Places to stay near Jolly Roger at the Pier

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Top-rated holiday rentals near Jolly Roger at the Pier

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Guest favourite

Apartment in Ocean City

4.9 out of 5 average rating, 206 reviews

Newly renovated cute apartment 🏄 12 street 🌸

Welcome to our sweet, quite, enhanced clean and cozy place! Our apartment is the perfect escape for couples looking to spend some lovely days on the beach! We’ve got 1 bedroom but also a nice sofa where your friend can sleep if decides to join you! With its location being only couple minutes walking distance away from the beach and the Boardwalk, our beach home is the perfect place to stay. You will not have to worry about your car because we’ve got free parking spot for you! See you soon! 🌸

Guest favourite

Condo in Ocean City

4.75 out of 5 average rating, 154 reviews

Ocean Block Condo 5th Street 1 Block to BOARDWALK

It's all about (1) LOCATION, (2) SPACE & (3) PRICE! Why stay in a cramped hotel room & pay a lot more per night when you can stay in this spacious 2br/1.5 ba condo on 2nd floor? You never need to drive to the Boardwalk because you're ALREADY THERE! Families only, must be >25, Max 6 people. NO SMOKING, NO PETS, NO PARTIES, NO EVENTS! ONE CAMERA ON THE CONDO BUILDING FRONT DOOR. 2 optional OFF STREET parking spaces & street parking. Over sized vehicles CAN'T park in optional parking.

Guest favourite

Townhouse in Ocean City

4.96 out of 5 average rating, 455 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 :)

Superhost

Home in Ocean City

4.93 out of 5 average rating, 14 reviews

Sunkissed Ocean Haven

Welcome to Sunkissed Ocean Haven, a stunning 3-bedroom, 3-bath beachfront retreat in Ocean City, MD! Fully renovated in 2023, this luxurious unit features en-suite bathrooms for all bedrooms, a spacious kitchen, and a wet bar. Enjoy panoramic ocean views from the primary bedroom and living room, breathtaking sunsets, and direct beach access. With a pool, sauna, fitness center, and parking garage, plus top restaurants and nightlife nearby, this prime location offers it all!

Guest favourite

Bus in Frankford

4.95 out of 5 average rating, 121 reviews

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

Guest favourite

Townhouse in Ocean City

4.9 out of 5 average rating, 246 reviews

Bayfront Townhouse: Fishing, Sunsets & Family Fun!

Escape to this stunning, updated bayfront townhouse in midtown Ocean City! Featuring 3 bedrooms with 3 ensuite bathrooms, enjoy breathtaking sunsets from your private deck. This entertainer's dream offers a spacious open layout with a gourmet kitchen and waterfall countertops. Benefit from two assigned parking spots, fish directly off the back deck pier, a local favorite fishing spots, you'll love the waterfront access and relaxing atmosphere.

Guest favourite

Condo in Ocean City

4.96 out of 5 average rating, 122 reviews

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi

Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!

Top Guest favourite

Guest suite in Ocean City

4.98 out of 5 average rating, 373 reviews

The Elbridge Bayfront Studio

The Elbridge is a luxury studio apartment in downtown Ocean City. Beautiful bay view from studio windows. This bayside studio includes parking, a private garden entrance, and luxurious king bed. Located 4 blocks from the beach, the space is in a downtown residential neighborhood. Additionally included are bikes, bodyboards, beach chairs and a beach umbrella. Walking distance to delicious local restaurants, the boardwalk, and the beach!

Superhost

Bungalow in Ocean City

4.86 out of 5 average rating, 126 reviews

🌅🎢Bungalow 1 block to boardwalk on 4th st!

Come enjoy our 1940s bungalow, just one beach block from the boardwalk, one block from the bay, and brand new downtown park. Our cozy retreat offers a unique blend of vintage appeal and modern amenities. Enjoy the provided beach chairs and umbrella, lazy afternoons in the yard, rinse off under the outdoor shower after the beach, cook in our fully stocked kitchen, or explore downtown on a bike. Book now for a memorable beach getaway!

Top Guest favourite

Home in Ocean City

4.98 out of 5 average rating, 52 reviews

Luxurious Bay Front Condo

Escape to luxury at our bay-front condo, just minutes from the beach. This tranquil retreat is perfect for families, offering stunning views and modern comforts. Enjoy nearby sandy shores, and unwind in a serene setting. Ideal for creating cherished memories. Optional boat slips available please message for details. (We do not rent to seniors for senior week)

Superhost

Cottage in Ocean City

4.85 out of 5 average rating, 128 reviews

Ocean Cottage (B) on Route 611

Enjoy our 1 bedroom cottage located right on route 611 in West Ocean City. We are a short 10 minute drive to Assateague Island and an even shorter 3 minute drive to downtown Ocean City. We offer free boat trailer storage included with your rental as we are .25 miles from the West Ocean City public boat launch.

Top Guest favourite

Guest suite in Berlin

4.97 out of 5 average rating, 604 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