Family-friendly holiday rentals in Ocean City

A bright living area features a spacious gray sectional sofa adorned with blue and white pillows. A coffee table sits in front, with a small decorative display. Large sliding glass doors provide access to the outdoors, facilitating natural light, while a flat-screen TV and a fireplace enhance the cozy setting.

5 out of 5 average rating, 12 reviews

Sun, Swim & Serenity

🏡 Bayside Comfort Near the Beach. Welcome to your perfect coastal getaway! Unwind in this condo just a short walk from the beach. Enjoy a queen bed, two full-size bunk beds, a fully equipped kitchen, private balcony, and access to the community pool. Stay connected with Wi-Fi and Smart TV, and take advantage of free parking. Located in a quiet community near Ocean City’s boardwalk, shops, and restaurants, this retreat offers the perfect blend of relaxation & convenience for families or friends.

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, 118 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!!

Multiple Condo units stand adjacent to calm waters, featuring private boat slips. Each unit is accessible by a balcony, surrounded by well-kept greenery. Cloudy skies reflect on the water's surface, while a few boats are visible moored nearby.

4.86 out of 5 average rating, 148 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. Also just a short walk to the Beach Bus Stop. ** For July and August we try to rent Saturday to Saturday, 7 night stays! ** Contact me if you're interested in shorter stays. Pool Open Memorial Day to Labor Day Xfinity WiFi and Smart TV for your streaming needs. New Mattress and TV added 2024!

A spacious living area with modern furnishings is displayed, featuring a large flat-screen TV and comfortable seating. A dining table for four is visible, along with a kitchen bar with three stools. Large sliding doors lead to a balcony, allowing natural light to fill the space.

4.99 out of 5 average rating, 141 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!!

4.89 out of 5 average rating, 38 reviews

Windjammer Beach House

Windjammer Beach House, a 4 bed, 3 bath marvel, boasts a stunning remodel with a lavish outdoor area and a shared tennis/pickleball court at its back door. The Runaway Bay 1 also has a community pool. Its prime location offers great walkability to the beach and top eateries like OC Wasabi, Restaurante Antipasti, and Barn 34, plus proximity to the boardwalk's north end. This home blends modern comfort with leisure, making it a perfect retreat for those who appreciate luxury and accessibility.

4.97 out of 5 average rating, 496 reviews

The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.

Townhouse in Ocean City

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 :)

4.92 out of 5 average rating, 13 reviews

A ranch-style home is shown with a welcoming exterior, featuring a combination of siding and stone accents. A set of stairs leads to a covered porch with large windows, framed by a well-maintained landscape and surrounded by tall trees.

Home in Ocean Pines

Watertown 104 with OCP Beach Passes

Watertown 104 is an immaculately maintained rancher with numerous updates and plenty of space for you and your family to spread out while on vacation. Located in the amenity rich Ocean Pines, just 6 miles from Ocean City, you have the choice to go crabbing, fishing, boating, visiting the local pools, playgrounds, private and public beaches, all within a few miles. Ocean pines beach parking pass included with stay. We hope you choose to stay with us for your next trip down to the beach!

4.89 out of 5 average rating, 101 reviews

Lux Direct Oceanfront*Deck*Pets welcome*Arcade*

3rd-floor condo offers endless beach and ocean views. I own both top-floor condos- rent both for 6 BR 4BA! Beautifully appointed 3 BR 2 BA condo with huge 12x15 oceanfront covered balcony. Polyeood table for relaxing and enjoying a book, drink or a crab feast! Tile floors thru-out the condo make cleaning a breeze Fully stocked kitchen with breakfast bar seating for 3 Modern bathrooms BR1 -Queen bed, ceiling fan, and private full bath BR2- Queen bed and ceiling fan BR3- Two Full beds

A living area features a spacious sofa and accent chairs arranged invitingly. Natural light filters in through large sliding glass doors, offering views of the ocean. Decorative artwork adorns the walls, and a light-colored area rug adds a touch of warmth to the hardwood floor.

4.98 out of 5 average rating, 133 reviews

Oceanfront 1 Bedroom, Pool, Ocean & Bay Views

OVERSIZE one-bedroom plus TWO large 3-season rooms! The back balcony is filled with expansive ocean views from every angle and sliding windows, and the front porch looks out to the bay - wonderful atmosphere in the quiet north end. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Washer/Dryer in unit - Keyless check-in 24/7

An outdoor courtyard features a round table surrounded by six mesh chairs under a blue umbrella. A patterned area rug adds color to the space. Wooden steps lead to the entrance of the unit, complemented by the blue siding of the building.

5 out of 5 average rating, 10 reviews

Welcome to Splash Pad-pools, beach + private patio

Welcome to Splash Pad at Harbour Club—your perfect bayside retreat in North Ocean City! Nestled off of 120th Street, this first-floor gem combines the comforts of home with the magic of a beach getaway Prime Location: Enjoy the serenity of a bayside stay while being just a short stroll to the beach. We even provide beach chairs, umbrellas and a beach wagon to make your walk to the beach a breeze. All you need to do is pack your sunscreen and beach towels!

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, 340 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.

A light-colored sofa is adorned with various cushions, including a white fluffy pillow and blue accents. Above the sofa, three framed prints depict a sun rising over stylized waves. A coffee table with decorative items is positioned in front of the sofa.

