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Holiday Rentals in Maryland, United States

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
All Maryland Rentals
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Showing 1,000 of the 1,739 holiday rentals in Maryland.
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From
$400
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Water Views, Mountain Views, Air Conditioning & more
12 photos Details
Reviews (3) Make Enquiry
From
$1,721
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 13
Parking, Internet, Hot Tub & more
10 photos Details
Reviews (6) Make Enquiry
From
$1,204
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
Other outdoor space, Parking, Air Conditioning & more
29 photos Details
Reviews (6) Make Enquiry
From
$210
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Public pool, Fireplace, Water Views & more
8 photos Details
Reviews (4) Make Enquiry
From
$1,401
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 12
Pet friendly, Other outdoor space, Fireplace & more
11 photos Details
Reviews (7) Make Enquiry
From
$3,026
Per Week
6 Bedrooms, 6 Bathrooms, Sleeps 12
Grill, Internet, Parking & more
26 photos Details
Reviews (9) Make Enquiry
From
$3,022
Per Week
6 Bedrooms, 6 Bathrooms, Sleeps 16
Fireplace, Air Conditioning, Internet & more
13 photos Details
Reviews (9) Make Enquiry
From
$1,897
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 12
Grill, Parking, Waterfront & more
10 photos Details
Reviews (9) Make Enquiry
From
$1,223
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pet friendly, Hot Tub, Fireplace & more
10 photos Details
Reviews (11) Make Enquiry
From
$1,809
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 14
Air Conditioning, Internet, Fireplace & more
12 photos Details
Reviews (18) Make Enquiry
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From
$1,304
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 10
Pet friendly, Hot Tub, Fireplace & more
10 photos Details
Reviews (8) Make Enquiry
From
$210
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Fireplace, Pet friendly, Hot Tub & more
8 photos Details
Reviews (2) Make Enquiry
From
$370
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Hot Tub, Grill & more
12 photos Details
Reviews (1) Make Enquiry
From
$1,870
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
Other outdoor space, Fireplace, Hot Tub & more
16 photos Details
Reviews (14) Make Enquiry
From
$1,214
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
Pet friendly, Internet, Fireplace & more
8 photos Details
Reviews (8) Make Enquiry
From
$5,144
Per Week
7 Bedrooms, 7 Bathrooms, Sleeps 25
Air Conditioning, Sauna, Pet friendly & more
15 photos Details
Reviews (5) Make Enquiry
From
$488
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Fireplace, Suitable for children, Hot Tub & more
20 photos Details
Reviews (26) Make Enquiry
From
$359
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 12
Fireplace, Grill, Hot Tub & more
16 photos Details
Reviews (1) Make Enquiry
From
$320
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 10
Suitable for children, Hot Tub, Internet & more
20 photos Details
Reviews (33) Make Enquiry
From
$339
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
Other outdoor space, Suitable for children, Internet & more
23 photos Details
Reviews (26) Make Enquiry
From
$253
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Air Conditioning, Hot Tub, Grill & more
9 photos Details
Reviews (8) Make Enquiry
From
$228
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Other outdoor space, Air Conditioning, Grill & more
17 photos Details
Reviews (1) Make Enquiry
From
$79
Per Night
Studio, 1 Bathroom, Sleeps 4
Suitable for children, Other outdoor space & more
14 photos Details
Reviews (8) Make Enquiry
From
$240
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 8
Grill, Parking, Water Views
9 photos Details
Reviews (6) Make Enquiry
From
$399
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Grill, Elder access, Other outdoor space & more
26 photos Details
Reviews (34) Make Enquiry
From
$272
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Fireplace, Grill, Internet & more
27 photos Details
Reviews (5) Make Enquiry
From
$133
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Suitable for children, Water Views, Fireplace & more
17 photos Details
Reviews (2) Make Enquiry
From
$506
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 16
Internet, Parking, Fireplace & more
18 photos Details
Reviews (1) Make Enquiry
From
$373
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 9
Air Conditioning, Grill, Other outdoor space & more
19 photos Details
Reviews (23) Make Enquiry
From
$266
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Other outdoor space, Parking, Washer/Dryer & more
27 photos Details
Reviews (3) Make Enquiry
From
$693
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 9
Other outdoor space, Canoe, Suitable for children & more
38 photos Details
Reviews (3) Make Enquiry
From
$234
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Water Views, Internet, Elder access & more
13 photos Details
Reviews (7) Make Enquiry
From
$373
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Water Views, Internet, Garden & more
12 photos Details
Reviews (6) Make Enquiry
From
$1,439
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 7
Elder access, Internet, Grill & more
11 photos Details
Reviews (1) Make Enquiry
From
$213
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 12
Water Views, Suitable for children, Mountain Views & more
20 photos Details
Reviews (4) Make Enquiry
From
$117
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Housekeeping Optional, Parking, Water Views & more
17 photos Details
Reviews (2) Make Enquiry
From
$192
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Suitable for children, Fireplace & more
21 photos Details
Reviews (2) Make Enquiry
From
$266
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Washer/Dryer, Parking, Other outdoor space & more
20 photos Details
Reviews (7) Make Enquiry
From
$266
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Canoe, Water Views, Internet & more
30 photos Details
Reviews (1) Make Enquiry
From
$159
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Fitness Room, Hot Tub, Internet & more
11 photos Details
Reviews (3) Make Enquiry
From
$533
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 18
Parking, Pool, Other outdoor space & more
18 photos Details
Reviews (2) Make Enquiry
From
$208
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 7
Wheelchair access, Pet friendly, Other outdoor space & more
28 photos Details
Reviews (10) Make Enquiry
From
$213
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Internet, Wheelchair access, Parking & more
17 photos Details
Reviews (1) Make Enquiry
From
$107
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Parking, Housekeeping Optional, Water Views & more
30 photos Details
Reviews (1) Make Enquiry
From
$373
Per Night
6 Bedrooms, 7 Bathrooms, Sleeps 12
Fireplace, Other outdoor space, Wheelchair access & more
30 photos Details
Reviews (1) Make Enquiry
From
$133
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Other outdoor space, Canoe, Grill & more
22 photos Details
Reviews (1) Make Enquiry
From
$144
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
Air Conditioning, Parking, Washer/Dryer & more
17 photos Details
Reviews (4) Make Enquiry
From
$137
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Hot Tub, Pool, Internet & more
3 photos Details
Reviews (1) Make Enquiry
From
$181
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fireplace, Grill, Other outdoor space
23 photos Details
Reviews (1) Make Enquiry
From
$160
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 5
Suitable for children, Housekeeping Optional, Grill & more
4 photos Details
Reviews (4) Make Enquiry
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Cabin and condo holidays in Maryland

