Chesapeake Bay Vacation Rentals - Wimdu base64Hash Chesapeake Bay Vacation Rentals - Wimdu

Chesapeake Bay Vacation Rentals

Chesapeake Bay
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Chesapeake Bay
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Best-rated vacation rentals in Chesapeake Bay

Discover vacation rentals with top-notch guest ratings

Cottage Heathsville
$281 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (34 ratings)
Heathsville, Northumberland County, Virginia, United States
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House Mechanicsville
$442 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (6 ratings)
Mechanicsville, Chaptico, Maryland, United States
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House Reedville
$190 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Reedville, Northumberland County, Virginia, United States
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Pet-friendly rentals in Chesapeake Bay

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

Apartment Northeast Virginia Beach
$250 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Northeast Virginia Beach, Virginia Beach, Virginia, United States
Pet-friendly
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Cottage White Stone
$219 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
3.7
Good (157 ratings)
White Stone, Lancaster County, Virginia, United States
Pet-friendly
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House Reedville
$188 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (25 ratings)
Reedville, Northumberland County, Virginia, United States
Pet-friendly
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Accommodation with Internet in Chesapeake Bay

Choose your ideal rental with Internet and WiFi in Chesapeake Bay

House Gwynn
$205 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (17 ratings)
Gwynn, Piankatank, Virginia, United States
Internet
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House Buckroe Beach
$123 per night
House ∙ 3 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Buckroe Beach, Hampton, Virginia, United States
Internet
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Cottage Exmore
$80 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (33 ratings)
Exmore, Northampton County, Virginia, United States
Internet
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Vacation rentals with pool in Chesapeake Bay

Discover best cabin and house rentals with pool in Chesapeake Bay

House Reedville
$441 per night
House ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding (108 ratings)
Reedville, Northumberland County, Virginia, United States
Pool
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House White Stone
$588 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding (39 ratings)
White Stone, Lancaster County, Virginia, United States
Pool
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Condo Northeast Virginia Beach
$116 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (15 ratings)
Northeast Virginia Beach, Virginia Beach, Virginia, United States
Pool
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Best vacation rental offers in Chesapeake Bay

