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The Chesapeake House

Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, propane grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.

Amazing 5 Bedroom Ocean Block Condo!

Gather the extended family together for a fantastic oceanside vacationat this spacious Ocean City condo!​​ This spacious five-bedroom/4.5 bathroom condo is situated ocean block on 54th St. If you want to walk on the sand and play in the surf, the ocean beach is less than 100 yards away. Bright, airy, with 10' ceilings and lots of windows, this uniquely designed condo is fun, relaxing, and big enough for your extended family or group. Three Parking spaces with a storage bin come with this unit.

Beach 200ft, Luxury 5BR 5BA Oceanside, Sleeps 14

Steps to the sand, sleeps 14 This spacious 5BR & 5 Bath 2 level condo , 2 balconies with partial ocean views, and walk-to-everything convenience. Avoid the crowds, great mid-town location. - 30-second walk to beach - Building elevator w/ handicap access - Fully equipped kitchen & a 2nd kitchenette - 2 covered assigned parking spots & free street parking - Quick access to the best golf courses in the area - Enjoy restaurants, mini-golf & nightlife just blocks away, all with in walking distance!

SunsetParadise:Lux TH Downtown BDwalk BayVw 3Prkg

We welcome you to stay at our newly updated, beautifully furnished & decorated luxury 4 BR, 3.5BA home w/3 parking spaces (1 car garage & 2 assigned parking spaces) on 26th St, just 2 blocks (a 3-4 minute walk) from the boardwalk & the beach between Midtown & Downtown. Relax & enjoy the beautiful Sunset, Bayview from our double balconies in the front, Steps from JollyRogers Amusement Park & many miniature golf courses. Within walking distance, there are restaurants/bars, shopping, & nightlife.

Townhome 90 steps to sand w Pool! New Beds!

Welcome to our 67th & oceanside renovated townhome. Walkable to great restaurants & just 5 blocks from the Rt 90 Bridge. -Stunning ocean views. -90 Steps on dedicated boardwalk til toes are in the Sand! -2 dedicated parking spots -Large community Pool! -4 Bedrooms (sleeps 13) + queen sleeper sofa (sleeps 2 additional) -3.5 baths + outdoor shower -Updated -NEW beds in 2026! -Stocked kitchen & beach supplies (chairs, umbrellas, boogie boards, toys, wheeled sand cart). -Washer/Dryer -WIFI

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

Quite possibly the coolest home in Ocean City. You are in the heart of Ocean City without all the noise. Four blocks from the ocean and boardwalk. Lots of fun boat watching and fishing off the back pier. This home is over 50 years old and takes a beating from the water so if you want a modern perfect rental this is not the home for you. If your group wants a unique experience that they will talk about the rest of their lives then you should definitely book this home.

Nautical at 82 Newport l private dock & waterfront

Experience this spacious waterfront home featuring 6 bedrooms and 3.5 bathrooms, including 2 master suites. Enjoy a game room, hot tub, and two expansive outdoor areas perfect for sunset views. Recently updated and meticulously maintained, this home offers a clean, inviting atmosphere for your getaway. Ideal for families or groups seeking relaxation and fun by the water! A local manager is here to ensure everything goes smoothly. Driveway parking for 4 vehicles.

Luxurious Bay/ Ocean view Splendor 4 BRS elevator

New listing for 2024. This 2,400 Sq. foot waterfront condominium was newly built in 2023. Featuring only luxurious finishes from floor to ceiling - enjoy 4 bedrooms and 4 baths. Paddleboard out the back of the property or walk 2 blocks to the sandy beaches of Ocean City or take the family for some fun on the world famous Boardwalk. Your cleaning fee includes a full sanitized linen package - beds will be made and bath towels will be out for your use.

Ocean 14 - Amazing Waterfront Views & Beach Access

Waterfront Beach Home with large deck with amazing view of the Assawoman Bay and walking distance to the Ocean/Beach, Fagers Island Restaurant & Bar. Linens and towels included. Watch sunsets on community gazebo and dock. Boards games, cards, sunbathing on outdoor couch, Large Yeti Cooler on deck. Chef kitchen. 2 kayaks and 2 SUPs 8 Public lighted Tennis courts (free when pro shop is closed) High Def, Smart TVs High speed internet

Madison Ave #6

This luxury town home is exactly what you need for your next trip to OCMD. It features 6 beds, with the ability to sleep 2 large families, with a shared pier, free parking (2 spots), large deck with ample seating, fully stocked kitchen to cook those large family meals, and recently updated bathrooms to clean up after a day on the beach. We would love to be your host for your next trip to the beach, so come stay with us at Madison Ave, Unit 6.

Mi Casa at Bay Knolls

Welcome to Mi Casa— a bright, newly built coastal home in the quiet Bay Knolls community, a short drive to Fenwick Island and Ocean City. It’s designed for groups who want room to spread out, modern comfort, and a relaxed beach vibe—without the boardwalk crowds. The home includes two private master suites, one on each level, each with a king bed and its own ensuite bath. It’s an ideal setup for families or couples traveling together.

Charming Waterfront Cottage w/2 King Suites + Dock

Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162