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View from the pier
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Ocean City Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Inexpensive condo with a million dollar view of the Assawoman Bay. Easy walk to the Ocean Beach and The Hilton. In the middle of everything. Can dock your boat and fish off pier. Dogs are welcome for a $150 fee. Bay ...
(2) Excellent (2 reviews)
Ocean City Maryland Vacation Rentals - Condo
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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 OUR PLACE @THE BEACH 205- B This two bedroom, two bath condo is spacious and nicely decorated. This unit overlooks the wetlands and the bay and has a beautiful view of the sunset. Bay side complex, just 3 ...
Ocean City Maryland Vacation Rentals - Home
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Ocean City Home
4 BR / 2.5 BA / Sleeps 12 4 12 2 night min stay
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 2.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
DOWNTOWN (10th Street) OCEAN CITY! St. Louis Manor is a very spacious, clean home on the bayside that is perfect for a large family or 2 families vacationing together. The house has central air, outdoor shower, an ...
(7) Excellent (7 reviews)
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 • TV (Cable/Satellite)
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 - Condo
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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
SEA TERRACE 502 comes with following features and amenities: central air conditioning, free wifi internet, heat, 2 bathrooms, cable TV, HBO channels, balcony facing east, balcony furniture, refrigerator, dishwas...
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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)
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
High Speed Internet • Microwave • TV (Cable/Satellite)
About ESCAPE 10 This is a direct ocean front second floor, large studio apartment. Amenities ESCAPE 10 comes with following features and amenities: unit air conditioning, wifi internet, 1 bathroom, cable TV...
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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 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...
Entrance Mural
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Ocean City Condo
3 BR / 2 BA / Sleeps 10 3 10 3 night min stay
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Watch sunrise and sunset from the condo! Watch ocean from the balcony, master bedroom and the living room! Enjoy the sound of the waves! Large condo, located directly on the beach in Ocean City, MD. Enjoy Sunset fr...
(5) Excellent (5 reviews)
Ocean City Maryland Vacation Rentals - Condo
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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
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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
High Speed Internet • Dishwasher • Microwave
Nicely furnished oceanfront condo, features large living room, dining room, and kitchen combo, a large master bedroom en- suite with king- size bed and separate balcony entrance, guest bedroom with queen size bed an...
Ocean City Maryland Vacation Rentals - Condo
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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 - Condo
1 / 8

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
Dishwasher • Microwave • Washer/Dryer
First floor unit. Walk down off your balcony to the docks and the canal. Just a short walk to beach and North side park. This property rents Mini- Weeks HIDDEN HARBOR H- 126 comes with following features and amenities...
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
High Speed Internet • Dishwasher • Microwave
OCEANSIDE 66 301 comes with following features and amenities: central air conditioning, free wifi internet, , 2 bathrooms, iron & board, cable TV, dishwasher, microwave, blender, coffee maker, toaster, disposa...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 15

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 SUMMER HOUSE 103 First floor unit in fairly new complex that overlooks wetlands. SUMMER HOUSE 103 comes with following features and amenities: central air conditioning, free wifi internet, washer and dryer...
Ocean City Maryland Vacation Rentals - Townhouse
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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
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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 208f Nice Second Floor Renovated Unit In Complex With Large Outdoor Pool Close To Beach And Close To Ocean City Library . 39" Flat Screen Tv In Living Room. Bay Side Complex, Just 3 Blo...
Ocean City Maryland Vacation Rentals - Condo
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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...
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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
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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 - Home
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Ocean City Home
7 BR / 6 BA / Sleeps 20 7 20 7 night min stay
Home / 7 Bedrooms / Sleeps 20
7 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
This vacation rental property sleeps 20 with 7 bedrooms and 6. 5 baths. This stunning new custom vacation home with three decks sleeps twenty and is located just one house from bay, affording beautiful bay and sunse...
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
This one bedroom unit is very attractive. Fully equipped kitchen. Large private balcony with a view of the bay and pool. On bay side next to Convention Center and one block to the beach when you cross Coastal Hwy. Th...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
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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 - 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 - Condo
1 / 8

Ocean City Condo
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Small 4 story building about 1/2 block to the beach. Nice family unit. Under building parking. 124 EAST 204 comes with following features and amenities: central air conditioning, free wifi internet, washer and drye...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 11

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 • Dishwasher • Microwave
About DEL RAY 104 PARKING SPACE 65 1DVD AND 1 VCR Amenities DEL RAY 104 comes with following features and amenities: unit air conditioning, free wifi internet, washer and dryer, 2 bathrooms, cable TV, HBO c...
1 / 9

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 SKYHAVEN 207 Very clean and well equipped apartment. New Berber carpeting with modern and color coordinated decor. Perfect for a small family, also features a fireplace for autumn weeks. Second floor south expo...
Ocean City Maryland Vacation Rentals - Condo
1 / 22

Ocean City Condo
1 BR / 1.5 BA / Sleeps 6 1 6 Min stay varies
Condo / 1 Bedroom / Sleeps 6
1 bedrooms 1.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
This condo is in a really unique building called the Pyramid, located directly on the beach with a heated pool. The unit is meticulously maintained to offer renters a comfortable, clean vacation it offers 1 1/2 baths, ...
(14) Excellent (14 reviews)
1 / 8

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
Nice building. Unit is on the first floor. Walk right off your balcony to the beach. ANCHORAGE II 102 comes with following features and amenities: central air conditioning, washer and dryer, 2 bathrooms, 3 VCRs, ...
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...
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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.