More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Maryland Holiday Rentals

334 Maryland Holiday Rentals were found matching your criteria.

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


Featured
$200 - $350 /night
$1300 - $2875 /week
Gorgeous Home Bayside@Oc Resort-Pools,Kayak dock, Beach,Golf

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States


Featured
$215 - $425 /night
$1385 - $3060 /week
Breathtaking Oceanside Condo, Pool, Steps to Ocean, Dining

Condo: 3 Bedroom, 2 Bathroom, Sleeps 9
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


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

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


Special Offer
$140 - $310 /night
$735 - $1925 /week
Beachfront Condo (2Br 2Ba) in North Ocean City, Md

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


$415 - $520 /night
$2200 - $2900 /week
Large 3br Ocean City Md Sleeps 14 Seniors Groupsok Pets ok

Townhome: 3 Bedroom, 2.5 Bathroom, Sleeps 14
Location: Ocean City, 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


$200 - $500 /night
$1200 - $3000 /week
Modern 2Br Basement Suite , Downtown Silver Spring

Home: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Silver Spring, 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


$100 - $215 /night
$700 - $1505 /week
Worcester House 503

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


$145 - $225 /night
$1015 - $1575 /week
Harbour Island 46G

Home: 2 Bedroom, 3.5 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States


$135 - $320 /night
$945 - $2240 /week
Harbour Island 22C

Home: 2 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States


$125 - $250 /night
$875 - $1750 /week
Thunder Island 46B

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


$410 - $480 /night
$2870 - $3360 /week
Harbour Island 68J

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States


$155 - $380 /night
$945 - $2310 /week
Captiva Bay 209

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


$145 - $230 /night
$1015 - $1610 /week
Ocean Village WOC 9733-5

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


$90 - $145 /night
$630 - $1015 /week
Starfish V 204

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


$75 - $130 /night
$525 - $910 /week
Ocean Point 3 119

Condo: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: Ocean City, Maryland, United States


$145 - $305 /night
$1015 - $2135 /week
Harbour Island 39F

Home: 2 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States


$90 - $180 /night
$630 - $1260 /week
Starfish V 101

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


$95 - $175 /night
$665 - $1225 /week
Assateague Pointe 428

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


$90 - $110 /night
$630 - $770 /week
Frogs F4

Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States


$155 - $375 /night
$875 - $2275 /week
Sandpiper Dunes 702 (Side)

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


$180 - $340 /night
$980 - $1855 /week
Sunrise East 101

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


$155 - $365 /night
$840 - $1995 /week
Makai 313 (Bay View)

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


This map is intended to be used as a reference only.

Maryland Top Cities

Vacation Rental Deals and Specials

Find additional Vacation Rentals: