Family-friendly holiday rentals in Ocean City

A well-appointed kitchen area features a wooden countertop and a large window above the sink, allowing natural light to fill the space. Sleek kitchen appliances and utensils are arranged neatly, including a coffee maker, dishware, and cooking tools. Decorative elements include hand soap in amber bottles and a small potted plant.

5 out of 5 average rating, 50 reviews

The Annex - Oceanside Retreat with Large Porch

Wake up to the sounds of the ocean from your beachside ocean city bungalow. Completely renovated in 2025, this oceanside gem has a flair of old ocean city with modern amenities. Relax on the spacious front porch and spend your days walking back and forth to the beach or OC Convention Center without having to find parking. Enjoy one of Ocean City's quietest streets and beaches on 43rd. Usable outdoor space, full kitchen, reverse osmosis water, room for 4, and super fast wifi complete your stay :)

A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.

4.99 out of 5 average rating, 121 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

A spacious living area features a blue sofa and chairs, complemented by a decorative area rug. A dining table and kitchen area are visible in the background, highlighting the open layout. Natural light illuminates the room through the windows.

4.96 out of 5 average rating, 155 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

A view from the living area showcases the ocean illuminated by moonlight through floor-to-ceiling windows. A small table and chairs are positioned near the window, creating an inviting space for relaxation. The furnishings reflect a cozy atmosphere, with natural light filtering gently through sheer curtains.

4.82 out of 5 average rating, 138 reviews

Oceanfront Studio Year round view and amenities!

Enjoy beach sunrise with coffee on balcony&wine w/ sunset on the bay. All w/out leaving the condo. Wall to wall, floor to ceiling window & balcony looking over the beach, & all the other activities. Indoor pool, sauna, gym, solarium, and game room. Summer time Tiki bar, beach volleyball,outdoor pool,private beach, pickle ball and shuffle board. HUGEcommon patio, & shops. Studio has queen murphy bed and sleeper sofa. See pics of beds open. Washer/dryer and full kitchen with dwasher in unit!

A pair of blue Adirondack chairs are positioned at a small table on a balcony overlooking the ocean. The expansive view of the sandy beach and distant umbrellas is visible, creating a serene spot for relaxation.

4.97 out of 5 average rating, 207 reviews

Luxury Oceanfront Escape!

This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.

A spacious deck overlooks the calm bay water, with a wooden surface that enhances the serene atmosphere. A dining table and several chairs provide seating, while plants add a touch of greenery. The expansive view showcases the horizon against a clear blue sky.

4.94 out of 5 average rating, 88 reviews

Waterfront Oasis

Recently renovated! We love this property so much because of its view and peaceful location. Such a great place for a family vacation or a group of friends to unite at the beach. Recently updated. Situated far enough from the crowds of Ocean City but only a 5-minute walk to ocean highway and the beach. *Signed rental agreement is required once first payment is made. *No senior week rentals *Person signing agreement must be at least 25 years of age and be staying entire term of the trip

A comfortable living area features a gray sofa with blue accent pillows and a textured rug. Large sliding glass doors offer a view of the ocean and access to a private balcony with outdoor seating. Natural light fills the space, creating a welcoming atmosphere.

4.98 out of 5 average rating, 244 reviews

Cozy oceanfront condo with stunning ocean views

Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. We are happy to accommodate the dates and timeframes that meet the needs of our guests. If possible, please consider these recommended timeframes for your booking: Memorial Day - Labor Day -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri Labor Day - Memorial Day -Any 2 Nights

A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.

4.99 out of 5 average rating, 151 reviews

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.

A modern living area features a comfortable gray sofa positioned across from a coffee table. Large sliding glass doors offer ocean views, while light drapes frame the windows. A mirror reflects the space, and soft textiles add warmth to the atmosphere.

4.97 out of 5 average rating, 144 reviews

Cozy Direct Oceanfront!

Our beachfront 1-bed, 1.5-bath condo for four offers a spacious living area, fully equipped kitchen with a breakfast bar, and a luxurious bedroom with a king bed, all steps from the beach. Enjoy ocean views from the balcony, stay entertained with an HDTV and Roku, and explore nearby dining and entertainment, leaving your car in the designated parking spot. The condo, recently updated, provides versatile sleeping options, modern amenities, and convenient bathrooms for a comfortable stay

A comfortable living area features a sectional sofa facing a small coffee table, surrounded by bright curtains. A large mirror and decorative wall accents enhance the space. Natural light fills the room, highlighting the wood-look flooring and blue area rug beneath the seating arrangement.

