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Holiday rentals in Chesapeake

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Travel insights for holiday rentals in Chesapeake

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Chesapeake.

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

The cheapest day to stay in Chesapeake is Monday (£86). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is £405.
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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 £54 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 19 August 2025
Currently, these are the lowest-priced holiday rentals in Chesapeake we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.
Econo Lodge Little Creek
Econo Lodge Little Creek

Econo Lodge Little Creek

Norfolk, VA, United States
7.3 mi from city centre
Air conditioning
£54
Avg. per night
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Other accommodations in Chesapeake

Find the perfect holiday rental for your stay in Chesapeake. There are 107 hotels in Chesapeake and price data was last updated on 19 August 2025. The average price for a hotel in Chesapeake is .
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
3.4 mi from city centre
Free Wi-Fi
Air conditioning
£68
Avg. per night
View Deal
Quality Inn Chesapeake
Quality Inn Chesapeake

Quality Inn Chesapeake

100 Red Cedar Court, Chesapeake, VA, United States
1.9 mi from city centre
Free Wi-Fi
Parking
£49
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
2.4 mi from city centre
Pool
Free Wi-Fi
Airport shuttle
£96
Avg. per night
View Deal
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

817 Greenbrier Circle, Chesapeake, VA, United States
3.6 mi from city centre
Pool
Free Wi-Fi
Parking
£68
Avg. per night
View Deal
Bowers Hill Inn
Bowers Hill Inn

Bowers Hill Inn

4725 West Military Highway, Chesapeake, VA, United States
7.5 mi from city centre
Free Wi-Fi
Parking
Air conditioning
£52
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 19 August 2025.
Scroll to and zoom in on the areas in Chesapeake you plan on visiting to find nearby properties. 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 19 August 2025.

  • How much does a holiday rental in Chesapeake cost?

    Chesapeake holiday rentals are £162/night on average. However, you may find that prices fluctuate depending on the time of year. For example, July is the most expensive month to book a holiday rental in Chesapeake, and February is often the cheapest month to book. Recently, our users found rentals for £20/night - which is currently the cheapest price. Keep in mind that anything £141/night or less is still considered a good deal.

  • Are there any Motel holiday rentals in Chesapeake?

    If you’re looking to book a Motel holiday rental in Chesapeake, then you have 3 to choose from. We recommend looking at Motel 6 Norfolk as it’s currently the most popular Motel rental among our users.

Find better results for your stay in Chesapeake

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under £37 and Hotels Under £74. Discover hotel discounts now and make your hotel reservation today.