Calvert County Rentals

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14 Houses

(5) Very Good 

17

Seahorse Guest Cottage near the Bay, dog friendly

Calvert County / North Beach

North Beach cottage

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Price per night from

$184

Responds fast!
avg. 1 hour 22 minutes

Price per night from

$184

(1) Excellent 

24

New! Beachfront 4BR St. Leonard Cottage w/ Deck!

Calvert County / St. Leonard

Saint Leonard cottage

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$184

Responds fast!
avg. 7 minutes

Price per night from

$184

24

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

Calvert County / Chesapeake Beach

Chesapeake Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$81

Responds fast!
avg. 26 minutes

Price per night from

$81

11

Panoramic Views of Herrington Harbour on the Bay.

Calvert County / North Beach

North Beach house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$575

Price per night from

$575

9

Renovated Luxury Waterview House

Calvert County / North Beach

North Beach house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$345

Price per night from

$345

10

Harbor Cottage at the Chesapeake Bay

Calvert County / St. Leonard

Saint Leonard cottage

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$298

Price per night from

$298

24

St. Leonard Cottage w/Pool Overlooking Wells Cove!

Calvert County / St. Leonard

Saint Leonard cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$103

Responds fast!
avg. 26 minutes

Price per night from

$103

10

Business or Leisure?

Calvert County / Lusby

Lusby guest house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$75

Responds fast!
avg. 3 hours 37 minutes

Price per night from

$75

Great rentals within 20 miles that match your search

Distance approx 17.37 km from Calvert County Show on Map

32

A Special Occasion Property

Maryland / Croom

Croom house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$287

Responds fast!
avg. 41 minutes

Price per night from

$287

Distance approx 19.09 km from Calvert County Show on Map

(12) Very Good 

31

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

Maryland / Cambridge

Cambridge house

6 20 min stay varies

  • 6 bedrooms
  • sleeps 20
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“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 cle
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Price per night from

$572

Price per night from

$572

Distance approx 19.73 km from Calvert County Show on Map

20

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

Maryland / Croom

Croom townhouse

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$126

Price per night from

$126

Distance approx 18.4 km from Calvert County Show on Map

11

Private 2 Bedroom Apartment

Maryland / Waldorf

Waldorf apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$115

Price per night from

$115

Distance approx 19.06 km from Calvert County Show on Map

17

Deerpond Carriage House

Maryland / Woolford

Woolford guest house

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$207

Price per night from

$207

Distance approx 19.81 km from Calvert County Show on Map

(15) Excellent 

35

Year Round Estate on Bay / Fam. Reunions / Slps 28

Maryland / Cambridge

Cambridge house

7 28 min stay varies

  • 7 bedrooms
  • sleeps 28
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Unbelievable Home in an Unbelievable Setting!!!” Our family cant thank you enough for the memories made at captains quarters this summer. This was the first time getting away with the entire family (kids grandkids, grand parents, etc) and it was prop
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Price per night from

$1,000

Price per night from

$1,000