
Family-friendly holiday 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.

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!

Oceanfront 1Bedroom/1.5 Bath Condo-Slps 4-King Bed
Serenity Now – Oceanfront Condo in North Ocean City | Walk to Dining & Northside Park Wake up to ocean views at Serenity Now, your cozy beachfront condo in North Ocean City, MD! This updated 1-bedroom unit sleeps 4 with a king bed and a queen sleeper sofa, plus it features a fully equipped kitchen, electric fireplace, 1.5 bathrooms, and flat-screen TVs for relaxing nights in. You're just steps from the beach and a short walk to local favorites like Crab Bag, Tequila Mockingbird, and Sushi Cafe.

☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️
Relax with the whole family at this peaceful OCEANFRONT Condo in OCMD! Updated 2 Bedroom & 2 Full Bath on the 1st floor Atlantis High-Rise that sleeps 8. Most Importantly- Only Steps to THE BEACH! Unit is Self-Checkin & is walking distance/short drive to many Restaurants, Shops, Attractions, etc. Large Outdoor Pool is on site (seasonal). Toys, Games, Puzzles & is perfect for families with children. NO Smoking allowed. No Pets or Large groups(8 max) or senior week rentals permitted. Book Today!

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. Beginning August 23, 2025 bed sheets will be included as part of your cleaning fee.

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

Gone Coastal *Pool* Bayside with view* Top Floor
Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

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!

Perfect Wave-100 steps to Beach Sleeps 4
Step into Perfect Wave, your breezy beachside escape, mere moments from the tranquil Ocean City shores. Top floor no elevator. Strict no smoking no pets and no more than 4 guests. Imagine a tranquil retreat where the beach is just a whisper away. Welcome to Perfect Wave, your top-floor sanctuary, where the rhythm of the ocean sets the pace for your idyllic getaway. With a bevy of dining options and local attractions at your doorstep, you're poised to craft the vacation of your dreams.

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.

Beachfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

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.

Water Front Condo w/Pool Short Walk to Beach
FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!
Popular amenities for Fenwick Island family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

Oceanfront Carousel building, Swimming Pools!

Beautiful Beach-View Condo

Ocean View Paradise w/Hot Tub & Free Massages!

Extraordinary Oceanfront Penthouse - Unit 1210

The perfect Ocean City getaway!

Featured on HGTV! Bethany Beach Ocean Front Condo

Lakefront slps 6; beach, pools, tennis, gym, view!
Family- and pet-friendly home rentals

Luxury water-view condo with high-end finishes

Delightful Skoolie Near Bethany Beach

Hobbs & Rose | A Peaceful Cottage Escape

The Winkler

Stunning private waterfront suite

The Bohemian Rhapsody

The Laurel House - Large fenced in yard!

Stylish, Spacious & Dog-Friendly Studio Cottage
Family-friendly home rentals with a pool

Welcome to Splash Pad-pools, beach + private patio

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

Spacious Direct Oceanfront 1BR Condo w/Balconies

Family + Pet-Friendly Home Near Fenwick Island

Ocean Breeze

North OC- short walk 2 beaches and park

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

‘Dockside Retreat’ -pool, minutes to OC/beaches
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 £110 per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Fenwick Island holiday rentals include wifi 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!
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- Family-friendly rentals Sussex County
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- Ocean City Beach
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- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
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