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Ocean City Maryland Vacation Rentals - Condo
1 / 6

Ocean City Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
Beautiful Two Bdrm, Two Bath Unit Located In Oceanfront Building W/ Sundeck, Tennis, Indoor Pool, Sauna, Exercise Room And Game Room. You Don't Have To Leave The Building To Enjoy Yourself. Side View Of The Ocean An...
Ocean City Maryland Vacation Rentals - Townhouse
1 / 32

Ocean City Townhouse
5 BR / 3.5 BA / Sleeps 12 5 12 No min stay
Townhouse / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
Dishwasher • Microwave • Washer/Dryer
2016 Rates Are Posted. 5br, 3fb, 2hb, 2 Car Garages, Parking For 3 Cars, Sleep 12 With Wi- fi. Prestigious Location And Unforgettable Getaway Is What You Get With This Beautiful 4 Levels Town Home, Located In O...
(20) Excellent (20 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 18

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
Dishwasher • Microwave • Washer/Dryer
About MARINER II 5N Nice low rise condo with elevator in mid town Ocean City. MARINER II 5N comes with following features and amenities: central air conditioning, washer and dryer, heat, 2 bathrooms, 1 VCR, c...
Ocean City Maryland Vacation Rentals - Condo
1 / 5

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 7 night min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Microwave • Washer/Dryer
About OCEAN BEACH D- 2 First floor unit located directly on the boardwalk. Features a porch to relax and watch the people. OCEAN BEACH D- 2 comes with following features and amenities: unit air conditioning, wash...
Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
3 BR / 2 BA / Sleeps 9 3 9 7 night min stay
Condo / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
Dishwasher • Microwave • Washer/Dryer
About SPINNAKER 11 Direct ocean front unit with limited view of the ocean. Beautiful remodel unit, perfect for a big family. Ocean Front low- rise building, located mid- town close to Indoor Golf on 67 street an...
Ocean City Maryland Vacation Rentals - Condo
1 / 9

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 Min stay varies
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
Dishwasher • Microwave • Washer/Dryer
About ATLANTIS 807 Great view from ocean front balcony. Building is close to shopping and restaurants . The Atlantis is an oceanfront, solidly built, V shaped, twenty story high rise building. There is onsite b...
Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 7 night min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
Dishwasher • Microwave • Washer/Dryer
About BEACHLOFT 1L First elevated floor unit, direct ocean front with a distracted view of the ocean. End unit bright and clean. This ocean front mid- rise is one of the most requested by Ocean City vacationers. ...
Ocean City Maryland Vacation Rentals - Home
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Ocean City Home
1 BR / 1 BA / Sleeps 4 1 4 7 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
Beautiful ocean front unit on 75th street. Stunning views, just steps to the beach. Garage parking and charming decor. All the comforts of home for your vacation. Our property owners do not permit group rentals to guest...
Ocean City Maryland Vacation Rentals - Condo
1 / 3

Ocean City Condo
2 BR / 2 BA / Sleeps 7 2 7 3 night min stay
Condo / 2 Bedrooms / Sleeps 7
2 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
This is one of the finest properties, voted the top condo in Ocean City in the year 2003. This condo has 2 very spacious Bedrooms with 2 Bathrooms which are fully furnished and Full kitchen. Enjoy the Ocean or just ...
(3) Excellent (3 reviews)
Ocean City Maryland Vacation Rentals - Home
1 / 11

Ocean City Home
2 BR / 2 BA / Sleeps 6 2 6 3 night min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Dishwasher • DVD Player • Air Conditioning
Conveniently located on Jamestown Rd (116th street) in Ocean City, about 3 blocks to the beach . Third floor walk up and the master bedroom is a loft bedroom. This charming 2 bedroom 2 bath condominium can occupy a fami...
Ocean City Maryland Vacation Rentals - Condo
1 / 26

Ocean City Condo
2 BR / 1.5 BA / Sleeps 4 2 4 3 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 1.5 bathrooms Sleeps 4
Dishwasher • Microwave • Washer/Dryer
About Nassau Vilage 6 Park your boat at the dock in front and park you car under the carport at the entrance. Out door pool is 50 foot away. Easy walk to beach abut 4 blocks through a residential area. Near basketball...
Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
3 BR / 2 BA / Sleeps 9 3 9 3 night min stay
Condo / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
About KING GEORGE CONDO 710D Boat dock in front of unit. Also features high speed internet. KING GEORGE CONDO 710 D comes with following features and amenities: central air conditioning, free wifi internet, wash...
Ocean City Maryland Vacation Rentals - Condo
1 / 26

Ocean City Condo
3 BR / 3 BA / Sleeps 9 3 9 Min stay varies
Condo / 3 Bedrooms / Sleeps 9
3 bedrooms 3 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
This is a newer Oceanfront condo, located in the Beautiful 'Belmont Towers' on the Boardwalk! Be in the center of everything in Ocean City. Thrasher Fries and Fishers Popcorn are just steps away. Enjoy the gorgeous vie...
Ocean City Maryland Vacation Rentals - Home
1 / 11

