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

Chesapeake Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Chesapeake vacation rentals

Terrace/patio

1. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (96 reviews)
"Perfect! Will stay again and will look for this brand in my future travels."
United States
Melissa
The price is ₩171,281
₩196,700 total
includes taxes & fees
Aug 17 - Aug 18
stayAPT Suites Suffolk-Chesapeake
House (4 Bedrooms) | Interior

2. Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is ₩418,848
₩890,966 total
includes taxes & fees
Aug 15 - Aug 16
Centrally Located Hampton Roads Home w/ Game Room!
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

Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent
"Great sraff"
Mart 4-night trip
Posted less than an hour ago
Hampton Inn Virginia Beach-Oceanfront South

Find out more about Chesapeake

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

  • View our selection of featured Vacation rentals in Chesapeake
  • Use the map to find apartments and other Vacation homes in the Chesapeake neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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 vacation rentals in Chesapeake?

Yes, there are vacation rentals in Chesapeake close to Parkview Play Area, or you can go with a more remote 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 vacation rentals are there in Chesapeake?

Expedia has 39 vacation rentals for your stay in Chesapeake.

What’s there to see and do in Chesapeake?

Family-friendly attractions include Parkview Play Area and Broadmoor 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 like Sandbridge Beach and Veterans United Home Loans Amphitheater at Virginia Beach.

What’s a vacation rental in Chesapeake like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Chesapeake. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.