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Maryland Holiday Rentals

409 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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Finches' Nest

Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Oakland, 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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Herrington House

Cottage: 2 Bedroom, 1 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!

  32 reviews   Add to Favorites

Home: 4 Bedroom, 5.5 Bathroom, Sleeps 13
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


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Glamping-Delta

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


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Swallow Hollow

  66 reviews   Add to Favorites

Home: 2 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, 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


$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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Relaxation Station

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
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


$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



$800 - $1000 /week
Old Port Cove West 39

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


$155 - $425 /night
$1085 - $2975 /week
Ocean Village WOC 9733-5

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


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Dolce Vita

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States


$250 - $250 /night
$825 - $1695 /week
Runaway Bay II 525

Home: 3 Bedroom, 2 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States



$1400 - $2800 /week
Boards Edge 102

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States


$215 - $720 /night
$1505 - $5040 /week
Ocean's Edge 402

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


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La Lune

  11 reviews   Add to Favorites

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


$125 - $280 /night
$875 - $1960 /week
Thunder Island 61B

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


$180 - $490 /night
$1260 - $3430 /week
Ocean Hideaway 202

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


$220 - $640 /night
$1295 - $3850 /week
Ocean Breeze 101

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


$300 - $300 /night
$1195 - $2395 /week
Sea Village 6

Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States



$700 - $1095 /week
Sunny Sands 103

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


$145 - $580 /night
$1015 - $4060 /week
Diamond Beach 414

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


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