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Family-friendly vacation rentals in Fenwick Island

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Fenwick Island

  • Total vacation rentals

    Explore 20 vacation rentals in Fenwick Island

  • Nightly prices starting at

    Fenwick Island vacation rentals start at ﺩ.ﺇ 624 per night before taxes and fees

  • Verified guest reviews

    Over 590 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Fenwick Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Fenwick Island rentals

  • 4.9 Average rating

    Fenwick Island stays are highly rated by guests—averaging 4.9 out of 5!

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 Ocean City

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!

4.94 out of 5 average rating, 287 reviews
Top guest favorite
The living area is spacious, featuring a light blue wall color and a large sectional sofa. Natural light floods through windows, illuminating the decorative rug. The outdoor porch includes dining furniture and offers views of the canal and neighboring buildings.
Condo in Ocean City

Beautiful waterview 2B condo w/Dock&Close to Beach

Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!

5.0 out of 5 average rating, 120 reviews
Guest favorite
A back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.
Home in Ocean City

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

4.93 out of 5 average rating, 150 reviews
Top guest favorite
A spacious living room features two comfortable sofas arranged around a wooden coffee table. A flat-screen TV is mounted above a cozy gas fireplace. Natural light enters through multiple windows, while a dining area is visible in the background, furnished with a long table and chairs.
Home in Selbyville

Modern coastal beach home in West Fenwick Island

Welcome to Two Buoys At The Beach, a bright and beautiful open-concept home just 7 minutes from feet in the sand at Fenwick Island State Park. Our family-friendly beach house comfortably sleeps 10, with plenty of space to relax and unwind. Entertain with ease with a fully stocked kitchen, private gas grill, and furnished deck, and enjoy the outdoor shower after a day of fun in the sand or at our community pool. We hope you enjoy the quiet serenity of the Delaware beaches as much as we do!

5.0 out of 5 average rating, 102 reviews
Guest favorite
A well-lit bedroom features a spacious bed adorned with a multicolored quilt, complemented by a bedside table and lamp. Large windows with sheer curtains provide natural light, while a full-length mirror and a small bench add functionality to the space.
Condo in Ocean City

North OC|Fully Stocked 2 Bd 2 Bath

Welcome to Your Beach Lover's Paradise! Experience a vacation in a 2-bed, 2-bath condo, steps from Ocean City's shores. Stocked kitchen w/ new appliances, coffee, pots, pans, & dishes for all your meal needs. The condo features a washer/dryer, a cozy living room w/ a smart TV, and a balcony off the master. Sleeps 6 (twin bunk beds, twin, queen, pullout) Walk to the beach in 11 min & nearby attractions like Harpoon Hannah's, Fenwick Island, & Sunsations. Linens/towels provided. Book now!

4.93 out of 5 average rating, 142 reviews
Top guest favorite
A newly built three-story home is displayed in a serene neighborhood setting. The exterior features a light-colored facade with a covered front porch, complemented by a double garage and well-maintained landscaping, including shrubs and a small garden area.
Home in Bethany Beach

Stunning! Fun, family friendly! Walk to beach!

Welcome to Bethany Breeze, our 4-bedroom family home in a Quiet Neighborhood, just blocks from the Bethany boardwalk. With a stylish interior, comfy beds, and an exciting lower-level rec room, featuring ping pong, arcade game, smart TV, and a hot tub, your getaway promises a memorable stay. EV charger, six bicycles, jogger stroller, cart. Explore the pristine shores, vibrant boardwalk, and outdoor activities nearby. Book now for a coastal retreat filled with relaxation and fun!

4.99 out of 5 average rating, 121 reviews
Superhost
A charming beach cottage is displayed in an A-frame design, featuring a large front porch with white railings. Windows are covered by striped awnings, allowing natural light to filter in. The landscaped yard includes low shrubbery, adding to the inviting exterior.
Cottage in Bethany Beach

A-mazing Beach Cottage on Canal & Trolley Route

Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

4.81 out of 5 average rating, 307 reviews
Guest favorite
A cozy guest suite is presented, featuring a spacious bed covered with a vibrant blue blanket. Decorative elements include a light-colored rug and a plant next to the bed. A small bookshelf and artwork adorn the walls, contributing to the room's inviting decor.
Guest suite in Fenwick Island

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!

Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.

4.83 out of 5 average rating, 133 reviews
Top guest favorite
A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.
Condo in Ocean City

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

4.88 out of 5 average rating, 142 reviews
Top guest favorite
A charming beach house is set on stilts, featuring a pink exterior with white shutters. The front porch offers a welcoming entry, surrounded by a landscaped yard with trees. Gravel driveway and a white picket fence enhance the appealing exterior in a tranquil neighborhood.
Home in Frankford

The Big Chill at Bethany Beach

The Big Chill at Bethany Beach is our whimsical family beach house in the Clearwater community, just two miles from the Bethany Beach boardwalk. We've thought of everything so that you don't have to. Spacious bedrooms with fine bed and bath linens; fully stocked kitchen with cookware and spices; smart TVs and Nintendo Switch; lots of books and board games; screened-in porch and open-air deck; and comfortable furnishings throughout. And bring your dogs; they're family, too!

4.98 out of 5 average rating, 101 reviews
Top 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

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. Bed sheets are included, however, towels & toiletries are not.

4.92 out of 5 average rating, 182 reviews
Top guest favorite
The three-story coastal home features a light blue exterior with numerous large windows and a screened porch on the upper level. Colorful flower boxes filled with blooms enhance the entrance, inviting guests into a relaxing atmosphere.
Home in Bethany Beach

Sand Pebble in Bethany Beach

The Sand Pebble is a 3 story home located 1 block from the boardwalk / ocean and 2 short blocks from the main street in Bethany Beach built in 2019. It is the perfect home for multi-generational guests, a few couples or a large family. It is decorated with relaxation in mind, using teals, blues and coastal prints. The Sand Pebble will be decorated for the Winter Holiday seasons. This home is pet-free to accommodate my family members and guests with extreme allergies.

4.99 out of 5 average rating, 109 reviews

Popular amenities for Fenwick Island family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
Townhouse in Selbyville

Beach house on lake!

4.91 out of 5 average rating, 251 reviews
Guest favorite
The beachfront property is displayed, featuring a modern four-story structure with multiple balconies. Soft sandy pathways lead to the building, bordered by natural grasses and low fencing. Clear blue skies enhance the oceanfront setting.
Condo in Ocean City

Direct Ocean Front/Gorgeous Views/Indoor Pool

4.94 out of 5 average rating, 161 reviews
Guest favorite
A private balcony is showcased overlooking the ocean, featuring two comfortable chairs and a small table. The scene is framed by large sliding doors, allowing natural light to brighten the space. Green turf flooring complements the outdoor seating area.
Condo in Ocean City

Luxury Oceanfront Oasis!

4.95 out of 5 average rating, 103 reviews
Top guest favorite
A bright living area features a blue sofa, a striped armchair, and a wooden coffee table. Natural light flows through sliding glass doors that lead to a balcony with ocean views. Light curtains frame the view, and a TV is mounted on a light-colored media console.
Condo in Ocean City

21st Floor Carousel - 2 BR Oceanfront & Bay View

4.96 out of 5 average rating, 115 reviews
Guest favorite
A welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.
Ranch in Selbyville

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches

4.98 out of 5 average rating, 313 reviews
Top guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes

Cozy Woodland Cottage

4.94 out of 5 average rating, 235 reviews
Guest favorite
A spacious kitchen is highlighted by an 11 ft island with four round bar stools. Pendant lighting above creates a warm ambiance. Modern appliances and a stylish backsplash are featured, enhancing the functionality of the space. Neutral tones and open shelving provide a clean, inviting atmosphere.
Home in Rehoboth Beach

Hot tub, Pool, Shop & Dine, Sleeps 8

4.94 out of 5 average rating, 184 reviews
Top guest favorite
A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.
Home in Rehoboth Beach

Perfect Rehoboth Beach Getaway with Hot Tub

4.94 out of 5 average rating, 106 reviews

Family- and pet-friendly home rentals

Guest favorite
A living room features light blue seating arranged around a coffee table, complemented by a decorative cabinet and a large television. Natural light filters through the window, enhancing the tranquility of the space, which is accented by a ceiling fan and wall art above the entrance.
Home in Selbyville

