Holiday rentals in West Ocean City

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.

Water view at Ocean Pines Yacht Club 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

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!

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.

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!

Waterfront Coastal Casual + Dock + Dog-Friendly!

𝗘𝗻𝗷𝗼𝘆 𝗼𝘂𝗿 𝗲𝗻𝗱 𝗼𝗳 𝘀𝘂𝗺𝗺𝗲𝗿 𝘀𝗮𝗹𝗲! This charming canal-front house in West Ocean City sits between the beaches & boardwalk of Ocean City and the numerous activities of nearby Berlin and Ocean Pines. Featuring a screened deck, private dock and spacious yard, this 4-bedroom, 2.5 bath home sleeps 12 and can accommodate the whole family, including your family dog! The canal allows access to the Isle of Wight Bay, across from downtown Ocean City.

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.

Shire Retreat - Berlin, Assateague, Ocean City

Discover a haven of modern elegance at the Shire Retreat. Nestled just minutes away from Assateague Island with it's wild ponies, Berlin (the coolest small town in America), and vibrant Ocean City. This stylish retreat offers the perfect blend of tranquility and excitement. Perfect for gatherings or quiet relaxation. With its well-equipped kitchen and amenities. Your Maryland getaway awaits – where modernity meets coastal charm.

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.

Bayside Townhouse w/ amazing amenities

Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.