dukes County
- Rentals with a hot tub Dukes County
- Waterfront rentals Dukes County
- Flat rentals Dukes County
- Rentals with a fireplace Dukes County
- Rentals with breakfast Dukes County
- Rentals with a patio Dukes County
- Rentals with a washing machine and dryer Dukes County
- Rentals with outdoor seating Dukes County
- Rentals with pools Dukes County
- Rentals with lake access Dukes County
- Apartment rentals Dukes County
- Pet-friendly rentals Dukes County
- Rentals with a firepit Dukes County
- Rentals with beach access Dukes County
- Rentals with a kayak Dukes County
- House rentals Dukes County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Brown University
- Duxbury Beach
- Easton Beach
- Point Judith Country Club
- Coast Guard Beach
- Oakland Beach
- Onset Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- Nickerson State Park
- Second Beach
- Horseneck Beach State Reservation
- Pinehills Golf Club
- Inman Road Beach
- South Shore Beach
- Fort Adams State Park
- Island Park Beach
- White Horse Beach
- Things to do Dukes County
- Things to do Massachusetts
- Sports activities Massachusetts
- Sightseeing Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States