Holiday rentals in Chesapeake

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Other accommodations in Chesapeake

Find the perfect holiday rental for your stay in Chesapeake. There are 90 hotels in Chesapeake and price data was last updated on 8 November 2025. The average price for a hotel in Chesapeake is .
Quality Inn
Quality Inn

Quality Inn

100 Red Cedar Court, Chesapeake, VA, United States
3.1 km from city centre
Free Wi-Fi
Parking
$94
Avg. per night
View Deal
SpringHill Suites by Marriott Chesapeake Greenbrier
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

1446 Crossways Boulevard, Chesapeake, VA, United States
3.8 km from city centre
Pool
Free Wi-Fi
Airport shuttle
$185
Avg. per night
View Deal
Comfort Inn & Suites Chesapeake - Portsmouth
Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth

3355 South Military Highway, Chesapeake, VA, United States
4.7 km from city centre
Pool
Free Wi-Fi
Parking
$133
Avg. per night
View Deal
Bowers Hill Inn
Bowers Hill Inn

Bowers Hill Inn

4725 West Military Highway, Chesapeake, VA, United States
12.0 km from city centre
Free Wi-Fi
Parking
Air conditioning
$116
Avg. per night
View Deal
Red Roof Inn Chesapeake Conference Center
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

724 Woodlake Drive, Chesapeake, VA, United States
5.4 km from city centre
Free Wi-Fi
Air conditioning
$137
Avg. per night
View Deal

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 8 November 2025.
Utilise the map to find properties close to the Chesapeake area(s) or attractions you plan on visiting. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 8 November 2025.

  • How much does a holiday rental in Chesapeake cost?

    $378/night is a typical cost for a holiday rental in Chesapeake throughout the year. Rental prices do vary though, and you’ll find that August is the most expensive month to book, and May is the cheapest month to book. HotelsCombined users recently found Chesapeake holiday rentals for as low as $48/night. In general, any Chesapeake rental for $300 or less is a good deal.

  • Are there any Motel holiday rentals in Chesapeake?

    At the moment, there are 3 properties listed as a Motel holiday rental in Chesapeake. A popular Motel in Chesapeake amongst our users is Bowers Hill Inn.

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