Vacation 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 28 January 2026. 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
5.4 km from city centre
Free Wi-Fi
Air conditioning
S$ 101
Avg. per night
View Deal
Quality Inn Chesapeake - Greenbrier
Quality Inn Chesapeake - Greenbrier

Quality Inn Chesapeake - Greenbrier

100 Red Cedar Court, Chesapeake, VA, United States
3.1 km from city centre
Free Wi-Fi
Parking
S$ 54
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
S$ 130
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
S$ 90
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
S$ 82
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 28 January 2026.
Use the map to find vacation rentals in Chesapeake that are close to the points of interest you'll be frequenting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

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 28 January 2026.

  • How much does a holiday rental in Chesapeake cost?

    On average, it costs S$ 314 per night for a Chesapeake holiday rental, but S$ 220 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Chesapeake was for S$ 72 per night. If you can, try to avoid booking your rental August (as this is the most expensive month). Booking December (the cheapest month) may end up saving you money.

  • Are there any Motel holiday rentals in Chesapeake?

    There are 3 holiday rentals in Chesapeake that fall under the Motel category, the most popular is Bowers Hill Inn.

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