Holiday Condos in Maryland

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98 Holiday homes

Brookie Cottage on the Savage River

Swanton cottage

2 bedrooms / 1 bathroom / sleeps 4

1

Match: Beach or lakeside relaxation

All filters match

from £174 / night

£1,115 / week

Love Point Luxury Waterfront in Stevensville

Stevensville house

3 bedrooms / 4 bathrooms / sleeps 10

Match: Beach or lakeside relaxation

All filters match

from £1,248 / night

£6,239 / week

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 46 minutes

Match: Beach or lakeside relaxation

All filters match

from £295 / night

£1,766 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

Match: Beach or lakeside relaxation

All filters match

from £620 / night

£2,675 - £3,424 / week

Nice! 2 BR, Coastal Cottage Condo, Walk To Beach, Restaurants!

Ocean City condo

2 bedrooms / 1 bathroom / sleeps 6

6

Match: Beach or lakeside relaxation

All filters match

from £115 / night

£803 / week

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 3 hours 17 minutes

Match: Beach or lakeside relaxation

All filters match

from £77 / night

£1,430 / week

Nice Direct Oceanfront Condo

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

3

Match: Beach or lakeside relaxation

All filters match

from £90 / night

£625 / week

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

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

3

Match: Beach or lakeside relaxation

All filters match

from £870 / night

£5,573 - £6,510 / week

Condo on the Bay in Ocean City, MD

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 4

15

Responds fast! avg. 1 hour 10 minutes

Match: Beach or lakeside relaxation

All filters match

from £112 / night

£1,137 / week

OCEANFRONT~Steps To Beach/Ocean/Pool~Uptown = PERFECT! Get Your 2020 Dates Now!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

