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Holiday Houses in Maryland

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1,395 Holiday homes

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

from £252 / night

£1,762 / 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. 2 hours 34 minutes

from £133 / night

£707 / week

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

Ocean City house

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 33 minutes

from £86 / night

£600 / week

Ski Harbor #37

McHenry house

3 bedrooms / 2 bathrooms / sleeps 8

from £101 / night

£705 / week

SUNsational

Swanton house

4 bedrooms / 3 bathrooms / sleeps 12

4

from £136 / night

£952 / week

Cambridge Colonial Home, Walk to Town & Waterfront

Cambridge house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 15 minutes

from £175 / night

£1,225 / week

Smack Dab

McHenry house

4 bedrooms / 3 bathrooms / sleeps 11

from £151 / night

£1,058 / week

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

Laurel house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 15 minutes

from £84 / night

£588 / week

Deep Creek Village #07

McHenry house

2 bedrooms / 2 bathrooms / sleeps 8

8

from £114 / night

£798 / week

Linwood

Oakland house

3 bedrooms / 2 bathrooms / sleeps 8

7

from £140 / night

£977 / 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 33 minutes

from £53 / night

£371 / week

Bayview townhouse w/shared pool, minutes from downtown Ocean City

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 14

1

Responds fast! avg. 1 hour 33 minutes

from £119 / night

£829 / week

Traditions on the Lake

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

from £256 / night

£1,787 / week

Owl Cabin

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 8

from £190 / night

£1,330 / week

Home on the Ridge

Oakland house

3 bedrooms / 3 bathrooms / sleeps 8

from £123 / night

£860 / week

Windy Acres

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 12

from £174 / night

£1,218 / week

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

from £111 / night

£773 / week

Steps to the Slopes

McHenry house

4 bedrooms / 4 bathrooms / sleeps 12

5

from £238 / night

£1,663 / week

Hemlock Chalet

Oakland house

3 bedrooms / 2 bathrooms / sleeps 10

5

from £114 / night

£798 / week

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

5

Responds fast! avg. 3 hours 52 minutes

from £150 / night

£901 / 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. 3 hours 2 minutes

from £147 / night

£1,027 / week

Cozy Ocean City Condo w/Patio Steps from Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 1 hour 15 minutes

from £114 / night

£798 / week

Kathleen's Crossing

Swanton house

5 bedrooms / 5 bathrooms / sleeps 14

8

from £349 / night

£2,442 / week

Elegant condo w/ private deck and seasonal pool/hot tub - walk to beach!

Ocean City house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 2 hours 55 minutes

from £98 / night

£680 / week

Townhouse in Historic Downtown Cumberland

Cumberland house

3 bedrooms / 1 bathroom / sleeps 7

5

Responds fast! avg. 2 hours 22 minutes

from £106 / night

£619 / week

150/175 nt 3/4 bedrooms 40 miles from Washington 3 or 4 bedroom

Olney house

3 bedrooms / 2 bathrooms / sleeps 15

from £154 / night

£1,076 / week

Cottage On Kent

Chestertown cottage

1 bedroom / 1 bathroom / sleeps 3

3

from £176 / night

£1,228 / week

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 1 hour 15 minutes

from £70 / night

£484 / week

1

Responds fast! avg. 3 hours 2 minutes

from £113 / night

£792 / week

Rocky Knoll II

McHenry house

4 bedrooms / 3 bathrooms / sleeps 12

7

from £101 / night

£705 / week

Annapolis Home w/ Deck & Whitehall Bay Access

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 15 minutes

from £182 / night

£1,272 / 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. 2 hours 55 minutes

from £70 / night

£489 / week

Tranquil Dreams

Oakland house

4 bedrooms / 3 bathrooms / sleeps 10

4

from £123 / night

£860 / week

Mystic Cove

McHenry house

6 bedrooms / 6 bathrooms / sleeps 16

9

from £322 / night

£2,251 / week

Paradise Chalet

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 10

from £150 / night

£1,045 / week

Immaculate Waterfront Town Home

Ocean City villa

3 bedrooms / 3 bathrooms / sleeps 10

9

from £199 / night

£794 - £2,120 / week

Breeze Alley

Swanton house

5 bedrooms / 6 bathrooms / sleeps 14

1

from £238 / night

£1,663 / week

The Lodge at McHenry Cove Marina

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

7

from £174 / night

£1,218 / week

Panacea

McHenry house

6 bedrooms / 4 bathrooms / sleeps 13

11

from £149 / night

£1,039 / week

Tree house

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 6

from £129 / night

£903 / week

Viewing 40 of 1,395
rentals in Maryland