Kid-friendly holiday rentals in Maryland Beach

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Maryland Beach

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

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Guest favourite

Apartment in Dewey Beach

4.95 out of 5 average rating, 100 reviews

Luxury Dog Friendly Condo At The Residences

Vacation in this beautiful, professionally decorated, luxury 2 bedroom, 2 bath condo at The Residences at Lighthouse Cove, located in the heart of Dewey Beach, DE, only 1 block from the beach. Workout in the exercise room or swim in the indoor pool Condo guests have exclusive use of our stunning rooftop veranda with fire pits & grills and outdoor pool in the season Enjoy this peaceful "get-away retreat, while having access to all the Dewey/Rehoboth Beach restaurants, beaches, and night life

Top guest favourite

Home in Lewes

5 out of 5 average rating, 30 reviews

Bradley's Bayou

Welcome! Visit our quiet secluded neighborhood 20/25 minutes from Rt. 1 restaurants, beaches & outlets. Our waterfront home has beautiful views & reasonable prices. This is a boating & crabbing community with a community pool, tennis courts, crabbing docks & playground. Fun & easy walking and biking for families! Bring creek boots! NOTE: Linens/towels NOT provided. Bring your own! Or Rental suggestion: Sheets at the Beach, LLC 2025 Pool info: schedule in "add'l photos" No smoking/ No pets

Guest favourite

Townhouse in Worcester County

5 out of 5 average rating, 19 reviews

Newly Built Townhome Near OC Beaches & Attractions

Just a couple miles away from the famous boardwalk, waterpark fun and amusement park, or shopping outlets. Relax at the white sand beaches or community pool and evening at the Sunset Marina or at plenty of restaurants just a walking distance away. This spacious townhouse includes a well-equipped kitchen, big island and dining table with plenty of mealtime sitting. Kids can stay entertained with a ping pong table, foosball table, toss ring game or streaming movies with provided high speed WiFi.

Top guest favourite

Home in Ocean City

4.98 out of 5 average rating, 110 reviews

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

Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

Top guest favourite

Home in Bethany Beach

5 out of 5 average rating, 38 reviews

Updated home w/ private beach- sleeps 12

Be among the first guests to stay in our special home! This property has been in our family since the 70s but has never been available to others until now. We’re sure that you’ll make lifelong memories here just as we have. Highlights: - ~30 yards to private beach (see photos) - Fully updated in 2024 - Sleeps 12- 4 bedrooms + a loft (2 kings, 3 queens, 2 twins) - Ample outdoor space - Located in the family-friendly Tower Shores neighborhood - Quick drive to downtown Bethany, Dewey, & Rehoboth

Superhost

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright, charming living/dining rooms with seating for six. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with great view of lake and fireplace in living room! Professionally cleaned between guests.

Top guest favourite

Home in Rehoboth Beach

5 out of 5 average rating, 48 reviews

The Jungalow - Dog Friendly&Pool

Centrally and peacefully located. Find yourself immersed in a thoughtfully designed vacation space where the relaxing days don’t end at the beach. Dog friendly (2), community pool, walkable to restaurants, bus stop, outlets, and local bars! Fenced in yard perfect for kiddos and pups while grownups can relax on the porch! Also, a comfortable space to enjoy a movie night in or relax outside under the stars. Our little slice of paradise is waiting for you, your guests and well behaved doggies!

Guest favourite

Townhouse in Ocean View

4.96 out of 5 average rating, 28 reviews

Relaxing Bethany Beach Retreat, Pools, Dogs OK

Welcome to your new happy place. Just steps from the bay and minutes from Bethany Beach, the home has everything you need to unwind and relax. Community has amazing amenities including indoor/outdoor pool, game room, hot tub, and fitness center. This retreat is the perfect getaway for adults (close to beaches, great restaurants, and shopping), children (board games and game room), and your furry little friends (dog-friendly beaches and trails). Perfect for families small and large!

Guest favourite

Townhouse in Millville

4.95 out of 5 average rating, 215 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 (12 people max.) or Senior Week rentals permitted. Book Today!

Guest favourite

Townhouse in Ocean City

4.84 out of 5 average rating, 32 reviews

El Ancla

stunning bay sunsets and idyllic outdoor space at this peaceful waterfront home in prime 94th street location with amazing breeze. Recently rehabbed - new hardwood floors, bathroom, and brand new interior and exterior furniture. Bayfront deck with your own boat slip. Brand new casual comfort deck furniture. Remote work with a view! 10 min walk to beach, playground, community arts center, mini golf, bars. Beach chairs included. We can provide pack n play upon request

Top guest favourite

Home in Dagsboro

5 out of 5 average rating, 23 reviews

Sunset Cottage,

Relax with the whole family at this peaceful remodeled cottage located by Vines Creek Marina on Indian River Bay. The community beach is great for paddle boarding and Kayaking on the bay. Launch your boat for a day of fishing, crabbing or hanging out on the sand bar. A short drive to Bethany Beach. Dewey Beach, DE or Ocean City, MD Minutes to Holts Landing State Park. Many things to do and see in the area. Plan day trip to Assateague National Park.

Top guest favourite

Apartment in Ocean City

4.96 out of 5 average rating, 152 reviews

Waterview, Steps from Beach, Linens Included!

A half block from the beach, this clean and bright spot is perfect for families and groups. Kitchen amenities include Keurig coffee maker, toaster oven, juice press, milk frother for lattes, and dishware/ cookware. Fresh bed linens and towels are provided. Washer and dryer are in the unit. Garage parking under the building. Street parking also available. Building has an elevator and secured entry doors.