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Places to stay near Jolly Roger Amusement Park

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Top-rated holiday rentals near Jolly Roger Amusement Park

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Top guest favourite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Apartment in Ocean City
4.97 out of 5 average rating, 109 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

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
4.81 out of 5 average rating, 178 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 arerestaurants/bars, shopping, & nightlife.

Guest favourite
A collage showcases various aspects of the Serenity by The Sea listing. The top left features colorful water slides and play areas. The top right displays a vibrant sunset over ocean waves. The bottom left includes an inviting living space with a television and dining area. The bottom right presents a view of the canal from a wooden dock, with the townhome visible in the background.
Townhouse in Ocean City
4.97 out of 5 average rating, 107 reviews

3 mins to Beach/28 St boardwalk/Jolly Roger Park

Come vacation at Serenity by The Sea, a 1120 sq. ft. fully furnished 3bd/2 bath townhome 1/3 mile from the 27th Street OC boardwalk. The home accommodates 6 adults + 2 children and comes with a fully stocked kitchen. Relax in front of one of three 42-inch flat screen TVs with WiFi. Enjoy drinks on our large, furnished wooden deck overlooking the canal. Guests are invited to use our beach chairs, cooler, and umbrella. Minutes from exceptional dining at Hooked, Liquid Assets, or Bayside Skillet.

Guest favourite
A cozy living area features a striped sofa and a comfortable recliner, complemented by a wood coffee table. Natural light floods in through sliding glass doors, leading to a small outdoor balcony. Decorative items and artwork add character to the welcoming space.
Apartment in Ocean City
4.84 out of 5 average rating, 127 reviews

Beautiful condo~Steps to Beach, Dining, Shopping

CENTRAL LOCATION! Steps to BEACH & BAY. Escape to your own piece of paradise — completed with all the amenities you deserve. 2 beds made with fresh sheets, towel sets. Outdoor shower. Walk to restaurants, bars, grocery, carry-outs, pizza, Convention Center, boardwalk tram, mini golf, amusement park, bike rentals & more! Watch both sunrise & sunset from the LARGE balcony. Contemporary Elegance • Comfort • Prime Location - Everything you need for your dream beach getaway to relax and enjoy!

Guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.96 out of 5 average rating, 482 reviews

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Top guest favourite
The living room showcases a comfortable sofa facing a large television. A round coffee table sits in front, and a ceiling fan provides gentle airflow. Sliding glass doors open to a scenic waterfront view, allowing natural light to fill the space.
Apartment in Ocean City
4.98 out of 5 average rating, 123 reviews

The Hideaway By The Bay OCMD

Relax and enjoy your stay in this bright and welcoming waterfront, 1 bed, 1 bath condo. Bring your kayaks or paddle boards! This condo is located right off of 28th street, on the bay. It is a 14 minute walk to the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. All guests are provided with an electronic WELCOME BOOK prior to arrival which includes everything we think they will need to know about the condo and the surrounding area.

Guest favourite
An open-plan kitchen and living area feature a light wooden counter with three stools. A fully equipped kitchen is visible, including a refrigerator, while a comfortable seating area with a cream-colored armchair and a coffee table is also present. Natural light enhances the inviting space.
Apartment in Ocean City
4.89 out of 5 average rating, 158 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Guest favourite
An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.
Apartment in Ocean City
4.88 out of 5 average rating, 247 reviews

Bayside Retreat in the Heart of Ocean City!

Newly renovated condo!! -Water view. Watch the boat traffic. -Oversized balcony with comfortable seating. -Comfy LoveSac couch. -Walk to boardwalk or beach - 15 minutes. -Walk to Jolly Roger amusement park. -Fish off community dock down below unit. -Close to dining and shopping. -Kitchenette for cooking meals. -Fast Wifi and Streaming TVs. -Fully Stocked Home. Clean linens, towels, toilet paper, paper towels & more!