Ocean City Home
Studio / 1 BA / Sleeps 2 0 2 3 night min stay
Home / Studio / Sleeps 2
Studio 1 bathroom Sleeps 2
High Speed Internet • Dishwasher • Microwave
Makai is conveniently located on 42nd Street and the bayfront. Walk to the Convention Center, dining, shops and the beach. The building has two elevators serving all floors, an indoor pool, ground floor lounge with f...
Ocean City Maryland Vacation Rentals - Condo
1 / 13

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
About OUR PLACE @THE BEACH 304- B Beautifully remodeled two bedroom two bedroom condo with a bay front view. Close to the pool and near the entrance for a short walk to the beach. Three flat screen TV's with new floor...
Ocean City Maryland Vacation Rentals - Condo
1 / 18

Ocean City Condo
2 BR / 2 BA / Sleeps 4 2 4 3 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Dishwasher • Microwave • Washer/Dryer
About SPINNAKER 33 This 3rd floor Ocean Front unit is NON- SMOKING. Available under the mini- week program, either 3 or 4 days, or for weekly rentals, Friday to Friday or Monday to Monday. Either way you will avoid...
Ocean City Maryland Vacation Rentals - Condo
1 / 16

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 3 night min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
About Ponte Vista 513 Nice Building, bay front, Bright Souther exposure balcony on fifth floor overlooking the outdoor pool and 40" TV in living room. Ponte Vista 513 comes with following features and amenities:...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 32

Ocean City Condo
5 BR / 4 BA / Sleeps 12 5 12 7 night min stay
Condo / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
About SUNSET ISLAND 22 West end unit close to bay for some view of bay up the street. Bright and airy townhouse close to clubhouse , pools, and private beach. SUNSET ISLAND 22 comes with following features and a...
Ocean City Maryland Vacation Rentals - Condo
1 / 9

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
Dishwasher • Microwave • Washer/Dryer
About IRENE 804 Great view from this eighth floor unit. Ocean front living room and master bedroom with great big balcony throught living room and master bedroom. Great floor plan, big and spaces. Pool open April 14-...
Ocean City Maryland Vacation Rentals - Condo
1 / 17

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
About MARINER II 2M Direct Ocean Front unit in a small building, well furnished and supplied. Mid town location , close to restaurants and shopping. MARINER II 2M comes with following features and amenities: cen...
Ocean City Maryland Vacation Rentals - Condo
1 / 13

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 7 night min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
Dishwasher • Microwave • Washer/Dryer
About BRADLEY ON THE BAY 233- G "Delightful End Unit with private balcony on the second floor. Unit offers a King Size bed and fully equipped kitchen. Just one block to the beach with a beautiful view of the bay and p...
Ocean City Maryland Vacation Rentals - Condo
1 / 17

Ocean City Condo
2 BR / 1 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • Washer/Dryer
About CLUB OCEAN VILLA II 99 Amenities CLUB OCEAN VILLA II 99 comes with following features and amenities: central air conditioning, wifi internet, washer and dryer, 2 bathrooms, cable TV, balcony facing north...
Ocean City Maryland Vacation Rentals - Condo
1 / 12

Ocean City Condo
3 BR / 2 BA / Sleeps 9 3 9 7 night min stay
Condo / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
About SANDPIPER 2W Very close to ocean, just 1/2 block, features two balconies. SANDPIPER 2W comes with following features and amenities: central air conditioning, wifi internet, washer and dryer, 2 bathrooms...
(3) Excellent (3 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 15

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 3 night min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
About Bluewater East 901- N One Block To Ocean, Nice Outdoor Pool And Separate Kiddie Pool Bluewater East 901- N Comes With Following Features And Amenities: Central Air Conditioning, Fee Based Building Wifi Inte...
Ocean City Maryland Vacation Rentals - Apartment
1 / 19

Ocean City Apartment
3 BR / 2 BA / Sleeps 10 3 10 3 night min stay
Apartment / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Welcome to our Beach Retreat. We offer an experience that is reflective of a traditional beach getaway! Our unit on Lark Lane is located in downtown Ocean City where renters can easily enjoy biking on the boardwalk, pe...
(4) Excellent (4 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 15

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 7 night min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
Dishwasher • Microwave • Air Conditioning
This fine property is on the ground floor and you can walk off the front of your private balcony to go directly to the beach. This property is also available off season for a short stay.. Beautiful ocean front masonr...
Ocean City Maryland Vacation Rentals - Townhouse
1 / 26

Ocean City Townhouse
4 BR / 3.5 BA / Sleeps 14 4 14 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 14
4 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Are you looking to spend your next vacation in a spacious rental with many of the amenities of home? Our 4 story townhomes can accomodate large groups up to 14 people and provide easy access to the beach. They are locate...
(23) Excellent (23 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 10

