Compare Vacation Rentals & Airbnb in Ocean Pines, MD

This Ocean City apartment, a 5-minute walk (0.8km) from the boardwalk and beach, offers easy access to attractions such as Ripley's Believe It or Not! and Jolly Roger at the Pier.
The 75-square-metre self-catering flat features two bedrooms, one bathroom, accommodates up to nine guests, and includes a fully equipped kitchen, terrace, and on-site bicycle rental.

This charming three-bedroom cottage is situated in Ocean Pines North, just 10 kilometres from Ocean City and 8 kilometres from West Ocean City Outlets, offering a peaceful retreat close to the action. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage is ideal for families or groups of up to six guests, with two bathrooms and a well-equipped kitchen. Enjoy the fresh air on the front porch or back deck, relax in the garden, and stay connected with the free Wi-Fi.

This Ocean Pines holiday home is conveniently located within a 5km radius of River Run Golf Club, Isle of Wight Bay, and Windmill Creek Winery, offering easy access to local attractions while enjoying a peaceful neighbourhood. It has consistently received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious property features four bedrooms and two bathrooms, comfortably accommodating up to ten guests. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking.

This Ocean Pines apartment, near Berlin, Maryland, offers easy access to Ocean City and Assateague Island, both within a few kilometres.
The 52-square-metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus a swimming pool and parking.

This waterfront flat in Ocean Pines is situated on the Saint Martin River, offering bay access and located 3 kilometres from golf clubs and 8 kilometres from Ocean Downs Casino.
This 84 square metre single-storey dwelling accommodates up to nine guests, featuring three bedrooms, one bathroom, air conditioning, a kitchen with a fridge and microwave, a furnished deck with a propane grill, and access to community amenities including an outdoor swimming pool and crabbing pier.

This Ocean Pines waterfront apartment, located in Berlin, Maryland, offers direct access to a private dock, perfect for crabbing and fishing, and is a short drive from Ocean City's attractions including Jolly Roger amusement parks and Frontier Town.
The 147-square-metre (approximately 1580 square feet) property boasts three bedrooms sleeping up to eight guests, two bathrooms, an open-plan kitchen-dining-living area, a screened porch with water views, and in-unit laundry facilities, plus access to a swimming pool and garden.

This Ocean Pines detached house is located 21 kilometres from Ocean City Beach and 39 kilometres from Salisbury-Ocean City Wicomico Regional Airport.
This property offers 84 square metres of living space with 3 bedrooms, 1 bathroom, and a capacity for 17 guests, featuring a swimming pool, barbecue facilities, and bay access.

This Ocean Pines property is located 8 kilometres from Casino At Ocean Downs and 4.2 kilometres from Tampa Bay Downs, offering convenient access to local attractions.
This two-bedroom, one-bathroom dwelling provides accommodation for up to seven guests, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and an outdoor swimming pool, with floor area of 67 square meters.

This Ocean Pines residence is located in a peaceful district, offering straightforward car access to Ocean Pines facilities, Ocean City attractions such as the Boardwalk, and nearby parks and beaches.
This 3-bedroom, 2-bathroom flat accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, a private garden with a fire pit, comprehensive beach gear, and convenient driveway parking, with access to community pools and golf courses available for a fee.

This oceanfront apartment in North Ocean City offers direct beach access and sweeping Atlantic Ocean views from its north-facing balcony, located approximately 2.4 kilometres from Jolly Roger Amusement Park.
This spacious 3-bedroom, 2-bathroom condo accommodates up to 8 guests and features a fully equipped kitchen, complimentary Wi-Fi, and access to Sea Watch building amenities including indoor/outdoor pools and a fitness centre.

This 3-bedroom, 2-bathroom detached house is located in the Bay Colony community of Ocean Pines, a short drive from Ocean City's beaches and 11.4 kilometres from Assateague Island.
This property offers guest accommodation for up to 8 people with a screened-in porch, a fire pit, and access to shared amenities including swimming pools and a golf course.

This apartment is located in the Ocean Pines community in Berlin, Maryland, offering easy access to the coast, amusement parks such as Jolly Roger Amusement Park, and local attractions.
This 147 square metre flat sleeps eight guests and features three bedrooms, two bathrooms, a well-equipped kitchen, central air conditioning, a game room, a spacious deck with outdoor seating and a fire pit, and access to community amenities including five swimming pools, parks, a beach club, marina, golf course, and tennis courts.

This Ocean Pines holiday home is situated a short drive from the Ocean Pines Yacht Club and the beach.
The two-bedroom, two-bathroom property sleeps five, offering a private rear deck, patio, fenced garden, parking, and modern appliances including a fridge, microwave, and dishwasher.

Tortuga Cottage is located in Ocean Pines, just a few kilometres from the beautiful beach, offering a peaceful escape close to parks, golf courses, and a yacht club. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom, two-bathroom property comfortably accommodates up to six guests. It features a fully equipped kitchen, a garden, a swimming pool, a jacuzzi, and a gas fireplace, making it perfect for a relaxing holiday.

This Ocean Pines holiday home, situated 14.5km from Ocean City beaches and within an 11km radius of amusement parks including Grand Prix, Baja Amusements, and Jolly Roger, offers convenient access to local attractions.
The 80-square-metre property comprises two bedrooms, one bathroom, and accommodates up to seven guests, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, and parking; Assateague Island National Seashore and Ocean City Harbour are also within easy reach.

This three-bedroom apartment is situated in Ocean Pines, Maryland, just 13 kilometres inland from Ocean City, offering easy access to the community's 14 kilometres of waterfront. The apartment consistently receives excellent ratings for location, cleanliness, and user experience.
The property comfortably accommodates up to 10 guests and features a well-equipped kitchen, a private garden with a deck, and a driveway with parking for two cars. Amenities include free Wi-Fi, air conditioning, a washing machine and dryer, and complimentary beach supplies, ensuring a comfortable and convenient stay.