Guest favourite
A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.
Apartment in Ocean City
4.91 out of 5 average rating, 330 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.

Guest favourite
A spacious living area features a large sectional sofa adorned with blue accent pillows. Exposed wooden beams grace the ceiling, while a light wooden floor complements the dark furnishings. A coffee table sits centrally, and a modern kitchen can be seen in the background.
Townhouse in Ocean City
4.93 out of 5 average rating, 158 reviews

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

Top guest favourite
The living area showcases a light color palette with a modern design. A comfortable gray sofa and an armchair are positioned around a round black table. A large flat-screen television is mounted on the wall, with soft natural light illuminating the space.
Apartment in Ocean City
4.89 out of 5 average rating, 177 reviews

Life’s a Beach Live It Here! Steps From The Ocean

Enjoy a relaxing getaway at our Ocean Side condo. Just steps from the beach, our condo is centrally located on 44th St. Within walking distance of the Convention Center, Seacrets, 44th St. Taphouse, Mini Golf, and many other restaurants and shopping. Fully furnished, updated, clean, and modern. Washer/Dryer in unit.

Guest favourite
The living area features a light wood floor with a cozy sofa, a coffee table, and a television on a stand. A kitchen island with bar stools separates the space, while a door leads to a patio area, allowing natural light to fill the room.
Apartment in Ocean City
4.94 out of 5 average rating, 158 reviews

Lovely 1 bedroom condo/only 2 blocks to the beach

Enjoy a wonderful experience at this centrally-located place only two blocks away from the beach and Ocean City boardwalk. Newly remodeled condo in a great location within a walking distance to many amazing restaurants and bars, convenience stores, amusement park, mini-golf, boutiques, playground...

Popular amenities for holiday rentals near Jolly Roger Amusement Park

KitchenWifiPoolFree parking on premisesAir conditioning

Apartment rentals with wifi

Guest favourite
A balcony railing frames a wide view of the ocean, where gentle waves meet a sandy shore under a clear blue sky with scattered clouds. The horizon line is visible, enhancing the sense of openness and tranquility.
Apartment in Ocean City
4.89 out of 5 average rating, 109 reviews

One Bedroom Beachfront Apartment Mid-Town

Top guest favourite
A sandy beach is shown, featuring a clear blue sky and gentle waves lapping at the shore. People are scattered across the beach, some relaxing on towels while others engage in beach activities. Colorful umbrellas provide shade in various spots, contributing to a lively atmosphere.
Apartment in Ocean City
4.97 out of 5 average rating, 123 reviews

Ocean Block | Sunchaser Condo | Surfer's Dream

Guest favourite
A spacious living area is displayed featuring comfortable navy blue sofas and patterned armchairs. A large coffee table rests on a textured rug, with a view of the ocean visible through floor-to-ceiling windows. An electric fireplace adds warmth, while a dining table invites gatherings.
Apartment in Ocean City
4.86 out of 5 average rating, 225 reviews

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Guest favourite
A spacious living area features a gray sofa and matching armchairs adorned with decorative pillows. The light-colored walls and wooden flooring create a bright, relaxing atmosphere. Doorways lead to other areas of the condo, enhancing accessibility and flow.
Apartment in Ocean City
4.89 out of 5 average rating, 109 reviews

Summer Winds Condo D102 Bayside w Pool Sleeps 6

Top guest favourite
A spacious living area features a blue sofa and chairs, complemented by a decorative area rug. A dining table and kitchen area are visible in the background, highlighting the open layout. Natural light illuminates the room through the windows.
Apartment in Ocean City
4.96 out of 5 average rating, 154 reviews

Mid-Town OC! Ocean Block... Steps to the Beach!

Top guest favourite
The open living area features light-colored walls and hardwood flooring. A comfortable black sofa offers seating next to a round coffee table. In the background, a dining table for four and a modern kitchen can be seen, adding functionality to the inviting space.
Apartment in Ocean City
4.98 out of 5 average rating, 111 reviews

Beautiful- 2BD/2BA Oceanblock- 72nd st - w/Linens!

