
Family-friendly holiday rentals in Fenwick Island
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Fenwick Island

Total holiday rentals
Explore 20 holiday rentals in Fenwick Island

Nightly prices starting at
Fenwick Island holiday rentals start at $286 NZD 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 holiday 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.

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!
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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!
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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.
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Dog friendly| community pool | gym| kayak| bayside
Welcome to your ultimate family beach escape! Nestled near Fenwick Island this 3 BDR 2 BTH home offers everything you need for a memorable vacation. Unwind with cocktails at the tiki bar, toast marshmallows around the fire pit, or make a splash in the refreshing pool. Stay in shape at the on-site gym, ensuring your fitness routine doesn't miss a beat. With its prime location just moments from the beach and an array of amenities this bayside retreat promises an unforgettable vacation experience.
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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!
Indoor spacesFamilyQuiet

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!
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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!
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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.
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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
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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.
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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.
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Hall Cottage, Fenwick Island, Delaware
Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.
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Popular amenities for Fenwick Island family-friendly rentals
Family-friendly home rentals with a hot tub

Beach house on lake!
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Direct Ocean Front/Gorgeous Views/Indoor Pool
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Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
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Luxury Oceanfront Oasis!
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21st Floor Carousel - 2 BR Oceanfront & Bay View
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Oceanfront Paradise | Pool | Hot Tub | Beach
Indoor spacesFamilyCondition

Uncle Buck's Cottage
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Hot tub, Pool, Shop & Dine, Sleeps 8
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Family- and pet-friendly home rentals

The Big Chill at Bethany Beach
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Central Haven with Great Fenced Yard
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Direct Oceanfront Newly Renovated W/ Pool 2 Bd
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Stunning private waterfront suite
FamilyKitchenTV

Delightful Skoolie Near Bethany Beach
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Sunshine Retreat and Free Mini Golf /Huge Pool
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Tall Pines Beach Cottage in Bethany Beach
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Charming 2BR~ Private Patio~Steps Away From Beach!
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Family-friendly home rentals with a pool

Beautiful Beach House in Rehoboth
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Anchors Away, Your Dream Getaway in Fenwick Shoals
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Mi Casa at Bay Knolls
Indoor spacesFamilyCondition

Golf, Beach & Pool Escape • 6BR • Game Room
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Beachside Luxe: Pool, Ensuite & Family Favorite
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2 BR 2BA North Ocean City Condo
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Upscale Family Home in North OC
Indoor spacesFamilyWalkability

‘Dockside Retreat’ -pool, minutes to OC/beaches
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Destinations to explore
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- Chincoteague Island
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- Broadkill Beach
- Rehoboth Beach
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- Northside Park
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- Jolly Roger Amusement Park
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- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Ocean City Boardwalk
- Hawk Haven Vineyard & Winery





