Chesapeake Holiday Rentals

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Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Chesapeake

Indoor pool
The Ocean Key Virginia Beach Resort
The Ocean Key Virginia Beach Resort
3.0 star property
7.8 out of 10, Good, (1447)
"Excellent location! Best restaurant in VAB is right across the street and so is the boardwalk. The quieter end of the beach but so close to many great restaurants and the marina."
United States
Barbara
The Ocean Key Virginia Beach Resort
Terrace/patio
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
3.0 star property
8.2 out of 10, Very good, (1163)
"Clean room, staff friendly, beach view 1st floor "
United States
Montoya
The price is S$228
includes taxes & fees
13 Nov - 14 Nov
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Indoor pool
Four Sails Resort
Four Sails Resort
4.0 star property
7.6 out of 10, Good, (47)
"It was peaceful"
United States
Sheimka
The price is S$167
includes taxes & fees
26 Nov - 27 Nov
Four Sails Resort
Terrace/patio
stayAPT Suites Suffolk-Chesapeake
stayAPT Suites Suffolk-Chesapeake
2.5 star property
9.6 out of 10, Exceptional, (51)
"Great place to stay!"
United States
Devecia
The price is S$167
includes taxes & fees
12 Nov - 13 Nov
stayAPT Suites Suffolk-Chesapeake
Property entrance
Angie's Guest Cottage
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. "
United States
Robert
The price is S$133
includes taxes & fees
3 Nov - 4 Nov
Angie's Guest Cottage
Beach nearby
The Atrium Resort, Virginia Beach by Vacatia
The Atrium Resort, Virginia Beach by Vacatia
3.5 star property
8.2 out of 10, Very good, (1477)
"Very helpful staff. Location is perfect."
United States
Diane
The Atrium Resort, Virginia Beach by Vacatia
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

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"The room was clean, modern and well designed. The front end desk clerk, Judy was wonderful and very knowledgeable about the local eateries and local food stores in the area. She recommended a bbq place for dinner, Smokey Joes, and that was just what we were looking for. The breakfast was more than the typical continental breakfast that you usually get. The attendants that work the breakfast were accommodating and always restocking the the eggs & bacon to keep everything fresh. I would definitely stay at this Choice Suites again. "
Elizabeth 1-night trip
Posted 2 days ago
Comfort Suites Chesapeake - Norfolk

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.