Chesapeake Vacation Rentals - Wimdu base64Hash Chesapeake Vacation Rentals - Wimdu

Chesapeake Vacation Rentals

Chesapeake
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Guests
Chesapeake
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Guests
Find quality vacation rentals and city apartments!

Best-rated vacation rentals in Chesapeake

Discover vacation rentals with top-notch guest ratings

House Chesapeake
from $300 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (8 ratings)
Chesapeake, Virginia, United States
Vrbo
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House Western Branch North
from $244 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (5 ratings)
Western Branch North, Chesapeake, Virginia, United States
HomeToGo
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House Western Branch South
from $313 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (1 rating)
Western Branch South, Chesapeake, Virginia, United States
HomeToGo
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Pet-friendly rentals in Chesapeake

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

House Western Branch North
from $198 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Western Branch North, Chesapeake, Virginia, United States
Pet-friendly
Vrbo
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Farmhouse Pleasant Grove West
from $231 per night
Farmhouse ∙ 5 guests ∙ 1 bedroom
4.9
Outstanding (6 ratings)
Pleasant Grove West, Chesapeake, Virginia, United States
Pet-friendly
Vrbo
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House Western Branch North
from $151 per night
House ∙ 4 guests ∙ 2 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Pet-friendly
Vrbo
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Accommodation with Internet in Chesapeake

Choose your ideal rental with Internet and WiFi in Chesapeake

House Western Branch North
from $229 per night
House ∙ 8 guests ∙ 4 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Internet
HomeToGo
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House Western Branch North
from $225 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (5 ratings)
Western Branch North, Chesapeake, Virginia, United States
Internet
Vrbo
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House Pleasant Grove West
from $168 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (21 ratings)
Pleasant Grove West, Chesapeake, Virginia, United States
Internet
Vrbo
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Vacation rentals with pool in Chesapeake

Discover best cabin and house rentals with pool in Chesapeake

Condo Indian River
from $203 per night
Condo ∙ 4 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
Pool
HomeToGo
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Condo Indian River
from $221 per night
Condo ∙ 6 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
Pool
HomeToGo
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Apartment Pleasant Grove West
from $115 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (5 ratings)
Pleasant Grove West, Chesapeake, Virginia, United States
Pool
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Best vacation rental offers in Chesapeake

