Chesapeake Holiday Rentals

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Holiday Rentals in Chesapeake

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Other types of properties in Chesapeake you may be interested in

DoubleTree by Hilton Huntington

4.0 star property
8.6 out of 10, Excellent, (1050)
"enjoyable stay."
The price is S$156
includes taxes & fees
5 Dec - 6 Dec
DoubleTree by Hilton Huntington

Fairfield Inn & Suites By Marriott Ashland

2.5 star property
8.2 out of 10, Very good, (599)
"The staff was extremely welcoming and made check in quick and easy. I highly recommend this hotel."
The price is S$119
includes taxes & fees
26 Dec - 27 Dec
Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites by Marriott Huntington

2.5 star property
9.2 out of 10, Wonderful, (879)
"OVERALL IT WAS GREAT"
The price is S$166
includes taxes & fees
6 Dec - 7 Dec
Fairfield Inn & Suites by Marriott Huntington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Chesapeake?

Yes, there are holiday rentals close to the most popular sights in Chesapeake, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Chesapeake?

Explore the area and family-friendly sights such as Camden Park Amusement Park, or get out into nature at a spot like Ritter Park. In the wider area, you’ll find Mountain Health Arena and Pullman Square.

What are holiday rentals like in Chesapeake?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesapeake. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.