Mansion holiday rentals in Ocean City

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Top-rated mansion rentals in Ocean City

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Top guest favourite
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.
Home in Ocean City
4.97 out of 5 average rating, 106 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

Guest favourite
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.
Apartment in Ocean City
4.87 out of 5 average rating, 133 reviews

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!

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, 192 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.

Superhost
A spacious outdoor deck features cozy seating arrangements and a coffee table, with ocean views visible beyond. Relaxing chairs are positioned around, while the sparkling coastline and beach access paths are displayed in the background.
Home in Ocean City
4.81 out of 5 average rating, 32 reviews

NEW! Oceanview Pool Sundeck Theater Game Room

Welcome to Your Elegant Oceanview Escape Home Experience the perfect blend of upscale comfort and family-friendly amenities in this spacious 5-bedroom retreat designed to host unforgettable getaways. Overlooking the sparkling coastline, steps from the beach, this home sleeps 16+ and offers everything you need to relax, recharge & reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck Pool Opens 05-23 to Sept 28th 2026 • Arcade/game room • Outdoor movie deck

Top guest favourite
The exterior of The Purple Pad displays a charming bungalow with a rooftop deck showcasing a colorful umbrella. The white railing and steps lead up to the deck, while expansive windows suggest ample natural light inside. The surrounding grassy area and nearby buildings provide context to its oceanfront location.
Bungalow in Ocean City
4.98 out of 5 average rating, 56 reviews

The Purple Pad - Ocean City MD beach block cottage

Dive into the history of this unique and memorable place. The Purple Pad is an Ocean City Maryland iconic bungalow / cottage just steps to the beach. Great rooftop deck to eat Maryland crabs or just to watch the cars go by. 3 bedroom plus a den (we use as 4th area as a bedroom) + 2 bath Super roomy living room area which makes for a relaxing and enjoyable stay. Guests to provide their own linens. There are local linen rental companies. Ocean view and slight bay view from rooftop deck

Guest favourite
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
4.91 out of 5 average rating, 211 reviews

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!

Top guest favourite
Home in Ocean City
4.95 out of 5 average rating, 190 reviews

Sleeps 19 - 7br/4ba/2 kitchens Entire Home

Quite possibly the coolest home in Ocean City. You are in the heart of Ocean City without all the noise. Four blocks from the ocean and boardwalk. Lots of fun boat watching and fishing off the back pier. This home is over 50 years old and takes a beating from the water so if you want a modern perfect rental this is not the home for you. If your group wants a unique experience that they will talk about the rest of their lives then you should definitely book this home.

Top guest favourite
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.
Home in Ocean City
4.91 out of 5 average rating, 102 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!

Top guest favourite
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
4.92 out of 5 average rating, 59 reviews

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

Guest favourite
A spacious living area features large windows showcasing a sunset over the water. A modern sectional sofa is positioned elegantly, while a coffee table adds function to the space. Natural light enhances the tranquil ambiance, inviting relaxation and enjoyment of the picturesque views.
Townhouse in Ocean City
4.85 out of 5 average rating, 84 reviews

Pineapple Bay ~ Private Pier + Sunsets

Luxury 4BR bayfront townhouse in Ocean City, MD. Enjoy stunning sunsets from the private deck, fish or catch Maryland blue crabs from your private pier, and unwind in beautifully designed spaces. King beds for every couple, custom bunks for kids, plus a full arcade game room, premium ping pong, fitness room, and hidden Harry Potter room. Just minutes from the beach in a private bayside location. Your unforgettable waterfront escape awaits.

Top guest favourite
A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.
Home in Ocean Pines
4.99 out of 5 average rating, 146 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Top guest favourite
A two-story beach house features a spacious front porch with white railings, providing ample seating. The elevated structure is supported by two pillars, with parking available underneath. Lush greenery is visible in the front yard, adding to the welcoming ambiance.
Home in Bethany Beach
4.94 out of 5 average rating, 126 reviews

Bethany Beach 116 5th St Oceanblock

Recently renovated & spacious 6BR w 3rd floor master suite and great room w/ dining for 18, beach chairs plus summer included chair/umbrella service. Quiet 2nd floor working den, 4-nights or longer term thru spring. Cable, Fast Wireless, Drip/Keurig. Elevator, Gas & Charcoal BBQs. Base fee includes 4. 10 minute walk down the beach to the Town Center. Plenty of off-screen parking.

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