
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.

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach
Spacious luxury condo on Harbour Island Marina, just two blocks from the beach and boardwalk . Relax and enjoy all Ocean City has to offer . Nearly 2,000 sq ft, 3 bedrooms, 3.5 baths, and a private balcony overlooking the marina . Enjoy luxury bedding, linens, bath & beach towels, beach chairs, and a beach wagon. Enjoy Indoor pool, fitness center, and private parking. Home of the White Marlin Open. Steps to fishing, boardwalk, watersports, and great restaurants. Sleeps 8 comfortably .

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 :)

3BR Belmont Towers on Boardwalk ,Ocean & Bay Views
Enjoy PANORAMIC OCEAN & BAY VIEWS in one of Ocean City's NEWEST Buildings-Belmont Towers directly on BOARDWALK! Unbeatable location! ALL LINENS INCLUDED AND IN PLACE 24/7 Fast Customer Service Highlights Include: *huge balconies w/ direct access from living room & bedroom *outdoor pool *putting green *fitness center *washer/dryer *smart TVs in each bedroom *jetted tub in master bathroom *steps to Jolly Roger, Thrashers & many other restaurants *2 Free garage parking spaces

Assateague, Golf, Ocean City, all Within Minutes!
Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

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!

Ocean Side 1BR / 1.5BA Renovated Modern Condo
Ocean Side! Two minute walk to the beach! Fully renovated. Bright, modern, clean condo. First floor. Located in the heart of Ocean City ( Midtown ) in walking distance from restaurants, bars, shops, and public transportation. Brand new appliances and furniture. Free WiFi, King Size Bed, 65" TV (living room) & 50" TV bedroom. Pullout Queen Sofa, Brand New Full Bathroom + Half Bathroom, Washer and Dryer in the unit. Keurig Coffee, Private balcony. Free Parking Space.

SpaciousCondo nearOcean City|Winery|Golf on 5Acres
Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

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*

Luxury Bayfront Retreat - Exclusive Waterfront
Experience elegant coastal living with panoramic sunset views over Assawoman Bay from every level. Nestled in one of Ocean City’s premier waterfront boating communities, this upscale retreat offers a peaceful escape just minutes from the beach, Boardwalk, dining, and entertainment. Ideal for families, couples, and discerning travelers seeking a refined vacation experience in a quiet luxury setting.

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

One Bedroom Beachfront Apartment Mid-Town

Cozy beach side condo

Direct Ocean Front! Unwind with an Ocean View

Oceanfront Family Oasis: Pool, Beach & Parking!

Gated Renovated 2 Level Condo Downtown OC Bayview

Gorgeous Beachfront! King Bed, Direct Ocean View!

Bayside Retreat in the Heart of Ocean City!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Family-friendly house rentals

Gina’s Square Beach Homes Unit D

Charming Waterfront Cottage w/2 King Suites + Dock

Central Haven with Great Fenced Yard

Coastal Luxe Retreat at Bay Knolls

Bay View Arcade Townhome - 2 Blocks to Boardwalk

White Marlin Cottage>HOT TUB<

Sea Oaks Getaway

Home Away from Home , Pet friendly retreat
Apartment rentals with air conditioning

Surf 2 - Steps to the Beach and Boardwalk

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Dolphin 2BR Suite, Walk Beach/Boardwalk, Rides/Fun

Fresh renovated beach home~12 street

West Ocean City: Private Studio, Close To Beach

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

Handful of Beach Heaven!

Assateague Views! Top Floor -Assateague House #505
Other great holiday rentals near Jolly Roger at the Pier

Oceans Edge 503 on the Boardwalk at 9th St

BeachBox II • Panoramic Inlet Views • Bayside Pool

La Pescadora - Cozy. Coastal. Completely Yours.

Newly renovated townhome one block from the beach

Emerson Towers 302 | Boardwalk • Beach • Parking

Belmont Towers #604 - A Magical Getaway Awaits!

Steps to OC boardwalk with partial bay views

Oceanfront *Penthouse* Hot Tub! FREE Linens/Towels





