Find Vacation Rentals in Chesapeake Bay

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Chesapeake Bay
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Popular Chesapeake Bay Vacation Rentals

Find the perfect Chesapeake Bay vacation rental

Condo Northeast Virginia Beach
$70 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (70 ratings)
Northeast Virginia Beach, Virginia Beach, Virginia, United States
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Vrbo
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Cottage Grimstead
$221 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (185 ratings)
Grimstead, Gwynn, Virginia, United States
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Vrbo
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House Gwynn
$190 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (244 ratings)
Gwynn, Piankatank, Virginia, United States
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Vrbo
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Condo Northeast Virginia Beach
$200 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (106 ratings)
Northeast Virginia Beach, Virginia Beach, Virginia, United States
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Vrbo
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House Sherwood
$235 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (127 ratings)
Sherwood, Bay Hundred, Maryland, United States
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Vrbo
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Cottage Wittman
$252 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (208 ratings)
Wittman, Bay Hundred, Maryland, United States
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Vrbo
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Cabin Port Republic
$162 per night
Cabin ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (176 ratings)
Port Republic, Solomons Island, Maryland, United States
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Vrbo
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House North Beach
$184 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (73 ratings)
North Beach, Sunderland, Maryland, United States
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Vrbo
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House Gloucester Courthouse
$219 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (155 ratings)
Gloucester Courthouse, Abingdon, Virginia, United States
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Lexington Park
$853 per night
House ∙ 8 guests ∙ 5 bedrooms
5.0
"Excellent" (79 ratings)
Lexington Park, St. Inigoes, Maryland, United States
Internet
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Vrbo
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Apartment Internet Northeast Virginia Beach
$92 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (93 ratings)
Northeast Virginia Beach, Virginia Beach, Virginia, United States
Internet
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Vrbo
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House Internet Buckroe Beach
$270 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (104 ratings)
Buckroe Beach, Hampton, Virginia, United States
Internet
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Vrbo
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Vacation rentals and apartments with air conditioning

House Air conditioning Heathsville
$358 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
"Excellent" (74 ratings)
Heathsville, Northumberland County, Virginia, United States
Air conditioning
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Vrbo
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Cottage Air conditioning Fishing Creek
$233 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (71 ratings)
Fishing Creek, Hoopers Island, Maryland, United States
Air conditioning
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Vrbo
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House Air conditioning Foster
$314 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
"Excellent" (107 ratings)
Foster, Westville, Virginia, United States
Air conditioning
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Vrbo
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Apartments and vacation rentals with a kitchen

House Kitchen Cape Charles
$226 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (209 ratings)
Cape Charles, Northampton County, Virginia, United States
Kitchen
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Vrbo
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House Kitchen Northampton County
$133 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (98 ratings)
Northampton County, Virginia, United States
Kitchen
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Vrbo
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House Kitchen Buckroe Beach
$269 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (178 ratings)
Buckroe Beach, Hampton, Virginia, United States
Kitchen
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Vrbo
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Frequently Asked Questions

What is the average price per night for accommodation in Chesapeake Bay?

Accommodation in Chesapeake Bay cost from $70 per night.

Is it possible to find vacation rentals in Chesapeake Bay?

On tripping.com, you will find 10,879 available vacation rental offers in Chesapeake Bay.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Chesapeake Bay

Looking for a vacation rental in Chesapeake Bay? Tripping.com has 45864 vacation rental homes available in Chesapeake Bay. You'll find 284 studios, 13942 1-bedroom, 9388 2-bedroom and 22250 rentals with 3 or more bedrooms ranging from $25 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Chesapeake Bay is $277 while the average price of a weekly rental is $2532. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Chesapeake Bay home is $2353. Wondering if you can bring your dog or cat along with you? There are 7104 pet-friendly vacation rentals available in Chesapeake Bay. In addition to accommodating pets, Chesapeake Bay rentals offer a variety of amenities. In particular, 39082 rentals have Internet and WiFi, 39889 have TV and/or cable and 17180 have a pool or hot tub. Search properties from 14 vacation rental sites in Chesapeake Bay where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 22046 HomeAway rentals, 10442 TripAdvisor short term rentals and 4421 Booking.com vacation rentals.
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