Central Haven with Great Fenced Yard

4.94 out of 5 average rating, 172 reviews
Top guest favorite
The interior of the bus features a cozy layout with wood paneling and large windows providing natural light. A comfortable seating area, equipped with pillows, is situated next to a compact kitchen with a stove and cabinets. A small dining table with two placemats is visible.
Bus in Frankford

Delightful Skoolie Near Bethany Beach

4.95 out of 5 average rating, 186 reviews
Top guest favorite
A cozy living area presents a light brown couch adorned with colorful cushions and a decorative throw. Two accent chairs sit across from the couch, positioned on a patterned area rug. Natural light filters through sheer curtains covering a large window, illuminating the space.
Home in Ocean Pines

Sweet Retreat

4.97 out of 5 average rating, 115 reviews
Guest favorite
A modern kitchen features white cabinetry, stainless steel appliances, and a spacious countertop. Natural light illuminates the area, highlighting a decorative arrangement of flowers on the dining table. A pendant chandelier adds subtle elegance to the overall ambiance.
Home in Bethany Beach

Tall Pines Beach Cottage in Bethany Beach

4.95 out of 5 average rating, 111 reviews
Top guest favorite
Guest suite in Ocean Pines

Stunning private waterfront suite

4.95 out of 5 average rating, 421 reviews
Guest favorite
Condo in Ocean City

Charming 2BR~ Private Patio~Steps Away From Beach!

4.9 out of 5 average rating, 105 reviews
Top guest favorite
A spacious living area features two sofas, one in dark leather and the other in a light fabric, arranged around a low wooden coffee table. A flat-screen TV is mounted on a light wall above a stone fireplace, adding a cozy touch to the room.
Home in Ocean City

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

4.97 out of 5 average rating, 160 reviews
Top guest favorite
The front exterior of a charming two-story house is shown, featuring a pitched roof and light-colored siding. A bright blue door welcomes visitors. A white picket fence encloses the front yard, which is neatly landscaped with greenery and flowering plants.
Home in Ocean City

Dolores by the Sea- Family Groups ONLY

4.97 out of 5 average rating, 106 reviews

Family-friendly home rentals with a pool

Top guest favorite
A large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.
Home in Selbyville

Dog friendly| community pool | gym| kayak| bayside

5.0 out of 5 average rating, 24 reviews
Top guest favorite
Condo in Ocean City

Oceanfront Balcony • Pool • North Ocean City

5.0 out of 5 average rating, 23 reviews
Top guest favorite
The spacious three-story home features a welcoming facade with a combination of blue and white hues. A broad driveway leads to large garage doors beneath an expansive covered porch. Multiple balconies create an inviting atmosphere, framed by neatly landscaped grounds.
Home in Selbyville

Anchors Away, Your Dream Getaway in Fenwick Shoals

4.97 out of 5 average rating, 33 reviews
Guest favorite
A cozy bedroom features a bunk bed with a Twin bed above a Full bed, all adorned with striped bedding in shades of blue and green. Natural light entering through the window highlights the soft carpeted floor and simple furnishings.
Apartment in Ocean City

2 BR 2BA North Ocean City Condo

4.93 out of 5 average rating, 56 reviews
Top guest favorite
Home in Selbyville

Mi Casa at Bay Knolls

5.0 out of 5 average rating, 9 reviews
Top guest favorite
A wooden walkway lined with lush greenery leads toward a tranquil water view, framed by trees. The sky is painted with hues of orange and pink, suggesting a beautiful sunset. A sign indicates safety regulations, enhancing awareness of the natural surroundings.
Townhouse in Selbyville

‘Dockside Retreat’ -pool, minutes to OC/beaches

5.0 out of 5 average rating, 63 reviews
Guest favorite
The entrance to the condo is framed by lush green shrubs and a well-maintained garden. The pathway leads to a welcoming door, with a small balcony above. Soft natural light filters through the nearby windows, enhancing the inviting atmosphere of the entryway.
Vacation home in Fenwick Island

Cozy, updated condo. Pool, tennis, walk to beach.

4.94 out of 5 average rating, 50 reviews
Top guest favorite
Home in Ocean City

North OC 3BR + Loft Sleeps 12 Walk to Pool & Beach

5.0 out of 5 average rating, 14 reviews

Destinations to explore