Airbnb your place

Places to stay near Jolly Roger Amusement Park

Book unique holiday rentals, homes and more on Airbnb

Top-rated holiday rentals near Jolly Roger Amusement Park

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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.
Condo in Ocean City
4.97 out of 5 average rating, 104 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!!

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.

Top Guest favourite
A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.
Condo in Ocean Pines
4.97 out of 5 average rating, 191 reviews

Spacious Rental - Winterfest of Lights 11 mi.

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Guest favourite
The exterior of the multi-story townhouse is presented along a serene waterway. Balconies are visible on the front, while a clear blue sky reflects onto the calm waters. Boat docks are positioned nearby, enhancing the waterfront atmosphere.
Townhouse in Ocean City
4.92 out of 5 average rating, 182 reviews

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

We welcome you, your family and friends to stay at our luxury, Newly Built, beautifully furnished, & decorated 3 BR 3.5 BA w/2 parking garage spaces plus free street parking, and an outdoor pool on 25th street. Relax and enjoy the AMAZING VIEW on the water front from our triple balconies, just 2 blocks (3-4 minutes walk) from the boardwalk & the beach. Steps from Jolly Rogers Amusement Park and many miniature golf courses. Within walking distance are restaurants/, shopping, & nightlife.

Guest favourite
The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.
Condo in Ocean City
4.92 out of 5 average rating, 846 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Guest favourite
A view from the balcony showcases a serene waterway lined with boats and buildings. Lush greenery is visible along the banks, while white clouds drift across a bright blue sky, enhancing the tranquil setting.
Condo in Ocean City
4.91 out of 5 average rating, 331 reviews

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool

BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, Netflix, Hulu, and Roku to connect to your streaming services. Coded entrance. Beach gear.

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.
Condo 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.
Condo in Ocean City
4.88 out of 5 average rating, 246 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.
Condo in Ocean City
4.91 out of 5 average rating, 328 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 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.
Condo in Ocean City
4.89 out of 5 average rating, 108 reviews

One Bedroom Beachfront Apartment Mid-Town

Midtown serves as the intersection between the vibrant inlet and boardwalk and the serene North Ocean City. In addition to stunning views of the beach and impressive hotels and condos, it also provides easy access to a wide range of activities, restaurants, shops, and attractions that cater to individuals of all age groups.

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.
Condo in Ocean City
4.89 out of 5 average rating, 174 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.

Top Guest favourite
The charming carriage house features a light-colored exterior with white trim and a metal roof. Two garage doors and multiple windows offer ample natural light, while a gravel driveway provides access to the entrance. Surrounding trees add a touch of greenery to the serene setting.
Guest suite in Berlin
4.97 out of 5 average rating, 622 reviews

Ayers Creek Carriage House

Our beautiful carriage house is located on 5 pristine acres along, scenic Ayers Creek, offering year round beauty. Only minutes from Assateague Island, Berlin, and Ocean City. Serene with abundant wildlife. Ideal oasis for outdoor enthusiasts. Worcester County Maryland Rental License #1324

Popular amenities for holiday rentals near Jolly Roger Amusement Park

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Condo rentals with Wi-Fi

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.
Condo in Ocean City
4.97 out of 5 average rating, 122 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.
Condo in Ocean City
4.86 out of 5 average rating, 224 reviews

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Guest favourite
A modern living room features a comfortable sectional sofa in neutral tones, paired with a rustic wooden coffee table. A television is mounted above a stone accent wall. Glass doors open to a balcony, allowing natural light to fill the space.
Condo in Ocean City
4.96 out of 5 average rating, 114 reviews

Breezy Point #305 - Rooftop Deck Panoramic Sunsets

Superhost
A spacious living area is highlighted by large windows allowing ample natural light. A striped sofa and floral armchair provide comfortable seating. A wooden coffee table rests on a decorative rug, with a media console displaying a television featuring coastal artwork.
Condo in Ocean City
4.81 out of 5 average rating, 141 reviews

DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool

Top Guest favourite
An open-concept living area showcases a spacious sofa arranged around a light-colored coffee table, accented with decorative shells. A dining area with white bar stools and a fully equipped kitchen are visible in the background, along with coastal-themed decor and soft natural light.
Condo in Ocean City
4.98 out of 5 average rating, 107 reviews

Oceanside Charm, desirable midtown Ocean City, MD

Guest favourite
A cozy living area features a large sectional sofa complemented by a stylish coffee table. A television mounted on the wall displays a graphic of a fireplace. A dining table with chairs is situated adjacent to an open kitchen area, showcasing ample cabinetry and modern appliances.
Condo in Ocean City
4.95 out of 5 average rating, 188 reviews

Great Ocean Block 1 BR Condo by Convention Center!

