Places to stay near Jolly Roger at the Pier

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Top-rated holiday rentals near Jolly Roger at the Pier

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

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

Downtown Condo, Parking, Walk to Beach & Boardwalk

Modern 2BR/2BA downtown Ocean City condo with bay view, balcony, elevator, pool, and parking. Sleeps 6 with 1 king and 2 queen beds. Walk about 1,000 ft to the inlet beach, boardwalk, rides, pier, dining, festivals, and downtown events. Enjoy a full kitchen, dishwasher, washer/dryer, smart TVs, WiFi, linens, bath towels, beach towels, chairs, umbrella, and cooler. Includes 1 assigned parking space plus 1 shared first-come space with passes. Perfect for families, couples & event-goers year-round.

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, 138 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!!

Superhost
Apartment in Ocean City
4.83 out of 5 average rating, 112 reviews

Gated Renovated 2 Level Condo Downtown OC Bayview

Welcome to a Newly Renovated Two level condo in downtown ocean city. Sunny 2 bedroom 2 bath with sunsets over the bay views from a private balcony. Comes fully furnished and kitchen stocked with tons of gadgets. Extra care taken with UV light sanitization after every rental. Smart TV’s in every bedroom and living area with Disney plus, YouTube tv, and Netflix. Feel Secure with gated building and parking. No car needed as restaurants, activities, boardwalk, jet ski rentals all within 2 blocks.

Top guest favourite
The exterior of a multi-level townhome is shown, featuring a symmetrical facade with balconies on each floor. The building is painted in light colors, complemented by dark roofs and white railings. Landscaping includes small shrubs and a pathway leading to the entryway.
Townhouse in Ocean City
4.92 out of 5 average rating, 106 reviews

3 Level Townhouse in Downtown OC w/ 2 car garage

Experience the luxury at this 3-bedroom, 3-level townhome nestled in the heart of Downtown OC! Situated just blocks from the world-famous Boardwalk and beach, with an array of dining and shopping at your doorstep. No more fretting over parking, as this townhome boasts an attached 2-car garage. Open main level, gleaming stainless steel appliances, and exquisite granite countertops in the kitchen, create a culinary haven that will tantalize your senses and make every meal preparation a delight.

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, 523 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
A modern living area is featured with a comfortable sectional sofa accented by colorful throw pillows. A wooden coffee table sits centrally on an area rug. The large window provides a view of the waterfront, with sliding glass doors leading to a balcony.
Apartment in Ocean City
4.96 out of 5 average rating, 47 reviews

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

Luxury waterfront condo conveniently located two blocks from the world famous attractions on the Ocean City boardwalk. A short walk will have you sitting on the beach in minutes. Afterwards, take a dip in the community pool. Be sure to watch for the charter boats as they bring in their daily catch to the marina below. Enjoy happy hour on your private balcony overlooking beautiful bay sunset views. Whatever you're looking to do, our unit is perfectly situated in the heart of it all!

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, 48 reviews

Bayfront - Walk to Beach & Boardwalk - King Bed

Welcome to our Home Beach Resort! Just a 5-minute walk to Ocean City Beach, boardwalk, bars, restaurants, and amusement parks. 🌅 Bayfront Views – Enjoy stunning sunrises from the master bedroom and sunsets on the bay. 🏡 Comfort & Convenience – Fully furnished home with a private gated boardwalk. 🎣 Outdoor Fun – Fish and crab right in front of the house! ☕ Modern Amenities – Fully equipped kitchen, Keurig coffee maker, WiFi-6. Book now for the ultimate Ocean City getaway!

Top guest favourite
The open concept living area combines a kitchen, dining space, and lounging area, featuring light-toned cabinetry and modern appliances. A round dining table with two stools is positioned near a window, while a cozy couch and media console are arranged for comfort and convenience.
Flat in Ocean City
4.92 out of 5 average rating, 124 reviews

Bright and Airy Oceanside Condo

Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fager’s Island, Macky’s, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

Guest favourite
A spacious living area is furnished with a large sectional sofa and two armchairs, creating a comfortable seating arrangement. A coffee table sits in the center, while a flat-screen TV is mounted on the wall. Large sliding glass doors open to a balcony with ocean views.
Apartment in Ocean City
4.91 out of 5 average rating, 22 reviews

Fabulous Boardwalk Oceanfront w/ Pool

Beautiful 3 bedroom, 3 bathroom, 3rd floor oceanfront condo on the Ocean City Boardwalk! This unit sleeps up to 11 guests and offers free Wi-Fi, HDTVs, large balcony that overlooks the boardwalk, gourmet kitchen, beach chairs and umbrella in locker. New 75" Samsung TV in Living room, *Linens are not provided, but can be added to your reservation for a fee **NO RENTALS TO ANY GROUPS UNDER THE AGE OF 25** Families with children are welcome! *No Smoking, No Pets*

Guest favourite
The image shows a vibrant scene along the boardwalk, with various shops and stands featuring colorful signage. Benches line the walkway, and people can be seen enjoying the area. The clear blue sky complements the lively atmosphere of Ocean City.
Apartment in Ocean City
5 out of 5 average rating, 5 reviews

Boardwalk One - Oceanfront Studio w/Amazing Views!

Boardwalk One is located directly on the boardwalk and beach in Ocean City, MD. The location is right in the heart of the shops, stores, and dining, with only a short walk to the inlet and main events area. The weather this week is usually excellent for being on the boardwalk, biking, and the ocean water temperatures are almost perfect for swimming. Minimum of 3 nights. But if you book for 7 nights, you will get the extra 4 nights practically for FREE!

Top guest favourite
A well-lit living area features a comfortable seating arrangement and a flat-screen TV mounted on the wall. Natural light floods in through sliding glass doors that open to a private balcony, enhancing the spacious feel of the room. A small table and plant add a touch of decor.
Flat in Ocean City
4.96 out of 5 average rating, 107 reviews

Oceanside Condo Steps From Beach

Escape to our stylish, surf-inspired ocean view condo, just steps from the beach! This bright, airy retreat comfortably sleeps 4 and features a private balcony to watch the sunrise, a fully equipped kitchen, and a luxury king bed. Perfect for a relaxing beach getaway, you'll enjoy modern amenities and direct beach access via a sandy path. Your unforgettable coastal escape awaits!

Top guest favourite
A spacious living room features light-colored furniture with striped patterns, complemented by a neutral decor. A modern fireplace is set beneath a wall-mounted television, and the kitchen area is visible, showcasing cabinetry and a decorative anchor. Natural light flows through sliding doors leading to a balcony.
Home in Ocean City
4.98 out of 5 average rating, 64 reviews

Luxurious Bay Front Condo

Escape to luxury at our bay-front condo, just 2 blocks 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)

Popular amenities for holiday rentals near Jolly Roger at the Pier