5 Best Vacation Rentals in Calvert County - Holiday Lettings - Cabins

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10 Vacation rentals

13

Cottage rental in Saint Leonard

Calvert County / Saint Leonard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Come relax at this charming updated one bedroom bungalow. It overlooks the waters of Wells Cove, a tributary to the Patuxent River which is itself, a tributary to the Chesapeake Bay. This cottage is secluded from the main house, surrounded by water and a wild flower mea …see more

from $85 / night

$595 - $630 / week

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avg. 7 minutes

from $85 / night

24

Saint Leonard Vacation cottage rental

Calvert County / Saint Leonard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape your everyday hustle and bustle and discover a hidden treasure right on the Chesapeake Bay sands at this 4-bedroom, 1-bathroom St. Leonard vacation rental cottage. With comfortable accommodations to sleep 8, 1,200 square feet of well-appointed living space and ea …see more

from $175 / night

$1225 - $2555 / week

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Responds fast!
avg. 50 minutes

from $175 / night

29

Home rental in Lusby with shared pool

Calvert County / Lusby

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes fr …see more

from $400 / night

$2026 / week

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from $400 / night

(5) Very Good 

17

Cottage rental in North Beach

Calvert County / North Beach

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch …see more

from $150 / night

$700 - $1000 / week

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from $150 / night

10

Vacation cottage in Saint Leonard

Calvert County / Saint Leonard

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a fa …see more

from $260 / night

$1110 / week

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from $260 / night

17

Vacation home in Saint Leonard

Calvert County / Saint Leonard

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The "Sweet Spot" on the Bay - this charming 2 BR 1 Bath Cottage with water views is located in a private waterfront community, Long Beach in St. Leonard, MD, just half a block to the beach (which has a nice big shade tree). This cozy little cottage is super comfy and …see more

from $145 / night

$1000 / week

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from $145 / night

11

Vacation home in North Beach

Calvert County / North Beach

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
All-Decked-Out Beach House is on the Western Shore of the Chesapeake Bay in the lovely Rose Haven/North Beach MD community. Fenced-in on a large corner lot directly across from Herrington on the Bay, 3 miles from Chesapeake Beach Bay Resort & Spa and 45 min. from DC th …see more

from $450 / night

$3150 / week

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from $450 / night

9

Vacation home in North Beach

Calvert County / North Beach

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoo …see more

from $250 / night

$1000 - $1500 / week

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from $250 / night

(1) Excellent 

20

Vacation camper van with shared pool in Huntingtown

Calvert County / Huntingtown

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
31' camper trailer with private site and hookups on small farm. Full bathroom, queen bedroom, full bedroom with additional single bunk. Living, dining, and full kitchen area. 3 tv's. Picnic table, fire pit and wood provided. Lighting around site. Plenty of private s …see more

from $95 / night

$665 / week

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from $95 / night

4

Vacation private room in Lusby

Calvert County / Lusby

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Air conditioning
A cozy room for one person living in an excellent house. Convenient location, there is everything necessary for comfortable living. We are always glad to host our guests! Fresh linen, toilet and other various household items and useful trifles. All that can be needed, a …see more

from $50 / night

$350 / week

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from $50 / night