Maryland is a state situated on the eastern seaboard of the United States of America. It is close in proximity to Virginia and West Virginia and these three states are steeped in history as prime battle zones during the American Civil War. As well as its rich history, however, Maryland also is blessed with some beautiful and tranquil locations which mean it’s a great destination for an American holiday.

Deep Creek Lake:

Situated in Garrett County on the western side of Maryland, the Deep Creek Lake area offers the appeal of mountains, forests, rivers and Maryland’s largest freshwater lake. It’s a fantastic destination for those who like activity holidays or who simply like the opportunity to get away from the frantic pace of city life!

The list of activities that can be enjoyed is impressive and includes hiking, rock climbing, whitewater kayaking, fishing, biking, and in the winter there’s the opportunity to experience ice fishing or to indulge in some skiing or snowboarding. At Bear Claw Snow Tubing Park, there’s even the opportunity for your family to experience “snow tubing”, courtesy of 800 foot tubing lanes. All you have to do is get on the tube and then brace yourself for the exciting and bumpy descent!

Beach frolics on the east coast:

If you’re looking for sights that will delight and thrill, then it’s not just the mountains to the west of Maryland that you should check out. Assateague Island on the east coast is famous for its feral horses and it’s a magic sight to see them galloping along the sands. The island is 37 miles long and can be accessed by bridge, meaning you can travel right to Assateague Island’s fabulous beaches by car. However, having got there, make sure you ditch your car and explore the island and its coastline by foot, canoe, or kayak.

As you’d expect, the island is popular with sunbathers and also offers pretty much the full range of beach-related activities that you’d expect to find at any top notch beach resort. It’s a great spot for indulging in some sea angling, casting a lure out into the breakers. Or you can swim, fly kites, or book onto a kayak trip to explore the island’s secluded nooks and crannies. It’s also worth taking a look at the Assateague Lighthouse which was built in 1867 and is open for public tours during the summer months at weekends.

A good base for exploring Maryland’s eastern reaches is the charming little town of Berlin, situated within close distance of Assateague Island and which is brimming with its own history and attractions. For those wanting the freedom that self catering provides, check out cottage or condo options.