Maryland Vacation Rentals
277 Maryland Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Maryland, United States.
Select a city/town to narrow your vacation rental search or browse listings below:
- Accident (1)
- Berlin (11)
- Bozman (3)
- Cambridge (3)
- Centreville (1)
- Church Creek (2)
- Claiborne (1)
- Deep Creek Lake (1)
- Easton (6)
- Elkton (1)
- Friendsville (3)
- Hyattsville (1)
- Kennedyville (1)
- Mchenry (10)
- Neavitt (2)
- Oakland (24)
- Ocean City (166)
- Oxford (9)
- Royal Oak (5)
- Sherwood (3)
- St. Michaels (8)
- Swanton (8)
- Taylors Island (1)
- Tilghman Island (3)
- Trappe (1)
- Wittman (2)
Maryland Top Cities
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Direct oceanfront condo on the 4th floor with elevator, located in desirable mid town Ocean City. This pretty condo has a full kitchen, washer/drye... Learn More
Location: Ocean City, Maryland, United States
Description: Direct oceanfront condo on the 4th floor with elevator, located in desirable mid town Ocean City. This pretty condo has a full kitchen, washer/drye... Learn More
Rates
$550 - $1595 week
$550 - $1595 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Overlook the pool, ocean and beach from the 2 oceanfront balconies of this penthouse unit in the High Point South. With two levels, there is the ki... Learn More
Location: Ocean City, Maryland, United States
Description: Overlook the pool, ocean and beach from the 2 oceanfront balconies of this penthouse unit in the High Point South. With two levels, there is the ki... Learn More
Rates
$550 - $1695 week
$550 - $1695 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Elkton, Maryland, United States
Description: Upper Chesapeake Bay river front cottage on the Elk river at Locust Point Maryland. Beautiful water front view with water access. Boat mooring av... Learn More
Location: Elkton, Maryland, United States
Description: Upper Chesapeake Bay river front cottage on the Elk river at Locust Point Maryland. Beautiful water front view with water access. Boat mooring av... Learn More
Rates
$90 - $90 night
$575 - $575 week
$90 - $90 night
$575 - $575 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Beautiful direct oceanfront views from your livingroom, master bedroom, and balcony of this second floor condo. Spotlessly clean, this condo is in ... Learn More
Location: Ocean City, Maryland, United States
Description: Beautiful direct oceanfront views from your livingroom, master bedroom, and balcony of this second floor condo. Spotlessly clean, this condo is in ... Learn More
Rates
$600 - $1450 week
$600 - $1450 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: This lovely 2 bedroom 2 bath condo is on the 14th floor of the Sea Terrace. With great oceanviews, the condo is complete with full kitchen, washer/... Learn More
Location: Ocean City, Maryland, United States
Description: This lovely 2 bedroom 2 bath condo is on the 14th floor of the Sea Terrace. With great oceanviews, the condo is complete with full kitchen, washer/... Learn More
Rates
$600 - $1675 week
$600 - $1675 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... Learn More
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Berlin, Maryland, United States
Description: Located in the highly popular community of Bradley on the Bay, this spacious 2 Br/ 2 Ba family rental is perfect for your well deserved vacation.1 ... Learn More
Location: Berlin, Maryland, United States
Description: Located in the highly popular community of Bradley on the Bay, this spacious 2 Br/ 2 Ba family rental is perfect for your well deserved vacation.1 ... Learn More
Rates
$500 - $1195 week
$500 - $1195 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Relax in this modern, spacious Sunset Island condo. A private bayside balcony is perfect for enjoying a meal prepared in the gourmet kitchen or jus... Learn More
Location: Ocean City, Maryland, United States
Description: Relax in this modern, spacious Sunset Island condo. A private bayside balcony is perfect for enjoying a meal prepared in the gourmet kitchen or jus... Learn More
Rates
$175 - $200 night
$600 - $1895 week
$175 - $200 night
$600 - $1895 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: With over 1400 square feet of living space this well maintained tri level townhome will have you coming back year after year. Easy walk to beach an... Learn More
Location: Ocean City, Maryland, United States
Description: With over 1400 square feet of living space this well maintained tri level townhome will have you coming back year after year. Easy walk to beach an... Learn More
Rates
$795 - $1325 week
$795 - $1325 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: This pretty, well kept, family friendly unit has everything you could want to enjoy your vacation. It has just had some extensive remodeling, & the... Learn More
Location: Ocean City, Maryland, United States
Description: This pretty, well kept, family friendly unit has everything you could want to enjoy your vacation. It has just had some extensive remodeling, & the... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
3 Bedroom, 2 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Multiple decks, nooks and crannies, outdoor hot tub, gas grill, and dog friendly, makes this amazing, unique home a one of a kind find. Just 3 bloc... Learn More
Location: Ocean City, Maryland, United States
Description: Multiple decks, nooks and crannies, outdoor hot tub, gas grill, and dog friendly, makes this amazing, unique home a one of a kind find. Just 3 bloc... Learn More
Rates
$450 - $850 night
$550 - $2450 week
$450 - $850 night
$550 - $2450 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: This pretty 2 bedroom condo is close to the outdoor pool, and within walking distance to shops, restaurants and the beach. It is spacious, and has ... Learn More
Location: Ocean City, Maryland, United States
Description: This pretty 2 bedroom condo is close to the outdoor pool, and within walking distance to shops, restaurants and the beach. It is spacious, and has ... Learn More
Rates
$70 - $100 night
$425 - $1175 week
$70 - $100 night
$425 - $1175 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Incredible ocean views from the 2 ocean front rooms of this unique bi level condo. Walk in upstairs to an oceanfront master bedroom suite, then dow... Learn More
