Chesapeake Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
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Dec 26 - Dec 28
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Jan 23 - Jan 25

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 ₩129,829
₩232,612 total
includes taxes & fees
Oct 28 - Oct 29
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 ₩161,885
₩269,472 total
includes taxes & fees
Oct 13 - Oct 14
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, (1472)
"My stay at the atrium was well, very nice staff and helpful with all my needs. "
The price is ₩112,011
₩212,121 total
includes taxes & fees
Oct 13 - Oct 14
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 ₩189,224
₩237,166 total
includes taxes & fees
Oct 5 - Oct 6
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 ₩110,889
₩144,016 total
includes taxes & fees
Oct 1 - Oct 2
Angie's Guest Cottage
stayAPT Suites Suffolk-Chesapeake
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.4 out of 10, Exceptional, (46)
"Nice cozy place to go with your family "
The price is ₩166,613
₩191,339 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

Oceanfront Inn

Oceanfront Inn

10/10 Excellent
"My husband I were extremely pleased with the accommodations. The room was spacious and clean. The beds felt like they were brand new. Everyone one was so helpful from the front desk to the housekeeping staff. The ocean view balcony was just awesome. We spent a lot of time out there especially to watch the sunrise and catch some dolphins, which we did every morning. We highly recommend this place. If we come back to Virginia Beach this will be where we will be staying."
DEBBIE 4-night trip
Posted 19 hours ago
Oceanfront Inn

Find out more about Chesapeake

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 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.