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Maryland Holiday Rentals

Featured Destinations in Maryland
Ocean City
McHenry
Oakland
Swanton
Baltimore
Berlin
Annapolis
Oxon Hill
The 10 Best Holiday Rentals in Maryland
Barbara's Villa on the Pocomoke River - A Splendid Riverfront Single Family Home
11 reviews
Love Point Waterfront
14 reviews
Ella’s Enchanted Treehouses - The Eagles Nest
10 reviews
RESTORED WATERFRONT COTTAGE
10 reviews
Cottage at Heron Cove, Chesapeake Bay, Cambridge
11 reviews
Year Round Estate on Bay / Fam. Reunions / Slps 28
15 reviews
Back Bay Bungalows - Unit 1
14 reviews
National Harbor-Close to Gaylord Convention Center, MGM, DC-Great Deal!
11 reviews
Ocean City, Maryland- 2BR on the beach!(2009)
16 reviews
Treasured Memories
13 reviews
Family Friendly Holiday Rentals in Maryland
Main House at Grandview at Pleasure Point
13 reviews
Condo on the Bay in Ocean City, MD
15 reviews
Location Location! St Michaels-- In Town Cottage!
24 reviews
Premier Cottage in St. Michaels- In Town Location!
14 reviews
Beach, Bay & Bicycle
30 reviews
8M Amazing Ocean Front 2 bedroom/2 bath with 1000sq ft private balcony & Pool
16 reviews
Sun and Fun, All in One! The Astoria OCMD
24 reviews
*BOOK NOW* Beautiful Cottage in historic Annapolis
22 reviews
Awesome View & Beachy, Too! Regency Place, OCMD
19 reviews
Red Run Cabin
29 reviews
Pet Friendly Holiday Rentals in Maryland
Oceanfront~Uptown~Away From Hustle/Bustle~Free Beach~Mini Stay~WiFi~Pool~ 5stars
16 reviews
Golden Sands #2012 -Luxury Ocean Front Beach Condo
13 reviews
Boathouse
14 reviews
MALLARD CONDO-1 block to beach and boardwalk
30 reviews
Affordable Beachfront Condo in Ocean City, MD.
33 reviews
Beautiful Ocean City Home for Rent
16 reviews
The Tower
14 reviews
Ocean City, MD - Runaway Bay: Anchorage (Mid-town) Behind Jolly Rodgers
12 reviews
North Ocean City Penthouse Condo
16 reviews
Large Oceanfront Studio on 123rd St in Ocean City, MD -- Cara Mar
26 reviews
The Top 10 Rated Holiday Rentals in Maryland
Reach 4 the Beach! Regency Place, OCMD
27 reviews
Ocean City, MD Assateague 109: Downtown Ocean City Walk to boards, beach, rides
22 reviews
Sandpiper Dunes 113 - Ocean City MD 2 BR Condo - 1st floor - 58th St
38 reviews
Spacious home near JHU, in quiet Baltimore City neighborhood
13 reviews
A Cut Above
11 reviews
Rock Haul
10 reviews
Bear Creek Lodge
11 reviews
At Lake's Edge
10 reviews
Exceeding Expectations
35 reviews
White Oak Retreat
11 reviews

All Maryland Holiday Rentals

Montgomery County
Talbot County
Calvert County
Garrett County