Holiday Houses in Maryland

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2,079 Holiday homes

Tranquil Dreams

Oakland house

4 bedrooms / 3 bathrooms / sleeps 10

4

from £124 / night

£864 / week

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

from £245 / night

£1,715 / week

Traditions on the Lake

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

from £256 / night

£1,790 / 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 £116 / night

£693 / week

Hemlock Chalet

Oakland house

3 bedrooms / 2 bathrooms / sleeps 10

5

from £115 / night

£802 / week

Beautiful Day

McHenry house

5 bedrooms / 3 bathrooms / sleeps 14

3

from £124 / night

£864 / week

Rocky Knoll II

McHenry house

4 bedrooms / 3 bathrooms / sleeps 12

6

from £102 / night

£709 / week

Ski Harbor #21

McHenry house

3 bedrooms / 3 bathrooms / sleeps 8

2

from £102 / night

£709 / week

Beautiful Home in Nice Community with up to 7 bedrooms

Severn house

4 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 19 minutes

from £425 / night

£2,972 / week

SUNsational

Swanton house

4 bedrooms / 3 bathrooms / sleeps 12

3

from £137 / night

£957 / week

Cozy Ocean City Condo w/Patio Steps from Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 2 hours 27 minutes

from £115 / night

£802 / week

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

from £111 / night

£777 / week

Love Point Luxury Waterfront in Stevensville

Stevensville house

3 bedrooms / 4 bathrooms / sleeps 10

from £1,238 / night

£6,188 / 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 3 minutes

from £48 / night

£336 / week

Luxurious Getaway!!

Olney house

3 bedrooms / 3 bathrooms / sleeps 6

from £221 / night

£1,548 / 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 9 minutes

from £136 / night

£951 / week

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 21 minutes

from £70 / night

£485 / week

Steps to the Slopes

McHenry house

4 bedrooms / 4 bathrooms / sleeps 12

5

from £239 / night

£1,672 / week

Harmony

Oakland house

4 bedrooms / 3 bathrooms / sleeps 12

6

from £140 / night

£976 / week

Townhouse in Historic Downtown Cumberland

Cumberland house

3 bedrooms / 1 bathroom / sleeps 7

5

Responds fast! avg. 2 hours 32 minutes

from £107 / night

£619 / week

Oceanfront flat w/seasonal shared pool, sea views, and easy beach access

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 3 minutes

from £70 / night

£485 / week

Linwood

Oakland house

3 bedrooms / 2 bathrooms / sleeps 8

7

from £115 / night

£802 / 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. 10 minutes

from £134 / night

£710 / week

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 46 minutes

from £293 / night

£1,758 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

from £351 / night

£2,663 - £5,326 / week

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

4

from £150 / night

£903 / week

Wispering Ridge

Oakland house

2 bedrooms / 3 bathrooms / sleeps 6

4

from £102 / night

£709 / 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 £89 / night

£531 / week

Deep Sigh

Swanton house

4 bedrooms / 5 bathrooms / sleeps 16

2

from £129 / night

£901 / 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 3 minutes

from £86 / night

£603 / week

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

Olney house

3 bedrooms / 2 bathrooms / sleeps 15

from £155 / night

£1,084 / week

Ski Harbor #37

McHenry house

3 bedrooms / 2 bathrooms / sleeps 8

from £102 / night

£709 / 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 9 minutes

from £102 / night

£715 / 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 3 minutes

from £107 / night

£746 / week

Windy Acres

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 12

from £175 / night

£1,224 / week

Waldins waterfront house with amazing views - Top of the Chesapeake

Charlestown house

3 bedrooms / 2 bathrooms / sleeps 8

3

Responds fast! avg. 55 minutes

from £244 / night

£1,709 / week

Breeze Alley

Swanton house

5 bedrooms / 6 bathrooms / sleeps 14

1

from £239 / night

£1,672 / week

Paradise Chalet

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 10

from £161 / night

£1,125 / week

Brookie Cottage on the Savage River

Swanton cottage

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 2 hours 51 minutes

from £173 / night

£1,106 / week

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 3 hours 17 minutes

from £443 / night

£1,412 / week

Viewing 40 of 2,079
rentals in Maryland

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