Vacation rentals in Chesapeake
Search and compare Chesapeake, VA vacation rentals from hundreds of travel sites and save.
Chesapeake, United States
Mar 15 — Mar 162
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Travel insights for vacation rentals in Chesapeake
Use our HotelsCombined data-powered tips to help you find your next vacation rental in Chesapeake.
What is the cheapest month to book a vacation rental in Chesapeake?
The cheapest month to book a vacation rental in Chesapeake is October ($93). Conversely, the most expensive month to stay in Chesapeake is June ($478).
What is the cheapest day to stay in a vacation rental in Chesapeake?
The cheapest day to stay in Chesapeake is Monday ($84). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $239.
Cheapest vacation rentals in Chesapeake, Virginia
Discover affordable stays in Chesapeake that provide a quality experience without breaking the bank. Hotels in Chesapeake can be found for as low as $91 per night. There is currently one property in Chesapeake that can be booked for this price. Econo Lodge Little Creek is one of the hotels that can be booked for the lowest price in Chesapeake. Price data was last updated on March 8, 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Chesapeake. If you have the flexibility, change the dates selected to compare prices.
Show all 102 vacation rentals
$91
Avg. per night
Other accommodations in Chesapeake
Find the perfect vacation rental for your stay in Chesapeake. There are 102 hotels in Chesapeake and price data was last updated on March 8, 2025. The average price for a hotel in Chesapeake is $218/night.
Show all 102 stays
Chesapeake, VA, United States
4.5 mi from city centre
Air Conditioning
$111
Avg. per night
1446 Crossways Boulevard, Chesapeake, VA, United States
2.4 mi from city centre
Pool
Free Wi-Fi
Airport shuttle
$109
Avg. per night
817 Greenbrier Circle, Chesapeake, VA, United States
3.6 mi from city centre
Pool
Free Wi-Fi
Parking
$69
Avg. per night
3355 South Military Highway, Chesapeake, VA, United States
2.9 mi from city centre
Pool
Free Wi-Fi
Parking
$81
Avg. per night
3244 Western Branch Boulevard, Chesapeake, VA, United States
9.5 mi from city centre
Free Wi-Fi
Parking
$71
Avg. per night
4725 West Military Highway, Chesapeake, VA, United States
7.5 mi from city centre
Free Wi-Fi
Parking
Air Conditioning
$71
Avg. per night