5 out of 5 average rating, 15 reviews

Oceanblock Coastal Boho Condo~

Escape to coastal boho bliss at this ocean block condo, just a few steps to the beach! This one bedroom, two bathroom condo also features a small bunkroom and pull out couch. It is the perfect spot for your next getaway. Whether you’re here for a fun family vacation, a romantic getaway, or simply to unwind, this condo has everything you need for a comfortable and memorable stay.

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 complemented by a muted blue color scheme. A comfortable sofa with decorative pillows is positioned beside an ottoman. A dining table for four is visible, along with a large window offering views of the outdoors. A nautical-themed artwork adorns the wall.

5 out of 5 average rating, 22 reviews

Steps to Ocean! North OC Retreat

Superhost

A comfortable living area features a light-colored table surrounded by ocean-themed upholstered seating. Large glass doors allow natural light to fill the space while offering a view of the balcony and ocean beyond. A flat-screen television is mounted on the wall.

4.89 out of 5 average rating, 119 reviews

Oceanfront Carousel building, Swimming Pools!

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

5 out of 5 average rating, 10 reviews

Beach resort at The Carousel

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!

The beachfront property is displayed, featuring a modern four-story structure with multiple balconies. Soft sandy pathways lead to the building, bordered by natural grasses and low fencing. Clear blue skies enhance the oceanfront setting.

4.94 out of 5 average rating, 142 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

A tranquil bay view at dusk features a wooden pier extending over calm waters. The soft colors of the sunset reflect on the surface, while silhouettes of birds can be seen perched on the pier. Grassy areas border the water, enhancing the serene landscape.

4.96 out of 5 average rating, 136 reviews

Beautiful Bayfront Condo!

An open-concept living area is featured with beach-inspired decor, a spacious sofa, and a dining table for six. Large sliding glass doors provide access to an oceanfront balcony with stunning views. A ceiling fan is installed for added comfort.

4.99 out of 5 average rating, 153 reviews

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

Family- and pet-friendly home rentals

A balcony railing frames a wide view of the ocean, where gentle waves meet a sandy shore under a clear blue sky with scattered clouds. The horizon line is visible, enhancing the sense of openness and tranquility.

4.89 out of 5 average rating, 112 reviews

One Bedroom Beachfront Apartment Mid-Town

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, 194 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

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl 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, 277 reviews

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

4.95 out of 5 average rating, 151 reviews

The exterior of a two-story house is displayed, featuring a wraparound porch and a driveway surrounded by trees. A garage is visible on the left side, and the front yard is landscaped with grass and stone pathways.

Guest suite in Frankford

Quiet setting on private pond among the wildlife

Superhost

The living room features large windows adorned with floral-patterned drapes, allowing natural light to fill the space. Two comfortable chairs, including a recliner and a plush seating option, are positioned next to a coffee table. A television rests on a light-colored media unit, enhancing the room's functionality.

4.83 out of 5 average rating, 107 reviews

Ocean City Townhome by Beach Bayside

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

A spacious living area features two sofas, one in dark leather and the other in a light fabric, arranged around a low wooden coffee table. A flat-screen TV is mounted on a light wall above a stone fireplace, adding a cozy touch to the room.

4.97 out of 5 average rating, 138 reviews

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

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 36 reviews

A spacious outdoor deck offers stunning views of the beach and ocean under a clear blue sky. Sunlight reflects off the water, while seating areas are arranged around a small table. Surrounding buildings provide context to the vibrant atmosphere of the area.

Townhouse in Ocean City

4 Level Townhome w/ In-law Suite~Pool & Oceanview

The living area features a modern design with a sleek Italian leather sofa and a wall-mounted flat-screen TV. An electric fireplace is installed beneath the TV, while a coffee table and a single chair complement the space. Ample natural light enters through a nearby window.

4.97 out of 5 average rating, 301 reviews

Bluewater Couples Escape

The kitchen area features a wooden countertop with a modern sink and stylish faucet. Shelves hold various glassware and dinnerware, while a spacious dining area is visible in the background, showcasing a large table surrounded by natural lighting.

5 out of 5 average rating, 34 reviews

Bayside Bungalow - Waterfront

Holiday home in Ocean City

A cozy living room features a dark sectional sofa adorned with colorful throw pillows. A flat-screen television is placed on a dark media console. Natural light enters through the sliding glass door, which leads to an outdoor deck. A potted plant adds a touch of greenery.

4.95 out of 5 average rating, 44 reviews

Bayside Breeze in North Ocean City!

5 out of 5 average rating, 17 reviews

An open living area is presented, featuring a spacious sectional sofa, a light wood dining table with seating for six, and a modern kitchen. Natural light floods the space through large windows, enhancing the neutral color palette and warm wood accents.

Home in Ocean Pines

House with Fire Pit + Private Yard near Ocean City

Superhost

A bright living area is depicted, featuring a light blue couch, two patterned chairs, and a white coffee table centered with a potted plant. A dining table with white chairs is visible, and light green walls create a refreshing backdrop.

4.63 out of 5 average rating, 32 reviews

Flip Flop Beach Retreat

5 out of 5 average rating, 65 reviews

✨OC 123✨ Canal front condo!

The open living area showcases a comfortable blue sectional sofa alongside a white side table. A dining space is present, featuring a round table with white chairs. The kitchen area is visible, highlighting modern appliances and a casual bar with additional seating.