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Vacation rentals in Chesapeake

Search and compare Chesapeake, VA vacation rentals from hundreds of travel sites and save.

Chesapeake, United States
Jan 28 — Jan 292
...and more

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Tips for booking vacation rentals in Chesapeake

Gain useful insights and advice for booking the perfect stay in Chesapeake. Price data is based on averages over the past 12 months and was last updated on January 21, 2025.
Cheapest day:Monday
Most expensive day:Sunday
$84 - $239
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Chesapeake

Find the perfect vacation rental for your stay in Chesapeake. There are 84 hotels in Chesapeake and price data was last updated on January 21, 2025. The average price for a hotel in Chesapeake is .
Show all 84 stays
100 Red Cedar Court, Chesapeake, VA, United States
1.9 mi from city centre
Free Wi-Fi
Parking
$55
Avg. per night
1446 Crossways Boulevard, Chesapeake, VA, United States
2.4 mi from city centre
Pool
Free Wi-Fi
Airport shuttle
$106
Avg. per night
817 Greenbrier Circle, Chesapeake, VA, United States
3.6 mi from city centre
Pool
Free Wi-Fi
Parking
$88
Avg. per night
3244 Western Branch Boulevard, Chesapeake, VA, United States
9.5 mi from city centre
Free Wi-Fi
Parking
$67
Avg. per night
4725 West Military Highway, Chesapeake, VA, United States
7.5 mi from city centre
Free Wi-Fi
Parking
Air Conditioning
$69
Avg. per night
Chesapeake, VA, United States
4.5 mi from city centre
Air Conditioning
$93
Avg. per night

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 January 21, 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 January 21, 2025.
  • How much does a vacation rental in Chesapeake cost?

    $214 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 $193 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 October.

  • What part of Chesapeake is best to stay in?

    The best neighborhood to stay in Chesapeake is Ocean View, according to our user data. 55% of our users who looked for vacation rentals in Chesapeake searched for properties in the Ocean View area. If you’re also interested in booking a vacation rental in Ocean View, consider the Cozy Mother-in-Law Suite - the neighborhood’s most popular rental property.

  • 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 Bay Inn Hotel.

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