Top guest favourite
A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.
Apartment in Ocean City
4.99 out of 5 average rating, 151 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Top guest favourite
An open-concept living and dining area features a wooden dining table set for six, complemented by modern chairs. A comfortable seating arrangement with light-colored couches is situated near large windows, offering views of the surrounding area. A mounted TV and decorative elements enhance the space.
Apartment in Ocean City
4.96 out of 5 average rating, 121 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Family-friendly house rentals

Guest favourite
A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.
Home in Ocean View
4.9 out of 5 average rating, 608 reviews

Tiny House at Good Earth, near Bethany Beach

Top guest favourite
The living room features two plush sofas and two accent chairs, arranged around a circular coffee table. A flat-screen TV is mounted above a gas fireplace, and large windows allow natural light to fill the space, showcasing views of the bay.
Home in Ocean City
4.95 out of 5 average rating, 21 reviews

Beach Paradise 2101-Downtown Luxury Condo Bay View

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, 134 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

Superhost
A cozy living area features a leather armchair positioned next to a small side table with a lamp. A storage chest rests on the floor beneath a collection of framed artworks and a flat-screen television, enhancing the eclectic atmosphere of the space.
Home in Berlin
4.83 out of 5 average rating, 136 reviews

Joy in the Morning @ Berlin Boho Bungalow

Guest favourite
The kitchen area showcases wooden cabinetry and a central island, with essential appliances visible. A round dining table with wooden chairs is positioned nearby. Natural light is introduced through a window, creating a bright and functional cooking space.
Home in Berlin
4.81 out of 5 average rating, 212 reviews

Bayside community, near OCMD, great rates

Guest favourite
The expansive view showcases the sandy beach stretching along the Atlantic Ocean, gently reflecting the clouds above. Features include a shared pool bordered by lounge chairs and landscaped areas. The setting sun casts warm hues over the water, enhancing the serene coastal atmosphere.
Home in Ocean City
4.79 out of 5 average rating, 14 reviews

Oceanfront | Beachfront | Elevator | eFireplace

Superhost
A cozy living area showcases a light-colored sofa paired with a dark blue armchair. A wooden coffee table is centered between the seating, and a flat-screen television is mounted on the wall. Large sliding glass doors provide natural light and a view of the balcony.
Home in Ocean City
4.8 out of 5 average rating, 20 reviews

Jamaica Baywatch Condo

Guest favourite
Home in Ocean City
4.88 out of 5 average rating, 142 reviews

Beautiful Cottage W/ shared pool & close 2 beach

Apartment rentals with air conditioning

Guest favourite
A spacious studio apartment showcases a king-size bed with a plush blanket, accompanied by nightstands and a smart TV mounted on the wall. A cozy seating area with a green sofa and a round coffee table is present, along with a dining table for four and access to a private balcony.
Flat in Ocean City
4.92 out of 5 average rating, 51 reviews

Studio Condo Steps to the Beach

Guest favourite
A spacious living area features a modern sectional sofa adorned with soft green accent pillows. A light-colored coffee table sits in the center, accompanied by a woven tray. Sheer curtains frame the large windows, allowing natural light to fill the room.
Flat in Ocean City
4.95 out of 5 average rating, 56 reviews

Bright Condo Close to Beach w/ Parking

Guest favourite
Flat in Ocean City
4.85 out of 5 average rating, 144 reviews

Amazing oceanfront view 3 blocks from boardwalk

Top guest favourite
A cozy sleeping area is displayed with a queen-sized bed adorned with a light blue blanket and decorative pillows. Soft lighting is provided by a bedside lamp. Artwork is arranged on the walls, adding a touch of color and personality to the space.
Flat in Ocean City
4.92 out of 5 average rating, 113 reviews

