Chesapeake Vacation Rentals

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Oct 17 - Oct 19
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Oct 31 - Nov 2
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Dec 26 - Dec 28

Vacation Rentals in Chesapeake

The Ocean Key Virginia Beach Resort
Indoor pool

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1437)
"The hotel and staff were excellent. Even housekeeping were friendly and professional. I love this hotel. I come every year with my family. "
The price is NT$3,039
NT$5,303 total
includes taxes & fees
Oct 19 - Oct 20
The Ocean Key Virginia Beach Resort
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Terrace/patio

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.2 out of 10, Very Good, (1154)
"We love staying here everyone is very helpful and it’s right in the middle of the boardwalk "
The price is NT$4,009
NT$6,418 total
includes taxes & fees
Oct 19 - Oct 20
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Atrium Resort, Virginia Beach by Vacatia
Beach nearby

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1473)
"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 NT$2,844
NT$5,078 total
includes taxes & fees
Oct 8 - Oct 9
The Atrium Resort, Virginia Beach by Vacatia
Four Sails Resort
Indoor pool

Four Sails Resort

4.0 star property
7.6 out of 10, Good, (43)
"It was peaceful"
The price is NT$4,593
NT$5,728 total
includes taxes & fees
Oct 16 - Oct 17
Four Sails Resort
Angie's Guest Cottage
Property entrance

Angie's Guest Cottage

2.0 star property
8.6 out of 10, Excellent, (225)
"Central location to boardwalk music venues. Friendly staff, clean, quiet. "
The price is NT$2,406
NT$3,124 total
includes taxes & fees
Oct 6 - Oct 7
Angie's Guest Cottage
stayAPT Suites Suffolk-Chesapeake
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.4 out of 10, Exceptional, (47)
"Nice cozy place to go with your family "
The price is NT$3,615
NT$4,151 total
includes taxes & fees
Oct 23 - Oct 24
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

Schooner Inn

Schooner Inn

10/10 Excellent
"Awesome stay"
Kelly 1-night trip
Posted 14 hours ago
Schooner Inn

Find out more about Chesapeake

Find out more about Chesapeake

Search for holiday rentals in Chesapeake on Expedia! 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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Chesapeake?

Yes, there are vacation rentals in Chesapeake close to Broadmoor 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 36 vacation 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 like Naval Station Norfolk and Sandbridge 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.