
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.

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!!

Assateague Views! Top Floor -Assateague House #505
Welcome to your perfect getaway at Assateague House, a beautifully appointed 2-bedroom, 2-bathroom condo with breathtaking southerly views of Assateague Island and a Bay Front Pool! This serene and spacious retreat is just steps from the Ocean City boardwalk, offering the best of both worlds—relaxing coastal scenery and easy access to shops, dining, and entertainment. ***Linens Not Included (Bedsheets, Pillowcases, Beach,Bath, Dish Towels) ***Linens can be arranged through a local linen company.

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.

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

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!
Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.

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!

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.

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!

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*

Secluded Waterfront - Beach 15mi, Kayaks, Firepit
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.
Popular amenities for holiday rentals near Jolly Roger at the Pier
Condo rentals with Wi-Fi

Ocean Side 1BR / 1.5BA Renovated Modern Condo

Direct Oceanfront with a View and Amenities Galore

The Sea Voyage Canal Front 1 Bedroom Condo

Oceanside Charm, desirable midtown Ocean City, MD

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Ocean Escape: Steps to 9th St. Beach + Parking

Cozy beach side condo

Oceanfront Family Oasis: Pool, Beach & Parking!
Family-friendly house rentals

Camelot

Charming Waterfront Cottage w/2 King Suites + Dock

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

Sweet Retreat

Dolores by the Sea- Family Groups ONLY

Peaceful Beach Cottage - Sanitized & WiFi!

Central Haven with Great Fenced Yard

Sleeps 19 - 7br/4ba/2 kitchens Entire Home
Apartment rentals with air conditioning

Coastal 2 Bedroom Apartment w/pool

Lovely 2 bedroom overlooking Main St.

Handful of Beach Heaven!

Fresh renovated beach home~12 street

West Ocean City: Private Studio, Close To Beach

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Downtown 2 bedroom condo - 2 blocks to Ocean! SB3

Dolphin 2BR Suite, Walk Beach/Boardwalk, Rides/Fun
Other great holiday rentals near Jolly Roger at the Pier

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

Waterfront Condo | Walk to Beach & Boardwalk

BeachBox II • Panoramic Inlet Views • Bayside

Belmont Towers #604 - A Magical Getaway Awaits!

La Pescadora - Cozy. Coastal. Completely Yours.

Cozy Beach Escape Mallard Lakes Resort Amenities

Oceanfront *Penthouse* Hot Tub! FREE Linens/Towels

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