Guest favourite
A four-story building named Jamaica Bay is depicted, showcasing a light-colored exterior and balconies on each level. The surrounding landscape includes grassy areas and trees, contributing to the tranquil setting of the property.
Condo in Ocean City
4.95 out of 5 average rating, 104 reviews

The Jamaican Sand Turtle

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.
Condo in Ocean City
4.98 out of 5 average rating, 123 reviews

The Hideaway By The Bay OCMD

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

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

Superhost
A single-story home is set amidst lush greenery, showcasing a gravel driveway leading to a garage with decorative arch windows. The front porch is flanked by tall plants, and sunlight filters through the trees, highlighting the peaceful surroundings.
Home in Ocean Pines
4.76 out of 5 average rating, 298 reviews

3BD/2BA House-Mins to OC! 75'TV. Quiet Location

Superhost
A charming bungalow features dark blue siding and large front windows, framed by neatly trimmed bushes. A concrete walkway leads to the front door, and a well-maintained lawn surrounds the home. The sky is partly cloudy, adding to the inviting exterior.
Home in Ocean City
4.95 out of 5 average rating, 183 reviews

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

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, 133 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

Guest favourite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City
4.94 out of 5 average rating, 262 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

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

Top Guest favourite
A two-story townhome is featured, characterized by its white exterior and green shutters. The well-maintained landscaping includes shrubs and small trees, enhancing the inviting appearance. A covered porch with steps leads to the entrance, located in a neighborhood with similar homes.
Home in Ocean City
4.98 out of 5 average rating, 50 reviews

Bay Dreamin; Townhouse steps to Beach & Boardwalk!

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.
Apartment in Ocean City
4.96 out of 5 average rating, 50 reviews

Studio Condo Steps to the Beach

Guest favourite
A comfortable living area is highlighted by a dark sofa, accompanied by a wooden coffee table. Stylish light fixtures hang above a modern kitchen with black appliances, while sheer window treatments allow natural light to enter. A decorative wall piece adds character to the space.
Apartment in Ocean City
4.96 out of 5 average rating, 48 reviews

Driftwood Condo, 1BRTropical Bayside w/sunsetview

Guest favourite
A spacious living area features light hardwood floors and natural light from large windows. A dining table with wooden chairs is positioned adjacent to a laundry area with stacked appliances. A gray couch and a tall plant enhance the inviting ambiance.
Apartment in Ocean City
4.98 out of 5 average rating, 118 reviews

Boutique Style 2 Bedroom Apartment w/pool

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.
Apartment in Ocean City
4.92 out of 5 average rating, 113 reviews

West Ocean City: Private Studio, Close To Beach

Top Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 26 reviews

Bayside Sunsets!

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.
Apartment in Ocean City
4.88 out of 5 average rating, 8 reviews

Beachy Getaway

Top Guest favourite
A serene canal scene is captured during sunset, featuring soft pink and orange hues reflecting on the still water. The view is framed by rows of residential homes, and small boats are tied along the wooden docks, creating a peaceful waterfront ambiance.
Apartment in Ocean City
5 out of 5 average rating, 28 reviews

Condo on the Canal

Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 8 reviews

The "O.C. Crab House" on 32nd Street

Other great holiday rentals near Jolly Roger Amusement Park

Guest favourite
The kitchen area features modern appliances and sleek cabinetry with a butcher block countertop. Two bar stools are positioned at the counter, creating a casual dining space. A cozy seating arrangement is nearby, complemented by a small table lamp and decorative elements.
Condo in Ocean City
4.89 out of 5 average rating, 99 reviews

Cozy beach side condo

Superhost
A studio apartment features a light blue wall color, creating a calming atmosphere. A sofa bed and an armchair are positioned near a coffee table. A full bed is visible in the back, with natural light streaming through sliding glass doors leading to a balcony.
Condo in Ocean City
4.94 out of 5 average rating, 96 reviews

The “Little Hilton” Cozy Beach Condo*

Guest favourite
A sundeck features two chaise lounge chairs with blue and white stripes, positioned for ocean views. A large, colorful planter with greenery adds a pop of color, while a magazine rests casually on a nearby table. A clear blue sky and sandy beach complete the serene landscape.
Home in Ocean City
4.96 out of 5 average rating, 70 reviews

Relaxing Breezy Seaside 3bd/2ba/2decks King Bed

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

Superhost
A view from the fourth floor showcases a multi-story building with a turquoise façade, surrounded by greenery. Parking spaces are visible in the foreground, along with a glimpse of the water in the background under a colorful sunset sky.
Condo in Ocean City
4.82 out of 5 average rating, 56 reviews

Well maintained 1 bedroom condo- midtown

Guest favourite
A spacious studio is depicted, featuring a queen bed and a twin bed with white linens. Wooden cabinets and a kitchenette are visible in the background, along with a dining table set for four. A light ceiling fan complements the warmly-lit area.
Condo in Ocean City
4.91 out of 5 average rating, 54 reviews

Rock & Roll Hideaway w/ linens, porch & vtg decor

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.
Condo in Ocean City
5 out of 5 average rating, 57 reviews

Top Rated! Beautful Sunsets! Midtown Bayside Condo

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

Sunrise Shores