Vacation rentals in Chesapeake

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Travel insights for holiday rentals in Chesapeake

Use these up-to-date, data-driven insights about booking a holiday rental in Chesapeake including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Chesapeake?

The cheapest day to stay in Chesapeake is Sunday (₹ 1,468,692). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is ₹ 5,697,202.

Cheapest holiday 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 ₹ 6,658 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 29 August 2025
For those on a budget, these are the cheapest vacation rentals available in Chesapeake for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Norfolk, VA, United States
11.7 km from city centre
Air conditioning
₹ 6,658
Avg. per night

Other accommodations in Chesapeake

Find the perfect holiday rental for your stay in Chesapeake. There are 108 hotels in Chesapeake and price data was last updated on 29 August 2025. The average price for a hotel in Chesapeake is .
724 Woodlake Drive, Chesapeake, VA, United States
5.4 km from city centre
Free Wi-Fi
Air conditioning
₹ 7,774
Avg. per night
100 Red Cedar Court, Chesapeake, VA, United States
3.1 km from city centre
Free Wi-Fi
Parking
₹ 5,769
Avg. per night
1446 Crossways Boulevard, Chesapeake, VA, United States
3.8 km from city centre
Pool
Free Wi-Fi
Airport shuttle
₹ 11,146
Avg. per night
817 Greenbrier Circle, Chesapeake, VA, United States
5.7 km from city centre
Pool
Free Wi-Fi
Parking
₹ 7,803
Avg. per night
4725 West Military Highway, Chesapeake, VA, United States
12.0 km from city centre
Free Wi-Fi
Parking
Air conditioning
₹ 6,132
Avg. per night

Where to stay in Chesapeake

Explore different neighbourhoods and areas within Chesapeake to find the perfect location for your stay. Map data was last updated on 29 August 2025.
Use the map to find vacation rentals in Chesapeake that are close to the points of interest you'll be frequenting. You can find more information on a particular vacation rental within the map by clicking on its name.

Facts about staying in Chesapeake

Find useful tips and insights about staying in Chesapeake to help you make the most of your experience. FAQs were last updated on 29 August 2025.
  • How much does a holiday rental in Chesapeake cost?

    A holiday rental in Chesapeake will cost ₹ 17,837 per night on average. However some users found rentals for as low as ₹ 2,350 per night. A good deal on a Chesapeake holiday rental would be anything for ₹ 15,882 per night or less. Keep in mind that booking July may be more expensive, whereas booking February is the cheapest month of the year to book.

  • Are there any Motel holiday rentals in Chesapeake?

    3 Motel holiday rentals are available in Chesapeake. Based on our user data, the most popular is Bowers Hill Inn - so we recommend seeing if this property is available for your travel dates before looking at other Motel options in Chesapeake.

Find better results for your stay in Chesapeake

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