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Maryland Holiday Rentals

433 Maryland Holiday Rentals were found matching your criteria.

Select a city/town to narrow your vacation rental search or browse listings below:


Featured
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Directly For Rates
Windy Acres

  2 reviews   Add to Favorites

Home: 3 Bedroom, 3 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States


Featured
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Blue Goose Cottage

  21 reviews   Add to Favorites

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 5
Location: Friendsville, Maryland, United States


Featured
$400 - $647 /night
$2294 - $2674 /week
Sensational 4 BR Luxury home w/ Hot Tub in private setting!

  30 reviews   Add to Favorites

Home: 4 Bedroom, 5.5 Bathroom, Sleeps 13
Location: Mchenry, Maryland, United States


Featured
$537 - $913 /night
$2278 - $5120 /week
Exceptional 5 Bedroom on Premiere level lakefront!

  10 reviews   Add to Favorites

Home: 5 Bedroom, 4.5 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States


Special Offer
$90 - $90 /night
$575 - $575 /week
Waterfront cottage on the Upper Chesapeake Bay

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Elkton, Maryland, United States


$650 - $650 /night
$4500 - $4500 /week
Lavish and Upscale Vacation Rental with view of the Marina!

Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Annapolis, Maryland, United States


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Directly For Rates
Welcome to Paradise

  10 reviews   Add to Favorites

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States


$250 - $375 /night
$1650 - $2400 /week
Contact 4 Specials! 3 Lvl Waterfrnt Twnhme Incl. Activities!

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Essex, Maryland, United States


$140 - $390 /night
$800 - $2700 /week
Cozy Bayside Home ~ Sleeps 10 ~ Dog friendly

Home: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States


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Directly For Rates
Glamping-Ardennen

Home: 1 Bedroom, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States


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Directly For Rates
Rock Haul

Cabin: 6 Bedroom, 3 Bathroom, Sleeps 12
Location: Swanton, Maryland, United States


$139 - $159 /night
$800 - $900 /week
Amazing River House Waterfront Apartment at Moot Point Farm

Apartment: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Greensboro, Maryland, United States


$350 - $350 /night
$2500 - $4995 /week
Ocean Colony 13

Home: 4 Bedroom, 3 Bathroom, Sleeps 14
Location: Ocean City, Maryland, United States


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Directly For Rates
Mystic Creek Villa

  2 reviews   Add to Favorites

Home: 5 Bedroom, 4.5 Bathroom, Sleeps 13
Location: Oakland, Maryland, United States



$1095 - $1095 /week
Seabreeze 304

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States



$525 - $925 /week
Assateague Pointe 358

Home: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Berlin, Maryland, United States



$1000 - $2295 /week
Atlantis 1810

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States



$595 - $1595 /week
Sunset Bay II 512

Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States


$115 - $325 /night
$805 - $2275 /week
El Rosa 303

Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States


$115 - $255 /night
$805 - $1785 /week
Polynesian 502

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States


$595 - $1550 /night
Martinique 3N

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States


$1402 - $2409 /night
$5926 - $9594 /week
Beautiful Lakefront Home w/ Private Indoor Pool, Hot Tub ...

  44 reviews   Add to Favorites

Home: 8 Bedroom, 7.5 Bathroom, Sleeps 26
Location: Oakland, Maryland, United States


$145 - $380 /night
$1015 - $2660 /week
Sea Watch 1319

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States


$90 - $225 /night
$630 - $1575 /week
Ocean Princess 207

Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States


$155 - $425 /night
$1085 - $2975 /week
Sea Watch 1312

Condo: 1 Bedroom, 2 Bathroom, Sleeps 7
Location: Ocean City, Maryland, United States


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