4.93 out of 5 average rating, 213 reviews

Coastal and Bright Oceanfront Condo

Relax and find your inner peace at our oceanfront condo. Enjoy breathtaking unobstructed ocean views from the private balcony. Wake up to a beautiful sunrise each morning and enjoy a peaceful moon-lit view in the evening. Our condo is filled with coastal and bright decor sure to make you feel right at home. Located in North Ocean City, you will find plenty of shops and restaurants within walking distance. Park your car, bury your feet in the sand, and forget about your worries.

A view from a balcony showcases the bay with vibrant waters and a clear blue sky. In the foreground, a small seating area with a table and two chairs overlooks a tree and landscaped area. Nearby, colorful cars are parked along the street.

4.9 out of 5 average rating, 100 reviews

Double Decker by de Bay

****Walkable to Oceans Calling**** *Winter Monthly Rental Available - $1500/month* This is a unique 3 story condo (two sets of full stairs) in OC with a garage, and two patio / balconies overlooking the bay (note: this is across the street from the waterfront condos but has an excellent view of the bay *see photos*!) Walking distance to a bayside fishing pier (right across the street from the condo!), the boardwalk, and the beach you can do it all !!

A bright living space features a large blue sectional sofa with accent pillows and a stylish coffee table. A dining area with a white table and four chairs is situated nearby. A mounted television is visible on the wall, alongside light-colored finishes and decorative wall art.

4.94 out of 5 average rating, 116 reviews

Lovely Ocean Block 1 BR near Convention Center!

Brand new beautiful renovation just completed last year!! 1 BR ocean block condo on 40th St, across from convention center & half a block from ocean & great, uncrowded section of beach. Easy self check in with key pad - no keys! Decor is updated and has brand new granite countertops, beautiful tiled bathroom, new appliances & furniture, comfortable bed & sofa, Wifi and central air. Your home away from home!

Popular amenities for Ocean City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A light-filled living area is shown with a comfortable sofa and a decorative lamp on a side table. Soft curtains frame the window, revealing a serene waterfront view. The dining area features a table surrounded by light-colored chairs, while the overall decor is bright and inviting.

5 out of 5 average rating, 25 reviews

Luxury Waterfront Beach Condo @ Coconut Malorie OC

A spacious bedroom features a large window showcasing expansive ocean views. A light-coloured wooden bed with beach-themed bedding is complemented by matching nightstands and a comfortable swivel chair near the window, enhancing relaxation in the serene setting.

5 out of 5 average rating, 25 reviews

Extraordinary Oceanfront Escape - Unit 809

4.93 out of 5 average rating, 158 reviews

A spacious living area features a large sectional sofa adorned with blue accent pillows. Exposed wooden beams grace the ceiling, while a light wooden floor complements the dark furnishings. A coffee table sits centrally, and a modern kitchen can be seen in the background.

Townhouse in Ocean City

Beach, Boardwalk n Fun- just steps to the beach

Superhost

The living area is furnished with a light-colored sofa and armchairs, complemented by a white coffee table. A flat-screen TV is positioned near a dining table with seating for four. Views of the ocean can be seen through expansive glass doors, leading to a private balcony.

4.83 out of 5 average rating, 132 reviews

Oceanfront 2 Bed/2 Bath, Sleeps 6, Pools, Gym, Etc

4.81 out of 5 average rating, 100 reviews

A two-story home is presented with a light yellow exterior and white accents. A welcoming front porch features steps leading to the entrance. Lush greenery frames the property, while a garage is visible on the left. The surrounding area is well-maintained with a neat lawn.

Home in Ocean View

Bethany Beach House, Bear Trap Dunes Golf Course!

A bright living area features blue walls complemented by light-colored furniture. Two sofas are positioned around a centrally placed coffee table, which holds decorative items. Large glass sliding doors open to a balcony, allowing natural light to fill the space.

4.89 out of 5 average rating, 100 reviews

Updated Mid- Town Condo at Ocean City Beach!

4.76 out of 5 average rating, 107 reviews

An aerial view showcases a large swimming pool area surrounded by lounge chairs and umbrellas, with a smaller kids' pool adjacent. Tennis courts and well-maintained landscaping are visible, alongside additional buildings and open green spaces in the distance.

Townhouse in Selbyville

Bayside - Best Deal in Bayside!

