Condo vacation rentals in Assateague Island

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Top-rated condo rentals in Assateague Island

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Guest favorite

Condo in Berlin

4.98 out of 5 average rating, 103 reviews

Amazing Waterfront in Berlin, MD- Sea Breeze Suite

1 of 5 waterfront units (Drift Inn, Sea Breeze, Coconut Grove, Coral Tides, Day Break) located at The Inn on Turville Creek in West Ocean City. Perfect for outdoor lovers or a quiet escape. Bring your paddleboards, kayaks, or just enjoy the beautiful views from the comfort of your own patio. The Inn is located approximately 5 miles from downtown Ocean City and the town of Berlin, MD (voted America's Coolest Small Town) and ~10 miles from Assateague. Stunning sunsets right from your front patio!

Sep 6 – 13

G$39,557 GYD per night

Guest favorite

Condo in Ocean City

4.82 out of 5 average rating, 125 reviews

1 BR Ocean Block (Unit 17) 40th St Midtown OC

Renovated ocean block condo with vintage charm & modern amenities. Second floor walk-up. Wonderful covered balcony for enjoying the sea breeze. Only 75 yards away from the beach. The Mid-Town OC location offers the best of everything...close to the boardwalk but far from the noise, great restaurants & bars within walking distance. Enjoy live music & a drink on the beach at Coconuts, only 9 blocks to Jolly Roger or Secrets. Walk to the OC Convention Center just across Coastal Hwy on the bayside.

Dec 13 – 20

G$17,557 GYD per night

Guest favorite

Condo in Ocean City

4.97 out of 5 average rating, 124 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

Dec 25 – Jan 1

G$29,034 GYD per night

Guest favorite

Condo in Ocean City

4.89 out of 5 average rating, 152 reviews

Prime Condo North OC 2 Blocks to Beach w/ Pool

Pristine condo in North Ocean City with every amenity you can imagine welcomes guests over 21. Rare end unit offers more space than similar units. Two blocks from beach/park makes this the best location in town - fabulous sunset views and pool (Memorial thru Labor Day). 2 bedrooms and 2 stories offers spacious options for 6 guests to spread out. Full kitchen with everything, washer/dryer, central heat/air, Smart TV’s to access your streaming channels High Speed Internet and starter items

Nov 16 – 23

G$14,624 GYD per night

Guest favorite

Condo in Ocean Pines

4.96 out of 5 average rating, 108 reviews

Waterview Retreat

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

Nov 1 – 8

G$34,235 GYD per night

Superhost

Condo in Ocean City

4.85 out of 5 average rating, 100 reviews

2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym, HBO

Stunning newly renovated 2 bedroom oceanfront condo in the premiere Golden Sands! Blue Wave is known for its unique 3-tiered wave wall and incredible ocean views from the living room and primary bedroom. SmartTV w/Xbox! Wake up to the sun rising over the ocean right out your bedroom window, and after a cup of coffee on the balcony (included!) head to the building's sun deck,fitness center, lounge, arcades, tennis court, pickleball court,beach volleyball,or indoor/outdoor pools and tiki bar.

Oct 25 – Nov 1

G$31,378 GYD per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 101 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.

Mar 11 – 18

G$32,273 GYD per night

Guest favorite

Condo in Ocean City

4.93 out of 5 average rating, 168 reviews

Coastal and Bright Oceanfront Condo

Relax and find your inner peace at our oceanfront condo. Enjoy breathtaking unobstructed ocean views from the private balcony. Wake up to a beautiful sunrise each morning and enjoy a peaceful moon-lit view in the evening. Our condo is filled with coastal and bright decor sure to make you feel right at home. Located in North Ocean City, you will find plenty of shops and restaurants within walking distance. Park your car, bury your feet in the sand, and forget about your worries.

Oct 31 – Nov 7

G$31,341 GYD per night

Guest favorite

Condo in Ocean City

4.97 out of 5 average rating, 225 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.

Nov 27 – Dec 4

G$38,076 GYD per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 204 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.

May 27 – Jun 3

G$50,513 GYD per night

Superhost

Condo in Ocean City

4.88 out of 5 average rating, 106 reviews

Unit 11 on 41 St Ocean Side 50 steps to beach

Dominica Beach is a 2-story condo, close to the ocean on 41st Street Only 50 paces to the sand dunes and you'll have your toes in the sand! There are no streets to cross to get the beach. Complementary linen service based on the number of guests. Within walking distance of the Convention Center, restaurants, amusement parks, mini-golf, & more. You’ll love our place because of the ambiance. It is good for couples, solo adventurers, and families (with kids).

Nov 16 – 23

G$15,835 GYD per night

Guest favorite

Condo in Ocean City

4.9 out of 5 average rating, 141 reviews

Oceanside Oasis - Stylish Condo Steps to the Beach

Beautifully renovated one-bedroom condo just steps to the beach. Centrally located on 35th street our unit is close to shopping, restaurants, the Convention Center, and the boardwalk. Our private patio has a view of the beach and ocean, and the spacious kitchen has more than enough room to have some friends over for a meal. Located in Midtown, this area is full of nightlife, amazing restaurants, and a less crowded beach since there aren't any large hotels.

Nov 19 – 26

G$20,766 GYD per night