Chesapeake Vacation Rentals

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Vacation Rentals in Chesapeake

Comfortable Cozy Walk to Camc Hospital
2.0 star property
10.0 out of 10, Exceptional, (2)
"Love this place!!!"
United States
Joshua
Comfortable Cozy Walk to Camc Hospital
203 New Downtown Living
2.0 star property
10.0 out of 10, Exceptional, (3)
"I’ve stayed here a few times. This is a safe and quiet area. He is very responsive and address any issues that you may have. Definitely recommend this location. "
United States
Valorie
203 New Downtown Living
Country Comfy Right in Town
2.0 star property
6.0 out of 10, (1)
"Mr. Husson allowed me to check in a couple hrs. early-which he did not have to. The interior was clean and reasonably furnished. Price was reasonable for area. However, advertisement was misleading. Rental is for a floor/flat of a house. Not the whole house. Finished basement was rented to another party (who had a puppy that cried throughout the nights). Also, yard was trashy with litter strewn about."
United States
Daniel
Country Comfy Right in Town
201 New Downtown Living
2.0 star property
9.0 out of 10, Wonderful, (6)
"Great location, very clean and comfortable. "
United States
Michele
201 New Downtown Living
Treetops in Town
3.0 star property
9.8 out of 10, Exceptional, (7)
"Three bedroom house with a great view. Full length windows that look out to several balconies surrounded by forest. Comfortable beds."
United States
Germaine
Treetops in Town
King and 2 Queens 55 Smart tv
2.0 star property
9.0 out of 10, Wonderful, (6)
"Property was nice clean and we felt safe I would recommend this property to anyone "
United States
Angela
King and 2 Queens 55 Smart tv
Charming Charleston Home w/ Yard & Fire Pit!
3.0 star property
10.0 out of 10, Exceptional, (1)
"very clean and well kept."
United States
Kristie
Charming Charleston Home w/ Yard & Fire Pit!
Quaint, Comfy, Close & Convenient
2.0 star property
9.2 out of 10, Wonderful, (22)
"Very cute house, quiet and cozy. "
United States
Kodi
Quaint, Comfy, Close & Convenient
Pet-friendly Charleston Home w/ Fenced Yard!
3.0 star property
10.0 out of 10, Exceptional, (1)
Pet-friendly Charleston Home w/ Fenced Yard!
202 New Downtown Living
2.0 star property
8.0 out of 10, Very Good, (2)
"Location "
United States
Luis
202 New Downtown Living
208 New Downtown Living Studio
2.0 star property
10.0 out of 10, Exceptional, (3)
"Overall Amazing, Would stay again! "
United States
Nevaeh
208 New Downtown Living Studio
Country Living Patio Apartment in Town
2.0 star property
6.0 out of 10, (2)
"It was a beautiful and quiet place. I loved it. The scenery was awesome with the snow we had."
United States
Casey
Country Living Patio Apartment in Town
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

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:

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Frequently asked questions

Can I find a vacation rental in Chesapeake?

Yes, you can find vacation rentals close to the most popular attractions in Chesapeake, or you can select a more remote option if you'd like a relaxing place to stay.

What’s there to see and do in Chesapeake?

Explore the area and family-friendly sights such as Cabin Creek Quilts, or get out into nature at a spot like Kanawha State Forest. University of Charleston and West Virginia State Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Chesapeake like?

A vacation rental is a private property you can stay in for several days or longer in Chesapeake. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.