Apartment Deep Creek West
from $226 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Deep Creek West, Chesapeake, Virginia, United States
Agoda
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House Western Branch North
from $220 per night
House ∙ 4 guests ∙ 2 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Agoda
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Apartment Deep Creek West
from $177 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Deep Creek West, Chesapeake, Virginia, United States
Vrbo
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House Western Branch North
from $257 per night
House ∙ 8 guests ∙ 4 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Agoda
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House Western Branch North
from $176 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (14 ratings)
Western Branch North, Chesapeake, Virginia, United States
Vrbo
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House Indian River
from $157 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (1 rating)
Indian River, Chesapeake, Virginia, United States
Vrbo
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House Indian River
from $199 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (6 ratings)
Indian River, Chesapeake, Virginia, United States
Vrbo
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House Great Bridge
from $119 per night
House ∙ 3 guests ∙ 2 bedrooms
Great Bridge, Chesapeake, Virginia, United States
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House Western Branch North
from $175 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (13 ratings)
Western Branch North, Chesapeake, Virginia, United States
Vrbo
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House South Norfolk
from $318 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (24 ratings)
South Norfolk, Chesapeake, Virginia, United States
Vrbo
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House Great Bridge
from $127 per night
House ∙ 4 guests ∙ 2 bedrooms
Great Bridge, Chesapeake, Virginia, United States
Vrbo
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House Western Branch South
from $327 per night
House ∙ 9 guests ∙ 4 bedrooms
4.5
Excellent (10 ratings)
Western Branch South, Chesapeake, Virginia, United States
Vrbo
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House Indian River
from $289 per night
House ∙ 2 guests ∙ 3 bedrooms
4.0
Very good (6 ratings)
Indian River, Chesapeake, Virginia, United States
Vrbo
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Apartment Deep Creek South
from $97 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.9
Outstanding (58 ratings)
Deep Creek South, Chesapeake, Virginia, United States
Vrbo
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House Western Branch North
from $256 per night
House ∙ 8 guests ∙ 4 bedrooms
4.2
Very good (7 ratings)
Western Branch North, Chesapeake, Virginia, United States
Vrbo
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Apartment Western Branch North
from $93 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Western Branch North, Chesapeake, Virginia, United States
Vrbo
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House Greenbrier West
from $243 per night
House ∙ 5 guests ∙ 2 bedrooms
Greenbrier West, Chesapeake, Virginia, United States
Vrbo
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House Deep Creek North
from $282 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Deep Creek North, Chesapeake, Virginia, United States
Vrbo
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House Greenbrier West
from $795 per night
House ∙ 10 guests ∙ 4 bedrooms
Greenbrier West, Chesapeake, Virginia, United States
Vrbo
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Condo Indian River
from $237 per night
Condo ∙ 6 guests ∙ 1 bedroom
5.0
Outstanding (1 rating)
Indian River, Chesapeake, Virginia, United States
Vrbo
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House Greenbrier West
from $140 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
Excellent (6 ratings)
Greenbrier West, Chesapeake, Virginia, United States
Vrbo
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House Butts Station
from $175 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Butts Station, Chesapeake, Virginia, United States
Vrbo
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House Indian River
from $452 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding (10 ratings)
Indian River, Chesapeake, Virginia, United States
Vrbo
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House South Norfolk
from $131 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
South Norfolk, Chesapeake, Virginia, United States
Vrbo
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House Western Branch South
from $272 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (1 rating)
Western Branch South, Chesapeake, Virginia, United States
Vrbo
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House Great Bridge
from $283 per night
House ∙ 5 guests ∙ 3 bedrooms
4.6
Excellent (7 ratings)
Great Bridge, Chesapeake, Virginia, United States
Vrbo
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House Western Branch South
from $219 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Western Branch South, Chesapeake, Virginia, United States
Vrbo
View deal
House Deep Creek South
from $344 per night
House ∙ 7 guests ∙ 3 bedrooms
4.7
Excellent (3 ratings)
Deep Creek South, Chesapeake, Virginia, United States
Vrbo
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House Chesapeake
from $401 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Chesapeake, Virginia, United States
Vrbo
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Condo Indian River
from $219 per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (2 ratings)
Indian River, Chesapeake, Virginia, United States
Vrbo
View deal
House Deep Creek West
from $281 per night
House ∙ 3 guests ∙ 1 bedroom
Deep Creek West, Chesapeake, Virginia, United States
Vrbo
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House Deep Creek North
from $257 per night
House ∙ 10 guests ∙ 5 bedrooms
4.5
Excellent (2 ratings)
Deep Creek North, Chesapeake, Virginia, United States
Vrbo
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House Western Branch North
from $152 per night
House ∙ 4 guests ∙ 2 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Vrbo
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Condo Indian River
from $230 per night
Condo ∙ 2 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
HomeToGo
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House Western Branch South
from $217 per night
House ∙ 6 guests ∙ 2 bedrooms
4.0
Very good (6 ratings)
Western Branch South, Chesapeake, Virginia, United States
Vrbo
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House Western Branch South
from $812 per night
House ∙ 13 guests ∙ 4 bedrooms
4.4
Very good (15 ratings)
Western Branch South, Chesapeake, Virginia, United States
Vrbo
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Apartment South Norfolk
from $305 per night
Apartment ∙ 4 guests ∙ 1 bedroom
South Norfolk, Chesapeake, Virginia, United States
Vrbo
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Motel Western Branch South
from $75 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.2
(152 ratings)
Western Branch South, Chesapeake, Virginia, United States
HomeToGo
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Motel Greenbrier West
from $63 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.0
(98 ratings)
Greenbrier West, Chesapeake, Virginia, United States
HomeToGo
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View all 581 apartments in Chesapeake

And we love our apartments

33 m² Apartment
93 m² House
Apartment
223 m² House
176 m² House
View all 581 apartments in Chesapeake

Features of Chesapeake vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Internet, Pool and Pets allowed
🏊  Vacation rentals with a pool 305 rentals
🌙 Minimum price starting at $63
🐾 Pet friendly vacation homes 160 rentals
🏡 Rentals available 648 rentals

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