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
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
Home:
5 Bedroom, 2 Bathroom, Sleeps 14
Location: Ocean City, Maryland, United States
Description: Incredible opportunity to rent just 50 off beach and boardwalk at this huge home. With old Ocean City charm, this upstairs apartment with 5 bedroom... Learn More
Location: Ocean City, Maryland, United States
Description: Incredible opportunity to rent just 50 off beach and boardwalk at this huge home. With old Ocean City charm, this upstairs apartment with 5 bedroom... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Cottage:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Wittman, Maryland, United States
Description: In Hawaiian, Kalohe means mischievous, rascal and naughty. Fitting term for these two cottages as their casual decor speaks of the islands and a m... Learn More
Location: Wittman, Maryland, United States
Description: In Hawaiian, Kalohe means mischievous, rascal and naughty. Fitting term for these two cottages as their casual decor speaks of the islands and a m... Learn More
Rates
$593 - $768 night
$2290 - $3308 week
$593 - $768 night
$2290 - $3308 week
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Tilghman Island, Maryland, United States
Description: This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to... Learn More
Location: Tilghman Island, Maryland, United States
Description: This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to... Learn More
Rates
$392 - $500 night
$1590 - $2150 week
$392 - $500 night
$1590 - $2150 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Oxford, Maryland, United States
Description: This charming Sears Cottage is located next to Pope's Tavern in the heart of Oxford. Newly furnished, views of the marina from the front porch and... Learn More
Location: Oxford, Maryland, United States
Description: This charming Sears Cottage is located next to Pope's Tavern in the heart of Oxford. Newly furnished, views of the marina from the front porch and... Learn More
Rates
$307 - $360 night
$1360 - $1735 week
$307 - $360 night
$1360 - $1735 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: 2 bed/2 bath condo Unit Description: Our units include a Jacuzzi bathtub, a fully equipped kitchen, a living room, and a hot tub located in your s... Learn More
Location: Ocean City, Maryland, United States
Description: 2 bed/2 bath condo Unit Description: Our units include a Jacuzzi bathtub, a fully equipped kitchen, a living room, and a hot tub located in your s... Learn More
Rates
$69 - $247 night
$483 - $1729 week
$69 - $247 night
$483 - $1729 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: 2 bedroom 2 bath townhouse Unit Description: This three story, 2 bedroom, 2 bath townhouse offers all the amenities of home with a beautiful canal... Learn More
Location: Ocean City, Maryland, United States
Description: 2 bedroom 2 bath townhouse Unit Description: This three story, 2 bedroom, 2 bath townhouse offers all the amenities of home with a beautiful canal... Learn More
Rates
$69 - $219 night
$483 - $1533 week
$69 - $219 night
$483 - $1533 week
Home:
2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hyattsville, Maryland, United States
Description: We are offering our full, furnished home for rent/sublet in Hyattsville's historic district, which is two miles from the D.C. border and within fiv... Learn More
Location: Hyattsville, Maryland, United States
Description: We are offering our full, furnished home for rent/sublet in Hyattsville's historic district, which is two miles from the D.C. border and within fiv... 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: Very modern in decor,(cottage style furniture, the latest paint colors, decorator touches through out), this beautiful 2 bedroom condo with oceanvi... Learn More
Location: Ocean City, Maryland, United States
Description: Very modern in decor,(cottage style furniture, the latest paint colors, decorator touches through out), this beautiful 2 bedroom condo with oceanvi... Learn More
Rates
$575 - $1800 week
$575 - $1800 week
Featured
Condo:
3 Bedroom, 3 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States
Description: 3 bedroom 3 bath bayfront townhouse Unit Description: This two story, 3 bedroom, 3 bath townhouse offers all the amenities of home with a beautifu... Learn More
Location: Ocean City, Maryland, United States
Description: 3 bedroom 3 bath bayfront townhouse Unit Description: This two story, 3 bedroom, 3 bath townhouse offers all the amenities of home with a beautifu... Learn More
Rates
$89 - $239 night
$623 - $1673 week
$89 - $239 night
$623 - $1673 week
Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Church Creek, Maryland, United States
Description: A world away from it all - Hoopers' Island is actually comprised of three islands with authentic working watermen villages. The main island was al... Learn More
Location: Church Creek, Maryland, United States
Description: A world away from it all - Hoopers' Island is actually comprised of three islands with authentic working watermen villages. The main island was al... Learn More
Rates
$483 - $563 night
$1975 - $2290 week
$483 - $563 night
$1975 - $2290 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Nicely furnished,& refurbished over the last few years, this spacious 3 bedroom condo is just steps to the beach and close to lots of shopping, res... Learn More
