Holiday rentals with a patio in Ocean Pines

Gorgeous New Beachfront! King Bed, Direct Sea View

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Salty Serenity

Relax and recharge at our cozy 3 bed/2 bath home in Ocean Pines, a peaceful community near Ocean City, MD. Enjoy bikes, kayaks, and a fire pit in the large backyard, or use the pools, marina, yacht club, and golf course in the neighborhood. Beach parking at the Ocean Pines Beach Club in Ocean City is included. You can explore the boardwalk, casino, outlets, and the many nearby restaurants. Or, visit Berlin, or see the wild horses at Assateague Island. Come experience all the area has to offer!

Central Haven with Great Fenced Yard

You will be close to everything when you stay in this centrally-located home. The rear deck and grill are great for enjoying time outside. There's a fenced rear yard, making this home a perfect choice for man's best friend. We welcome dogs of any breed, size, and weight. We do offer size-specific pet amenities, so please share a photo of your dog when booking, or provide a basic description so we can set out appropriate amenities. For those traveling with cats, please inquire before booking.

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

Cottage in the Pines

The mid-century modern house sleeps 6 with 3 bedrooms and 1 ½ baths. There is a peaceful back porch, parking for 3 cars, laundry, and wifi. Ocean Pines has community pools, tennis and pickleball courts, a golf course, yacht club, and playgrounds. It’s a great place for fishing, boating, kayaking, biking and hiking, and just a 10-minute drive to the boardwalk or a 20-minute drive to Assateague Island National Seashore. Guests can access Ocean Pines pools and beach club for a fee.

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway

-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**

White Marlin Cottage*hot tub*

Property Is Located Along RT 611 Within 3 miles to Ocean City Beach and 7 miles to Assategue Island Beach also within 3 miles of a Marina at the Bay to drop your boat in the water to enjoy fishing,crabing,swimming,skiing etc... White Marlin Cottage has a back yard patio with string lights , hot tub, grills, camp fire pit , a cast iron sink to clean your fish ,a yard where children can enjoy games and driveway space to park your boat

RARE 4BR 3BA on Golf Course 10 min to Beach

TWO primary suites (4BR) and TWO living areas make this house double the fun! Our relaxed and well-equipped home on a beautiful golf course is just 10 minutes from Ocean City. Enjoy all the amenities of Ocean Pines (pools, tennis courts, golf course, parks and walking trails). Parking for 6+ cars. House is loaded with well equipped spacious kitchen, great room with awesome entertainment setup, and tons of extra bedding options.

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.

Waterfront Wonder

Spacious two-story waterfront home on the St. Martin River—just minutes from Ocean City and Assateague, yet peacefully nestled in a wooded family-friendly community. Enjoy fresh linens, thoughtful amenities, and a private dock with stunning views. Not available for Senior Week. We’re flexible with most other requests—just reach out! Perfect for Oceans Calling.

Cozy Coastal Home in Ocean Pines

Our home is 2 bedrooms, 2 full bathrooms, detached house, with a rear deck and patio with dining table located in Ocean Pines. It's updated & modern, clean, and ready for your next beach vacation! The house has a fenced in yard and is in a very quiet neighborhood and will make a great family vacation home. We cater to families, couples and small groups.