Mansion holiday rentals in Ocean City

The front exterior of a charming two-story house is shown, featuring a pitched roof and light-colored siding. A bright blue door welcomes visitors. A white picket fence encloses the front yard, which is neatly landscaped with greenery and flowering plants.

4.97 out of 5 average rating, 101 reviews

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

LocationFamilyIndoor spaces

Superhost

The spacious living area features a comfortable gray sofa and four navy chairs around a decorative coffee table. A dining table is visible in the background, alongside a modern kitchen equipped with stainless-steel appliances. Large windows allow for natural light, enhancing the inviting ambiance.

Townhouse in Ocean City

4.82 out of 5 average rating, 190 reviews

SunsetParadise:Lux TH Downtown BDwalk BayVw 3Prkg

We welcome you to stay at our newly updated, beautifully furnished & decorated luxury 4 BR, 3.5BA home w/3 parking spaces (1 car garage & 2 assigned parking spaces) on 26th St, just 2 blocks (a 3-4 minute walk) from the boardwalk & the beach between Midtown & Downtown. Relax & enjoy the beautiful Sunset, Bayview from our double balconies in the front, Steps from JollyRogers Amusement Park & many miniature golf courses. Within walking distance, there are restaurants/bars, shopping, & nightlife.

FamilyLocationKitchen

4.87 out of 5 average rating, 129 reviews

An open-concept living area and kitchen is depicted, featuring a large dining table made of dark wood. The kitchen includes an island with seating for four and stainless steel appliances. A cozy seating area is seen with a large sectional sofa and rustic decor.

Condo in Ocean City

Beach 200ft, Luxury 5BR 5BA Oceanside, Sleeps 14

Steps to the sand, sleeps 14 This spacious 5BR & 5 Bath 2 level condo , 2 balconies with partial ocean views, and walk-to-everything convenience. Avoid the crowds, great mid-town location. - 30-second walk to beach - Building elevator w/ handicap access - Fully equipped kitchen & a 2nd kitchenette - 2 covered assigned parking spots & free street parking - Quick access to the best golf courses in the area - Enjoy restaurants, mini-golf & nightlife just blocks away, all with in walking distance!

FamilyLocationKitchen

A modern three-story home is showcased with a light exterior and multiple balconies. A spacious driveway leads to a two-car garage, while neatly trimmed greenery and decorative stones enhance the front landscape.

5.0 out of 5 average rating, 26 reviews

Luxury N. OC/Fenwick Beach House with Elevator

Luxury Home with Elevator in North OC/Fenwick! 4 spacious BDRMS/3.5 Lux BATHS, Stunning High End Kitchen, Dining Room with 8 Seat Dining & Kid’s table. HUGE Decks with Loungers & seating, Butler's Pantry/Bar. Coffee/Snack Stations, 12+ Ft ceilings, Fireplace, TV's, Exercise Area, backyard, outdoor shower, 4 Decks with views of OC/DE & Sunday Fireworks (summer) 5+ Car parking. Walk to Harpoon Hannah's, Water Sports, Catch 54, Golf, Dining! Steps to Beach, 3 minute drive or 15-18 minute walk.

ValueLocationComfort

4.91 out of 5 average rating, 207 reviews

A waterfront backyard features sandy areas lined with a white picket fence. A picnic table is positioned on the beach, facing the calm waterway. Houses are visible along the banks, framed by trees and distant structures under a soft evening sky.

Home in Ocean Pines

Waterfront Beach Home in the Ocean City, MD Area

There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

FamilyValueParks

5.0 out of 5 average rating, 33 reviews

The exterior of a charming two-story home features a light beige facade with white trim and a welcoming front porch. Spacious balconies extend from the second floor, and the well-maintained lawn complements the overall inviting appearance. A three-car garage is visible on the right.

Home in Selbyville

Bayside Family Oasis - Perfect for Large Families

Welcome to your coastal getaway in Bayside Resort, less than a 5-minute walk to the Sunridge Pool and fitness center. Set along the 17th hole of a Jack Nicklaus golf course, this spacious 5-bedroom home sleeps up to 12 guests and is ideal for families, golf trips, and group getaways. Inside, enjoy an open-concept layout with a fully equipped kitchen, dining area, and fireplace, perfect for relaxing after the beach or pool. Step outside to unwind on the patio with golf course views.

FamilyLocationGetting around

The townhouse complex stands amidst vibrant trees, their leaves reflecting the colors of the season. The multicolored façades of the homes suggest a welcoming atmosphere, enhanced by the white railings of the porches. A clear blue sky frames the scene, creating a serene setting.

4.92 out of 5 average rating, 96 reviews

Beachy Sunset Island Townhouse!

Located in the heart of Sunset Island, this 4 bed/4.5 bath townhouse is steps away from the clubhouse and bay. Beautifully decorated and suitable for families, this home even includes baby gear and a crib so you don't have to bring anything with you. Relax on Sunset Island's private beaches and never leave the community. Everything is available at your fingertips for an unforgettable stay. With 2,400 square feet of living space, there is room for everyone!

ValueFamilyBiking

4.98 out of 5 average rating, 43 reviews

The exterior of a three-story waterfront condominium is displayed, featuring multiple balconies and large windows. The building's design incorporates modern finishes with a dark roof and contrasting lighter siding. Surrounding greenery and a canal enhance the setting, providing a serene atmosphere.

Apartment in Ocean City

Luxurious Bay/ Ocean view Splendor 4 BRS elevator

New listing for 2024. This 2,400 Sq. foot waterfront condominium was newly built in 2023. Featuring only luxurious finishes from floor to ceiling - enjoy 4 bedrooms and 4 baths. Paddleboard out the back of the property or walk 2 blocks to the sandy beaches of Ocean City or take the family for some fun on the world famous Boardwalk. Your cleaning fee includes a full sanitized linen package - beds will be made and bath towels will be out for your use.

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 54 reviews

A spacious living area is highlighted by a large sectional couch adorned with decorative pillows. A coffee table with smooth stones is present, and a high-definition television is mounted on the wall. Floor-to-ceiling sliding doors open to a stunning waterfront view.

Townhouse in Ocean City

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

FamilyValueAccess

A spacious deck features white adirondack chairs and a matching table, positioned to overlook the water. A shared pier is visible in the background, extending into the bay. The sky is bright with scattered clouds, contributing to a cheerful outdoor setting.

5.0 out of 5 average rating, 15 reviews

Madison Ave #6

This luxury town home is exactly what you need for your next trip to OCMD. It features 6 beds, with the ability to sleep 2 large families, with a shared pier, free parking (2 spots), large deck with ample seating, fully stocked kitchen to cook those large family meals, and recently updated bathrooms to clean up after a day on the beach. We would love to be your host for your next trip to the beach, so come stay with us at Madison Ave, Unit 6.

LocationFamilyBarbecue

5.0 out of 5 average rating, 6 reviews

Home in Selbyville

Mi Casa at Bay Knolls

Welcome to Mi Casa— a bright, newly built coastal home in the quiet Bay Knolls community, a short drive to Fenwick Island and Ocean City. It’s designed for groups who want room to spread out, modern comfort, and a relaxed beach vibe—without the boardwalk crowds. The home includes two private master suites, one on each level, each with a king bed and its own ensuite bath. It’s an ideal setup for families or couples traveling together.

LocationFamilyIndoor spaces