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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

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

4.97 out of 5 average rating, 106 reviews
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

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!

4.87 out of 5 average rating, 133 reviews
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

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.

4.82 out of 5 average rating, 191 reviews
Guest favourite
Farm stay in Berlin

Lux Estate Near Beach w. Pool-GameRoom-Gym-Firepit

Escape to Brooklyn Meadows, a stunning 8-bedroom, 8,000+ sq. ft estate located on a sprawling 40-acre horse farm perfect for family vacations and group trips, featuring a private pool, game room, fire pit, BBQ and home gym - all surrounded by rolling horse pastures & peaceful country views. 🛍️ 7 min to Berlin – “America’s Coolest Small Town” 🌊 10 min to Ocean City beaches & golf courses 🐴 15 min to Assateague Island & its wild horses Stay with us & experience the best of MD's Eastern Shore!

4.92 out of 5 average rating, 24 reviews
Guest favourite
Flat in Ocean City

4BR Oceanfront Retreat • No Elevator Needed*Pools

Experience coastal luxury at South Beach #301, a large oceanfront condo at the south end of the Ocean City Boardwalk. This unit features floor-to-ceiling windows, front & back balconies with direct ocean views, a fully equipped eat-in kitchen, and a luxurious primary suite. The building offers excellent amenities, including indoor and outdoor pools, fitness center, and two dedicated secure garage parking spaces. Located steps from the beach and within walking distance of attractions and dining

5.0 out of 5 average rating, 5 reviews
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

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!

4.91 out of 5 average rating, 211 reviews
Top guest favourite
Home in Ocean City

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.

4.95 out of 5 average rating, 190 reviews
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

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!

4.91 out of 5 average rating, 101 reviews
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

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

4.92 out of 5 average rating, 59 reviews
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

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.

4.85 out of 5 average rating, 84 reviews
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

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

4.99 out of 5 average rating, 146 reviews
Superhost
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*

4.84 out of 5 average rating, 209 reviews

Popular amenities for Ocean City mansion rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Luxury mansion rentals

Top guest favourite
The three-story coastal home features a light blue exterior with numerous large windows and a screened porch on the upper level. Colorful flower boxes filled with blooms enhance the entrance, inviting guests into a relaxing atmosphere.
Home in Bethany Beach

Sand Pebble in Bethany Beach

4.99 out of 5 average rating, 109 reviews
Top guest favourite
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

5.0 out of 5 average rating, 35 reviews
Superhost
A spacious dock area offers multiple loungers for relaxation, surrounded by greenery. The serene bay is visible in the background, complementing the tranquil setting. Clear skies and calm water create a welcoming atmosphere for enjoying the outdoors.
Home in Ocean City

6 Bed/3.5 Bath Direct Bayfront Home Near the Beach

4.79 out of 5 average rating, 61 reviews
Guest favourite
Home in Ocean Pines

Water's Edge Retreat OCMD

5.0 out of 5 average rating, 8 reviews
Top guest favourite
The spacious three-story home features a welcoming facade with a combination of blue and white hues. A broad driveway leads to large garage doors beneath an expansive covered porch. Multiple balconies create an inviting atmosphere, framed by neatly landscaped grounds.
Home in Selbyville

Anchors Away, Your Dream Getaway in Fenwick Shoals

4.97 out of 5 average rating, 33 reviews
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

The Purple Pad - Ocean City MD beach block cottage

4.98 out of 5 average rating, 56 reviews
Top guest favourite
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.
Home in Ocean City

Luxury N. OC/Fenwick Beach House with Elevator

5.0 out of 5 average rating, 28 reviews
Guest favourite
Two white chairs are positioned on a wooden balcony, overlooking the water. A vibrant sunset casts warm hues across the sky, reflecting on the calm water surface. Buildings are visible in the background, creating a serene coastal atmosphere.
Townhouse in Ocean City

Midtown Ocean City Waterfront with Best Views

5.0 out of 5 average rating, 20 reviews

Pet-friendly mansion rentals

Top guest favourite
A spacious living room features two comfortable sofas arranged around a wooden coffee table. A flat-screen TV is mounted above a cozy gas fireplace. Natural light enters through multiple windows, while a dining area is visible in the background, furnished with a long table and chairs.
Home in Selbyville

Modern coastal beach home in West Fenwick Island

5.0 out of 5 average rating, 102 reviews
Superhost
A sunny deck features white lounge chairs beside an above-ground pool. Lush greenery lines the background, providing a natural setting. A tall umbrella offers shade, and a potted plant adds a touch of greenery to the space.
Holiday home in Berlin

Berlin Beach House, near Ocean City & Assateague!

