Ocean Pines Rentals

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USA > Maryland > Ocean Pines

Make Ocean Pines your next getaway—choose from 12 great vacation rentals

There's a lot more to Maryland than fantastic seafood and being the birthplace of Babe Ruth, Tom Clancy, and Edgar Allen Poe! Learn more about this eclectic state right in Ocean Pines, the perfect coastal getaway for your next vacation. With quick access to fishing, boating, nature trails, and shopping, there's something for everyone staying in one of our vacation rentals in this peaceful community.

Explore Ocean Pines house rentals, duplexes, cabins, and more


House rentals

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Ocean Pines vacation rentals for every getaway

Dog-friendly Hot tub Internet
Nest in the Pines 3D Tour
3 Bed | 2 Bath | Sleeps 8

Nest in the Pines - Ocean Pines, MD

From $121
Ocean Pines 74 - High Sheriff 3D Tour
3 Bed | 2.5 Bath | Sleeps 7

Ocean Pines 74 - High Sheriff - Ocean Pines, MD

From $125
Getaway Dolphin 233 3D Tour
2 Bed | 1 Bath | Sleeps 6 (4 Adults Max)

Getaway Dolphin 233 - Ocean Pines, MD

From $101
Borderlinks 16 3D Tour
3 Bed | 2 Bath | Sleeps 6

Borderlinks 16 - Ocean Pines, MD

From $130
Seabreeze in Ocean Pines 3D Tour
5 Bed | 2.5 Bath | Sleeps 10

Seabreeze in Ocean Pines - Ocean Pines, MD

From $172

View 7 more homes

Recent Ocean Pines vacation rental reviews

Beautiful view of golf course. Close to Ocean City and Beaches. Pool was great. Good restaurants nearby as well. Condo layout perfect for having own private space.
Diana H. | Jun 2021
I loved the layout, the master room was nice. A few things about the home needs improvement. Televisions need cable for elderly, there should be a TV in each room. Carpet needs to cleaned throughout entire house. Other than that my stay was nice I would definitely recommend this home
Diane W. | Jun 2021
The wall of windows looking out on the canal and framed by the trees was fabulous. The house was spacious and well appointed. We enjoyed neighborhood walks and the easy ten minute drive to Ocean City.
Karen T. | May 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Ocean Pines?

Nestled among the pine trees inside the city limits of historic Berlin, Maryland, on 3,500 acres of former farmland and woodland, Ocean Pines is an ideal home base for exploring the nearby waterways and beaches. Isle of Wight Bay separates Ocean Pines from the significantly more bustling Ocean City, located just eight miles east. Known for its beaches, theme park attractions, and resort feel, it's easy to take a quick drive to this neighboring city from your vacation rental in Ocean Pines.

Things to do in Ocean Pines

Guests of our Ocean Pines vacation homes looking for a little outdoor excitement will not be disappointed! This serene community offers two marinas, a championship golf course, tennis complex, basketball courts, lakes, parks, playgrounds, and nature trails.

If you're up for a little angling, take a boat out on the waters surrounding the Isle of Wight wildlife conservation area known for croaker, sea trout, flounder, and bluefish, only six miles from your vacation rental.

For a little more activity, take a short, eight-mile trip over to Ocean City, Maryland's most famous resort, for sun, sand, and a historic and award-winning boardwalk where you can experience plenty of shopping, dining, and entertainment options for the whole family, including Trimper's Rides and Amusements at the southern end of the boardwalk. Join the kids for family bumper cars, tiptoe through the haunted house, ride the Ferris wheel all the way up, or gather your courage and dare to take a ride on the looping roller coaster!

If you're feeling lucky, head five miles south to Berlin and pay a visit to the Casino at Ocean Downs, where you'll find horse racing and over 800 slot machines and electronic table games to keep you occupied. 

Day trips from Ocean Pines

While you're certain to find plenty of exciting things to do right in Ocean Pines, be sure to check out some of the other nearby attractions to make your stay a truly memorable one. There are a number of quaint and historic towns close by, including Pocomoke (40 miles south), Salisbury (30 miles west), and Snow Hill (23 miles southwest). Walk among early American homes, schools, and storefronts, and get a taste of yesteryear in towns that can trace their humble beginnings as far back as the eighteenth and even seventeenth centuries!

Head up north and enjoy tax-free shopping in Delaware outlet malls. From Tommy Hilfiger to Coach, shopping enthusiasts are sure to find something that catches their eye! Spend a day hitting the wide, sandy beaches of Dewey Beach, just 30 miles north, and maybe even time your trip out to watch the King return for Elvis Fest!

If you're looking for some fun on the beach, out on the water, or in historic, early American towns, you'll find it all right here in beautiful Ocean Pines. Book the perfect vacation rental today and see how you can get the most out of your East Coast getaway!