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Top Holiday Rentals in Chesapeake

Our top choices for Chesapeake holiday rentals

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very good, (1456)
"Clean, spacious, short walk to beach, nice staff, I will be back definitely "
The price is ₹8,022
₹14,477 total
includes taxes & fees
1 Oct - 2 Oct
The Atrium Resort, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.2 out of 10, Very good, (1129)
"My family truly enjoyed our stay! Would definitely stay here again. "
The price is ₹11,649
₹18,649 total
includes taxes & fees
1 Oct - 2 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, (1426)
"10/10 staying here again "
The price is ₹8,832
₹15,408 total
includes taxes & fees
5 Oct - 6 Oct
The Ocean Key Virginia Beach Resort

Angie's Guest Cottage

2.0 star property
8.6 out of 10, Excellent, (222)
"Central location to boardwalk music venues. Friendly staff, clean, quiet. "
The price is ₹6,597
₹8,624 total
includes taxes & fees
29 Sept - 30 Sept
Angie's Guest Cottage

Four Sails Resort

3.5 star property
7.6 out of 10, Good, (42)
"Parking was tiny but can be navigated carefully "
The price is ₹11,680
₹15,094 total
includes taxes & fees
5 Oct - 6 Oct
Four Sails Resort

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.6 out of 10, Exceptional, (41)
"Nice cozy place to go with your family "
The price is ₹10,490
₹12,047 total
includes taxes & fees
2 Oct - 3 Oct
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

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
  • 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!

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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 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.