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.

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Guest favorite

Home in Ocean City

4.94 out of 5 average rating, 221 reviews

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!

Jan 22 – 29

G$20,959 GYD per night

Guest favorite

Condo in Ocean City

4.82 out of 5 average rating, 125 reviews

1 BR Ocean Block (Unit 17) 40th St Midtown OC

Renovated ocean block condo with vintage charm & modern amenities. Second floor walk-up. Wonderful covered balcony for enjoying the sea breeze. Only 75 yards away from the beach. The Mid-Town OC location offers the best of everything...close to the boardwalk but far from the noise, great restaurants & bars within walking distance. Enjoy live music & a drink on the beach at Coconuts, only 9 blocks to Jolly Roger or Secrets. Walk to the OC Convention Center just across Coastal Hwy on the bayside.

Nov 28 – Dec 5

G$17,899 GYD per night

Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 258 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun set view out the front door and fall asleep to the waves.

Jan 29 – Feb 5

G$35,526 GYD per night

Superhost

Condo in Ocean City

4.79 out of 5 average rating, 351 reviews

Ocean-Front Beach Condo with Ocean and Bay views

Wake up each morning to a stunning view of the beach and the sound of the ocean. Our two-floor condo is on the top floor of the tallest building in Ocean City! Three rooms have floor-to-ceiling windows with unobstructed views of both the beach and bay. There are two spacious balconies: one faces the ocean and the other the bay. We are just steps from the sand with direct beach access. *We rent to families, married couples, and responsible adults over the age of 25. Our rental includes linens.

Oct 8 – 15

G$28,944 GYD per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 106 reviews

Cozy & Clean Condo on 36th st. Steps to Beach!

NOT A PARTY PLACE! If that is what you are looking for please keep scrolling!! Well taken care of 2nd floor condo conveniently located on 36th street and is just steps away from the beach. Great place to stay with family or friends with the ability to quickly come and go from beach as you wish with no need to get in a car. Close to convention center, Seacrets, and Jolly Rogers. Sleeps 4 adults comfortably. Convenient keypad entry so no need to worry about losing a key! MUST BE 25+ TO RENT!!

Oct 23 – 30

G$36,089 GYD per night

Guest favorite

Condo in Ocean City

4.79 out of 5 average rating, 103 reviews

Cozy Ocean Blk, Family Friendly, beach 2 min walk

4 ADULTS MAX. ( 2 queen size beds) No parties, or unauthorized guest allowed in the unit. PLEASE REVIEW RENTAL AGREEMENT BEFORE BOOKING, FOR ALL INFO ABOUT MY UNIT. My place is close to family-friendly activities (movies, mini-golf, beach), nightlife, public transportation, nice variety of places to eat . Its quite, cozy and a 2 minute walk to the beach. Great for couples, individuals, close friends and families (w/children). Only a few blocks from 127 St. Bayside park(family activities)

May 21 – 28

G$37,161 GYD per night

Guest favorite

Townhouse in Ocean City

4.97 out of 5 average rating, 352 reviews

Edgewater Escape - Bayfront Condo w/Private Porch

Welcome to our "Edgewater Escape." These buildings were built in the 1960's and literally hang entirely over the bay in downtown in 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 king sized bed and the downstairs couch pulls out into a comfortable queen bed. Full size kitchen with microwave, fridge, electric range, and coffee maker. Located on 7th street, over the bay :)

Jul 28 – Aug 4

G$130,587 GYD per night

Guest favorite

Home in Ocean View

4.92 out of 5 average rating, 530 reviews

Tiny House at Good Earth, near Bethany Beach

A custom-built "Tiny House" located right between our new dinner theater and our garden dining area. True to the show "Tiny House Nation"; cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TVs and internet in the units but the quality of service is not guaranteed. We are in a rural area and sometimes it's slow or not working at all. If TV and internet are super important for your stay we may not be the right fit.

Dec 28 – Jan 4

G$25,441 GYD per night

Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 239 reviews

Ocean-block 36th St. - Steps to the Beach!

Comfortable and affordable, our 1 bed/1 bath - 1st floor condo is in a prime OC Mid-Town location. Literally just steps from the building to the sand! Walking distance to me of OC's best restaurants, night life, amusements, convention center and more. **Summer Months check-ins on Monday & Friday ONLY from Memorial Day to Labor Day! Book Weeks or Mini-weeks. (Weeks: Fri to Fri, OR Mon to Mon) (Mini-Weeks: Mon to Fri, OR Fri to Mon)** *Other months check-in any night*

Dec 26 – Jan 2

G$21,840 GYD per night

Guest favorite

Apartment in Ocean City

4.96 out of 5 average rating, 168 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

NEWLY and FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

May 15 – 22

G$39,426 GYD per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 175 reviews

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.

Dec 12 – 19

G$25,295 GYD per night

Guest favorite

Home in Ocean View

4.87 out of 5 average rating, 447 reviews

Private place near Bethany Beach

Our place is close to Bethany Beach and conveniently located to Fenwick Island, Ocean City Maryland, Rehoboth Beach, Tax Free Outlet Shopping, Golf, Fishing, Surfing, or Hunting. You’ll love our place because of the quiet wooded location perfect for relaxing near all the beaches of the Delaware Eastern shore. This area is a wonderful place to visit all year round.

Nov 3 – 10

G$23,702 GYD per night