Chesapeake Vacation Rentals - Wimdu base64Hash Chesapeake Vacation Rentals - Wimdu

Chesapeake Vacation Rentals

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

Best-rated vacation rentals in Chesapeake

Discover vacation rentals with top-notch guest ratings

House Chesapeake
$318 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (6 ratings)
Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$222 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent (3 ratings)
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$181 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent (3 ratings)
Western Branch North, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal

Pet-friendly rentals in Chesapeake

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

House Greenbrier West
$252 per night
House ∙ 5 guests ∙ 2 bedrooms
Greenbrier West, Chesapeake, Virginia, United States
Pet-friendly
Details
Vrbo
View deal
View deal
House Western Branch North
$199 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Western Branch North, Chesapeake, Virginia, United States
Pet-friendly
Details
Vrbo
View deal
View deal
House Indian River
$212 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Indian River, Chesapeake, Virginia, United States
Pet-friendly
Details
Vrbo
View deal
View deal
See all pet-friendly offers

Accommodation with Internet in Chesapeake

Choose your ideal rental with Internet and WiFi in Chesapeake

House Great Bridge
$103 per night
House ∙ 3 guests ∙ 2 bedrooms
Great Bridge, Chesapeake, Virginia, United States
Internet
Details
Vrbo
View deal
View deal
House Western Branch North
$252 per night
House ∙ 8 guests ∙ 4 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Internet
Details
HomeToGo
View deal
View deal
House Greenbrier West
$151 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent (6 ratings)
Greenbrier West, Chesapeake, Virginia, United States
Internet
Details
Vrbo
View deal
View deal
See all offers with internet

Vacation rentals with pool in Chesapeake

Discover best cabin and house rentals with pool in Chesapeake

Studio flat Indian River
$192 per night
Studio flat ∙ 3 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
Pool
Details
HomeToGo
View deal
View deal
Condo Indian River
$192 per night
Condo ∙ 4 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
Pool
Details
HomeToGo
View deal
View deal
Condo Indian River
$214 per night
Condo ∙ 6 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
Pool
Details
HomeToGo
View deal
View deal
See all offers with pool

Best vacation rental offers in Chesapeake

House Western Branch South
$170 per night
House ∙ 6 guests ∙ 2 bedrooms
4.0
Very good (6 ratings)
Western Branch South, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment Western Branch North
$133 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Deep Creek West
$276 per night
House ∙ 3 guests ∙ 1 bedroom
Deep Creek West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$358 per night
House ∙ 9 guests ∙ 4 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment Deep Creek South
$139 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Deep Creek South, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment Deep Creek West
$195 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Deep Creek West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment Western Branch North
$81 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment South Norfolk
$297 per night
Apartment ∙ 4 guests ∙ 1 bedroom
South Norfolk, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$248 per night
House ∙ 4 guests ∙ 2 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Details
Agoda
View deal
View deal
Motel Western Branch North
$79 per night
Motel ∙ 4 guests ∙ 1 bedroom
Western Branch North, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal
Apartment Deep Creek West
$231 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Deep Creek West, Chesapeake, Virginia, United States
Details
Agoda
View deal
View deal
House Western Branch North
$347 per night
House ∙ 8 guests ∙ 4 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Details
Agoda
View deal
View deal
Motel Western Branch North
$75 per night
Motel ∙ 2 guests ∙ 1 bedroom
Western Branch North, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal
Motel Western Branch North
$75 per night
Motel ∙ 2 guests ∙ 1 bedroom
Western Branch North, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal
House Indian River
$382 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding (10 ratings)
Indian River, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Motel Western Branch South
$70 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.2
(148 ratings)
Western Branch South, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal
Motel Western Branch South
$70 per night
Motel ∙ 2 guests ∙ 1 bedroom
3.2
(148 ratings)
Western Branch South, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal
House Western Branch South
$291 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
Excellent (7 ratings)
Western Branch South, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$207 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (12 ratings)
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Greenbrier West
$749 per night
House ∙ 10 guests ∙ 4 bedrooms
Greenbrier West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Pleasant Grove West
$91 per night
House ∙ 4 guests ∙ 1 bedroom
Pleasant Grove West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Deep Creek North
$232 per night
House ∙ 7 guests ∙ 3 bedrooms
Deep Creek North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Indian River
$156 per night
House ∙ 4 guests ∙ 2 bedrooms
Indian River, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment Western Branch North
$133 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Deep Creek South
$316 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Deep Creek South, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Great Bridge
$106 per night
House ∙ 4 guests ∙ 2 bedrooms
Great Bridge, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Farmhouse Pleasant Grove West
$199 per night
Farmhouse ∙ 5 guests ∙ 2 bedrooms
Pleasant Grove West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Pleasant Grove West
$164 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (19 ratings)
Pleasant Grove West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Great Bridge
$227 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (3 ratings)
Great Bridge, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$286 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good (6 ratings)
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House South Norfolk
$314 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (19 ratings)
South Norfolk, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Indian River
$286 per night
House ∙ 2 guests ∙ 3 bedrooms
4.0
Very good (6 ratings)
Indian River, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House South Norfolk
$134 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
South Norfolk, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Apartment Deep Creek South
$88 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding (53 ratings)
Deep Creek South, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Greenbrier West
$137 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
Excellent (6 ratings)
Greenbrier West, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Condo Indian River
$294 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.0
Very good (2 ratings)
Indian River, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
Studio flat Indian River
$166 per night
Studio flat ∙ 2 guests ∙ 1 bedroom
Indian River, Chesapeake, Virginia, United States
Details
HomeToGo
View deal
View deal
House Chesapeake
$394 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
House Western Branch North
$182 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (7 ratings)
Western Branch North, Chesapeake, Virginia, United States
Details
Vrbo
View deal
View deal
View all 578 apartments in Chesapeake

And we love our apartments

House
112 m² Apartment
33 m² House
242 m² House
102 m² Apartment
View all 578 apartments in Chesapeake

Features of Chesapeake vacation rentals

💳 Discounts up to 63%
⭐ Popular amenities Internet, Pool and Pets allowed
🏊  Vacation rentals with a pool 289 rentals
🌙 Minimum price starting at $69
🐾 Pet friendly vacation homes 62 rentals
🏡 Rentals available 641 rentals

Other Popular Vacation Destinations

Destinations worth visiting near Chesapeake

Interesting destinations to consider for your next trip

image-tag