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Vacation rentals in Chesapeake

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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 day to stay in a vacation rental in Chesapeake?

The cheapest day to stay in Chesapeake is Sunday ($191). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $742.
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Other accommodations in Chesapeake

Find the perfect vacation rental for your stay in Chesapeake. There are 107 hotels in Chesapeake and price data was last updated on September 17, 2025. The average price for a hotel in Chesapeake is .
Budget Lodge Churchland
Budget Lodge Churchland

Budget Lodge Churchland

3244 Western Branch Boulevard, Chesapeake, VA, United States
9.5 mi from city centre
Free Wi-Fi
Parking
$72
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
$70
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
3.4 mi from city centre
Free Wi-Fi
Air Conditioning
$80
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
$68
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
$123
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
2.9 mi from city centre
Pool
Free Wi-Fi
Parking
$76
Avg. per night
View Deal

Where to stay in Chesapeake

Explore different neighborhoods and areas within Chesapeake to find the perfect location for your stay. Map data was last updated on September 17, 2025.
Whether you're visiting Chesapeake for leisure or business, utilize the map to find vacation rentals close to your ideal location. Clicking on a vacation 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 September 17, 2025.

  • How much does a vacation rental in Chesapeake cost?

    $227 per night is how much a vacation rental in Chesapeake costs, on average. $27 per night was the cheapest price recently found by our users, though anything for $177 per night or less is a good deal. Keep in mind that Chesapeake vacation rental prices fluctuate throughout the year: the most expensive month to book is August, and the cheapest time to book is March.

  • Are there any Motel vacation rentals in Chesapeake?

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

Find better results for your stay in Chesapeake

Consider other places to stay in Chesapeake

Stay at one of these places that users have found on HotelsCombined.
Chesapeake Bed & Breakfasts
Chesapeake Inns
Chesapeake Motels
Chesapeake Resorts

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