Chesapeake holiday rentals

Find and compare great deals on holiday rentals in Chesapeake from hundreds of travel sites

24 May — 25 May2
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Tips for booking a Chesapeake holiday rental

Cheapest month:April
Most expensive month:May
Average price in Chesapeake:$483/night
Cheapest price found:$80/night
Cheapest day:Tuesday
Most expensive day:Thursday
$139 - $1,304
Average price per night. Prices are not fixed and may vary with time.
$158 - $1,413
Average price per night. Prices are not fixed and may vary with time.

Chesapeake vacation rental FAQs

  • How much does a holiday rental in Chesapeake cost?

    $485/night is a typical cost for a holiday rental in Chesapeake throughout the year. Rental prices do vary though, and you’ll find that April is the most expensive month to book, and April is the cheapest month to book. HotelsCombined users recently found Chesapeake holiday rentals for as low as $80/night. In general, any Chesapeake rental for $458 or less is a good deal.

  • What part of Chesapeake is best to stay in?

    Ocean View is the most popular area of Chesapeake to stay in. In the past year, 100% of HotelsCombined users looking for Chesapeake holiday rentals searched within Ocean View. Based on user data, the Rustic Rooftop Delight - Bay Front apts is one of the most popular holiday rentals in Ocean View.

  • Are there any Motel holiday rentals in Chesapeake?

    At the moment, there are 6 properties listed as a Motel holiday rental in Chesapeake. A popular Motel in Chesapeake amongst our users is Budget Lodge.