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

Chesapeake Bay Vacation Rentals

Chesapeake Bay
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Pet-friendly rentals in Chesapeake Bay

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

House Cape Saint Claire
$168 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (50 ratings)
Cape Saint Claire, Anne Arundel County, Maryland, United States
Pet-friendly
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House Cape Charles
$142 per night
House ∙ 8 guests ∙ 2 bedrooms
4.8
Outstanding (27 ratings)
Cape Charles, Northampton County, Virginia, United States
Pet-friendly
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House Elkton
$476 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (81 ratings)
Elkton, Cecil County, Maryland, 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 Deal Island
$146 per night
House ∙ 8 guests ∙ 3 bedrooms
4.7
Excellent (39 ratings)
Deal Island, Somerset County, Maryland, United States
Internet
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House Ewell
$174 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Ewell, Smith Island, Maryland, United States
Internet
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House East Ocean View
$323 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (6 ratings)
East Ocean View, Norfolk, 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 Madison
$994 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (30 ratings)
Madison, Dorchester County, Maryland, United States
Pool
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House Tracys Landing
$772 per night
House ∙ 14 guests ∙ 5 bedrooms
5.0
Outstanding (13 ratings)
Tracys Landing, Anne Arundel County, Maryland, United States
Pool
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House Cape Charles
$327 per night
House ∙ 9 guests ∙ 3 bedrooms
4.9
Outstanding (10 ratings)
Cape Charles, Northampton County, Virginia, United States
Pool
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Best vacation rental offers in Chesapeake Bay

