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Maryland Holiday Rentals

247 Maryland Holiday Rentals were found matching your criteria.

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


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Glamping-Delta

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


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

  31 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


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Rock Haul

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


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Herrington House

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Oakland, 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


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Whispering Heights

  4 reviews   Add to Favorites

Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: Oakland, 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


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It's All Good

  56 reviews   Add to Favorites

Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, 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


$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


$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



$750 - $1400 /week
Breakaway East 212

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


$180 - $410 /night
$1260 - $2870 /week
Jada 1G

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



$775 - $1595 /week
Capri 1706

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



$1000 - $1995 /week
Bahia Vista II 202

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



$595 - $795 /week
Sea Robin 112

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



$595 - $1095 /week
Sea Gate 101

Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States


$510 - $1215 /night
$3570 - $8505 /week
Harbour Island 69J

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States



$650 - $1575 /week
9400 802

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



$700 - $995 /week
Harbour Sails III 7

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



$900 - $1900 /week
Sand Trap 101

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


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Directly For Rates
Relaxation Station

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



$750 - $1595 /week
Astoria 205

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



$450 - $675 /week
Bradley on the Bay I 143

Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States


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