A golf course, a large building complex, and a marina by a river.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Chesapeake holiday rentals

Apartment, Balcony | Living area

1. Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
The price is ₹26,822
₹51,898 total
includes taxes & fees
18 Sept - 19 Sept
Nyakio Suite
Terrace/patio

2. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (104 reviews)
"This property was like a home away from home. Rooms were spacious and location was good. Host was very friendly."
United States
Karen
The price is ₹11,245
₹12,914 total
includes taxes & fees
8 Sept - 9 Sept
stayAPT Suites Suffolk-Chesapeake
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.
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Top Chesapeake Hotel Reviews

Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"When we choose the property that was part of the package, the customer rating was 8.3. It was quite a surprise when we arrived. Not what we expected. There were water on the street and the parking was a little dim. The lobby was kind of deserted but the night clerk was helpful. As we entered the building where we were to stay, there was a strong smell of marijuana. Our room had a musty smell and there corner carpet by the mirror needs repair. The arm rest of the sofa seat was dirty. The water in the sink was so slow to drain which was a a setback with the nice setting of the lavatory. Housekeeping did replenished the towels when we requested for a change. Shower was clean with the right water temperature which was a plus. Great that a roof safe is available to use free of charge. And the coffee maker and coffee is a great addition. Wish there was complimentary drinking water. What we loved most with the hotel was the ocean view. Very relaxing to just be there in spite of the heat wave throughout our stay. We enjoyed the breakfast with Lisa and Rich welcoming us like family. It is a good stay and I'd recommend friends to give it a go ... and why not ... we may stay again if given the chance again. Staff were amazing by the way ... very respectful and friendly."
Mario Mendoza 4-night trip
Posted 1 hour ago
Wyndham Virginia Beach Oceanfront

Find out more about Chesapeake

Holiday Rentals in Chesapeake

Search for holiday rentals in Chesapeake on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Chesapeake using one of the methods below:

  • View our selection of featured holiday rentals in Chesapeake
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  • Enter your travel dates to view the best deals on holiday rentals in Chesapeake while they last

Look no further and take a look at our great range of rental properties in Chesapeake!

Frequently asked questions

Are there holiday rentals in Chesapeake?

Yes, there are holiday rentals in Chesapeake close to Chesapeake Arboretum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Chesapeake. While you're in the area, you can also enjoy the top-notch restaurants and live music.

How many holiday rentals are there in Chesapeake?

Expedia has 37 holiday rentals for your stay in Chesapeake.

What’s there to see and do in Chesapeake?

Family-friendly attractions include Broadmoor Play Area and Parkview Play Area, whereas Chesapeake City Park and Oak Grove Lake Park are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places such as Naval Station Norfolk and Sandbridge Beach.

What’s a holiday rental in Chesapeake like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesapeake. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for small groups.