Vacation rentals with lake access in Ocean Pines

A light-colored home is featured, set against a backdrop of trees. The large front window allows natural light to enter the living space. A gravel driveway leads up to the entrance, with a small porch and railing providing access to the front door.

4.81 out of 5 average rating, 43 reviews

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!

4.84 out of 5 average rating, 199 reviews

A spacious open-plan living area is highlighted by hardwood flooring and large windows that allow natural light. A dining table with wooden chairs is set near the balcony. The kitchen features a breakfast bar with turquoise stools, adding a pop of color to the neutral decor.

Townhouse in Ocean City

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool

On The Bay, Beautifully furnished 4BR/3.5BR located in the heart of Midtown Ocean city, MD. * 1 block to beach- 5 min walk * Bonfire Buffet, Dough Roller, Ice cream Parlor - 2 min walk * Mini golf - 2 min walk * Bowling - 5 min walk * OC Boardwalk -7 minute by car * Seacrets - 5 minute by car * Convention Center - 5 minute by car * bus stop -1min walk * Market64- 2min drive *This property DOES NOT provide linens/towels* **Please FIND us at Down by the Bay OCMD For current Promotion***

4.91 out of 5 average rating, 219 reviews

A view of the outdoor deck and water can be seen through the open sliding glass door. Sunlight reflects off the calm water, creating a serene atmosphere. The steps lead to the dock, framed by white railings and a wooden deck.

Condo in Ocean City

**Beautiful newly renovated OC MD water view home*

Beautiful Bay view ground floor unit steps away from the water, 1 free parking spot available for guests and tons of street parking comfortable for 2 people for a long stay and 4 for a weekend getaway Located in the middle of all Ocean city major attractions Walking distance to the beach and Jolly Roger Amusement water Park and tons of other activities and restaurants. 6 min away from famous Seacrets, Macky’s & Fish Tales 8 min drive to OC famous board walk & downtown 15 min to Shopping Outlets

An A-frame structure is set amidst lush greenery, featuring a welcoming front porch with steps leading up to the entrance. Two bicycles are positioned nearby, and vibrant flowers adorn the edges. Sunlight filters through the leafy trees, enhancing the natural surroundings.

5 out of 5 average rating, 50 reviews

hi-A-tus A-frame

Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from Ocean City and 15 min from Assateague! Sleeps 4 comfortably. Perfect for 4 adults or family. Must be 25 yrs old. Enjoy all that Ocean Pines has to offer including 5 pools, multiple playgrounds, yacht club and farmers market. Weekly rental during the high season. Please inquire about longer stays.

4.96 out of 5 average rating, 68 reviews

An aerial view of a marina with multiple boats docked along a well-maintained pathway. The surrounding residential community and parking area are visible, as sunlight reflects off the peaceful water, highlighting the scenic environment.

Townhouse in Ocean Pines

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets, >3 guests may apply.

Vacation home in Ocean Pines

A cozy living area is featured, showcasing a comfortable sectional sofa adorned with decorative pillows. Natural light filters through sheer curtains, illuminating the space. A wooden coffee table sits center stage, complemented by a small potted plant and subtle wall décor.

4.94 out of 5 average rating, 31 reviews

Cozy Stay by the Bay

OCMD, Assateague & Berlin! Welcome to our charming cottage in the gated White Horse Park community, just minutes from Ocean City, MD! Enjoy easy access to championship golf courses, the wild horses of Assateague Island, and the shops and dining in Berlin—voted "America’s Coolest Small Town." Relax by the community pool, explore the nearby marinas, or take a short drive to the beach. Whether you're here for adventure or relaxation, our cottage is the perfect getaway. Book your stay today!!

Top guest favorite

A welcoming approach to a spacious home is depicted, framed by tall trees reaching towards a bright blue sky. A neatly paved driveway guides the eye towards the house, with manicured lawns and colorful foliage adding to the inviting landscape.

4.98 out of 5 average rating, 60 reviews

Coastal Oasis in Ocean Pines

Coastal sanctuary is a private mother-in-law suite with a private entrance, just 15 minutes from Ocean City MD. 2 bedrooms, spa like bath, family room, w/sleeper sofa, kitchenette overlooking a marsh and bay. You will have the entire floor. 1000 sq feet. Daily visitors include deer, heron, birds and duck. Follow the deer path and use our stand-up paddle boards and/or Kayaks. Assateague wild ponies and Ocean City boardwalk are an close by. Berlin voted the coolest small town in America.

A spacious deck is showcased, featuring several Adirondack chairs positioned for enjoying the stunning water views. Large windows reflect the sky and river, enhancing the bright and open atmosphere of this waterfront retreat.

5 out of 5 average rating, 4 reviews

Riverside Retreat- 3 Story/Direct Waterfront

Welcome to your ideal vacation home! This spacious three-story residence features 4 bedrooms and 2.5 bathrooms, including a king bedroom with an en-suite bath & balcony. Enjoy an open kitchen, dining area, and a stunning living room with river views. The backyard offers a private "beach" with Adirondack chairs and a picnic table. Just 20 minutes from Ocean City’s shopping, dining, and beaches. Perfect for family fun and relaxation! A local manager is here to ensure everything goes smoothly

4.88 out of 5 average rating, 40 reviews

A welcoming entrance features a set of wooden steps leading to a covered porch. Colorful flowers in vibrant hues surround the entryway, complemented by green foliage and shrubs. Bright light filters through the branches of trees overhead, creating a serene and inviting atmosphere.

Home in Ocean City

The Chesapeake House

Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.

The exterior of a two-story house is shown at dusk, illuminated by soft lights from the large circular windows. A front porch is visible, welcoming guests into the home. Lush greenery surrounds the property, creating a tranquil atmosphere.

4.85 out of 5 average rating, 60 reviews

Entire Home w King Bed in Peaceful OceanPines 🌊🌲

Welcome to Ocean Pines! OP offers golfing, boating, swimming, parks, bike paths and QUICK access to Ocean City Beaches and attractions without all the noise. Watch the sunrise through our large windows and skylights before heading to the beach for some Vitamin Sea 🌊 or head on out to Assateague island to experience wild horses running free. After fun in the sun, head back to the Pines, grab a blanket and curl up on the couch in front of the fire place and enjoy your favorite shows.

A screened-in porch features a table covered with a floral tablecloth surrounded by four red chairs. Sunlight filters through the screens, illuminating the space, while trees provide a natural backdrop. The concrete floor is complemented by a simple area rug.