16

Match: Beach or lakeside relaxation

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from £81 / night

£562 / week

Old World Charm, Immaculate Potomac River Woodland Cottage, Polite Pets OK

Piney Point house

3 bedrooms / 1 bathroom / sleeps 8

2

Responds fast! avg. 3 hours 49 minutes

Match: Beach or lakeside relaxation

All filters match

from £89 / night

£891 - £1,810 / week

Water water everywhere in this gorgeous home

Chance house

3 bedrooms / 2 bathrooms / sleeps 8

3

Match: Beach or lakeside relaxation

All filters match

from £223 / night

£1,427 / week

Boathouse

Ocean City apartment

5 bedrooms / 4 bathrooms / sleeps 12

14

Match: Beach or lakeside relaxation

All filters match

from £401 / night

£2,586 / week

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

2

Match: Beach or lakeside relaxation

All filters match

from £165 / night

£1,070 / week

Chesapeake Bay Sunrises AND Sunsets

Westover house

2 bedrooms / 1 bathroom / sleeps 6

1

Match: Beach or lakeside relaxation

All filters match

from £152 / night

£892 / week

Large Historic Thomas Harrison House on Harbor in St. Michaels Town

St. Michaels house

7 bedrooms / 4 bathrooms / sleeps 9

13

Responds fast! avg. 3 hours 23 minutes

Match: Beach or lakeside relaxation

All filters match

from £348 / night

£2,185 - £2,631 / week

Breathtaking Oceanside 3Br 2B Condo, Sleeps 7-9, Free Parking, WIFI, Pool

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 9

8

Responds fast! avg. 26 minutes

Match: Beach or lakeside relaxation

All filters match

from £179 / night

£1,160 - £1,293 / week

OCEANFRONT!! 29th St 2BR Condo, 1 Block to Boardwalk

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 8

5

Responds fast! avg. 2 hours 18 minutes

Match: Beach or lakeside relaxation

All filters match

from £231 / night

£1,423 - £2,582 / week

Back Bay Bungalows - Unit 1

Berlin cottage

1 bedroom / 1 bathroom / sleeps 4

14

Match: Beach or lakeside relaxation

All filters match

from £99 / night

£672 / week

Great Deal only 85.00 nt. until May1st Ocean View and very clean

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 9

Match: Beach or lakeside relaxation

All filters match

from £268 / night

£1,873 / week

Child-friendly, luxurious lodge close to lake and skiing

McHenry house

5 bedrooms / 4 bathrooms / sleeps 18

1

Match: Beach or lakeside relaxation

All filters match

from £250 / night

£1,382 / week

Gorgeous Country Cottage On Scenic Monocacy River

Emmitsburg cottage

2 bedrooms / 2 bathrooms / sleeps 7

3

Match: Beach or lakeside relaxation

All filters match

from £174 / night

£1,204 - £1,516 / week

Six on the Beach. Fantastic Oceanfront w/ direct beach access. First Floor

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

18

Match: Beach or lakeside relaxation

All filters match

from £222 / night

£757 - £2,104 / week

Savage Riverfront Getaway, Brownie Cottage

Swanton cottage

3 bedrooms / 2 bathrooms / sleeps 4

Match: Beach or lakeside relaxation

All filters match

from £223 / night

£1,561 / week

Rainbow Chalet, Fly Fish the Savage River

Swanton chalet

3 bedrooms / 3 bathrooms / sleeps 6

3

Match: Beach or lakeside relaxation

All filters match

from £312 / night

£1,427 / week

Location Location! St Michaels-- In Town Cottage!

St. Michaels house

2 bedrooms / 2 bathrooms / sleeps 5

24

Responds fast! avg. 3 hours 23 minutes

Match: Beach or lakeside relaxation

All filters match

from £174 / night

£1,316 - £1,561 / week

Cove

Ocean City apartment

4 bedrooms / 4 bathrooms / sleeps 8

7

Match: Beach or lakeside relaxation

All filters match

from £401 / night

£2,586 / week

Hitch Apartment-no booking fees-3 days minimum

Ocean City condo

1 bedroom / 1 bathroom / sleeps 5

2

Responds fast! avg. 3 hours 8 minutes

Match: Beach or lakeside relaxation

All filters match

from £143 / night

£999 / week

Lovely Condo - Ocean View - Steps to the Ocean

Ocean City apartment

1 bedroom / 1 bathroom / sleeps 4

5

Match: Beach or lakeside relaxation

All filters match

from £130 / night

£905 / week

LORELEI II Beach & Bay Best of Both

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 20 minutes

Match: Beach or lakeside relaxation

All filters match

from £116 / night

£758 - £1,873 / week

The best place with Ocean Front beach in OC, MD

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 41 minutes

Match: Beach or lakeside relaxation

All filters match

from £179 / night

£1,115 / week

Rock Haul

Swanton house

6 bedrooms / 3 bathrooms / sleeps 12

10

Responds fast! avg. 1 hour 49 minutes

Match: Beach or lakeside relaxation

All filters match

from £223 / night

£1,115 - £2,140 / week

Historic Waterfront Property with Wi-Fi and Dock

St. Michaels house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 22 minutes

Match: Beach or lakeside relaxation

All filters match

from £669 / night

£3,121 / week

Harbor Cottage at the Chesapeake Bay

Saint Leonard cottage

2 bedrooms / 2 bathrooms / sleeps 6

Match: Beach or lakeside relaxation

All filters match

from £232 / night

£990 / week

Golden Sands #2012 -Luxury Ocean Front Beach Condo

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

13

Responds fast! avg. 2 hours 9 minutes

Match: Beach or lakeside relaxation

All filters match

from £255 / night

£1,779 / week

Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)

Chester house

4 bedrooms / 2 bathrooms / sleeps 8

3

Match: Beach or lakeside relaxation

All filters match

from £255 / night

£1,779 / week

Gorgeous Home on Chester River

Chestertown house

4 bedrooms / 9 bathrooms / sleeps 8

2

Match: Beach or lakeside relaxation

All filters match

from £580 / night

£3,567 / week

Luxury High End Sunset Island Condo walk to Beach

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

7

Responds fast! avg. 57 minutes

Match: Beach or lakeside relaxation

All filters match

from £184 / night

£1,191 / week

Magnificent Ocean Front Unit

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 16 minutes

Match: Beach or lakeside relaxation

All filters match

from £223 / night

£1,561 / week

Diamond Bay Condominium

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

20

Responds fast! avg. 37 minutes

Match: Beach or lakeside relaxation

All filters match

from £90 / night

£785 - £1,097 / week

Viewing 40 of 98
rentals in Maryland

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