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Holiday houses in Maryland Beach

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Top-rated holiday rentals in Maryland Beach

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Guest favourite
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.
Home in Ocean City
4.94 out of 5 average rating, 279 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!

Top Guest favourite
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.
Condo in Ocean City
4.99 out of 5 average rating, 124 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!!

Top Guest favourite
The living area features a spacious gray sectional sofa, complemented by decorative cushions. A wooden coffee table sits atop a vibrant patterned area rug. Light-colored walls and a framed nautical-themed artwork enhance the inviting atmosphere. The kitchen and dining area are visible in the background.
Townhouse in Ocean City
5 out of 5 average rating, 20 reviews

Upscale New Home | Pool | 2600 sq.ft|Baby Friendly

Welcome to The Driftwood Dreams, your perfect OC beach retreat. This new luxury TH blends comfort, style, and location—just one block from the ocean and close to OC, Fenwick, Bethany, Dewey & Rehoboth beaches. Enjoy private baths & walk-in closets in every bedroom, a loft with bunk beds & games, a modern game room, office, multiple decks, and high-end furnishings throughout. Highly rated restaurants/attractions, 24/7 Beach Bus all within walking distance. BABY FRIENDLY! E'thing fresh & new here!

Top Guest favourite
A light-filled living area features two armchairs and a spacious sectional sofa, complemented by a wooden coffee table. A large TV sits on a wooden console, while a plant adds a touch of greenery. Sunlight streams through the sliding doors leading to a balcony.
Apartment in Ocean City
5 out of 5 average rating, 48 reviews

Renovated 1BR w Ocean View

Retreat to this stylish ocean block getaway, perfect for two. Unwind in this beautifully decorated space and enjoy breathtaking ocean views from the front door. This renovated unit features brand new appliances, washer/dryer and 65” TV. This rental is located in North Ocean City and is only a 3-minute walk to the beach and nearby attractions (including mini-golf, restaurants and bars). Located on the third floor, this unit offers free parking behind the building, cable and high speed WiFi.

Top Guest favourite
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
4.97 out of 5 average rating, 505 reviews

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 :)

Top Guest favourite
The living area features comfortable seating options arranged around a central area rug, with a fireplace adding warmth. A large television is mounted on the wall opposite, while natural light streams through the windows, which are adorned with blinds.
Villa in Ocean City
4.99 out of 5 average rating, 86 reviews

Walk to the Beach! Fire Pit-FencedYard-N64-Bikes

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Record player - Pet ramp Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Top Guest favourite
A large swimming pool is surrounded by a spacious deck featuring several lounge chairs. The clear blue water is inviting, and the area is enclosed by a fence. A few trees are visible in the background, providing a touch of greenery against the blue sky.
Condo in Ocean City
4.96 out of 5 average rating, 73 reviews

Canal Front Condo 2 Blocks 2 Beach & Park Sleeps 4

1 bed/1 bath bayside canal front condo on 123rd Street in Ocean City, Md. Walk 2 blocks to the BEACH, NORTHSIDE PARK/Restaurants/shopping/Starbucks/CVS/WAWA/Grocery FREE PARKING, Wi-Fi, 2 smart TVs, full kitchen and laundry. POOL open Memorial Day - Labor Day Comfy Ext Firm queen bed and MF queen sleeper NO SMOKING, PETS, DRUGS WE PROVIDE PLENTY OF PILLOWS & BLANKETS PLEASE PACK BED SHEETS BEACH/BATH TOWELS We are happy to host families and guests 25+. Weekly discount available

Guest favourite
Condo in Ocean City
4.82 out of 5 average rating, 114 reviews

Lovely beach-front condo with pool and views

Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

Guest favourite
An open-plan living area reveals a modern kitchen with stainless steel appliances and a large island with seating for four. The dining area and living room are illuminated by natural light streaming through floor-to-ceiling windows, offering unobstructed ocean views.
Condo in Ocean City
5 out of 5 average rating, 31 reviews

Oceanfront 3 Bedroom - Sleeps 10 - Balcony - Laundry - WiFi

Experience the ultimate beach vacation in our luxurious oceanfront condo! Our 3 bedroom, 2 bathroom condo sleeps up to 10 guests comfortably and features breathtaking views of the ocean from the living room, primary bedroom, and private balcony. With modern decor, a fully-equipped kitchen, and amenities such as free Wi-Fi, a washer/dryer, and smart TVs in each bedroom, this is the perfect getaway! Book now and enjoy the pristine sands, nearby restaurants, cafes, and attractions!

Guest favourite
Condo in Ocean City
4.84 out of 5 average rating, 230 reviews

Beachfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

Guest favourite
The exterior of a three-story townhome is displayed, showcasing a row of modern units. Each unit features a distinct front door, including bright yellow and classic white options. Balconies are visible above, complementing the multi-colored siding and stone accents.
Townhouse in Ocean City
4.92 out of 5 average rating, 13 reviews

143rd St. Large upscale Townhouse -Sleeps 8 / Pool

Experience coastal luxury in this stunning three-story townhome just two blocks from the sandy beaches of Ocean City, MD. Boasting 2,600 sq. ft. of high-end finishes, this 3-bedroom retreat features 3 full and 2 half baths, a gourmet kitchen, spacious living areas, and private balconies. New for 2026 - Community Pool.Enjoy modern elegance, private garage parking, and the best of beach living on 143rd street - close to dining, entertainment, and breathtaking ocean views.

Top Guest favourite
An aerial view captures a community of multi-story condominiums bordered by open water and marshland. The landscape features a mix of land and water, with clear skies above, showcasing the peaceful coastal environment that surrounds the property.
Townhouse in Fenwick Island
5 out of 5 average rating, 30 reviews

Fenwick Island Sunset Retreat

Charming Coastal Retreat with Breathtaking Open Bay Views Welcome to East of the Sunset. Located on the state boarder where Fenwick Island DE meets Ocean City MD. With 2 spacious bedrooms (king, queen, ), there's plenty of room for everyone to relax. The property offers fantastic on-site amenities, including a pool, tennis, and pickleball courts, ensuring endless fun during your stay. Close to the Beach, Restaurants, waterpark, mini-golf and everything at the beach.

Popular amenities for Maryland Beach holiday rentals

Destinations to explore

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  2. United States
  3. Maryland
  4. Worcester County
  5. Ocean City
  6. Maryland Beach