Calvert County Rentals

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Price: high to low

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20 Houses

Indoor pool and spa located in beautiful Southern Maryland woodlands

Chesapeake Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,104

Quiet cottage on wooded property

Lusby bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 2 minutes

Price per night from

$141

Cozy Cedar Cottage near the Chesapeake Bay

Saint Leonard house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$154

Responds fast! avg. 3 hours 42 minutes

Price per night from

$441

Blue Pearl - Life on the River! Luxury estate with jacuzzi and private pier!

Broomes Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$398

Bahia Breeze - Beachfront Cottage

Chesapeake Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$225

Quiet Cottage, Hot Tub, Bay View, Block to Beach, 1hr to DC

Saint Leonard house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$251

Private Beach Community Home

Lusby house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$160

Huge Beach Bungalow- Yard, Beach Pass, King Beds

North Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$627

Trust n Travel

Lusby guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$201

Great rentals within 20 miles that match your search

The Legends Getaway

Bryantown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$598

CHESAPEAKE MANSION - NEW POOL/12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Sherwood house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

Price per night from

$2,848

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

Cambridge house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.

Price per night from

$1,025

Beautiful Waterfront Home, Private Pool and Water Amenities- Sleeps 16

Cambridge house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 18

Price per night from

$855

Cozy Luxury Townhome 25 Mins from DC

Waldorf townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$155

Retreat at Fenwick

Leonardtown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$124

Breathtaking Waterfront Cambridge Getaway

Cambridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$681

180-degree water views at unique round house

Shady Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 42 minutes

Price per night from

$397

Private Waterview Estate with 4 bedroom Suites & Hot Tub

Shady Side house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 42 minutes

Price per night from

$817

Private Waterfront Retreat with Pool, Hot Tub and Game Room

Tracys Landing house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 42 minutes

Price per night from

$1,459

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