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Ocean City Maryland Vacation Rentals - Condo
1 / 12

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
Dishwasher • Microwave • Washer/Dryer
Very nice 2 bedroom 2 bath condo located on the oceanfront in midtown ocean city. Great location. Walking distance to beach and amusement/waterpark. Beautiful sunrise and ocean views. Close to shopping and restaurants. V...
(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 • 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 / 6

Ocean City Condo
1 BR / 1.5 BA / Sleeps 6 1 6 7 night min stay
Condo / 1 Bedroom / Sleeps 6
1 bedrooms 1.5 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
Very Nice 1 Bedroom 1. 5 Bath Oceanfront Unit Located Midtown In Ocean City. Completely Renovated And Beautifully Decorated. Beautiful View Of The Sunrise. Walking Distance To Shopping And Restaurants. Non Smoking Unit. ...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 23

Ocean City Condo
3 BR / 3 BA / Sleeps 10 3 10 Min stay varies
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Explore Ocean City While Staying in the Meridian Vacation Rental When visiting Ocean City, Maryland, the Meridian vacation rental is an affordable way to take a luxurious vacation. Tourists come from all over to exp...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Home
1 / 16

Ocean City Home
3 BR / 2 BA / Sleeps 10 3 10 7 night min stay
Home / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Please check the calendar before you inquire! More pictures on my personal site at Beachagenda. The week of 5- 28 is on SPECIAL for $1000. Normally $1275. Accommodations: Large Double Wide- 3 Bedrooms - 2 Baths - ...
Ocean City Maryland Vacation Rentals - Townhouse
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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 • Dishwasher • Microwave
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...
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
Dishwasher • Microwave • Washer/Dryer
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)
Ocean City Maryland Vacation Rentals - Condo
1 / 9

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 • Dishwasher • Microwave
Very Nice 2bd, 2bth With Den Oceanfront Unit With An Indoor/outdoor And Kiddie Pool, Volleyball, Basketball, Tennis, Billard Room, Playground, Sauna/exercise, Large Gameroom and Movie Theater. Unit Has Fully Equi...
Ocean City Maryland Vacation Rentals - Condo
1 / 12

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
Dishwasher • Microwave • Washer/Dryer
Beautiful 2 bedroom/ 2 bath condo with a pool located in midtown Ocean City, Md. Unit is very spacious and nicely furnished. Walking distance to restaurants and shopping. Washer/ dryer, central air. No pets allowed. No...
Cambridge Maryland Vacation Rentals - Cottage
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Cambridge Cottage
3 BR / 2 BA / Sleeps 9 3 9 2 night min stay
Cottage / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
This charming waterfront cottage on 6. 5 private acres sits among swans and eagles on Marylands beautiful Eastern Shore. This professionally deorated cottage is packed with modern ammenities and charm. Saltwater Pool, D...
(6) Excellent (6 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 29

Ocean City Condo
2 BR / 2 BA / Sleeps 7 2 7 Min stay varies
Condo / 2 Bedrooms / Sleeps 7
2 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
Available for weekly stays of 7 nights ($1375) or mini weeks of M- Th ($700) or F- Su ($700). Club Ocean Villa 108 120th St. is a 2- BR, 2- BA, ground floor condo on the Bayside in N. Ocean City. Guests have access to ...
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 • Air Conditioning • DVD Player
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 - Apartment
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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 • 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...
(5) Excellent (5 reviews)
Ocean City Maryland Vacation Rentals - Home
1 / 12

Ocean City Home
1 BR / 1 BA / Sleeps 4 1 4 Min stay varies
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...
Cambridge Maryland Vacation Rentals - Home
1 / 35

Cambridge Home
7 BR / 6.5 BA / Sleeps 28 7 28 Min stay varies
Home / 7 Bedrooms / Sleeps 28
7 bedrooms 6.5 bathrooms Sleeps 28
High Speed Internet • Dishwasher • Microwave
Captains Quarters on the Bay is a wonderful waterfront home with over 6, 000+ Sq. Ft. of Living Space. Designer Appointed with All New Furnishings. 7 Bedrooms with 6 Full Bathrooms, some with Jacuzzi/Whirlpool Baths. ...
(8) Excellent (8 reviews)
Ocean City Maryland Vacation Rentals - Home
1 / 21

