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Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
2 BR / 2.5 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2.5 bathrooms Sleeps 5
Microwave • Dishwasher • Air Conditioning
About HARBOR ISLAND 4 A southern exposure unit looking south down the length of the marina. Near the front of the island it the closest access to the beach and boardwalk. Sorry No Boat Slip Included.
Ocean City Maryland Vacation Rentals - Condo
1 / 13

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 No min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
Microwave • Dishwasher • TV (Cable/Satellite)
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...
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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 • Microwave • Dishwasher
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...
(1) Excellent (1 review)
Mariner is a 5 BR 3 1/2 BA Chesapeake Home with a wonderful private location
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Cambridge Home
5 BR / 3.5 BA / Sleeps 18 5 18 Min stay varies
Home / 5 Bedrooms / Sleeps 18
5 bedrooms 3.5 bathrooms Sleeps 18
High Speed Internet • Microwave • Dishwasher
This beautifully designer furnished waterfront home is located in a very private setting overlooking the Chesapeake Bay and Little Choptank River. The property features magnificent water views, a private dock, fire pit...
(2) Excellent (2 reviews)
Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
2 BR / 2 BA / Sleeps 6 2 6 No min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Microwave • Dishwasher
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...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 17

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Microwave • Dishwasher
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
1 BR / 1 BA / Sleeps 3 1 3 No min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
Microwave • Dishwasher • Air Conditioning
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 - Condo
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Ocean City Condo
3 BR / 2 BA / Sleeps 10 3 10 No min stay
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
About BAYWATCH III 102 Modern first floor unit with canal view. BAYWATCH III 102 comes with following features and amenities: central air conditioning, wifi internet, washer and dryer, 2 bathrooms, cable TV, ...
Living Area
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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 • Microwave • Dishwasher
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...
(5) Excellent (5 reviews)
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 • Microwave • Dishwasher
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
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Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 No min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Microwave • Dishwasher
About BLUEWATER EAST 203S This property is on a low floor and overlooks the outdoor pool. BLUEWATER EAST 203S comes with following features and amenities: central air conditioning, fee based building wifi interne...
(1) Excellent (1 review)
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Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
Microwave • Dishwasher • Air Conditioning
About DEL RAY 106 Ground level unit. Short walk to the beach. DEL RAY 106 comes with following features and amenities: unit air conditioning, washer and dryer, 2 bathrooms, balcony facing south, refrigerator, ...
Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Microwave • Dishwasher
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 Condo
2 BR / 2 BA / Sleeps 8 2 8 7 night min stay
Condo / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Relax And Enjoy Your Stay In This Roomy Two Bedroom Unit Overlooking The Pool; Fully Equipped Kitchen, Washer, Dryer, Dishwasher, Cable Tv And Central Air Conditioning; Complex Also Has A Tennis Court; Only Blocks...
Ocean City Maryland Vacation Rentals - Condo
1 / 32

Ocean City Condo
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Condo / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
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...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Home
1 / 19

Ocean City Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Microwave • Dishwasher • Air Conditioning
Spacious 3 bedroom, 2 bath house a few blocks from the ocean. Has one bedroom and living room on 1st floor and two bedrooms and another living area and kitchen on 2nd floor. Perfect for two families1 Right across the st...
(1) Excellent (1 review)
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Ocean City Townhouse
4 BR / 4.5 BA / Sleeps 14 4 14 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 14
4 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Want access to Ocean City's most popular attractions without getting in your car? Our property is newly built (finished in 2012) and is in the most prime location in OC, literally less than 200 ft from the boardwalk and...
1 / 5

Ocean City Condo
1 BR / 1 BA / Sleeps 3 1 3 No min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Microwave • Air Conditioning
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
1 BR / 1 BA / Sleeps 3 1 3 No min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
Microwave • Dishwasher • Air Conditioning
About BREAKERS 305 Apartment has one large bedroom, one bath and a living/dining area. Very close to the beach. Third floor unit Well kept, small masonry building facing east with some view of the ocean. The buil...
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Ocean City Condo
2 BR / 1 BA / Sleeps 6 2 6 No min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • Air Conditioning
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...
View of The Cottage from the end of the dock
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Cambridge Cottage
3 BR / 1 BA / Sleeps 5 3 5 Min stay varies
Cottage / 3 Bedrooms / Sleeps 5
3 bedrooms 1 bathroom Sleeps 5
Microwave • Dishwasher • Air Conditioning
The Cottage at Heron Cove is a cozy home situated on a scenic peninsula with water views from every window. Awake each morning to watch the sun glisten off the gentle waters. Explore ten acres of land and 1000 feet of sh...
(10) Excellent (10 reviews)
Ocean City Maryland Vacation Rentals - Condo
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Ocean City Condo
2 BR / 1.5 BA / Sleeps 4 2 4 No min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 1.5 bathrooms Sleeps 4
Microwave • Dishwasher • Air Conditioning
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
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Microwave • Dishwasher
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 / 9

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
Microwave • Dishwasher • Air Conditioning
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 / 9

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Microwave • Dishwasher
About SURFCASTER 202 Large unit with wrap round balcony looking east with side view of the ocean. Non- smoking and no pets allowed in the unit. Direct ocean front lower- rise masonry building located on 64th stree...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 15

Ocean City Condo
2 BR / 2 BA / Sleeps 8 2 8 7 night min stay
Condo / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Gorgeous Two Bedroom, Two Bath End Unit Condo Direct Oceanfront; Located In Mid- town Ocean City; Complex Is A Small Masonry Building; Fully Furnished Kitchen, Washer, Dryer, Dishwasher, Cable Tv And Central Air ...
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Ocean City Condo
2 BR / 2 BA / Sleeps 8 2 8 Min stay varies
Condo / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Immaculately maintained & very spacious Ocean side condo unit #217 with Great rates - Weeks are priced $100 to $300 below comparable units in the same building! ! ! We also own unit # 218 which is right across the hall...
(23) Excellent (23 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 21

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Microwave • Dishwasher
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
1 / 10

Ocean City Condo
1 BR / 2 BA / Sleeps 3 1 3 No min stay
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 2 bathrooms Sleeps 3
Microwave • Air Conditioning • TV (Cable/Satellite)
BONNIE BELL 308 comes with following features and amenities: unit air conditioning, washer and dryer, heat, 2 bathrooms, iron & board, cable TV, balcony facing west, refrigerator, dishwasher, microwave, coffee ...
Ocean City Maryland Vacation Rentals - Condo
1 / 13

Ocean City Condo
2 BR / 2 BA / Sleeps 5 2 5 No min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Microwave • Dishwasher
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...
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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.