Places to stay near Jolly Roger Amusement Park

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Top-rated holiday rentals near Jolly Roger Amusement Park

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

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Top guest favourite
Apartment in Ocean City
4.99 out of 5 average rating, 132 reviews

Gorgeous Beachfront! King Bed, Direct Ocean 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 light-filled living area features a beige sofa with accent pillows, complemented by a wooden coffee table. An art piece depicting sailboats adorns the wall. Natural light flows in through a sliding door, leading to a balcony with outdoor seating.
Apartment in Ocean City
4.94 out of 5 average rating, 131 reviews

STEPS to the BEACH! Perfect Mid-Town Location!

Perfectly situated in prime mid-town OC and only a minute walk from the building to the sand! This cozy, 2nd floor condo is close to restaurants, bars, shopping, amusements and a few short blocks to the convention center. In the middle of everything but still have a quiet place to relax. *Summer Months - check-ins Mon & Fri only Memorial Day to Labor Day! Book Weeks or Mini-weeks. (Weeks: Fri to Fri, OR Mon to Mon) (Mini-Weeks: Mon to Fri, OR Fri to Mon). **Other months check-in any night

Top guest favourite
A view of the outdoor deck and water can be seen through the open sliding glass door. Sunlight reflects off the calm water, creating a serene atmosphere. The steps lead to the dock, framed by white railings and a wooden deck.
Apartment in Ocean City
4.92 out of 5 average rating, 239 reviews

**Beautiful newly renovated OC MD water view home*

Beautiful Bay view ground floor unit steps away from the water, 1 free parking spot available for guests and tons of street parking comfortable for 2 people for a long stay and 4 for a weekend getaway Located in the middle of all Ocean city major attractions Walking distance to the beach and Jolly Roger Amusement water Park and tons of other activities and restaurants. 6 min away from famous Seacrets, Macky’s & Fish Tales 8 min drive to OC famous board walk & downtown 15 min to Shopping Outlets

Guest favourite
Flat in Ocean City
4.93 out of 5 average rating, 153 reviews

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Welcome to our beautifully renovated condo in Ocean City, MD! Central AC added in Spring 2026 makes this one of the most comfortable condos in Ocean City. No more noisy "wall-rattler" AC units. When you stay here, you will enjoy two renovated luxury bathrooms, new bedroom floors and furniture, new living room couches, updated recessed lighting, and a full kitchen. We have just the right mix of luxury and comfort in this space. You will be able to relax with all the essentials during your stay.

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.
Apartment in Ocean Pines
4.97 out of 5 average rating, 216 reviews

Ocean Pines Yacht Club Getaway Waterview

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
An illustrated logo features a red crab above the text 'The Crab House Condo on 32nd Street, Ocean City, MD.' The design incorporates a simple color palette and a whimsical font, evoking a sense of coastal charm.
Flat in Ocean City
5 out of 5 average rating, 8 reviews

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

Short walk to both bayside AND the beach! Couples LOVE this 1 bedroom/ 1 bath efficiency condo. Queen Size spaciously sleeps two/drop down sofa sleeps 1 adult/youth. Included in minimum 3 night rental: linens/bedding/towels/paper goods/soaps/trash bags. Fully stocked kitchen: w/ dishwasher, microwave, coffee maker/complimentary k cups, washer, dryer in unit /private balcony/wifi/tv. At 33rd and it's two blocks to the sand. Just across 32nd from Jolly Rogers. Non-Smoking/ Non-Vaping/No pets

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.
Apartment in Ocean City
4.95 out of 5 average rating, 126 reviews

Breezy Point #305 - Rooftop Deck Panoramic Sunsets

Welcome to Your Bayside Escape at Breezy Point! Step into style at this sleek bayside condo where modern comfort meets bayside views. Relax on the rooftop terrace and enjoy stunning sunset views and the fresh air. Tucked just off 28th Street, you're near restaurants, shops and quick bites. The boardwalk and beach are an easy walk or a quick drive away. A comfortable and convenient home base for couples and families. Hosting a bigger group? Ask about our other units in the same building!

Top 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
4.97 out of 5 average rating, 511 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
Apartment in Ocean City
4.98 out of 5 average rating, 132 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
A bright living room features a comfortable light-colored sofa and armchair. Natural light fills the space through sliding glass doors that open to a balcony. A flat-screen television is positioned on a wooden console, with decor such as a lamp and a woven basket adding charm.
Townhouse in Ocean City
4.94 out of 5 average rating, 283 reviews

Awesome 28th Street Beach Block Location!

Oceanside Townhouse on 28th Street less than 100 steps from beach with upgraded main level bathroom, kitchen, flooring, appliances, granite counters. Private driveway - ocean views from 2 balconies! Fantastic location, 1 block from boardwalk, restaurants, Jolly Roger, Mini Golf & water park. The house feels like home with full kitchen & laundry room. Space for a large group to be comfortable. Linens (sheets & bath towels) included. Responsible person must be at least 21.

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, 260 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 welcoming living area features a comfortable dark sectional sofa and a round woven coffee table. A large artwork of a beach sunset adorns the wall, while a television is mounted opposite the seating. Natural light enhances the open space, complemented by warm wood flooring.
Apartment in Ocean City
4.89 out of 5 average rating, 109 reviews

Modern, renovated w/ self check-in & parking

Enjoy your next family vacation to Ocean City in this centrally located 2 bedrooms and 2 full bathrooms renovated condo. Close to everything that you will want to do, we are on the bayside, 4 blocks away from the boardwalk and beach, minutes from Jolly Rogers amusement park and restaurants. The condo offers full kitchen with dishwasher, private washer/dryer, AC, smart TVs and WIFI. Must be 25 to book. Stay with us!

Popular amenities for holiday rentals near Jolly Roger Amusement Park