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Holiday Houses in Maryland

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1,379 Holiday homes

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

from £228 / night

£1,596 / 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 7 minutes

from £126 / night

£668 / week

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

Ocean City house

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 56 minutes

from £80 / night

£557 / week

SUNsational

Swanton house

4 bedrooms / 3 bathrooms / sleeps 12

4

from £142 / night

£994 / week

Cambridge Colonial Home, Walk to Town & Waterfront

Cambridge house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 13 minutes

from £166 / night

£1,157 / week

Smack Dab

McHenry house

4 bedrooms / 3 bathrooms / sleeps 11

from £138 / night

£965 / week

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

Laurel house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

from £80 / night

£557 / week

Deep Creek Village #07

McHenry house

2 bedrooms / 2 bathrooms / sleeps 8

8

from £108 / night

£754 / week

Linwood

Oakland house

3 bedrooms / 2 bathrooms / sleeps 8

7

from £132 / night

£924 / 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. 3 hours 13 minutes

from £60 / night

£416 / week

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

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 14

1

Responds fast! avg. 2 hours 56 minutes

from £130 / night

£908 / week

Traditions on the Lake

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

from £241 / night

£1,683 / week

Owl Cabin

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 8

from £183 / night

£1,280 / week

Home on the Ridge

Oakland house

3 bedrooms / 3 bathrooms / sleeps 8

from £116 / night

£813 / week

Windy Acres

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 12

from £165 / night

£1,152 / week

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

from £105 / night

£731 / week

Steps to the Slopes

McHenry house

4 bedrooms / 4 bathrooms / sleeps 12

5

from £212 / night

£1,479 / week

Hemlock Chalet

Oakland house

3 bedrooms / 2 bathrooms / sleeps 10

5

from £108 / night

£754 / 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 £147 / night

£885 / week

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

McHenry house

4 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 3 hours 7 minutes

from £148 / night

£1,037 / 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 26 minutes

from £111 / night

£775 / week

Kathleen's Crossing

Swanton house

5 bedrooms / 5 bathrooms / sleeps 14

8

from £249 / night

£1,742 / 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. 1 hour 43 minutes

from £158 / night

£1,107 / week

Townhouse in Historic Downtown Cumberland

Cumberland house

3 bedrooms / 1 bathroom / sleeps 7

5

Responds fast! avg. 2 hours 22 minutes

from £101 / night

£586 / week

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

Olney house

3 bedrooms / 2 bathrooms / sleeps 15

from £147 / night

£1,027 / 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. 19 minutes

from £70 / night

£486 / week

1

Responds fast! avg. 3 hours 7 minutes

from £112 / night

£779 / week

Rocky Knoll II

McHenry house

4 bedrooms / 3 bathrooms / sleeps 12

7

from £106 / night

£737 / week

Annapolis Home w/ Deck & Whitehall Bay Access

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

from £172 / night

£1,201 / 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 56 minutes

from £109 / night

£761 / week

Tranquil Dreams

Oakland house

4 bedrooms / 3 bathrooms / sleeps 10

4

from £116 / night

£813 / week

Mystic Cove

McHenry house

6 bedrooms / 6 bathrooms / sleeps 16

9

from £320 / night

£2,239 / week

Paradise Chalet

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 10

from £152 / night

£1,058 / week

Immaculate Waterfront Town Home

Ocean City villa

3 bedrooms / 3 bathrooms / sleeps 10

9

from £210 / night

£753 - £2,009 / week

Breeze Alley

Swanton house

5 bedrooms / 6 bathrooms / sleeps 14

1

from £225 / night

£1,572 / week

The Lodge at McHenry Cove Marina

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

7

from £165 / night

£1,152 / week

Tree house

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 6

from £122 / night

£854 / week

WISPering Timbers

McHenry house

5 bedrooms / 4 bathrooms / sleeps 12

from £247 / night

£1,724 / week

City Living in a Park-Like Setting

Pikesville apartment

2 bedrooms / 1 bathroom / sleeps 4

from £138 / night

£597 - £1,239 / week

Viewing 40 of 1,379
rentals in Maryland