Apartment holiday rentals in Assateague Island

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Top-rated apartment rentals in Assateague Island

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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.
Apartment in Ocean City
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!!

Top guest favourite
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.
Apartment in Ocean City
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

Top guest favourite
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.
Apartment in Ocean Pines
4.97 out of 5 average rating, 206 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 favourite
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.
Apartment in Ocean City
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.

Top guest favourite
A spacious living area is furnished with a comfortable sectional sofa and accent chairs, arranged around a wooden coffee table. Light wood accents and a large area rug complement the neutral tones of the room. Art pieces hang on the walls, adding visual interest.
Apartment in Ocean City
4.98 out of 5 average rating, 116 reviews

Steps to Ocean! Uncrowded Beach Location!

Welcome and check us out on instragram (the_blue_palm_ocmd) for house tours and local recommendations. This 2BD/2BA is stylishly decorated with everything you need and includes 2 parking spots! You can't beat this mid-town location! It is just a short walk to the beach (no crossing the road!) & within walking distance to tons! We’ve also included all the amenities you need to make your vacation carefree. LINENS/TOWELS PROVIDED, beach supplies, full kitchen, wifi, TVs, washer/dryer, etc!

Top guest favourite
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.
Apartment in Ocean City
4.92 out of 5 average rating, 867 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 :)

Guest favourite
Apartment 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!

Top guest favourite
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.
Apartment 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.

Top guest favourite
A bright living area features comfortable seating arranged around a light-colored coffee table. A flat-screen TV is mounted on the wall, and natural light streams through the window adorned with soft curtains. A kitchen area with a bar counter is visible in the background.
Apartment in Ocean City
4.94 out of 5 average rating, 102 reviews

Short walk to Beach & Boardwalk | 2BR/2BA Condo

Here's why you'll love it here: 🌊 Perfect Location: 5-minute walk to the beach & Boardwalk. 🛌 Comfort: 2 Full Bathrooms & Smart TVs in every room. 🌅 Sunset Views: A quick 1 minute walk to the bay for beautiful sunsets 🚗 Easy Parking: 2 dedicated spots (rare in OCMD!). 1st Floor modern 2BR/2BA Ocean City condo. Located perfectly between the ocean & bay, just a short walk to the Boardwalk and beach. Sleeps 6 comfortably with a full kitchen, Smart TVs, and dedicated parking.

Guest favourite
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.
Apartment in Ocean City
4.94 out of 5 average rating, 314 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.

Guest favourite
A spacious efficiency is shown with a large bed dressed in neutral linens. A television is mounted on the wall, and modern wall sconces provide lighting. A comfortable seating area includes a gray couch. Floor-to-ceiling windows overlook the scenic view outside.
Apartment in Ocean City
4.88 out of 5 average rating, 123 reviews

Oasis by the Ocean - Direct Oceanfront

Looking for direct Ocean Front stay? The Oasis by the Ocean is perfect for a quick weekend getaway or an extended stay in Ocean City. You can enjoy the Windjammer's private sandy front yard that includes chaise lounges, grills, picnic tables, swing, and children's play area. Oasis by the Ocean is an upscale efficiency that includes a full kitchen with new retro fridge, stove, and microwave. Enjoy a comfortable rest in the Queen Bed or relax in the 2 chair/futon combo.

Top guest favourite
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.
Apartment in Ocean City
4.99 out of 5 average rating, 309 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.

Popular amenities for Assateague Island apartment rentals