Family-friendly vacation 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.
Vacation 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
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 80 reviewsMermaid Cottage
Home in Edgartown
4.99 out of 5 average rating, 71 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Home in Edgartown
5 out of 5 average rating, 49 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Cabin in Falmouth
4.64 out of 5 average rating, 503 reviewsWaterside Guest House
Home in Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
Home in Edgartown
5 out of 5 average rating, 25 reviewsLuxury Chappaquiddick Home with Oceanviews
Condo in Falmouth
Surfside Resort Cape Cod, Falmouth MA
Rental unit in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Family- and pet-friendly home rentals
Guesthouse in Tisbury
4.86 out of 5 average rating, 237 reviewsAdorable Vineyard Haven Cottage
Home in Oak Bluffs
4.95 out of 5 average rating, 147 reviewsWalk to Town, beach and amazing location 113A
Home in West Tisbury
4.86 out of 5 average rating, 109 reviewsSweet 3BR Cape in West Tisbury, MV
Guest suite in Falmouth
4.88 out of 5 average rating, 75 reviewsSpacious guest house, Falmouth Village
Home in West Tisbury
5 out of 5 average rating, 38 reviewsPerch on the Pond with Lambert's Cove Beach Access
Home in Chilmark
4.99 out of 5 average rating, 89 reviewsRenovated Barn in Chilmark 3BR-help w/boat tickets
Bungalow in Edgartown
4.84 out of 5 average rating, 74 reviewsMarthas Vineyard 3 Bed walk to beach and town
Rental unit in Oak Bluffs
4.91 out of 5 average rating, 96 reviewsAbsolute Best Location on the Island
Family-friendly home rentals with a pool
Condo in Vineyard Haven
5 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
Home in Aquinnah
5 out of 5 average rating, 3 reviewsNine Acres Secluded Escape
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Cottage in Edgartown
4.98 out of 5 average rating, 87 reviewsLovely two - story private cottage.
Home in Chilmark
4.94 out of 5 average rating, 35 reviewsCool, Mid Century House -- Lucy Vincent Beach!
Home in Edgartown
4.88 out of 5 average rating, 32 reviews4 Acre Retreat w/ Pool
Home in Falmouth
5 out of 5 average rating, 63 reviewsCape Cod Falmouth Getaway Close to Beaches Pool
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals The Hamptons
- Family-friendly rentals Cape Cod
- Family-friendly rentals Massachusetts
- Rentals with a hot tub Dukes County
- Rentals with pools Dukes County
- Condo rentals Dukes County
- Private suite rentals Dukes County
- House rentals Dukes County
- Kid-friendly rentals Dukes County
- Rentals with beach access Dukes County
- Rentals with breakfast Dukes County
- Rentals with a patio Dukes County
- Beachfront rentals Dukes County
- Pet-friendly rentals Dukes County
- Rentals with a fireplace Dukes County
- Rentals with outdoor seating Dukes County
- Rentals with a kayak Dukes County
- Bed and breakfasts Dukes County
- Rentals with a fire pit Dukes County
- Rentals with lake access Dukes County
- Monthly Rentals Dukes County
- Guesthouse rentals Dukes County
- Waterfront rentals Dukes County
- Rentals with a washer and dryer Dukes County
- Apartment rentals Dukes County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes