Holiday rentals with a patio in Ocean Pines

Amazing and peaceful family fun 4 bedroom home

Great sweet home to relax, very peaceful. 4 Bedroom, 3 full bathroom, 5 beds in total: 1 King 4 Queens in Ocean Pines. Bathrooms and floors recently remodeled. Full kitchen. Smart Tv. Wifi available. New furnitures. Amazing screen porch, new griller for those who enjoy good BBQ cookouts! Parking up to 4 vehicles. Short 15 drive to Ocean City Boardwalk. Close to Outlet Mall. Community activities such as: Fishing, swimming, golf, paddle boarding, park. Great way to spend time with your loved ones!

House with Fire Pit + Private Yard near Ocean City

Skies of Blue in Ocean Pines offers a 1400 sq ft spacious beach getaway for the entire family. With a bright open floorplan and 3 large bedrooms (King, Queen, 2 Twins + Full), this newly renovated home will meet all your vacation needs. The huge and private backyard is perfect for entertaining or relaxing, with a large deck, firepit, grill, sunroom, and a fenced yard. The house is just 7 miles from the shores of Ocean City and comes with a free beach parking pass at the OP Beach Club (49th ST).

Gorgeous Beachfront! King Bed, Direct Ocean 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!!

Whimsical Willow l Beach Club Pass and No Pet Fee

Discover this charming 3-bedroom home! With wood floors throughout, it features a king master suite, a queen bedroom, and a kids’ room with a twin-over-full bunk. Enjoy a fully stocked kitchen, fast WiFi, a screened-in porch, and a jetted tub for ultimate relaxation. Perfect for families or dual-family stays! Explore Ocean Pines or take a quick 10-minute drive to Ocean City for endless fun. Included is the Beach Club Parking Pass! Plus- A local manager is here to ensure everything goes smoothly.

Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.

Welcome to Bliss at the Beach, our charming 3br, 2ba home nestled in the desirable, beloved Ocean Pines community. Loved for its safe, quaint, family friendly neighborhoods. Find yourself less than 15 minutes away from the beautiful beaches and vibrant shopping, dining and boardwalk district of Ocean City. Enjoy the ease of the prepaid parking at the Ocean Pines Beach club on 49th street, just unload the family and walk on the beach!! Summer months Bliss is a 7-night minimum to guests 25+older

Ocean Pines Chalet

Nestled in the tranquil Ocean Pines, MD, Ocean Pines Chalet is a picturesque 4-bedroom, 3.5-bath haven exuding coastal charm. This delightful retreat is surrounded by a plethora of local amenities including community pools, parks, tennis and basketball courts, skate parks, golf, and a yacht club. A 15-minute drive from the bustling Ocean City beaches, it offers the perfect blend of serene living and beachside excitement, making it an ideal getaway for those seeking both relaxation and adventure

Luxury Oceanfront Escape!

This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.

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.

Oceans End Waterfront Retreat

Escape to a serene waterfront haven! This two-story home in Ocean Pines offers tranquil water views and endless relaxation. Enjoy the private dock for fishing, kayaking, relax with outdoor dining, or fire up the grill. Inside, vaulted ceilings and cozy furnishings surround you, while the fireplace adds warmth on cool evenings. Just minutes from trails, pools, and beach access, playground and farmers market every Saturday! Golf and yacht club with live music in community! 15 mins to OCMD!

Watertown 104 with OCP Beach Passes

Watertown 104 is an immaculately maintained rancher with numerous updates and plenty of space for you and your family to spread out while on vacation. Located in the amenity rich Ocean Pines, just 6 miles from Ocean City, you have the choice to go crabbing, fishing, boating, visiting the local pools, playgrounds, private and public beaches, all within a few miles. Ocean pines beach parking pass included with stay. We hope you choose to stay with us for your next trip down to the beach!

Cozy beach home away from home!

Welcome! Come enjoy a cozy experience at this centrally located home in the desired Ocean Pines Community! This home is near the playground and allows access to the on-site golf course, five pools (including indoor pool!) tennis courts, and marina for a small fee. Fun in the sun awaits 15 minutes away in downtown Ocean City, where you can stroll the boardwalk, lounge on the sand, or hit the amusement park. Plenty of restaurants, grocery stores and shopping within 15 minutes.

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.