Holiday Houses in Calvert County

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14 Holiday homes

Chesapeake Beach Apt. Walk to Bay, Beach & Marina!

Chesapeake Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 5 minutes

from £64 / night

£448 / week

Harbor Cottage at the Chesapeake Bay

Saint Leonard cottage

2 bedrooms / 2 bathrooms / sleeps 6

from £228 / night

£973 / week

Panoramic Views of Herrington Harbour on the Bay.

North Beach house

3 bedrooms / 2 bathrooms / sleeps 8

from £437 / night

£3,060 / week

St. Leonard Cottage w/Pool Overlooking Wells Cove!

Saint Leonard cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 5 minutes

from £82 / night

£571 / week

Renovated Luxury Waterview House

North Beach house

3 bedrooms / 2 bathrooms / sleeps 6

from £263 / night

£1,314 - £1,621 / week

Business or Leisure?

Lusby guest house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 4 minutes

from £57 / night

£184 - £307 / week

Modern Luxury Rental in North Beach!

North Beach house

1 bedroom / 1 bathroom / sleeps 4

from £119 / night

£745 / week

The Mackall House - HUGE Private home! Sleeps 14! Two kitchens and game room!

Broomes Island house

6 bedrooms / 6 bathrooms / sleeps 14

from £522 / night

£3,942 - £5,475 / week

Indoor pool and spa located in beautiful Southern Maryland woodlands

Chesapeake Beach house

3 bedrooms / 3 bathrooms / sleeps 8

from £438 / night

£3,066 / week

Great rentals within 20 miles that match your search

Private 2 Bedroom Apartment

Waldorf apartment

2 bedrooms / 1 bathroom / sleeps 6

from £88 / night

£614 / week

Stunning, Newer Chesapeake Waterfront Estate, Pool - 6/7 Bedrms 5 Baths

Cambridge house

6 bedrooms / 5 bathrooms / sleeps 20

13

from £525 / night

£5,690 - £5,936 / week

Deerpond Carriage House

Woolford guest house

1 bedroom / 1 bathroom / sleeps 2

from £158 / night

£1,047 / week

⟰Beautiful home, Quiet neighborhood, Home away from home⟰

Croom townhouse

4 bedrooms / 4 bathrooms / sleeps 8

from £97 / night

£675 / week

A Special Occasion Property

Croom house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 41 minutes

from £219 / night

£1,533 / week