4.82 out of 5 average rating, 107 reviews
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

Bethany Beach 116 5th St Oceanblock

4.94 out of 5 average rating, 126 reviews
Guest favourite
The exterior of a charming end-unit townhome is shown, featuring a covered front porch with seating. Trees frame the home, and a well-maintained lawn extends from the front to the side. The inviting architecture showcases a classic white facade with a dark roof.
Townhouse in Ocean View

Sleeps 14 - Enjoy Golf, Shuttle to beach and pools

4.92 out of 5 average rating, 118 reviews
Guest favourite
The open-plan living area features rich wooden beams and elegant flooring. A cozy fireplace with a stone surround stands beside a modern sofa. A dining area is visible, with a large table and chairs, while a staircase leads to the upper level.
Home in Berlin

Shire Retreat - Berlin, Assateague, Ocean City

4.92 out of 5 average rating, 71 reviews
Top guest favourite
A tranquil waterfront scene captures a canal-side home surrounded by lush greenery. A private boat slip is visible alongside the property, accommodating boats up to 23' long. The sun-filled exterior features a light-colored facade and a cozy patio, enhancing the serene atmosphere.
Home in Ocean Pines

Waterfront Vacation Home in Ocean Pines

5.0 out of 5 average rating, 32 reviews
Guest favourite
An inviting outdoor space features comfortable seating arrangements made of wicker and wood. A large screen is mounted on a green wall adorned with foliage. Soft, warm lighting enhances the cozy atmosphere for movie nights under the stars.
Townhouse in Ocean City

5BR OceanView O/D Space/Movies, Pool, Bikes, Gear

4.96 out of 5 average rating, 78 reviews
Guest favourite
The exterior of the home showcases a spacious, well-manicured lawn accentuated by vibrant greenery. The structure features a mix of stone and wood siding, offering a welcoming aesthetic. A cozy porch area is visible, providing ample space for outdoor seating.
Bungalow in Ocean View

Bethany Beach Retreat - 10 Minutes to Ocean

4.92 out of 5 average rating, 26 reviews

Mansion rentals with a pool

Guest favourite
A spacious deck is furnished with padded turquoise seating and a brown outdoor table, offering a relaxed setting for gatherings. The ocean is visible in the background, framed by the railing and complemented by a decorative area rug.
Townhouse in Ocean City

4 BR/2.2 BA, Oceanblock w/pool & fantastic view!

4.9 out of 5 average rating, 72 reviews
Top guest favourite
Home in Selbyville

Mi Casa at Bay Knolls

5.0 out of 5 average rating, 9 reviews
Guest favourite
A cozy seating area is positioned on the waterfront, featuring plush cushions and decorative pillows. Two lanterns with candles add ambiance. Lush greenery and a clear sky are visible in the background, enhancing the serene view of the water.
Home in Berlin

Private pool, waterfront, kayaks, bikes, firepits!

4.97 out of 5 average rating, 86 reviews
Guest favourite
Home in Selbyville

Townhome in Selbyville, Bayside Resort Golf Club

4.9 out of 5 average rating, 21 reviews
Guest favourite
A spacious living area features a light-colored sofa and armchairs arranged around a circular coffee table. A modern fireplace is centered on the wall, with a large screen displaying coastal imagery above it. Natural light streams through large windows, illuminating the room.
Home in Ocean View

5BR Coastal Luxury Near Bethany w/ Pool & Bikes

4.95 out of 5 average rating, 22 reviews
Guest favourite
An open-concept living area showcases a spacious brown sofa paired with a circular coffee table. A wooden dining table is visible, surrounded by chairs. Natural light streams through a skylight, illuminating the light-colored kitchen cabinetry and countertops.
Home in Ocean City

4 Bd/3 Ba - 1 mi from beach, pool, linens included

4.94 out of 5 average rating, 18 reviews
Guest favourite
A modern two-story home is portrayed, featuring a well-maintained front yard with lush green grass. An advanced golf simulator is set up outside, showcasing a virtual golf course on a large screen, with a golf club placed in front, inviting leisurely play.
Home in Berlin

Charming Getaway Golf Simulator

4.92 out of 5 average rating, 48 reviews
Top guest favourite
A modern kitchen features a spacious island with four black bar stools positioned around it. White cabinetry is paired with stainless steel appliances, including a refrigerator and microwave. Natural light is provided by recessed lighting and a large window, creating a bright, inviting cooking space.
Home in Ocean View

Ocean View Paradise w/Hot Tub & Free Massages!

5.0 out of 5 average rating, 43 reviews

Destinations to explore