Family-friendly vacation rentals in Fenwick Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Fenwick Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.

Home in Montego Bay

4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Superhost

A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

4.9 out of 5 average rating, 577 reviews

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Guest favorite

A modern house featuring a sleek, horizontal design is surrounded by lush greenery. Large windows allow natural light to illuminate the interior, while a neatly landscaped gravel path leads to the front entrance. The exterior is characterized by a distinct combination of textured materials.

Home in Rehoboth Beach

4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

The LV home by architect Rocio Romero is a modern classic, we love it… The heated, salt water pool is open mid-May to mid-October. You can cook in the fully equipped kitchen and eat indoors or on the large deck out back, play in the pool or fenced yard, lie in the hammocks, play games, do puzzles... We are right by the Junction and Breakwater bike trail; it's about 2 miles to the Rehoboth Boardwalk, 6 miles to Lewes. There's high speed WiFi, a Sonos audio system, and a Roku smart tv (no cable).

Guest favorite

A cozy living area features a white couch and two accent chairs with a leaf pattern. A glass coffee table sits on a woven area rug. Large sliding doors provide a view of the outdoor patio, framed by greenery and water, enhancing the space's natural light.

Guest suite in Ocean Pines

4.95 out of 5 average rating, 378 reviews

Stunning private waterfront suite

Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

Superhost

A spacious in-ground pool is surrounded by lounge chairs in light blue and white. Lush greenery is visible along the perimeter, creating a refreshing outdoor space. A blue umbrella provides shade, while stone steps lead to an elevated area in the background.

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

Fabulous 7 BR, 5 BA single family home with Private in-ground 20x40 Pool, Decks, Hot Tub, Screened Porch, gas FP, Open Gourmet Kitchen, gas grill, Parking + Carriage House. This one-of-a-kind 5000 sq. ft. retreat is completely remodeled w/ hardwood floors & plenty of room for entertaining! Dining room seats 12-14. Approx. 1.8 miles to beach & downtown Rehoboth. No Smoking/No Pets. Our home is located within a QUIET family-oriented community with a noise ordinance in effect at 10 pm. No parties.

Guest favorite

A serene view captures a group of ducks swimming in a calm waterway, bordered by lush green grass and small reeds. The surrounding area features a natural landscape, with distant homes visible in the background.

Townhouse in Selbyville

4.91 out of 5 average rating, 222 reviews

Beach house on lake!

2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

Guest favorite

The exterior of the beach condo is showcased, featuring a two-story structure with multiple balconies and a spacious open staircase. A gravel driveway is visible beneath the elevated building, where parked vehicles are present. The surrounding area includes residential structures and a clear blue sky.

Condo in Fenwick Island

4.92 out of 5 average rating, 153 reviews

Beach Side Condo on Quiet Bunting Ave.

Welcome to our Fenwick Island beach condo! Less than a one minute walk until your toes are sinking into beautiful Delaware beach sand. Beautifully decorated 3 bedroom 2 full bath condo, beach-view balcony and carport. Perfectly situated in quiet Fenwick Island on coveted Bunting Ave. Boardwalks, go-carts, mini-golf within 5 min walk. We cherish our lovely little home away from home, and we hope that you do too. Please be aware that linens, towels and personal essentials are NOT INCLUDED.

Guest favorite

The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.

Condo in North Ocean City

4.92 out of 5 average rating, 813 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Top guest favorite

A fire pit is surrounded by log seating and two cushioned chairs, set on a brick patio in a grassy yard. A spacious deck with a railing is visible behind the seating area, framed by trees in a quiet, natural setting.

Home in Selbyville

4.9 out of 5 average rating, 175 reviews

Country Private Vacation House

Stay at our lovely home and enjoy a peaceful and quiet country setting. Come back after the beach and cook on the grill and relax in our private home sitting at the end of Derikson Creek. Large wrap around back deck with a view down the creek and into the woods. Plenty of room inside with a large living room, dining room, gourmet kitchen, and 3 bedrooms. Our cozy home is just minutes away from Bayside Resort, Restaurants, Assowoman Wildlife Refuge, and Delaware and Maryland Beaches.

Guest favorite

A spacious master bedroom features a king-size bed layered with decorative bedding in soft hues. Natural light streams through multiple windows, illuminating the neutral walls and plush carpeting. A bedside table and a gray storage ottoman complement the tranquil atmosphere of the room.

Townhouse in Millville

4.95 out of 5 average rating, 228 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (10 people max.) or Senior Week rentals permitted. Book Today!

Top guest favorite

A cozy bedroom features a spacious bed with neutral bedding and two pillows. Natural light enters through two windows fitted with blinds. A small lamp sits on a nightstand, enhancing the room’s functionality. A blanket is neatly folded at the foot of the bed.

Condo in Bethany Beach

4.93 out of 5 average rating, 300 reviews

Sea Colony Premier Family Resort

Sea Colony is a beach/tennis resort. There are 10 swimming pools, 4 at the beach. The Fitness Center is new and has an indoor and outdoor pool. The Tennis Center has hard and soft courts as well as 6 indoor courts. The condo is on the East side which is a 10 minute scenic walk to beach. If one brings or rents bicycles, there are a number of paths which are safe and one can ride to beach in 5 minutes.

Guest favorite

A large tree with vibrant yellow leaves stands in the foreground, surrounded by a yard covered in fallen leaves. In the background, a cottage can be seen through the trees, along with a parked vehicle, suggesting a serene outdoor space.

Guesthouse in Lewes

4.95 out of 5 average rating, 192 reviews

Very private and cozy, Country Cottage

You’ll love my place because of the outdoors space and relaxing country feel. The cottage is best for couples. A maximum of two dogs is allowed. Distances from my place to Cape Henlopen Park (9.9miles), Rehoboth Beach (10 miles), Dewey Beach (11 miles). Tanger Outlets (7.8 miles). Please keep in mind that, although the above distances are accurate, driving time may be longer due to seasonal traffic.