Places to stay near Jolly Roger at the Pier

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.

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.

Ocean City Beach Paradise- 3BR Condo W/ Boardwalk

This centrally located condo, just off the Boardwalk in downtown OC. This spacious 3 BR unit comfortably sleeps up to 8 guests and features an open floor plan—perfect for spending quality time together. Step outside and you're just moments away from the beach, restaurants, shopping, amusements, and entertainment. Enjoy views of the iconic Ferris wheel right from your private balcony! Whether you're here for sun, fun, or relaxation, this condo offers the ideal home base for your OCMD getaway.

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 :)

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!

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.

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.

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)