House Arundel on the Bay
$413 per night
House ∙ 13 guests ∙ 5 bedrooms
4.3
Very good (32 ratings)
Arundel on the Bay, Anne Arundel County, Maryland, United States
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House Hollywood
$109 per night
House ∙ 2 guests ∙ 1 bedroom
4.6
Excellent (39 ratings)
Hollywood, Patuxent, Maryland, United States
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House Lake Shore
$127 per night
House ∙ 15 guests ∙ 5 bedrooms
4.9
Outstanding (64 ratings)
Lake Shore, Anne Arundel County, Maryland, United States
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House Scotland
$270 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (87 ratings)
Scotland, St. Inigoes, Maryland, United States
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House Reedville
$224 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Reedville, Northumberland County, Virginia, United States
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Cottage Elkton
$215 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (55 ratings)
Elkton, Cecil County, Maryland, United States
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Apartment Bay View
$127 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.1
Very good (29 ratings)
Bay View, Norfolk, Virginia, United States
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House Chesapeake City
$87 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (24 ratings)
Chesapeake City, Cecil County, Maryland, United States
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House Willoughby Spit
$623 per night
House ∙ 12 guests ∙ 5 bedrooms
4.6
Excellent (76 ratings)
Willoughby Spit, Norfolk, Virginia, United States
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House Camellia Shores
$282 per night
House ∙ 12 guests ∙ 2 bedrooms
5.0
Outstanding (33 ratings)
Camellia Shores, Norfolk, Virginia, United States
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House Cape Charles
$548 per night
House ∙ 15 guests ∙ 6 bedrooms
4.9
Outstanding (51 ratings)
Cape Charles, Northampton County, Virginia, United States
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House Heathsville
$460 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding (79 ratings)
Heathsville, Northumberland County, Virginia, United States
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House Rock Hall
$247 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (64 ratings)
Rock Hall, Edesville, Maryland, United States
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House Wenona
$87 per night
House ∙ 5 guests ∙ 2 bedrooms
4.8
Outstanding (65 ratings)
Wenona, Deal Island, Maryland, United States
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House Fishing Creek
$195 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (66 ratings)
Fishing Creek, Hoopers Island, Maryland, United States
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House Port Haywood
$223 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (65 ratings)
Port Haywood, Chesapeake, Virginia, United States
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Farmhouse Taylors Island
$552 per night
Farmhouse ∙ 14 guests ∙ 4 bedrooms
4.9
Outstanding (83 ratings)
Taylors Island, Dorchester County, Maryland, United States
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House East Ocean View
$124 per night
House ∙ 4 guests ∙ 2 bedrooms
4.3
Very good (13 ratings)
East Ocean View, Norfolk, Virginia, United States
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House Reedville
$171 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (8 ratings)
Reedville, Northumberland County, Virginia, United States
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Cottage Deltaville
$173 per night
Cottage ∙ 8 guests ∙ 2 bedrooms
4.9
Outstanding (28 ratings)
Deltaville, Pine Top, Virginia, United States
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Boat Kent Narrows
$174 per night
Boat ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (115 ratings)
Kent Narrows, Kent Island, Maryland, United States
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Cottage Reedville
$190 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding (26 ratings)
Reedville, Northumberland County, Virginia, United States
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Apartment Earleville
$130 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.9
Outstanding (10 ratings)
Earleville, Cecilton, Maryland, United States
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House Cape Charles
$279 per night
House ∙ 8 guests ∙ 3 bedrooms
4.6
Excellent (42 ratings)
Cape Charles, Northampton County, Virginia, United States
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House Deltaville
$155 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (14 ratings)
Deltaville, Pine Top, Virginia, United States
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House Taylors Island
$403 per night
House ∙ 15 guests ∙ 5 bedrooms
4.9
Outstanding (25 ratings)
Taylors Island, Dorchester County, Maryland, United States
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House Buckroe Beach
$174 per night
House ∙ 5 guests ∙ 3 bedrooms
4.9
Outstanding (74 ratings)
Buckroe Beach, Hampton, Virginia, United States
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House Chestertown
$239 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (75 ratings)
Chestertown, Kent County, Maryland, United States
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House Olde Hampton
$251 per night
House ∙ 9 guests ∙ 3 bedrooms
4.7
Excellent (6 ratings)
Olde Hampton, Hampton, Virginia, United States
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House Pasadena
$476 per night
House ∙ 14 guests ∙ 5 bedrooms
4.7
Excellent (99 ratings)
Pasadena, Anne Arundel County, Maryland, United States
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House Havre de Grace
$153 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (19 ratings)
Havre de Grace, Harford County, Maryland, United States
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House Willoughby Spit
$218 per night
House ∙ 13 guests ∙ 4 bedrooms
4.6
Excellent (111 ratings)
Willoughby Spit, Norfolk, Virginia, United States
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House North Beach
$140 per night
House ∙ 3 guests ∙ 1 bedroom
4.9
Outstanding (34 ratings)
North Beach, Sunderland, Maryland, United States
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House Grimstead
$237 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (8 ratings)
Grimstead, Gwynn, Virginia, United States
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House Buckroe Beach
$149 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (10 ratings)
Buckroe Beach, Hampton, Virginia, United States
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House Cape Charles
$130 per night
House ∙ 9 guests ∙ 2 bedrooms
5.0
Outstanding (19 ratings)
Cape Charles, Northampton County, Virginia, United States
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House Cape Charles
$159 per night
House ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (22 ratings)
Cape Charles, Northampton County, Virginia, United States
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House Cobbs Creek
$205 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (151 ratings)
Cobbs Creek, Piankatank, Virginia, United States
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House Buckroe Beach
$203 per night
House ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding (39 ratings)
Buckroe Beach, Hampton, Virginia, 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 5/25 - 6/1, you will need to pay $558 on average. On the other hand, the cheapest month in the year is January, with an average vacation rental price of $347.

Rental availability information in Chesapeake Bay

This graph shows how many vacation rentals are available over the next 12 months. Only 35% of the vacation rentals in Chesapeake Bay are available in May. If you'd like to visit then, make sure to book early! You'll find the highest availability in December, with 75% of the vacation rentals in Chesapeake Bay still available.

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