
Family-friendly vacation rentals in Maryland Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland Beach
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!

Direct Oceanfront Condo with Expansive Ocean Views
Welcome to our second home! You will appreciate the relaxing ocean views! This updated 2 bd/2 ba oceanfront condo feels like you are sitting on top of the beach. The condo hosts plenty of space for enjoying the expansive, direct ocean and beach views. Cook gourmet meals in the well appointed kitchen with granite counter tops. Enjoy the den as either a third bedroom or as a private oasis. We allow full or mini weeks, with check in and check out on either Thursday or Sunday in the summer.

Ocean City Townhome by Beach Bayside
If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

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!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Beautiful Renovated Ocean Front Condo 1b/1.5ba
Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

Oceanfront 1 Bedroom, 1.5 Bath-King Bed-Fireplace
Welcome to Riptide! This stylish 1 bed, 1.5 bath oceanfront condo sleeps 4 with a king bed and queen sofabed. In North Ocean City, MD near great bars, restaurants and Northside Park. Imagine watching the sunrise from your private balcony, spending the day on the beach, then strolling to your favorite dinner spot...Sushi Cafe? Crab Bag? maybe Cafe Mirage? Then linger at Northside Park for the sunset before grabbing an ice cream at Dumser's and enjoying a quiet walk back to the condo.

Luxurious Oceanfront Retreat with Amazing Views!
Beautifully renovated oceanfront condo with panoramic ocean views and direct beach access. Building indoor pool and hot tub are closed for a full HOA renovation and upgrade, scheduled to reopen in May 2026 and be refreshed and like new for the 2026 season. By booking, you acknowledge the pool and hot tub may be unavailable during your stay and agree no discounts or compensation will be provided for this closure unless confirmed in writing in advance of your reservation and booking.

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.

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!

Direct Oceanfront close to Northside Park!
Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.
Popular amenities for Maryland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Carousel building, Swimming Pools!

Direct Oceanfront • Sunrise Views • Steps to Sand

Beautiful Beach-View Condo

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

⭐️STUNNING RENOVATED PLAZA OCEAN FRONT INDOOR POOL⭐️

Direct Ocean Front/Gorgeous Views/Indoor Pool

Beach house on lake!

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities
Family- and pet-friendly home rentals

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl Condo Steps 2Beach+Pool

Delightful Skoolie Near Bethany Beach

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

Stunning private waterfront suite

The Laurel House - Large fenced in yard!

Cozy Condo Oasis with Adorable Private Patio

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Family-friendly home rentals with a pool

Quiet 3BR Coastal Home Minutes to Bethany Beach

Cozy Waterview Stay with Balcony & Rooftop Pool

Waves 203 Oceanside 3BR 2BA Condo by the Ocean

Large Family Oasis Steps from the Sand

🌴Indoor/Outdoor Pools, Balcony w/Fenced Yard 🎾 & 🏀

Love Above the Waves-Best Ocean View & Heated Pool

Fenwick Island Sunset Retreat

Oceanside Haven -Steps to Sand-Indoor Pool-Game Rm
Destinations to explore
- Plainview Vacation rentals
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- Family-friendly rentals Ocean City
- Family-friendly rentals Worcester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Chincoteague Island
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Bear Trap Dunes
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Killens Pond State Park
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Mariner's Arcade
- Funland
- Trimper Rides of Ocean City
- Hawk Haven Vineyard & Winery
- Roland E Powell Convention Center




