Mansion holiday rentals in Ocean City

Dolores by the Sea- Family Groups ONLY

This recently remodeled 1950's house is walking distance to the beach, boardwalk, & fabulous restaurants. Tucked away from the hustle & bustle in a quiet neighborhood this cozy home is the perfect place to relax after a fun filled day at the beach. This home has 4 bedrooms & up to 7 beds. With a wheelchair ramp & a fenced in yard this house is perfect for family gatherings & making memories. Please note that due to neighborhood restrictions we cannot book to unrelated renters under 27 years old

Private pool, waterfront, kayaks, bikes, firepits!

The Golden Quarter Farm is 150-acre waterfront, nature preserve, centrally located 5 miles from Assateague Island and its wild ponies, small town charm of Berlin, and OC Boardwalk. With a pool, kayaks, SUP, hiking trails, bikes, and birding, there's little reason to leave the property! Max of 8 adults. No parties. No Pets. Renters must sign a Rental Agreement & provide $250 refundable damage deposit. Pool open April-Sept 30th, NOT heated. 5% local room tax will be collected after booking.

8240 Wilmington Ln

Must be 25+ to rent. Experience modern coastal living at 8240 Wilmington Ln, a newly built four-bedroom, three-bathroom townhome just steps from the beach on 82nd Street in OC MD. With multiple private balconies and a bright, spacious layout, this multi-level retreat offers the perfect blend of comfort, style, and location. Linens and bath towels included with cleaning fee. 2 parking spaces. Bedroom 1: King bed Bedroom 2: Full bed and twin bed Bedroom 3: Two full beds Bedroom 4: Queen bed

Spacious Townhome in West OC, perfect for families

Bay Ct Townhome in West Ocean City is a spacious 4-bedroom, 3.5-bath retreat for up to 10 guests, ideal for family or group getaways. It features a modern kitchen, cozy living area with a smart TV and fireplace, and an outdoor deck. Guests can enjoy a communal pool, free parking, and self-check-in. Safety and comfort are ensured with AC, heating, and detectors. Close to beaches and attractions, it’s the perfect vacation spot. Pet friendly one dog only for an additional fee. Book now!

Pineapple Bay ~ Serene & Breathtaking Sunsets

Welcome to the stylish 4BR 3.5Bath end-unit townhouse nestled in a serene neighborhood of Ocean City, MD. Escape the big-city crowds and enjoy gorgeous sunsets from the outdoor deck and balcony while still being within short distance of restaurants, shops, beaches, and numerous attractions. ✔ Close to Beach ✔ 4 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Outdoor Deck/Balcony ✔ Private Pier ✔ Game Room - Arcades/Ping Pong ✔ Fast Wi-Fi ✔ 2 to 3 Dedicated Car Parking

Ocean 14 - Amazing Waterfront Views & Beach Access

Waterfront Beach Home with large deck with amazing view of the Assawoman Bay and walking distance to the Ocean/Beach, Fagers Island Restaurant & Bar. Linens and towels included. Watch sunsets on community gazebo and dock. Boards games, cards, sunbathing on outdoor couch, Large Yeti Cooler on deck. Chef kitchen. 2 kayaks and 2 SUPs 8 Public lighted Tennis courts (free when pro shop is closed) High Def, Smart TVs High speed internet

Beach, Boardwalk n Fun- just steps to the beach

Newly Renovated in 2025 4 Bedroom, 3 Full Bath with an AMAZING Location!!! Oceanside with beach access in less than 100 steps. Boardwalk entrance a block away and dedicated single car parking below unit. Central AC/Heat! Excellent High Speed WiFi!! Washer and Dryer in unit. Great for families and groups with 4 bedrooms and 3 bathrooms.. Pet fee $100 Extra fee for guests above 10 guests

Luxury 5BR 5BA Oceanside condo steps to the beach!

A uniquely designed condo in a desirable location steps from the beach! Large 5-bed, 5-bath with room for large groups, 2 kitchens, 2 living rms, 2 semi-private decks, this property has it all to ensure a relaxing stay. Avoid the crowds, great mid-town location. Walk to the best restaurants and bars in Ocean City, tee off at local golf courses, and a short ride to the boardwalk.

Looney Dunes

Relax with the whole family at this peaceful place to stay. Looney Dunes captivates by its coastal charm and short stroll to the beach. Step inside and take the elevator or the stairs to all floors. This property offers an open floor plan, 3 decks to soak up the sun, and a sunroom for additional space. Sleep 16 comfortably in this 5 bedroom, 3 bathroom home.