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...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Condo
1 / 20

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
Dishwasher • Microwave • Air Conditioning
Enjoy the waves without shrinking your wallet. Spacious 2 & 3 bedroom units only one block from the beach! The condo is located on the ocean side in the Northern part of Ocean City. This side of Ocean City is great ...
(6) Very Good (6 reviews)
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
Dishwasher • Microwave • Washer/Dryer
Beautifully decorated 2 bedroom 2 bath direct oceanfront condo. The master bedroom has an oceanfront view. Watch the sunrise right from bed! Great midtown location. Close to shopping, entertainment and restaurants. Sle...
Ocean City Maryland Vacation Rentals - Condo
1 / 6

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 • Dishwasher • Microwave
Very Nice Two Bedroom, Two Bath Unit In Midtown Ocean City. Beautifully Decorated First Floor Unit With A Nice View. Small Masonry Building, Fully Equipped Kitchen, Washer/dryer, Dishwasher, Cable Tv And Central A/c...
(1) Excellent (1 review)
Cambridge Maryland Vacation Rentals - Home
1 / 28

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 • Dishwasher • Microwave
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 - 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...
(25) Excellent (25 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 13

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
Dishwasher • Microwave • Washer/Dryer
Direct Oceanfront 2 Bedroom, 2 Bath With Den Unit Located In The North End Of Ocean City- very Close To Delaware Line. Fully Equipped Kitchen, Washer, Dryer, Dishwasher, Cable Tv And Central Air Conditioning. Small ...
Ocean City Maryland Vacation Rentals - Home
1 / 23

Ocean City Home
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • TV (Antenna)
Three bedroom, three bath condo in the Golden Sands. Unit has incredible ocean views from the living room and bedroom. Both have access to the oceanfront balcony. Bedrooms 2 and 3 have bay views. The building offers man...
Ocean City Maryland Vacation Rentals - Condo
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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...
(6) Excellent (6 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 16

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
Enjoy your vacation at Tiffanie by the Sea in mid- town Ocean City Maryland at 55th Street. Our unit is ocean block, just 75 yards from the beach! This is a well maintained family owned 2 bedroom, 2 bath unit, fu...
(7) Excellent (7 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 19

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 ...
(6) Excellent (6 reviews)
Ocean City Maryland Vacation Rentals - Condo
1 / 39

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 • Dishwasher • Microwave
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 / 12

Ocean City Condo
2 BR / 1.5 BA / Sleeps 8 2 8 3 night min stay
Condo / 2 Bedrooms / Sleeps 8
2 bedrooms 1.5 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
Absolutely Beautifully Decorated 2 Bedroom 1. 5 Bath Condo located on the Ocean Block of 126th Street, North OC Fully Equipped Kitchen WiFi A/C, Dishwasher, Washer/Dryer, Covered Porch Across from Northside Park wher...
(1) Excellent (1 review)
Ocean City Maryland Vacation Rentals - Home
1 / 12

Ocean City Home
1 BR / 1 BA / Sleeps 4 1 4 3 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
Very well maintained one bedroom unit with stunning bay views off 116th street. Enjoy the view from the living room or from the bay front balcony. Third floor unit with an elevator, pool and tennis courts. Tastefully de...
Ocean City Maryland Vacation Rentals - Condo
1 / 12

Ocean City Condo
1 BR / 1.5 BA / Sleeps 6 1 6 7 night min stay
Condo / 1 Bedroom / Sleeps 6
1 bedrooms 1.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
RECENTLY RENOVATED AS OF 05/24/2016! ! Oceanfront condo with gorgeous views of the ocean! This condo has all the comforts of home. Updates include high speed Internet and all the premium movie and television show chann...
(9) Excellent (9 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.