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Condo vacation rentals in Assateague Island

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Top-rated condo rentals in Assateague Island

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Top guest favorite
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, 120 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 favorite
A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.
Condo in Ocean Pines
4.97 out of 5 average rating, 205 reviews

Ocean Pines marina view condo

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Top guest favorite
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.
Condo in Ocean City
4.97 out of 5 average rating, 206 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.

Top guest favorite
A sandy beach is shown, featuring a clear blue sky and gentle waves lapping at the shore. People are scattered across the beach, some relaxing on towels while others engage in beach activities. Colorful umbrellas provide shade in various spots, contributing to a lively atmosphere.
Condo in Ocean City
4.97 out of 5 average rating, 123 reviews

Ocean Block | Sunchaser Condo | Surfer's Dream

Welcome to your new happy place! This bright and airy Ocean-block condo is loaded for your stress-free vacation, or business trip. Catch both sunrise and sunset from the spacious balcony. Two minute walk to 36th Street beach, one of OC's prized surf spots. Easy access to all parts of town with both a safe crosswalk and a bus stop, right downstairs. A bike ride away from the boardwalk. Some of the most locally loved restaurants and bars, within walking distance! What more could you dream of?

Top guest favorite
The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.
Condo in Ocean City
4.92 out of 5 average rating, 864 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Top guest favorite
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.
Condo in Ocean City
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

Top guest favorite
The living room showcases a comfortable sofa facing a large television. A round coffee table sits in front, and a ceiling fan provides gentle airflow. Sliding glass doors open to a scenic waterfront view, allowing natural light to fill the space.
Condo in Ocean City
4.98 out of 5 average rating, 126 reviews

The Hideaway By The Bay OCMD

Relax and enjoy your stay in this bright and welcoming waterfront, 1 bed, 1 bath condo. Bring your kayaks or paddle boards! This condo is located right off of 28th street, on the bay. It is a 14 minute walk to the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. All guests are provided with an electronic WELCOME BOOK prior to arrival which includes everything we think they will need to know about the condo and the surrounding area.

Guest favorite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City
4.94 out of 5 average rating, 313 reviews

Direct Oceanfront 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 full 100% view of the beach and ocean.

Top guest favorite
A modern living area is presented, featuring a plush gray sofa and a minimalist coffee table. A large television is mounted on the wall opposite the seating. Natural light filters through sliding glass doors, which lead to a private balcony with a small table and chairs.
Condo in Ocean City
4.99 out of 5 average rating, 308 reviews

Steps to the Beach, Ocean View 1BR, Renovated

Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

Guest favorite
An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.
Condo in Ocean City
4.88 out of 5 average rating, 253 reviews

Bayside Retreat in the Heart of Ocean City!

Newly renovated condo!! -Water view. Watch the boat traffic. -Oversized balcony with comfortable seating. -Comfy LoveSac couch. -Walk to boardwalk or beach - 15 minutes. -Walk to Jolly Roger amusement park. -Fish off community dock down below unit. -Close to dining and shopping. -Kitchenette for cooking meals. -Fast Wifi and Streaming TVs. -Fully Stocked Home. Clean linens, towels, toilet paper, paper towels & more!

Guest favorite
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.
Condo in Ocean City
4.89 out of 5 average rating, 112 reviews

One Bedroom Beachfront Apartment Mid-Town

Midtown serves as the intersection between the vibrant inlet and boardwalk and the serene North Ocean City. In addition to stunning views of the beach and impressive hotels and condos, it also provides easy access to a wide range of activities, restaurants, shops, and attractions that cater to individuals of all age groups.

Top guest favorite
The studio unit features a spacious bed dressed in a patterned blanket, accompanied by a love seat positioned nearby. A wall-mounted TV is present, and natural light filters through the sliding glass door leading to the private balcony.
Condo in Ocean City
4.98 out of 5 average rating, 123 reviews

Jamaica Couples Getaway

Newly renovated downtown studio unit perfect for a couple (or single traveler). Located right next to jolly rogers water park and within walking distance to several bars and restaurants. Condo is an efficiency so a smaller space than a one bedroom condo but very cute and cozy. Wi-fi and streaming.

Popular amenities for Assateague Island condo rentals