Ocean City Condo
3 BR / 2 BA / Sleeps 9 3 9 7 night min stay
Condo / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
Dishwasher • Microwave • Washer/Dryer
About SEA RAIDER 302 This ocean block unit has a fully equipped kitchen. Just steps to the beach. Ocean block small building just steps to the beach. One car parking and non- smoking units and no- pet allowed. Mid...
Ocean City Maryland Vacation Rentals - Condo
1 / 9

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
OUR PLACE @THE BEACH 202- I comes with following features and amenities: 2 bathrooms, central air conditioning, washer and dryer, cable TV, refrigerator, dishwasher, microwave, coffee maker, toaster, disposal, ...
Ocean City Maryland Vacation Rentals - Home
1 / 32

Ocean City Home
4 BR / 2.5 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
This amazing property is located on the bayside very convenient to the beach, bayside dining, shopping, entertainment, fishing, boating, nightlife
(5) Excellent (5 reviews)
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About Eastern Shore

A beautiful coastal respite, Maryland’s Eastern Shore is the ideal place to escape from the hubbub of Washington, D.C. Choose from dozens of waterfront Eastern Shore vacation rentals, and plan your perfect getaway on the beach.

Climate

A true summer hotspot, Maryland’s Eastern Shore heats, with temperatures topping out around 90 degrees in the summer months of July and August. Winters tend to be moderate, with temperatures in the 40s. Those who want to enjoy fun in the sun should visit in the summer, while those looking for a quiet yet scenic respite should visit in the shoulder seasons of spring and fall.

Transit

The perfect location for an Atlantic road trip, Maryland’s eastern shore is best reached by car. Many visitors fly to one of the nearby Baltimore or Washington, D.C. airports and drive across the Chesapeake Bay Bridge to get to the area. Use your Eastern Shore vacation rental as a base for exploring, and travel from north to south on Highway 50, the main artery through the area.

Things to Do

If you’re seeking a tranquil spot on the shore, Cambridge and Easton offer small town charm with plenty of culture and nature to explore. During the day, make a trip to Blackwater National Wildlife Refuge, just south of Cambridge. Hike the Marsh Edge Trail or the Tubman Road Trail to see brackish marshes and bald eagles, or canoe one of the Water Trails for a new perspective of the Eastern Shore.
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If you’re a nature lover, don’t miss Easton’s Pickering Creek Audubon Center, a 400-acre working farm that features four miles of hiking trails, bird watching areas, canoeing, and kid-friendly activities. In the evening, catch a performance at Easton’s Avalon Theatre, a historic performance space that hosts a range of traditional and contemporary singers and musicians.

Learn more about the Eastern Shore’s seafaring history in St. Michaels, home of the Chesapeake Bay Maritime Museum. Here visitors can see a working boatyard, try their hand at catching crabs at the wharf, immerse themselves in the area’s oystering industry, and learn about the St. Michaels steamboat building history.

For some quality time on the sand, head east to Ocean City. This fun-filled beach town has everything from long stretches of sand to a family-friendly boardwalk and seasonal events. Swim in the Atlantic waves, shop for souvenirs along the Ocean City Boardwalk, and catch a summer concert.

Food

Thanks to its coastal location, Maryland’s Eastern Shore is a great place to find deliciously fresh seafood. For some of the freshest crab, try Hooked in Ocean City, which serves up everything from crab bisque to gourmet crab cakes. In St. Michaels, look no further than Waterman’s Crab House, which features crab pots and crab feasts with harbor views and live music. Other tasty and traditional regional fare includes fried clams, oyster fritters and Chicken Chesapeake. For dessert, treat the family to a slice of Smith Island Cake, a seven-layer cake that is also the official cake of Maryland.

Events

Although the warmer months may draw the largest crowds to the region, tourists willing to brave the colder months will still find plenty of fun, local festivals and events to enjoy, including:

  • WineFest at St. Michaels (April): A weekend festival that features local wine tastings, regional dishes from area chefs, and a variety of talented artists.
  • National Hard Crab Derby (September): The crab-themed event features crab races, crab cooking and picking contests, carnival rides, beauty pageants, live entertainment, a parade and much more. The festival runs for an entire weekend and is a unique way to celebrate the region.
  • Tilghman Day (October): As an annual festival celebrating Maryland’s seafood industry, this event includes oyster shucking and crab picking contests, as well as live music, vendors, and an auction. 
  • The Waterfowl Festival (November): Perfect for families that enjoy wildlife and the outdoors, this festival draws approximately 15,000 people annually and offers a variety of vendors and exhibitionists.


Whether you’re seeking a tranquil escape from the city or a fun beach getaway, the Chesapeake Bay has what you’re looking for. Book your Eastern shore condos before the season heats up, and enjoy beautiful views, fascinating history, and legendary food.