Family-friendly vacation rentals in Maryland Beach

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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, 234 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!

Superhost

Condo in Ocean City

4.78 out of 5 average rating, 105 reviews

Spacious Direct Oceanfront 1BR Condo w/Balconies

Spacious 1 bdr, 1bath direct oceanfront condo w/a private oceanfront balcony for sunrises and a private bayside balcony for sunsets! 15th floor. 1 min walk to beach. Outdoor pool. Fountainhead Towers Condo is located on 116th St off Coastal Hwy on the oceanfront. Food lion, CVS, DD, ice cream, wawa, convenient stores & restaurants all within close walking distance WEEKLY RENTALS ONLY: Sat to Sat GUESTS SUPPLY SHEETS & TOWELS Plus on arrival $50 CASH fee that includes parking for a week NO PETS

Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 290 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.

Guest favorite

Condo in Ocean City

4.96 out of 5 average rating, 142 reviews

Mid-Town OC! Ocean Block... Steps to the Beach!

OCEAN VIEW and STEPS to the BEACH... Newly remodeled in 2023! 2 bed/2 bath condo with ocean & bay views is located in desirable mid-town Ocean City. Walk to dining, shopping, convention center, amusements & nightlife. Be in the middle of everything, but still have a quiet place to relax. **Summer Months - check-ins on Mon & Fri ONLY Memorial Day to Labor Day. Book Weeks or Mini-weeks. (Weeks: Fri - Fri OR Mon - Mon) (Mini-Weeks: Mon to Fri OR Fri to Mon). *Other months check-in any night

Superhost

Condo in Ocean City

4.79 out of 5 average rating, 375 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.

Guest favorite

Condo in Ocean City

4.87 out of 5 average rating, 134 reviews

Bayfront Family Friendly Beach Condo w/BoatSlip

Come enjoy our Cozy Bay/Canal Water Front Beach Condo. 1 bedroom, 1 bath condo with a Boat Slip & Pool and just a few blocks from the Beach and Northside Park, in the desired Hidden Harbor Community. We have Central Air, DVD Player, Xfinity Wifi & Cable TV. Also just a short walk to the Beach Bus Stop. ** For July and August we rent Saturday to Saturday, 7 night stays! ** Contact me if you're interested in shorter stays. Pool Open Memorial Day to Labor Day New Mattress and TV added 2024!!

Guest favorite

Condo in Lewes

4.84 out of 5 average rating, 264 reviews

A bit of Paradise

Charming end unit secluded in the heart of Lewes. Shady sitting area for viewing the waterfowl & enjoying the peace & quiet. Lewes marina is across the street so is Quest where can rent Kayaks etc. Over the bridge you will enjoy the historic district, town shops, eateries, food market; kiddy park, canal front park; trolley into Rehoboth Beach Henlopen State Park 1 mile; surfing, fishing & nature trails; Bay Beach 1/4 mile w Walk to everything We offer a %15 discount for 7 days or more

Superhost

Home in Rehoboth Beach

4.79 out of 5 average rating, 656 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Guest favorite

Townhouse in Ocean City

4.97 out of 5 average rating, 395 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 :)

Guest favorite

Home in Ocean View

4.9 out of 5 average rating, 564 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.

Superhost

Condo in Ocean City

4.82 out of 5 average rating, 262 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

Oceanfront OCMD! An Awesome 2 Bedroom & 2 FULL Bath Condo in the Atlantis Condominium. Perfect for Families, that sleeps 8! This Beautiful Condo is Self Check-in and is walking distance to Restaurants, Shops, Attractions & Most Importantly - only steps to THE BEACH!! Large Community Outdoor Pool is on site. Many Toys, Games, Puzzles & a Bunk Bed perfect for children. Unit is No Smoking of Any Kind. Also No Pets, large groups (8 max.) or senior week rentals permitted. Book Today!

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 207 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.