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Holiday Rentals in Chesapeake, VA

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

Chesapeake, VA, United States
23 Apr — 24 Apr2
Chesapeake, VA, United States
Tue 23/4
Wed 24/4
...and more

Tips for booking holiday 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 16 April 2024.
Cheapest month:January
Most expensive month:August
Average price in Chesapeake:$346/night
Cheapest price found:$199/night
Cheapest day:Sunday
Most expensive day:Tuesday
$204 - $597
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$163 - $509
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

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 $181 per night. There is currently one property in Chesapeake that can be booked for this price. King Guest Suite - A Togar Vacation Rental is one of the hotels that can be booked for the lowest price in Chesapeake. Price data was last updated on 16 April 2024
These are the lowest prices we've found on holiday rentals in Chesapeake at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Show all 83 holiday rentals
King Guest Suite - A Togar Vacation Rental
King Guest Suite - A Togar Vacation Rental
King Guest Suite - A Togar Vacation Rental
Chesapeake, VA, United States
7.2 km from city centre
Air conditioning
$181
Avg. per night
View Deal

Other accommodations in Chesapeake

Find the perfect holiday rental for your stay in Chesapeake. There are 83 hotels in Chesapeake and price data was last updated on 16 April 2024. The average price for a hotel in Chesapeake is $346/night.
Show all 83 stays
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
$107
Avg. per night
View Deal
Quality Inn Chesapeake
Quality Inn Chesapeake
Quality Inn Chesapeake
100 Red Cedar Court, Chesapeake, VA, United States
3.1 km from city centre
Free Wi-Fi
Parking
$107
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
$204
Avg. per night
View Deal
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
817 Greenbrier Circle, Chesapeake, VA, United States
5.7 km from city centre
Pool
Free Wi-Fi
Parking
$209
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 16 April 2024.
Whether you're visiting Chesapeake for leisure or business, utilise the map to find holiday rentals close to your ideal location. Users can click on a holiday 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 16 April 2024.

  • How much does a holiday rental in Chesapeake cost?

    $347 per night is how much a holiday rental in Chesapeake costs, on average. $200 per night was the cheapest price recently found by our users, though anything for $338 per night or less is a good deal. Keep in mind that Chesapeake holiday rental prices fluctuate throughout the year: the most expensive month to book is August, and the cheapest time to book is January.

  • What part of Chesapeake is best to stay in?

    Ocean View is the best part of the city to stay in if you’re looking for a holiday rental in Chesapeake. The Cozy Mother-in-Law Suite is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Chesapeake, 100% of HotelsCombined users searched for rentals in Ocean View in the past 12 months, making it a popular choice.

  • 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 Bay Inn Hotel as it’s currently the most popular Motel rental among our users.

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