Cabin Lusby
$348 per night
Cabin ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (7 ratings)
Lusby, Solomons Island, Maryland, United States
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Cottage Onancock
$253 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (125 ratings)
Onancock, Accomack County, Virginia, United States
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House Norfolk Garden
$143 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent (15 ratings)
Norfolk Garden, Norfolk, Virginia, United States
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House North Beach
$426 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (60 ratings)
North Beach, Sunderland, Maryland, United States
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House Cape Charles
$221 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (83 ratings)
Cape Charles, Northampton County, Virginia, United States
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House Ocean Air
$279 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
Excellent (4 ratings)
Ocean Air, Norfolk, Virginia, United States
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House Camellia Shores
$256 per night
House ∙ 12 guests ∙ 2 bedrooms
5.0
Outstanding (41 ratings)
Camellia Shores, Norfolk, Virginia, United States
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House Buckroe Beach
$178 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (19 ratings)
Buckroe Beach, Hampton, Virginia, United States
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Cottage Calvert Beach-Long Beach
$157 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.5
Excellent (15 ratings)
Calvert Beach-Long Beach, Solomons Island, Maryland, United States
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House Reedville
$192 per night
House ∙ 8 guests ∙ 3 bedrooms
4.7
Excellent (63 ratings)
Reedville, Northumberland County, Virginia, United States
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House Cambridge
$302 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (46 ratings)
Cambridge, Dorchester County, Maryland, United States
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House Bay View
$280 per night
House ∙ 10 guests ∙ 4 bedrooms
4.6
Excellent (14 ratings)
Bay View, Norfolk, Virginia, United States
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House Mathews
$250 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (22 ratings)
Mathews, Westville, Virginia, United States
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House Reedville
$273 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (4 ratings)
Reedville, Northumberland County, Virginia, United States
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Cabin Chesapeake Ranch Estates-Drum Point
$236 per night
Cabin ∙ 5 guests ∙ 2 bedrooms
4.7
Excellent (13 ratings)
Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland, United States
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House Heathsville
$205 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (109 ratings)
Heathsville, Northumberland County, Virginia, United States
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House Fox Hill - Grandview
$314 per night
House ∙ 7 guests ∙ 3 bedrooms
4.8
Outstanding (17 ratings)
Fox Hill - Grandview, Hampton, Virginia, United States
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Cabin Port Republic
$141 per night
Cabin ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (202 ratings)
Port Republic, Solomons Island, Maryland, United States
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House Easton
$344 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (119 ratings)
Easton, Talbot County, Maryland, United States
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House Virginia Beach
$257 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (75 ratings)
Virginia Beach, Virginia, United States
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House Arundel on the Bay
$433 per night
House ∙ 13 guests ∙ 5 bedrooms
4.4
Very good (33 ratings)
Arundel on the Bay, Anne Arundel County, Maryland, United States
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House Cape Charles
$290 per night
House ∙ 9 guests ∙ 3 bedrooms
Cape Charles, Northampton County, Virginia, United States
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House Chic's Beach
$355 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding (48 ratings)
Chic's Beach, Virginia Beach, Virginia, United States
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Cottage Grimstead
$261 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (215 ratings)
Grimstead, Gwynn, Virginia, United States
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Condo Cape Charles
$272 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.5
Excellent (19 ratings)
Cape Charles, Northampton County, Virginia, United States
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House Buckroe Beach
$203 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (114 ratings)
Buckroe Beach, Hampton, Virginia, United States
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House Rock Hall
$234 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (13 ratings)
Rock Hall, Edesville, Maryland, United States
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House Cape Charles
$254 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (75 ratings)
Cape Charles, Northampton County, Virginia, United States
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House North Beach
$174 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (85 ratings)
North Beach, Sunderland, Maryland, United States
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Cottage Deltaville
$127 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding (101 ratings)
Deltaville, Pine Top, Virginia, United States
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Cottage Reedville
$206 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (33 ratings)
Reedville, Northumberland County, Virginia, United States
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House Hampton Roads Center
$190 per night
House ∙ 5 guests ∙ 3 bedrooms
4.3
Very good (15 ratings)
Hampton Roads Center, Hampton, Virginia, United States
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House Tipers
$250 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding (73 ratings)
Tipers, Northumberland County, Virginia, United States
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House Chesapeake
$287 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (6 ratings)
Chesapeake, Virginia, United States
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House Palmer
$193 per night
House ∙ 14 guests ∙ 4 bedrooms
4.8
Outstanding (47 ratings)
Palmer, Lancaster County, Virginia, United States
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Cottage Piney Point
$141 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Piney Point, Valley Lee, Maryland, United States
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House Calvert Beach-Long Beach
$169 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (26 ratings)
Calvert Beach-Long Beach, Solomons Island, Maryland, United States
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Cottage Chesapeake Ranch Estates-Drum Point
$139 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (8 ratings)
Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland, United States
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House Saint Michaels
$641 per night
House ∙ 6 guests ∙ 3 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
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Price and Availability Index in Chesapeake Bay

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Vacation Rental Price Information in Chesapeake Bay

By constantly analyzing our data, we created a graph to show you the fluctuation of prices in Chesapeake Bay. Booking a vacation rental is most expensive in May. In the period 5/24 – 5/31, you will need to pay $600 on average. On the other hand, the cheapest month in the year is January, with an average vacation rental price of $337.

Rental availability information in Chesapeake Bay

This graph shows how many vacation rentals are available over the next 12 months. Only 4% of the vacation rentals in Chesapeake Bay are available in January. If you'd like to visit then, make sure to book early! You'll find the highest availability in August, with 59% of the vacation rentals in Chesapeake Bay still available.

14 reviews
14 travelers who stayed in Chesapeake Bay rated their vacation home 3.7/5 stars on average.

And we love our apartments

186 m² Cabin
112 m² Cottage
House
139 m² House
House
View all 9329 apartments in Chesapeake Bay

Features of Chesapeake Bay vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Internet, Pool and Pets allowed
🏊  Vacation rentals with a pool 4,128 rentals
🌙 Minimum price starting at $79
🐾 Pet friendly vacation homes 1,972 rentals
🏡 Rentals available 9,487 rentals

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

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