Choose from a wide range of Maryland vacation rental homes for a memorable holiday. Often referred to as "America in Miniature", the rich wildlife, rolling hills, pine groves, and oak forests of the Piedmont Region can be best enjoyed by staying

at Maryland cottage rentals.

Book one of the Oakland vacation homes in Maryland Western during October to be a part of Autumn Glory Festival. Ocean City is another happening tourist destination of Maryland with loads of shopping centers, high class hotels, resorts, restaurants, easily accessible from Ocean City condo vacation rentals.

The city of McHenry, located on the northern most shore of Deep Creek Lake, is known for its superb accommodations. Rent one of the cabin rentals in McHenry to access the well-known Wisp Ski Resort and Golf Club, situated right on the outskirts of the city. To experience an exotic beach holiday, reserve any of the oceanfront Maryland vacation rentals.

Sit in the balcony of your Maryland beach house and enjoy a lazy afternoon. From the sleepy fishing villages of St. Michaels and Chrisfield, to the museums in Baltimore, to 'America's sailing capital' - Annapolis, you will find plenty of Maryland condo rentals wherever you go within the most affordable price ranges.

Search for more vacation homes in nearby states:

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Choose from a wide range of Maryland vacation rental homes for a memorable holiday. Often referred to as "America in Miniature", the rich wildlife, rolling hills, pine groves, and oak forests of the Piedmont Region can be best enjoyed by staying ....

Maryland Vacation Rental

Featured Vacation Rentals

Cambridge,
Maryland

5 Bedrooms
5 Baths

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McHenry,
Maryland

3 Bedrooms
2.5 Baths

View Details >

McHenry,
Maryland

3 Bedrooms
3 Baths

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Long Beach,
Maryland

4 Bedrooms
2.5 Baths

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Flintstone,
Maryland

1 Bedroom
1Bathroom

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St Michaels,
Maryland

3 Bedrooms
2 Baths

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Welcome to our Retreat by the Bay

Cambridge Vacation Rentals - Property ID 804963

Cambridge,

Home - 5 Bedrooms, 5 Baths, Sleeps 10

Near Beach
Spacious
Community Swimming Pool
Community Hot Tub
Near Shopping
Near Restaurants

Rate Summary(USD)
$5,700 - $7,200 Weekly

Contact the owner

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Sunset Terrace: Beautiful vacation Cottage in McHenry

McHenry Vacation Rentals - Property ID 299308

McHenry,

Cottage - 3 Bedrooms, 2.5 Baths, Sleeps 8

Lakefront
Near Golf
Panoramic Lake Views
Lake View
Mountain View
Child Friendly

Rate Summary(USD)
$750 - $1,200 Weekly
$4,650 Monthly

Contact the owner

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Deep Creek Village 31: A Nanticoke Mountain View Cottage

McHenry Vacation Rentals - Property ID 392226

McHenry,

Cottage - 3 Bedrooms, 3 Baths, Sleeps 10

Near Golf
Lake View
Mountain View
Child Friendly
Designer Furnishings
Ground Floor Unit

Rate Summary(USD)
$260 - $282 Nightly

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Last Minute Booking Rates Discount

3 bedroom with Kids Loft, Beachy, Colorful, Fun, Open, Roomy,Multi-Families

Long Beach Vacation Rentals - Property ID 657709

Long Beach,

Home - 4 Bedrooms, 2.5 Baths, Sleeps 12

Pet Friendly
Near Golf
Near Beach
Safe Swimming Beach
Ocean View
Child Friendly

Rate Summary(USD)
$1,400 - $2,000 Weekly

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View Availability

Come Board With Us At The 7C's

Flintstone Vacation Rentals - Property ID 363942

Flintstone,

Cabin - 1 Bedrooms, 1 Baths, Sleeps 4

Near Golf
Panoramic Mountain Views
Mountain View
Child Friendly
Spacious
Designer Furnishings

Rate Summary(USD)
$79 - $119 Nightly

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Miles River Guest House

St Michaels Vacation Rentals - Property ID 667356

St Michaels,

Guest House - 3 Bedrooms, 2 Baths, Sleeps 8

Private Swimming Pool
Waterfront
Riverfront
Near Golf
Bay View
Child Friendly

Rate Summary(USD)
$250 - $300 Nightly

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If You Like Spectacular Views, This Luxurious Unit is What You Are Looking For

Ocean City Vacation Rentals - Property ID 879716

Ocean City,

Condo - 2 Bedrooms, 2 Baths, Sleeps 6

Oceanfront
Private Swimming Pool
Gulf Front
Waterfront
Near Golf
Near Beach

Rate Summary(USD)
$160 - $255 Nightly
$800 - $2,350 Weekly

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BayWatch III - 302 : Beautiful 3 Bedroom Condo

