Calvert County Vacation Rentals

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Top cities in Calvert County

Boardwalk along the Chesapeake Bay.
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Chesapeake Beach

Chesapeake Beach
Perfect place to sail.
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Solomons

Solomons

Calvert County Vacation Rentals

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Port Republic MD
At this cabin, guests have access to a garden.
Pool
Kitchen
Million Dollar View of the Chesapeake Bay

Million Dollar View of the Chesapeake Bay

Deale MD
Guests of this vacation home enjoy access to a water park, laundry facilities, and a water dispenser. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Kitchen
Washer
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Waterfront Getaway, Dock Your Boat & Play!

Waterfront Getaway, Dock Your Boat & Play!

Edgewater MD
At Waterfront Getaway, Dock Your Boat & Play!, guests have access to features like laundry facilities.
Washer
Dryer
Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater MD
$563 nightly
The price is $642 total per night
$642 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Hot Tub
Kitchen
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Piney Point MD
Guests staying at this apartment enjoy a hot tub, laundry facilities, and a garden. This smoke-free apartment building also has barbecue grills.
Hot Tub
Washer
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Cambridge MD
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville MD
At this houseboat, guests have access to barbecue grills.
Kitchen
Pet friendly
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Annapolis MD
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Annapolis MD
$1,019 nightly
The price is $1,161 total per night
$1,161 total
Dec 21 - Dec 22
Total with taxes and fees
This vacation home offers an arcade/game room, laundry facilities, and local meal delivery service. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include a water dispenser, a garden, and barbecue grills.
Kitchen
Washer
Quaint 3/2.5 home in Fort Dupont

Quaint 3/2.5 home in Fort Dupont

Washington DC
$277 nightly
The price is $282 total per night
$282 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Pet friendly
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge MD
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Spacious 4-bedroom townhome in brilliant Washington with WiFi, AC

Spacious 4-bedroom townhome in brilliant Washington with WiFi, AC

Washington DC
$383 nightly
The price is $444 total per night
$444 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Message me for additional Discount |FREE Parking

Message me for additional Discount |FREE Parking

Washington DC
$401 nightly
The price is $465 total per night
$465 total
Dec 21 - Dec 22
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Dryer
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Chester MD
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Kitchen
Washer
Landing Washington DC near Washington Navy Yard

Landing Washington DC near Washington Navy Yard

2 out of 5
1335 Penn Ave SE Washington DC
At this aparthotel, guests have access to free WiFi in public areas.
Washer
Dryer
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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.

Hotel Options in Calvert County

    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $121 nightly
    The price is $132 total per night from Dec 27 to Dec 28
    $132 total
    Dec 27 - Dec 28
    Total with taxes and fees
    8.2/10 Very Good! (1,001 reviews)
    DoubleTree by Hilton Hotel Largo/Washington DC

    DoubleTree by Hilton Hotel Largo/Washington DC

    9100 Basil Court Upper Marlboro MD
    $92 nightly
    The price is $104 total per night from Jan 1 to Jan 2
    $104 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8/10 Very Good! (1,011 reviews)
    Hyatt Place National Harbor

    Hyatt Place National Harbor

    123 Waterfront Street Oxon Hill MD
    $127 nightly
    The price is $150 total per night from Jan 4 to Jan 5
    $150 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9.2/10 Wonderful! (1,876 reviews)

Orbitz makes it easy to find vacation rentals in Calvert County 

🏠 What is the best price for a Calvert County vacation rental?


Calvert County rentals range between $104 and $1,161 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Calvert County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Calvert County getaway. Orbitz filters your search results so you can find the best Calvert County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Calvert County vacation rentals with Orbitz?


You may be able to cancel or amend your Calvert County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Calvert County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Calvert County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Calvert County?


When you book a Calvert County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Calvert County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Calvert County—with plenty of hidden gems. We also have plenty of inventory in Calvert County main cities and near popular attraction spots.


🏠 Why should I book my Calvert County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Calvert County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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