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:
3 Bedroom, 2 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Newly remodeled, this 2 level townhome offers a private boat dock, 2 decks, full sized eat in kitchen, and accommodates 10 people. It also has 4TVS... Learn More
Location: Ocean City, Maryland, United States
Description: Newly remodeled, this 2 level townhome offers a private boat dock, 2 decks, full sized eat in kitchen, and accommodates 10 people. It also has 4TVS... Learn More
Rates
$825 - $1450 week
$825 - $1450 week
Featured
Cabin:
2 Bedroom, 1 Bathroom, Sleeps 5
Location: Mchenry, Maryland, United States
Description: Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the assigned dock across the road. Minutes to WISP ... Learn More
Location: Mchenry, Maryland, United States
Description: Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the assigned dock across the road. Minutes to WISP ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Beautiful oceanfront views from this lovely 2 bedroom/ 2 bath condo. Located in north OC, close to area restaurants, amusements and shopping. This ... Learn More
Location: Ocean City, Maryland, United States
Description: Beautiful oceanfront views from this lovely 2 bedroom/ 2 bath condo. Located in north OC, close to area restaurants, amusements and shopping. This ... Learn More
Rates
$750 - $1675 week
$750 - $1675 week
Featured
Home:
7 Bedroom, 4 Bathroom, Sleeps 18
Location: Centreville, Maryland, United States
Description: This expansive home provides acreage, views, pool, dock and wonderful space for gatherings for family and friends. Hidden at the end of a tree lin... Learn More
Location: Centreville, Maryland, United States
Description: This expansive home provides acreage, views, pool, dock and wonderful space for gatherings for family and friends. Hidden at the end of a tree lin... Learn More
Rates
$743 - $1135 night
$3185 - $5935 week
$743 - $1135 night
$3185 - $5935 week
Featured
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. Minutes from Wisp Ski Resort for winter activiti... Learn More
Location: Swanton, Maryland, United States
Description: Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. Minutes from Wisp Ski Resort for winter activiti... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: So close to the beach, Convention Center, Jolly Roger amusement park and more! This pretty 2 bedroom 2 bath condo has a full kitchen, washer/dryer,... Learn More
Location: Ocean City, Maryland, United States
Description: So close to the beach, Convention Center, Jolly Roger amusement park and more! This pretty 2 bedroom 2 bath condo has a full kitchen, washer/dryer,... Learn More
Rates
$125 - $140 night
$500 - $1195 week
$125 - $140 night
$500 - $1195 week
Featured
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Swanton, Maryland, United States
Description: Take a break from everyday life at Lake View Cottage. This charming home is just right for a romantic escape or small family getaway. Recently rem... Learn More
Location: Swanton, Maryland, United States
Description: Take a break from everyday life at Lake View Cottage. This charming home is just right for a romantic escape or small family getaway. Recently rem... Learn More
Rates
$157 - $247 night
$845 - $1094 week
$157 - $247 night
$845 - $1094 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Enjoy all the boardwalk has to offer in this delightful one bedroom condo. With a side view of the beach and ocean, plus an indoor pool, theres fun... Learn More
Location: Ocean City, Maryland, United States
Description: Enjoy all the boardwalk has to offer in this delightful one bedroom condo. With a side view of the beach and ocean, plus an indoor pool, theres fun... Learn More
Rates
$130 - $150 night
$450 - $1295 week
$130 - $150 night
$450 - $1295 week
Featured
Condo:
4 Bedroom, 3 Bathroom, Sleeps 11
Location: Ocean City, Maryland, United States
Description: If you are a boardwalk fanatic, this townhome is the perfect place for you! Located on the corner of Talbot St and Baltimore Ave, this is BRAND NEW... Learn More
Location: Ocean City, Maryland, United States
Description: If you are a boardwalk fanatic, this townhome is the perfect place for you! Located on the corner of Talbot St and Baltimore Ave, this is BRAND NEW... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Featured
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
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the creeks and tributar... Learn More
Location: St. Michaels, Maryland, United States
Description: This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the creeks and tributar... Learn More
Rates
$627 - $790 night
$2263 - $3693 week
$627 - $790 night
$2263 - $3693 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: This spacious 3 bedroom 2 bath condo is completely decorator furnished. Just 1 block to the beach and boardwalk, this is also close to restaurants ... Learn More
Location: Ocean City, Maryland, United States
