
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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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!!

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.

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.

White Marlin Oasis
Welcome to the White Marlin Condo in Ocean City, MD - a luxurious and spacious retreat that promises to make your stay unforgettable. Situated just a stone's throw away from the beach and boardwalk, this stunning condo offers everything you need for a fun-filled vacation. With its prime location, luxurious amenities, and stunning views, the White Marlin Condo is the perfect choice for your next beach vacation in Ocean City, MD. Book your stay today and start planning an unforgettable getaway!

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 :)

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.

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.

Oceanfront Family Oasis: Pool, Beach & Parking!
Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.
Popular amenities for holiday rentals near Jolly Roger at the Pier
Condo rentals with Wi-Fi

Ocean Side 1BR / 1.5BA Renovated Modern Condo

Gated Renovated 2 Level Condo Downtown OC Bayview

Luxury Oceanfront Escape!

*Steps to Sea* 45th & Ocean Block W/ Amenities

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

Oceanside Charm, desirable midtown Ocean City, MD

Cozy beach side condo

Bayside Retreat in the Heart of Ocean City!
Family-friendly house rentals

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

Camelot

Charming Waterfront Cottage w/2 King Suites + Dock

Sweet Retreat

Ocean Pines Retreat with Beach Club

Dolores by the Sea- Family Groups ONLY

Sleeps 19 - 7br/4ba/2 kitchens Entire Home

Central Haven with Great Fenced Yard
Apartment rentals with air conditioning

Lovely 2 bedroom overlooking Main St.

Coastal 2 Bedroom Apartment w/pool

Studio Charm w/ Deck: Walk to Beach & Dining!

Fresh renovated beach home~12 street

Central AC, Luxury Bathrooms, 4 blocks to Beach!

West Ocean City: Private Studio, Close 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

Belmont Towers #604 - A Magical Getaway Awaits!

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

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach

BeachBox IV • Walk to Boardwalk • Bayside Pool

La Pescadora - Cozy. Coastal. Completely Yours.

Waterfront Condo | Walk to Beach & Boardwalk

3BR Belmont Towers on Boardwalk ,Ocean & Bay Views

Ocean 14 - Amazing Waterfront Views & Beach Access
Destinations to explore
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Assateague State Park
- Willow Creek Winery & Farm
- Northside Park
- 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
- Ocean City Boardwalk
- Hawk Haven Vineyard & Winery
- Bear Trap Dunes