Ocean City Vacation Rentals - Property ID 879714

Ocean City,

Condo - 3 Bedrooms, 2 Baths, Sleeps 8

Waterfront
Near Golf
Near Beach
Bay View
Community Swimming Pool
Near Shopping

Rate Summary(USD)
$150 - $375 Nightly
$850 - $2,350 Weekly

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View Availability

Beautiful Mountain Chalet

McHenry Vacation Rentals - Property ID 508812

McHenry,

Chalet - 4 Bedrooms, 3.5 Baths, Sleeps 10

Ski In/Ski Out
Private Hot Tub
Near Golf
Near Skiing
Lake View
Mountain View

Rate Summary(USD)
$325 Nightly
$895 - $1,795 Weekly
$4,000 Monthly

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3BR/3BT Beautiful Victorian Style Home in Cambridge, Maryland

Cambridge Vacation Rentals - Property ID 607837

Cambridge,

Home - 3 Bedrooms, 3 Baths, Sleeps 8

Pet Friendly
Panoramic Mountain Views
Golf Course View
Mountain View
City View
Child Friendly

Rate Summary(USD)
$1,275 Weekly

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Private Wooded Wonderland

Annapolis Vacation Rentals - Property ID 200349

Annapolis,

Home - 5 Bedrooms, 3.5 Baths, Sleeps 12

Near Golf
Child Friendly
Secluded
Spacious
Designer Furnishings
Professionally Decorated

Rate Summary(USD)
$350 Nightly
$2,100 Weekly

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View Availability

Long Stay Rates Discount

Annapolis Gem House10 Walk to Downtown

Annapolis Vacation Rentals - Property ID 13316

Annapolis,

Home - 4 Bedrooms, 3.5 Baths, Sleeps 10

Pet Friendly
Child Friendly
Spacious
Near Marina
Near Town
Gas Fireplace

Rate Summary(USD)
$500 Nightly
$2,800 Weekly
$7,500 Monthly

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Last Minute Booking Rates Discount

Ocean block (50 feet to the beach) great location only 9 streets from boardwalk

Ocean City Vacation Rentals - Property ID 159733

Ocean City,

Condo - 3 Bedrooms, 2 Baths, Sleeps 8

Beachfront
On Golf Course
Safe Swimming Beach
Filtered Ocean View
Filtered Ocean View
Near Amusement Park

Rate Summary(USD)
$2,000 Weekly

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Spectacular Chesapeake Bay View - Ships, Birds, Sunsets, Baltimore City Lights

Kent Island Vacation Rentals - Property ID 174345

Kent Island,

Home - 3 Bedrooms, 2 Baths, Sleeps 10

Pet Friendly
Oceanfront
Waterfront
Near Golf
Panoramic Ocean View
Beachfront View

Rate Summary(USD)
$250 Nightly

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Baydreams - Unique Waterfront Getaway Home

Kent Island Vacation Rentals - Property ID 39105

Kent Island,

Home - 4 Bedrooms, 3 Baths, Sleeps 12

Waterfront
Private Hot Tub
Private Hot Tub
Near Golf
Near Beach
Bay View

Rate Summary(USD)
$425 - $575 Nightly
$2,800 - $3,800 Weekly

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Vacation Apartment in Ocean City, Maryland Unit 305

Ocean City Vacation Rentals - Property ID 839736

Ocean City,

Condo - 2 Bedrooms, 2 Baths, Sleeps 4

Private Hot Tub
Near Golf
Near Beach
Child Friendly
Spacious
Community Swimming Pool

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Excellent Mid Town Location Steps to Beach

Ocean City Vacation Rentals - Property ID 879713

Ocean City,

Condo - 3 Bedrooms, 3 Baths, Sleeps 10

Near Beach
Bay View
City View
Community Swimming Pool
Gas Fireplace
Near Shopping

Rate Summary(USD)
$166 - $575 Nightly

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Belmont 807 Condo : Beautiful ''Belmont Towers'' on the Boardwalk

Ocean City Vacation Rentals - Property ID 879715

Ocean City,

Condo - 3 Bedrooms, 2.5 Baths, Sleeps 9

Waterfront
Near Golf
Near Beach
Community Swimming Pool
Community Hot Tub
Gas Fireplace

Rate Summary(USD)
$165 - $767 Nightly
$1,500 - $4,400 Weekly

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Brand New South Facing Oceanfront Condo Located in Mid Town

Ocean City Vacation Rentals - Property ID 879717

Ocean City,

Condo - 3 Bedrooms, 3 Baths, Sleeps 10

Beachfront
Oceanfront
Gulf Front
Waterfront
Private Indoor Pool
Private Hot Tub

Rate Summary(USD)
$250 - $735 Nightly
$1,500 - $3,950 Weekly

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Beautiful Oceanblock Townhome

Ocean City Vacation Rentals - Property ID 175198

Ocean City,

Townhouse - 4 Bedrooms, 3.5 Baths, Sleeps 12

Pet Friendly
Near Golf
Near Beach
Partial Ocean View
Spacious
Designer Furnishings

Rate Summary(USD)
$275 - $500 Nightly
$1,600 - $4,000 Weekly
$6,000 Monthly

Contact the owner

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McHenry (3)

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