Location: Ocean City, Maryland, United States
Description: Nicely furnished,& refurbished over the last few years, this spacious 3 bedroom condo is just steps to the beach and close to lots of shopping, res... Learn More
Rates
$600 - $1475 week
$600 - $1475 week
Featured
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, 2 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States
Description: This lovely 3 bedroom condo is so spacious! With 2 master bedroom suites a large great room and beautiful kitchen, there is plenty of room for ever... Learn More
Location: Ocean City, Maryland, United States
Description: This lovely 3 bedroom condo is so spacious! With 2 master bedroom suites a large great room and beautiful kitchen, there is plenty of room for ever... Learn More
Rates
$140 - $250 night
$800 - $2450 week
$140 - $250 night
$800 - $2450 week
Condo:
5 Bedroom, 3 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Tons of room, prestigious location and an unforgettable getaway is what you get with this beautiful four level town home, located in Ocean Citys lu... Learn More
Location: Ocean City, Maryland, United States
Description: Tons of room, prestigious location and an unforgettable getaway is what you get with this beautiful four level town home, located in Ocean Citys lu... Learn More
Rates
$250 - $300 night
$1000 - $3375 week
$250 - $300 night
$1000 - $3375 week
Featured
Home:
6 Bedroom, 4 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States
Description: This incredible 6 bedroom 4 1/2 bath, single family home, has beautiful bayviews, and amenities galore! This is perfect for a family reunion - 4 di... Learn More
Location: Ocean City, Maryland, United States
Description: This incredible 6 bedroom 4 1/2 bath, single family home, has beautiful bayviews, and amenities galore! This is perfect for a family reunion - 4 di... Learn More
Rates
$1500 - $3995 week
$1500 - $3995 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States
Description: Perfectly located mid block, mid town at 40th Street. This 1 bedroom condo on the second floor is spic and span from top to bottom. This is equippe... Learn More
Location: Ocean City, Maryland, United States
Description: Perfectly located mid block, mid town at 40th Street. This 1 bedroom condo on the second floor is spic and span from top to bottom. This is equippe... Learn More
Rates
$400 - $800 week
$400 - $800 week
Home:
5 Bedroom, 5 Bathroom, Sleeps 12
Location: Royal Oak, Maryland, United States
Description: Active families will jump right in to Cove House's many provided outdoor activities - kayaks, paddleboats, waterfront pool, 6 acres for football or... Learn More
Location: Royal Oak, Maryland, United States
Description: Active families will jump right in to Cove House's many provided outdoor activities - kayaks, paddleboats, waterfront pool, 6 acres for football or... Learn More
Rates
$645 - $1135 night
$3207 - $7090 week
$645 - $1135 night
$3207 - $7090 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: This condo features 3 bedrooms, three full baths. (The master bath is huge and has a beautiful garden tub and a custom walk in shower. ) With top o... Learn More
Location: Ocean City, Maryland, United States
Description: This condo features 3 bedrooms, three full baths. (The master bath is huge and has a beautiful garden tub and a custom walk in shower. ) With top o... Learn More
Rates
$200 - $250 night
$795 - $2495 week
$200 - $250 night
$795 - $2495 week
Featured
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Adorable cottage in heart of Oxford, walk to park, great family spot Tucked away just as you arrive in the town of Oxford, Pride and Joy is a terr... Learn More
Location: Oxford, Maryland, United States
Description: Adorable cottage in heart of Oxford, walk to park, great family spot Tucked away just as you arrive in the town of Oxford, Pride and Joy is a terr... Learn More
Rates
$503 - $553 night
$1555 - $2210 week
$503 - $553 night
$1555 - $2210 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Rates
$286 - $497 night
$1573 - $1997 week
$286 - $497 night
$1573 - $1997 week
Featured
Home:
4 Bedroom, 3 Bathroom, Sleeps 9
Location: Oakland, Maryland, United States
Description: Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular views of the mountains and lake Feeling of privacy... Learn More
Location: Oakland, Maryland, United States
Description: Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular views of the mountains and lake Feeling of privacy... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
8 Bedroom, 9 Bathroom, Sleeps 26
Location: Swanton, Maryland, United States
Description: Welcome family and friends to one of Deep Creek Lake's premiere lakefront homes! Lose yourself in the grandeur and sophistication that is "Unforget... Learn More
Location: Swanton, Maryland, United States
Description: Welcome family and friends to one of Deep Creek Lake's premiere lakefront homes! Lose yourself in the grandeur and sophistication that is "Unforget... Learn More
Rates
$1359 - $1826 night
$5829 - $9493 week
$1359 - $1826 night
$5829 - $9493 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... Learn More
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... 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
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