Family-friendly holiday rentals in Fenwick Island

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!

Indoor spaces · Kitchen · Barbecue

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.

Family · Kitchen · Shared spaces

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!

Indoor spaces · Family · Quiet

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.

Indoor spaces · Kitchen · Condition

Oceanside in Bethany Dunes, Steps to Private Beach

Ros Mara House | Oceanside Luxury with Private Beach Access 5 BR · 3 Full + 2 Half Baths · Sleeps 12 · Pet Friendly · FREE Linens Welcome to your Bethany Beach ocean side escape in a private gated community with direct beach access, steps to the sand. Enjoy the best of beach life with two King suites (1st & 2nd floors), Smart TVs throughout, and parking for 7 cars. This spacious coastal retreat offers outdoor living for lounging, dining, and conversation—perfect for relaxed coastal vacations.

Kitchen · Family · Beach

Luxurious & Comfy ~ 1 Block to Beach ~ Royal Beds

Bring your family to this luxurious 5BR 4Bath home nestled just one block away from the beach. Explore Fenwick Island and its excellent restaurants, shops, bars, attractions, and landmarks from this prime location. Once you are done sightseeing, retreat to this lavish oasis whose rich amenity list will leave you in awe. ✔ 5 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ Outdoor Decks (Lounges, Dining, BBQ) ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Family · Kitchen · Quiet

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!

Kitchen · Family · Layout

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!

Indoor spaces · Kitchen · Bathroom

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.

Family · Indoor spaces · Parking

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

Indoor spaces · Family · Comfort

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.

Family · Kitchen · 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.

Kitchen · Indoor spaces · Outdoor spaces