Family-friendly holiday rentals in Maryland Beach

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 welcoming living area features a light-colored sofa and armchair, complemented by textured throw pillows. A flat-screen television is mounted on the wall, while a small coffee table sits in the center. Decorative shelving displays items, and soft lighting enhances the space.

4.98 out of 5 average rating, 59 reviews

Oceanwalk West

This Ocean view condo is less than 50 steps to the sand and is located on then first-floor for easy access. There is also a handicap ramp so anyone and everyone can enjoy our property. We have recently updated the decor, fresh paint and all new bedding, this spacious 2 bedroom 2 bathroom unit can fit a large family or 3 couples. Enjoy full size kitchen with new stainless steel appliances. There are two private parking spaces out back. Drop your luggage, walk to the beach and enjoy your vacation

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!!

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.

Home in Ocean City

4.83 out of 5 average rating, 107 reviews

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.

4.88 out of 5 average rating, 144 reviews

Home in Ocean City

Beautiful Cottage W/ shared pool & close 2 beach

"Beautifully decorated & completely renovated 3 BR/2 BA/ plus den. The home is 2 blocks from the bay and a 20 min. walk to the beach! Enjoy this entire home in the quiet neighborhood of Montego Bay which boasts 2 pools, tennis courts, a fishing pier, a walking pond, mini golf and Northside Park. The kitchen is fully stocked and the house is kid-friendly. There are 2 parking spaces & off-street parking. Finally, enjoy the sunset on the large deck complete with an area for al fresco dining.

5 out of 5 average rating, 22 reviews

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.

Flat in Ocean City

Steps to Ocean! North OC Retreat

Welcome! You are going to LOVE this quiet, family-friendly spot! This updated 1BD/1BA includes access to: an outdoor pool, indoor pool, fitness center, 4 outdoor showers and 2 parking spots! You cannot beat the North OC location and atmosphere! It’s only steps to the beach (no highway crossing!) and walking distance to popular restaurants, shopping, mini-golf, Fenwick Island and more! We’ve included it all! LINENS/TOWELS, beach supplies, full kitchen, wifi, TV’s, washer & dryer, etc!

5 out of 5 average rating, 14 reviews

The oceanfront studio condominium is positioned alongside a sandy pathway, leading to the beach. The building features multiple balconies on the second and third floors, allowing for views of the surrounding area. Vegetation and beach fencing can be seen framing the pathway.

Flat in Ocean City

Oceanfront apt with amazing view

Incredible views at this oceanfront studio perfect for couples or a small family. Just steps to the beach through a private walkway. The dedicated parking space means you don't have to worry about parking. From this amazing location you are not only steps to the beach but also the on-site pool in the summer months, restaurants, bars, activities and the fantastic Northside Park. Kitchen essentials and linens are included which means less to pack and more time to relax.

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 cozy living area is showcased with a blue sofa and an armchair, adorned with colorful cushions. A wooden coffee table sits in the center, accompanied by two lamps with warm light. A woven rug adds texture to the space, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 93 reviews

Charming 2BR~ Private Patio~Steps Away From Beach!

Enjoy a quiet clean beach getaway with your family (dogs included :) & friends, at this lovely 2-bedroom condo. Only 603 steps away from the beach(we counted :) this is the perfect location to enjoy both the ocean and the bay. Great walking distance to many restaurants, mini-golf, bars & much more. Explore the best of both words on the Fenwick/OC border at our cozy 143rd street condo! This is a second-story unit with 14 stairs leading up to the front door

4.98 out of 5 average rating, 266 reviews

A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.

Flat in Ocean City

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

Welcome to Salty Shark - direct oceanfront studio! This remodeled studio sleeps 4 and is in North Ocean City near great restaurants, bars, and 58 acre North Side Park. The park has sports fields, a recreation center, a walking/biking path, crabbing pier, playground, and outdoor fitness area. Building has outdoor pool in summer too! The unit features a King Murphy bed, and a Queen sofa bed. There's also an outdoor pool open in summer months!

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.