Location: Ocean City, Maryland, United States
Description: Incredible ocean views from the 2 ocean front rooms of this unique bi level condo. Walk in upstairs to an oceanfront master bedroom suite, then dow... Learn More
Rates
$600 - $1675 week
$600 - $1675 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States
Description: If you want the charm of old Ocean City in a contemporary look, check this out! This is not your typical condo - this townhouse still has beamed c... Learn More
Location: Ocean City, Maryland, United States
Description: If you want the charm of old Ocean City in a contemporary look, check this out! This is not your typical condo - this townhouse still has beamed c... Learn More
Rates
$145 - $200 night
$650 - $1895 week
$145 - $200 night
$650 - $1895 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: This affordable 2 bedroom, 2 bath townhouse on a canal with a great view sleeps 6. It has 3 TVs, VCR, DVD, phone,Stack W/D, 3 Wall AC units. Easy w... Learn More
Location: Ocean City, Maryland, United States
Description: This affordable 2 bedroom, 2 bath townhouse on a canal with a great view sleeps 6. It has 3 TVs, VCR, DVD, phone,Stack W/D, 3 Wall AC units. Easy w... Learn More
Rates
$500 - $1075 week
$500 - $1075 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 5
Location: Ocean City, Maryland, United States
Description: Close to the beach, amusements, shopping, bay, and Convention Center, this 1 bedroom condo also has an outdoor bayfront pool and boat slip.(call to... Learn More
Location: Ocean City, Maryland, United States
Description: Close to the beach, amusements, shopping, bay, and Convention Center, this 1 bedroom condo also has an outdoor bayfront pool and boat slip.(call to... Learn More
Rates
$425 - $850 week
$425 - $850 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Plenty of room to roam around in this well maintained tri level townhome. Its just a short walk to the beach and so close to the famous boardwalk... Learn More
Location: Ocean City, Maryland, United States
Description: Plenty of room to roam around in this well maintained tri level townhome. Its just a short walk to the beach and so close to the famous boardwalk... Learn More
Rates
$700 - $1400 week
$700 - $1400 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 11
Location: Ocean City, Maryland, United States
Description: Perfect for the watersports fanatic! This building, new in 2007 offers a private 200' bayside beach with shallow water and 125' pier. It also offer... Learn More
Location: Ocean City, Maryland, United States
Description: Perfect for the watersports fanatic! This building, new in 2007 offers a private 200' bayside beach with shallow water and 125' pier. It also offer... Learn More
Rates
$700 - $2025 week
$700 - $2025 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Incredible oceanviews from this 2 bedroom 2 bath oceanblock condo. Just steps to the beach, this unit offers a full kitchen, washer/dryer, dishwash... Learn More
Location: Ocean City, Maryland, United States
Description: Incredible oceanviews from this 2 bedroom 2 bath oceanblock condo. Just steps to the beach, this unit offers a full kitchen, washer/dryer, dishwash... Learn More
Rates
$450 - $1395 week
$450 - $1395 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States
Description: This one bedroom condo is easy walking distance to the beach, Convention Center, and amusements. The complex is located on the bayfront with an out... Learn More
Location: Ocean City, Maryland, United States
Description: This one bedroom condo is easy walking distance to the beach, Convention Center, and amusements. The complex is located on the bayfront with an out... Learn More
Rates
$375 - $795 week
$375 - $795 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Incredible views from this southside unit at the Sea Watch. Lovingly maintained, this 2 bedroom den, 2 bath unit is very comfortable with lots of a... Learn More
Location: Ocean City, Maryland, United States
Description: Incredible views from this southside unit at the Sea Watch. Lovingly maintained, this 2 bedroom den, 2 bath unit is very comfortable with lots of a... Learn More
Rates
$135 - $150 night
$650 - $1675 week
$135 - $150 night
$650 - $1675 week
Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: This ground floor apartment can be rented separate or in addition to the upstairs 5 bedroom apartment. Just steps to the beach and boardwalk, this ... Learn More
Location: Ocean City, Maryland, United States
Description: This ground floor apartment can be rented separate or in addition to the upstairs 5 bedroom apartment. Just steps to the beach and boardwalk, this ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Excellent Location- The Towers is just one block north of the Boardwalk, Oceanfront with outdoor pool. A 2-bedroon, 2-bath condo on the 7th floor,... Learn More
Location: Ocean City, Maryland, United States
Description: Excellent Location- The Towers is just one block north of the Boardwalk, Oceanfront with outdoor pool. A 2-bedroon, 2-bath condo on the 7th floor,... Learn More
Rates
$169 - $169 night
$795 - $2695 week
$169 - $169 night
$795 - $2695 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: This nicely furnished 2 bedroom 2 bath condo is conveniently located within the block to the beach, and close to restaurants, amusements and shoppi... Learn More
Location: Ocean City, Maryland, United States
Description: This nicely furnished 2 bedroom 2 bath condo is conveniently located within the block to the beach, and close to restaurants, amusements and shoppi... Learn More
Rates
$500 - $1025 week
$500 - $1025 week
Home:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States
Description: Enjoy the many pleasures that Assateague Pointe has to offer - 2 beautiful outdoor pools, playgrounds, picnic areas, stocked fishing ponds,(catch a... Learn More
Location: Ocean City, Maryland, United States
Description: Enjoy the many pleasures that Assateague Pointe has to offer - 2 beautiful outdoor pools, playgrounds, picnic areas, stocked fishing ponds,(catch a... Learn More
Rates
$600 - $900 week
$600 - $900 week
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