Holiday Houses in Maryland

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2,163 Holiday homes

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

from £114 / night

£793 / week

Fifth floor, waterfront condo w/ shared pool - walk to restaurants

Ocean City house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 19 minutes

from £60 / night

£419 / week

Steps to the Slopes

McHenry house

4 bedrooms / 4 bathrooms / sleeps 12

5

from £219 / night

£1,528 / week

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 5 minutes

from £68 / night

£476 / week

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

from £222 / night

£1,553 / week

Cozy Ocean City Condo w/Patio Steps from Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 5 minutes

from £114 / night

£792 / week

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 46 minutes

from £299 / night

£1,793 / week

Cabin in the Woods

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 6

1

from £126 / night

£881 / week

Brookie Cottage on the Savage River

Swanton cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £177 / night

£1,132 / week

Beautiful Day

McHenry house

5 bedrooms / 3 bathrooms / sleeps 14

3

from £126 / night

£881 / week

Waterfront Room Rentals 1 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 2 hours 46 minutes

from £118 / night

£707 / week

Tranquil Dreams

Oakland house

4 bedrooms / 3 bathrooms / sleeps 10

4

from £126 / night

£881 / week

Villages of Wisp #03 Lakeview Court

McHenry condo

2 bedrooms / 3 bathrooms / sleeps 8

from £110 / night

£767 / week

Laurel Home Walk to Main St, MARC Train to DC/BALT

Laurel house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

from £132 / night

£919 / week

Waldins waterfront house with amazing views - Top of the Chesapeake

Charlestown house

3 bedrooms / 2 bathrooms / sleeps 8

3

Responds fast! avg. 53 minutes

from £249 / night

£1,743 / week

Nice Direct Oceanfront Condo

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

3

from £91 / night

£634 / week

Ski Harbor #21

McHenry house

3 bedrooms / 3 bathrooms / sleeps 8

2

from £104 / night

£723 / week

Smack Dab

McHenry house

4 bedrooms / 3 bathrooms / sleeps 11

from £150 / night

£1,046 / week

Deer Pass

Oakland house

6 bedrooms / 5 bathrooms / sleeps 14

from £229 / night

£1,604 / week

Ski Harbor #37

McHenry house

3 bedrooms / 2 bathrooms / sleeps 8

from £104 / night

£723 / week

Dog-friendly condo with shared pool plus lake, canal, and golf course views

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 19 minutes

from £109 / night

£761 / week

Luxurious 2 BDR Condo in Bowie Town Center. Close to DC and Annapolis

Bowie condo

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 7 minutes

from £136 / night

£725 / week

Linwood

Oakland house

3 bedrooms / 2 bathrooms / sleeps 8

7

from £117 / night

£818 / week

Panacea

McHenry house

6 bedrooms / 4 bathrooms / sleeps 13

11

from £126 / night

£881 / week

Harmony

Oakland house

4 bedrooms / 3 bathrooms / sleeps 12

6

from £162 / night

£1,135 / week

Spacious, waterfront home w/ pool table & shuffleboard - dogs OK!

Swanton house

4 bedrooms / 3 bathrooms / sleeps 10

1

Responds fast! avg. 1 hour 19 minutes

from £268 / night

£1,876 / week

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

3

from £883 / night

£5,659 - £6,610 / week

AAH Chalet

Oakland house

5 bedrooms / 3 bathrooms / sleeps 12

13

from £181 / night

£1,262 / week

Pinnacle Perch

Swanton house

4 bedrooms / 3 bathrooms / sleeps 10

1

from £126 / night

£881 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

from £630 / night

£2,716 - £3,477 / week

Beautiful cabin in the woods w/private hot tub & game room, close to skiing

McHenry house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 19 minutes

from £149 / night

£1,040 / week

Owl Cabin

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 8

from £194 / night

£1,357 / week

Paradise Chalet

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 10

from £164 / night

£1,147 / week

Deep Creek Village #07

McHenry house

2 bedrooms / 2 bathrooms / sleeps 8

8

from £117 / night

£818 / week

Renovated condo in convenient location -steps away from beach, shopping, dining

Ocean City house

1 bedroom / 2 bathrooms / sleeps 4

1

Responds fast! avg. 1 hour 19 minutes

from £55 / night

£381 / week

Ski Harbor #13

McHenry house

4 bedrooms / 3 bathrooms / sleeps 10

3

from £150 / night

£1,046 / week

Beautifully renovated oceanfront 5th floor condo w/WiFi & cable! Family Friendly

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 1 hour 19 minutes

from £72 / night

£501 / week

National Harbor ツ 1BR Condo at Wyndham Resort!

Oxon Hill condo

1 bedroom / 1 bathroom / sleeps 4

from £132 / night

£919 / week

Windy Acres

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 12

from £179 / night

£1,249 / week

Waterfront Room Rentals 2 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 2 hours 46 minutes

from £91 / night

£544 / week

Viewing 40 of 2,163
rentals in Maryland

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