Chesapeake Vacation Rentals

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Vacation Rentals in Chesapeake

Our top choices for Chesapeake holiday rentals

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.2 out of 10, Very good, (1151)
"Every room has an ocean front view"
The price is RM554
RM887 total
includes taxes & fees
7 Oct - 8 Oct
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1433)
"10/10 staying here again "
The price is RM389
RM698 total
includes taxes & fees
13 Oct - 14 Oct
The Ocean Key Virginia Beach Resort

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very good, (1469)
"Room was clean and well appointed. Staff was friendly. Located within easy walking distance of the beach and some nice restaurants. I would stay there again."
The price is RM336
RM636 total
includes taxes & fees
7 Oct - 8 Oct
The Atrium Resort, Virginia Beach by Vacatia

Four Sails Resort

4.0 star property
7.6 out of 10, Good, (43)
"It was peaceful"
The price is RM534
RM671 total
includes taxes & fees
5 Oct - 6 Oct
Four Sails Resort

Angie's Guest Cottage

2.0 star property
8.6 out of 10, Excellent, (224)
"Central location to boardwalk music venues. Friendly staff, clean, quiet. "
The price is RM314
RM411 total
includes taxes & fees
24 Sept - 25 Sept
Angie's Guest Cottage

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.4 out of 10, Exceptional, (45)
"Nice cozy place to go with your family "
The price is RM500
RM574 total
includes taxes & fees
28 Sept - 29 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

Find out more about Chesapeake

Find out more about 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
  • Use the map to find apartments and other holiday homes in the Chesapeake neighbourhood you prefer
  • 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 Broadmoor Play Area, 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 36 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 Oak Grove Lake Park and Chesapeake City 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.