4.96 out of 5 average rating, 25 reviews

Home in Berlin

White Marlin Cottage>HOT TUB<

Family- and pet-friendly home rentals

A charming bungalow features dark blue siding and large front windows, framed by neatly trimmed bushes. A concrete walkway leads to the front door, and a well-maintained lawn surrounds the home. The sky is partly cloudy, adding to the inviting exterior.

4.95 out of 5 average rating, 195 reviews

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

Double glass doors open onto a private balcony, allowing ample natural light to fill the space. Outside, two comfortable chairs are positioned for relaxation, while a potted plant adds a touch of greenery to the interior.

4.86 out of 5 average rating, 100 reviews

Lovely 2level Condo Steps 2Beach+Pool

A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 278 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Guest suite in Ocean Pines

A cozy living area features a white couch and two accent chairs with a leaf pattern. A glass coffee table sits on a woven area rug. Large sliding doors provide a view of the outdoor patio, framed by greenery and water, enhancing the space's natural light.

4.95 out of 5 average rating, 395 reviews

Stunning private waterfront suite

The living area is spacious, featuring a light blue wall color and a large sectional sofa. Natural light floods through windows, illuminating the decorative rug. The outdoor porch includes dining furniture and offers views of the canal and neighboring buildings.

5 out of 5 average rating, 101 reviews

Beautiful waterview 2B condo w/Dock&Close to Beach

A charming two-story home is framed by lush greenery and features a welcoming front porch with white railings. Skylights adorn the roof, allowing natural light to flood the interior. A spacious driveway provides access to the home while a mailbox stands at the curb.

4.97 out of 5 average rating, 174 reviews

The Laurel House - Large fenced in yard!

4.89 out of 5 average rating, 102 reviews

Lux Direct Oceanfront*Deck*Pets welcome*Arcade*

A private balcony features two turquoise adirondack chairs facing the ocean. The oceanfront view showcases the sandy beach and rolling waves, inviting moments of relaxation and enjoyment. A decorative 'Seaside' sign is displayed on the wall, enhancing the coastal ambiance.

4.79 out of 5 average rating, 226 reviews

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Family-friendly home rentals with a pool

A living area is featured with a dark sectional sofa and a red armchair. A coffee table sits in front of the sofa. A colorful area rug lies below, adding a vibrant touch. Large glass doors lead to a balcony with expansive views.

4.88 out of 5 average rating, 57 reviews

Oceanfront Condo | 2BR 2BA | Direct Beach Access

The covered porch features a wooden floor and decorative string lights overhead. Two comfortable chairs are positioned for relaxation, offering views of the street and neighborhood. The warm glow of the sunset can be seen in the background, enhancing the inviting space.

4.97 out of 5 average rating, 106 reviews

Coastal Oasis w/ Outdoor Shower + 2 Pools

A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.

4.91 out of 5 average rating, 343 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

The kitchen features modern white cabinetry and updated appliances, including a stove and refrigerator. A central island with seating for two provides additional workspace. Fresh fruit is displayed in a bowl on the counter, while light blue walls create a calm, coastal ambiance.

4.97 out of 5 average rating, 31 reviews

Bayside Condo in Midtown Ocean City MD

A spacious living room is featured, with a large sectional sofa and armchair positioned around a decorative area rug. Dual sliding glass doors lead to a balcony, providing natural light. A ceiling fan hangs overhead, and a television is mounted on the wall.

4.97 out of 5 average rating, 34 reviews

Fabulous 3BR/4BA Townhouse w/2 Car Garage

4.91 out of 5 average rating, 117 reviews

A waterfront pathway is lined with landscaped grass and trees, leading to a private canal. A boat is anchored nearby, while buildings partially frame the background, providing a sense of proximity to amenities. Colorful outdoor chairs are positioned along the walk for relaxation.

Townhouse in Ocean City

OC Waterfront 2BD No stairs! New Renovation! Pool

A modern kitchen is showcased with white cabinetry and light-colored countertops. Stainless steel appliances are positioned conveniently, including a refrigerator and microwave. A green tile backsplash adds a fresh touch. A small dining table with white chairs is visible, enhancing the functional layout.

4.8 out of 5 average rating, 75 reviews

Beautiful Beachy 2 Bedroom, 1 Bath Condo w Pool

A spacious balcony offers unobstructed ocean views, featuring two comfortable wooden chairs and a small circular table. The bright blue waters and clear sky create a serene backdrop, enhancing the feeling of open outdoor space.