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The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

Home Away from Home , Pet friendly retreat

Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.

Amazing Large 4 Bedroom West OC Town House, Pool!

Recently refreshed with new carpet, fresh paint, and updated furniture, this spacious three‑level West Ocean City townhome is perfect for extended families, multiple couples, or groups of friends. With high ceilings, hardwood floors, generous room sizes, and multiple living areas, up to 14 guests can relax comfortably with plenty of space to spread out. Enjoy a fully equipped kitchen, private laundry, free Wi‑Fi, HD TVs in every bedroom, and furnished outdoor decks for coffee or adult beverage

Camelot

HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

Large beachy feel 4 Bedroom

Bring the whole family to this great place with lots of room for fun. 3 large family room areas for everyone to spread out if they want too! Great kitchen area with everything you need to feel at home including Keurig coffee maker! 3 full bathrooms makes getting ready with large groups easy & you will never run out of hot water with tankless on demand hot water heater! Pool steps from unit. Close to several restaurants & short ride to the beach! Linen package can be rented from 3rd party

Salty Sunrise

Welcome!! Come relax in a large quiet townhouse. West OC has a laid back harborside feel, but yet just minutes to the boardwalk, great beaches and loads of fun. You'll have the entire place to yourself, 3 bedrooms, 2 full bathrooms on the 2nd floor and half bath on 1st floor. Full working kitchen and large dining room table. Full access to the indoor and outdoor pools, weight room, playground and tennis/ basketball courts. Enjoy sitting on one of the two back decks, grill out and chill.

Assateague, Golf, Ocean City, all Within Minutes!

Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

4BR house - West OC, Harbor /Assateague- sleeps 9

Escape to this beautifully remodeled 2,000+ sq. ft. home in West Ocean City! This upscale 4-bedroom retreat offers high-end finishes and spacious living, tucked away from the crowds yet minutes from Ocean City, Assateague Island, top-tier fishing, golf, and stunning beaches. Enjoy modern comforts, a peaceful setting, and easy access to outdoor adventures. Whether it’s a fishing trip, beach getaway, or golf escape, this home is the perfect blend of luxury and convenience!

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

Sweet Retreat

Sweet Retreat is conveniently located in Ocean Pines, Maryland. The premiere residential and resort community of Ocean Pines is located eight miles inland from the ocean resort town of Ocean City. Ocean Pines has over 9 miles of waterfront property and 3,000 acres of wooded areas. Community amenities include beaches, a yacht club, golf course, community center, a Beach Club Pool and other community pools. Passes are available at ocean Pines Association.

Bayfront Townhouse: Fishing, Sunsets & Family Fun!

Escape to this stunning, updated bayfront townhouse in midtown Ocean City! Featuring 3 bedrooms with 3 ensuite bathrooms, enjoy breathtaking sunsets from your private deck. This entertainer's dream offers a spacious open layout with a gourmet kitchen and waterfall countertops. Benefit from two assigned parking spots, fish directly off the back deck pier, a local favorite fishing spots, you'll love the waterfront access and relaxing atmosphere.

3-bedroom cottage in Ocean Pines

Beautiful, comfortable 3-bedroom cottage perfect for families and adults looking for a quiet, relaxing stay. 10 minutes drive to Ocean City beaches and a short drive to the Assateague Island National Park. Ocean Pines amenities include 5 pools ($17 per-person fee), crabbing piers, basketball courts, biking, hiking, golfing, skateboard park, boating, fishing, along with restaurants, shopping, and a weekly farmers market.