
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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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!!

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.

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.

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!

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*

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!

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!

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
Apartment rentals with wifi

One Bedroom Beachfront Apartment Mid-Town

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

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

Bayside Retreat in the Heart of Ocean City!

Ocean Side 1BR / 1.5BA Renovated Modern Condo

The Hideaway By The Bay OCMD

Cozy Beach Front Condo with Modern Amenities.

Luxury Oceanfront Escape!
Family-friendly house rentals

OC Sunsets on the Bay

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

Bayside - Waterfront - Dock - Quiet Area

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

White Marlin Cottage>HOT TUB<

Ocean Pines Retreat with Beach Club
Apartment rentals with air conditioning

Surf 2 - Steps to the Beach and Boardwalk

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Bayside Bungalow - Waterfront

Fresh renovated beach home~12 street

West Ocean City: Private Studio, Close To Beach

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

Blue Seas

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

Belmont Towers 608

Ocean City Beach Paradise- 3BR Condo W/ Boardwalk

IdealSpotPoolGaragePingPongBikes2BlksBeach&BrdWlk!

La Pescadora - Cozy. Coastal. Completely Yours.

Emerson Towers 302 | Boardwalk • Beach • Parking

Steps to OC boardwalk with partial bay views

Stunning Bayfront Private Suite

Your Ideal Gateway Awaits
Destinations to explore
- Chincoteague Island
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- 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
- Jolly Roger Amusement Park
- Delaware Seashore State 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