West Ocean City: Private Studio, Close To Beach

Top guest favourite
A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.
Flat in Ocean City
4.98 out of 5 average rating, 261 reviews

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

Superhost
A spacious studio apartment features a comfortable seating area with a dark couch and a green accent chair. A coffee table sits in front of the couch, while a wall-mounted television is positioned across the room. Natural light enters through the window, complemented by curtains.
Flat in Ocean City
4.76 out of 5 average rating, 153 reviews

Ocean City Studio Apartment Bayside 26th Street

Superhost
A private covered back deck features two turquoise chairs, offering a view of a tidal lagoon. The scene includes a railing highlighting the outdoor space and includes vibrant green vegetation. Soft clouds are visible against a blue sky, enhancing the serene atmosphere.
Flat in Ocean City
4.88 out of 5 average rating, 8 reviews

Beachy Getaway

Guest favourite
A modern kitchen area is featured, with white cabinetry and a backsplash of stone tiles. A breakfast bar is recognized with high stools beside a wooden table. Natural light fills the space through a nearby door leading to a balcony.
Flat in Ocean City
4.92 out of 5 average rating, 36 reviews

Steps to sand and shops!

Other great holiday rentals near Jolly Roger Amusement Park

Top guest favourite
The living area features a light-colored sofa adorned with decorative pillows, positioned beside a contemporary coffee table on a textured rug. A comfortable swivel chair and an accent table are nearby. Soft lighting is provided by a stylish floor lamp, enhancing the calm atmosphere.
Townhouse in Ocean City
5 out of 5 average rating, 43 reviews

Luxury Water Front 2 Bedroom Condo on Canal

Guest favourite
The Marriott Courtyard Oceanfront Hotel features a modern white facade with multiple balconies overlooking the beach. Yellow umbrellas and lounge chairs are arranged on the sandy shore in front, offering a welcoming setting for relaxation. The clear blue sky enhances the vibrant scene.
Apartment in Ocean City
4.92 out of 5 average rating, 60 reviews

Boardwalk Condo - on top floor of Marriott hotel

Top guest favourite
A cozy living area features a comfortable grey sofa adorned with beach-themed pillows. Light wood flooring complements the dining area, which includes a small table and four chairs. The open kitchen is visible in the background, equipped with white cabinetry and modern appliances.
Apartment in Ocean City
5 out of 5 average rating, 59 reviews

Top Rated! Beautful Sunsets! Midtown Bayside Condo

Superhost
The living area is furnished with comfortable blue sofas and patterned armchairs. A coffee table sits in the center, surrounded by natural light from large windows. Soft lamps provide gentle illumination, while a television is mounted above a decorative non-functional fireplace.
Apartment in Ocean City
4.86 out of 5 average rating, 70 reviews

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

Superhost
An open living space is visible, featuring a dining table with white chairs and a light wood finish. A cozy seating area includes a brown sofa and a television mounted on the wall. Nautical-themed decor adds character to the neutral-toned walls.
Apartment in Ocean City
4.75 out of 5 average rating, 157 reviews

Bayside - Summer Winds Complex - 2 Bedroom, Pool

Top guest favourite
A modern three-story condo building stands along a serene canal, featuring multiple balconies with glass railings. The light blue exterior contrasts against the bright sky, while landscaped greenery and boating docks are visible along the water's edge.
Home in Ocean City
5 out of 5 average rating, 12 reviews

New Construction with Beautiful Canal Views

Superhost
Apartment in Ocean City
5 out of 5 average rating, 3 reviews

Sunrise Shores

Top guest favourite
Vibrant orange and yellow lilies are in full bloom, positioned in the foreground along a pathway. The path leads towards a waterfront area, with chairs visible in the background. A clear sky and soft sunlight enhance the peaceful ambiance of the setting.
Townhouse in Ocean City
4.96 out of 5 average rating, 47 reviews

Bayfront | Walk to Beach & Boardwalk | King Bed