Description: This spacious 3 bedroom 2 bath condo is completely decorator furnished. Just 1 block to the beach and boardwalk, this is also close to restaurants ... Learn More
Rates
$150 - $200 night
$725 - $2295 week
$150 - $200 night
$725 - $2295 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: The chance to rent in this building doesnt happen often - The Towers - just 1 block north of the boardwalk, oceanfront with outdoor pool, this 2 be... Learn More
Location: Ocean City, Maryland, United States
Description: The chance to rent in this building doesnt happen often - The Towers - just 1 block north of the boardwalk, oceanfront with outdoor pool, this 2 be... Learn More
Rates
$650 - $2595 week
$650 - $2595 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Great oceanviews from the balcony of this 3rd floor walk up condo. With an outdoor pool,half block walk to the beach, and being close to restaurant... Learn More
Location: Ocean City, Maryland, United States
Description: Great oceanviews from the balcony of this 3rd floor walk up condo. With an outdoor pool,half block walk to the beach, and being close to restaurant... Learn More
Rates
$450 - $1325 week
$450 - $1325 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States
Description: **LIMITED TIME OFFER*** **RENT A 2008 SUMMER WEEK BY 4/30 AND RECEIVE A $50 GIFT CARD TO MACKY'S BAYSIDE BAR & GRILL AT 54TH ST.** This condo is go... Learn More
Location: Ocean City, Maryland, United States
Description: **LIMITED TIME OFFER*** **RENT A 2008 SUMMER WEEK BY 4/30 AND RECEIVE A $50 GIFT CARD TO MACKY'S BAYSIDE BAR & GRILL AT 54TH ST.** This condo is go... Learn More
Rates
$1800 - $2600 week
$1800 - $2600 week
Featured
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Incredible oceanfront penthouse unit with fantastic views of the ocean and bay. Enjoy coffee and the sunrise on 2 oceanfront balconies and colorful... Learn More
Location: Ocean City, Maryland, United States
Description: Incredible oceanfront penthouse unit with fantastic views of the ocean and bay. Enjoy coffee and the sunrise on 2 oceanfront balconies and colorful... Learn More
Rates
$725 - $2195 week
$725 - $2195 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Brand New and Gorgeous for 2007/2008! Enjoy being close to the beach, boardwalk, pier, shopping and restaurants. Located between Baltimore & Philad... Learn More
Location: Ocean City, Maryland, United States
Description: Brand New and Gorgeous for 2007/2008! Enjoy being close to the beach, boardwalk, pier, shopping and restaurants. Located between Baltimore & Philad... Learn More
Rates
$175 - $225 night
$900 - $3100 week
$175 - $225 night
$900 - $3100 week
Featured
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
$1583 - $1997 week
$286 - $497 night
$1583 - $1997 week
Featured
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
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
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
Home:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Come stay at this charming home at Assateague Pointe for a wonderful vacation. Enjoy the many amenities this complex has to offer - from two large ... Learn More
Location: Ocean City, Maryland, United States
Description: Come stay at this charming home at Assateague Pointe for a wonderful vacation. Enjoy the many amenities this complex has to offer - from two large ... Learn More
Rates
$425 - $875 week
$425 - $875 week
Home:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Berlin, Maryland, United States
Description: Located in the charming gated community of Assateague Pointe, this property features a full kitchen, its own washer/dryer, microwave,2TV's, DVD, an... Learn More
Location: Berlin, Maryland, United States
Description: Located in the charming gated community of Assateague Pointe, this property features a full kitchen, its own washer/dryer, microwave,2TV's, DVD, an... Learn More
Rates
$475 - $895 week
$475 - $895 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Enjoy being in the south end of town in this spacious 2 bedroom townhouse. Located on a canal with boatdock, this property features a full kitchen ... Learn More
Location: Ocean City, Maryland, United States
Description: Enjoy being in the south end of town in this spacious 2 bedroom townhouse. Located on a canal with boatdock, this property features a full kitchen ... Learn More
Rates
$500 - $1225 week
$500 - $1225 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: Just steps to the beach, this pretty, well cared for condo accommodates 6. Located in mid town, close to restaurants, shopping and night life, the ... Learn More
Location: Ocean City, Maryland, United States
Description: Just steps to the beach, this pretty, well cared for condo accommodates 6. Located in mid town, close to restaurants, shopping and night life, the ... Learn More
Rates
$150 - $150 night
$500 - $1195 week
$150 - $150 night
$500 - $1195 week
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