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
4.99 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
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
The exterior of a single-story house is visible, featuring a spacious front porch with white railings. Large windows allow natural light to enter, while a driveway provides parking for two vehicles. A wooded area surrounds the property, enhancing its peaceful setting.
Home in Ocean Pines
4.98 out of 5 average rating, 142 reviews

Camelot

HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

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 spacious rooftop terrace is highlighted by comfortable outdoor seating, featuring a sectional couch with blue cushions and a coffee table. A dining table with tall chairs stands within the space, offering scenic views of the surrounding area and the sky.
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, 512 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 :)

Guest favourite
Apartment in Ocean City
4.93 out of 5 average rating, 14 reviews

Ocean Block, King Bed, Beach Gear & Free Parking

OCEAN BLOCK condo with partial ocean view & free parking! Just steps from Ocean City beach & boardwalk, this king bed retreat includes beach chairs, umbrella & cooler. This stylish condo features contactless check-in, ultra-fast 1 Gig Wi-Fi, a fully stocked kitchen, and in-unit washer and dryer for your convenience. Perfect for couples, small families, or anyone looking to relax and enjoy the best of Ocean City. Everything you need for the perfect beach getaway—just bring yourself!

Top guest favourite
A serene view of a calm waterway is presented, with wooden docks extending into the water. Nearby buildings are visible along the shore, surrounded by greenery under a clear blue sky. The atmosphere reflects a tranquil waterfront setting.
Apartment in Ocean City
4.98 out of 5 average rating, 133 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 spacious living area features a light-colored sectional sofa and a wooden coffee table. Large sliding glass doors allow sunlight to stream in, showcasing a view of the ocean. A television is mounted on a wooden cabinet with decorative elements and green plants.
Apartment in Ocean City
4.91 out of 5 average rating, 357 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
Apartment in Ocean City
4.92 out of 5 average rating, 153 reviews

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroom unit has an amazing Master Suite with full-length windows providing panoramic views down the coastline, and direct access to the private patio. Renowned building amenities include outdoor pool, top floor indoor pool, gym, tiki bar, sun deck & more. Linens & towels included!

Guest favourite
Flat in Ocean City
4.92 out of 5 average rating, 36 reviews

Steps to sand and shops!

Steps from the beach private condo! In the center of Ocean City Maryland! Our cozy studio is perfect for couples and families , just a stroll away from the beach and local shopping. Enjoy modern comforts, a plush queen bed, pull out queen bed and a fully equipped kitchen in a prime location. Ideal for a relaxing getaway by the sea!

Guest favourite
A balcony area features two white wooden chairs with red cushions, facing the ocean. The expansive view displays a sunset over the water, with golden hues reflecting on the surface. A welcome mat with the word 'Home' adds a personal touch to the entryway.
Apartment in Ocean City
4.9 out of 5 average rating, 117 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.

Popular amenities for holiday rentals near Jolly Roger Amusement Park