A beach with seagulls, a rocky shoreline, and houses in the background.

Vacation Rentals in Calvert County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Calvert County vacation rentals

Pool

1. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥30,271
￥82,308 total
includes taxes & fees
Sep 9 - Sep 10
Family Beach House: Spacious Deck, Grill & Views
Beach nearby

2. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
United States
Ellen B.
The price is ￥17,379
￥57,523 total
includes taxes & fees
Sep 8 - Sep 9
Beachside Oasis with Beach Passes & King Suite by A Haven Away
Exterior

3. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥43,415
￥73,942 total
includes taxes & fees
Aug 17 - Aug 18
Plum Point Cottage #17
Outdoor dining

4. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (37 reviews)
"Such a great house! "
United States
Stephanie V.
The price is ￥24,950
￥77,304 total
includes taxes & fees
Sep 8 - Sep 9
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
TV, fireplace

5. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (6 reviews)
"Lovely!! Perfect for our family for a weekend adventure. Very fun spaces with everything you need. The morning stroll to see the sunrise over the water was divine! Thank you!"
United States
Kate J.
The price is ￥21,078
￥43,960 total
includes taxes & fees
Aug 18 - Aug 19
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Exterior

6. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (56 reviews)
"Cute A-frame with all the necessities!"
United States
Anonymous traveler
The price is ￥25,013
￥51,339 total
includes taxes & fees
Sep 8 - Sep 9
Soul Oasis - home on the Chesapeake Bay
Interior

7. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is ￥68,986
￥183,156 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront Cabin Near Solomons Island w/ Hot Tub
Property grounds

8. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (13 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
The price is ￥73,606
￥133,921 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
House (3 Bedrooms) | Interior

9. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is ￥81,413
￥182,310 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront Cabin Near Solomons Island w/ Hot Tub
TV, fireplace, video games, books

10. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ￥77,111
￥159,922 total
includes taxes & fees
Aug 25 - Aug 26
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Smart TV, books

11. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥47,796
￥115,534 total
includes taxes & fees
Sep 8 - Sep 9
4-BR Waterfront Turret Home
Property grounds

12. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.4 out of 10, Exceptional, (14 reviews)
"The owner was very nice "
United States
karen
The price is ￥24,376
￥42,903 total
includes taxes & fees
Aug 18 - Aug 19
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Property grounds

13. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (22 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is ￥34,811
￥59,529 total
includes taxes & fees
Sep 14 - Sep 15
Bright and airy waterfront getaway
Exterior

14. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (53 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is ￥22,305
￥53,637 total
includes taxes & fees
Aug 24 - Aug 25
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Smart TV

15. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (15 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is ￥62,039
￥109,669 total
includes taxes & fees
Sep 2 - Sep 3
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cottage, 2 Bedrooms, Kitchen | Exterior

16. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ￥30,763
￥48,203 total
includes taxes & fees
Aug 17 - Aug 18
Coles Point Marina
Coffee/tea maker, fridge, microwave, oven

17. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (64 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is ￥36,644
￥42,896 total
includes taxes & fees
Aug 17 - Aug 18
Waterfront Getaway with Dock
Outdoor dining

18. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is ￥62,135
￥78,427 total
includes taxes & fees
Sep 8 - Sep 9
Sunset Breezes - quiet waterfront retreat
Interior

19. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place and neighborhood! "
United States
Marci M.
The price is ￥44,450
￥86,890 total
includes taxes & fees
Sep 9 - Sep 10
Sunset Cottage - West River Access and Views!
Exterior

20. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"Lovely, spacious home in a quiet setting. Ken Island is a beautiful, relaxing spot. Adam was so accommodating and easy to communicate with. The house is well stocked, clean, and comfortable. You’ll enjoy your stay there!"
United States
Susan
The price is ￥16,952
￥48,201 total
includes taxes & fees
Aug 18 - Aug 19
Charming Coastal/Country Home w/3 Acres & Sauna!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Calvert County Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"This is our favorite hotel to stay in while in the Annapolis area. The hotel is clean inside and out. Staff are so wonderful and genuinely care about your happiness. And a price point that trumps other hotels by far. We've stayed at another hotel that is right beside this one and were very disappointed, but this hotel exceeds out expectations every time."
Danielle 3-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Calvert County

Vacation Apartments in Calvert County

Search for Vacation rentals in Calvert County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Calvert County using one of the methods below:

  • View our selection of featured Vacation rentals in Calvert County
  • Use the map to find apartments and other Vacation homes in the Calvert County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Calvert County while they last

Look no further and take a look at our great range of rental properties in Calvert County!