Apartment holiday rentals in Assateague Island

4.91 out of 5 average rating, 281 reviews

Wight Bay Unit 245

2 bedroom, 2 bath, sleeps 6 *2nd bedroom will have twin bunk beds & 1 queen bed for 2025! Beautiful recently renovated condo! Bay-side 47th street on the canal with an amazing bay view. The building is in a prime location right next door to Seacrets! There is a pool, two piers, and it’s only a block from the beach. Perfect for getaways with friends or family! Bedroom 1: 1 Queen bed Bedroom 2: Twin bunk beds, 1 Queen Bed Living room: 1 Queen pull out couch 1 Parking Pass, Pool, Elevator

4.91 out of 5 average rating, 322 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

CONSTRUCTION NOTICE NOV 24 to MAY 25, noise may be heard Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun

4.97 out of 5 average rating, 182 reviews

Apartment in Ocean Pines

Ocean Pines Getaway

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

4.97 out of 5 average rating, 190 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.

Superhost

4.77 out of 5 average rating, 208 reviews

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

4.92 out of 5 average rating, 832 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 :)

4.99 out of 5 average rating, 148 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

4.81 out of 5 average rating, 103 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!

4.98 out of 5 average rating, 121 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

4.88 out of 5 average rating, 148 reviews

Oceanfront 2BR Condo w/ Balcony & Pool

Enjoy a relaxing beach escape in this 2-bedroom condo at St. Tropez in Ocean City, MD. Perfect for couples or small families, this unit features a full kitchen, two bathrooms, a private balcony with ocean views, and in-unit laundry. Take advantage of beachfront access, a seasonal outdoor pool, and proximity to the boardwalk, shops, and eateries. With comfortable living spaces and convenient amenities, this seaside retreat offers everything needed for a perfect coastal getaway.

4.99 out of 5 average rating, 298 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.