
Places to stay near Jolly Roger at the Pier
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Jolly Roger at the Pier
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!!

BeachBox IV • Walk to Boardwalk • Bayside Pool
Just looking? ❤️ Add us to your Wishlist. Questions? 💬 Message for a quick reply. Beautifully decorated corner unit, just 2 blocks to the Boardwalk, beach and all of OC's downtown attractions. Guests rave that it's impeccably clean, well-stocked, & family-friendly, with thoughtful touches throughout. Relax by the bayside pool or enjoy coffee on the open balcony. Enjoy free parking, smooth check-in, & friendly hosts. Whether your first visit or a repeat stay, this cozy retreat feels like home.

Gina’s Square Beach Homes Unit C
Come enjoy our newly built townhouses in the heart of downtown Ocean City. Family friendly, spacious, 2 patio decks, private 2 car garage. Full size kitchen and dining room area. 2 bedroom, 2 bathrooms. Master bedroom with a Queen size bed and TV. Secondary room with 1 twin, pyramid bunk bed with twin and Full bed. Queen size sofa bed. Major appliances including washer/dryer. Free WiFi provided. 5 minute walk to the boardwalk and seconds away from the Ocean gateway bridge, perfect for fishing.

Steps to OC boardwalk with partial bay views
Big & beautiful bayside townhome in downtown Ocean City. Enjoy 3 floors, 3BRs (sleeps 8), 3.5 baths & a 2-car garage. Boasts 2300 square feet & an open concept floor plan, perfect for spreading out & relaxing. Located around the corner from the bay, boardwalk, beach, fishing, park, skateboard park & the outdoor bayside restaurant, "De Lazy Lizard," perfect to watch stunning sunsets. Private balconies on all levels to relax on lazy evenings or enjoy a cup of coffee to start the day off right.

🌅🎢Bungalow 1 block to boardwalk on 4th st!
Private yard 🌞 Outdoor shower 🚿 Premium cable/ NFL RedZone/ MLB ticket! 🎟️ Beach 🚲 s Beach chairs and 🏖️! Come enjoy our 1940s bungalow, just one 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, afternoons in the yard, rinse off under the outdoor shower after the beach, cook in our fully stocked kitchen, or explore town on a bike.

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 :)

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!

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!

White Marlin Cottage>HOT TUB<
Property Is Located Along RT 611 Within 3 miles to Ocean City Beach and 7 miles to Assategue Island Beach also within 3 miles of a Marina at the Bay to drop your boat in the water to enjoy fishing,crabing,swimming,skiing etc... White Marlin Cottage has a back yard patio with string lights , hot tub, grills, camp fire pit , a cast iron sink to clean your fish ,A sand box for children a yard where children can enjoy games and driveway space to park your boats etc...

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.

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*
Popular amenities for holiday rentals near Jolly Roger at the Pier
Condo rentals with Wi-Fi

Ocean Aire Elegant Beach Getaway

Boardwalk One - Oceanfront Studio w/Amazing Views!

Gated Renovated 2 Level Condo Downtown OC Bayview

14th St - just 4 blocks from Beach & Boardwalk!

Bayside Retreat in the Heart of Ocean City!

Ocean Side 1BR / 1.5BA Renovated Modern Condo

Luxury Oceanfront Escape!

2-Bedroom Oceanfront – Pool, Xbox, Pickleball, Gym, Wi-Fi
Family-friendly house rentals

Charming Waterfront Cottage w/2 King Suites + Dock

Central Haven with Great Fenced Yard

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

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Bay View Arcade Townhome - 2 Blocks to Boardwalk

Ocean Front Boardwalk Condo With Pool! EC204

Home Away from Home , Pet friendly retreat

Sweet Retreat
Apartment rentals with air conditioning

Fresh renovated beach home~12 street

West Ocean City: Private Studio, Close To Beach

The Beach Place Apartments-Apt #2- 3BR/1.5BA

Atlantic Haven

Blue Seas

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

Assateague Views! Top Floor -Assateague House #505

Belmont 411 Massive Balcony - Ocean & Bay Views!
Other great holiday rentals near Jolly Roger at the Pier

Edgewater Escape: 1BR Gem | Short Walk to Beach

Private pool, waterfront, kayaks, bikes, firepits!

Ocean City Beach Paradise- 3BR Condo W/ Boardwalk

La Pescadora - Cozy. Coastal. Completely Yours.

Emerson Towers 302 | Boardwalk • Beach • Parking

Hot Tub & Pool Table Waterfront Home | 4King Beds

Oceanfront *Penthouse* Hot Tub! FREE Linens/Towels

OC Beach Life
Destinations to explore
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access





