Chesapeake Vacation Rentals

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Vacation Rentals in Chesapeake

Royal Retreat Downtown-Convention Center

8.8 out of 10, Excellent, (24)
"Good location "
The price is ¥16,331
¥30,858 total
includes taxes & fees
Sep 8 - Sep 9
Royal Retreat Downtown-Convention Center

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

10.0 out of 10, Exceptional, (13)
"Excellent property and so much fun"
The price is ¥37,013
¥74,330 total
includes taxes & fees
Oct 2 - Oct 3
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

“The Mountain View” is a welcoming apartment with AC in charming Boomer by river

10.0 out of 10, Exceptional, (1)
"This was a perfect spot 30 min from the NRG. The hosts were very active in responding. The spot was easy to find and close to some WV must stops like Tudors! We had our pup with us and she had the best time!"
The price is ¥17,766
¥29,669 total
includes taxes & fees
Oct 3 - Oct 4
“The Mountain View” is a welcoming apartment with AC in charming Boomer by river

1920's West Virginia Classic

10.0 out of 10, Exceptional, (43)
"Would totally recommend this property. Clean, beautiful, comfy place. Will stay here again. "
1920's West Virginia Classic

Luxurious cabin, 6 mi HM trails, 12 mi Charleston

10.0 out of 10, Exceptional, (30)
"This was a very nice cabin! We enjoyed our time there. Cozy and comfortable! "
The price is ¥17,236
¥32,434 total
includes taxes & fees
Sep 10 - Sep 11
Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

9.8 out of 10, Exceptional, (10)
"The cabin was very well made with so many amenities. "
The price is ¥22,208
¥47,036 total
includes taxes & fees
Oct 5 - Oct 6
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Cozy River Cottage

2.0 star property
10.0 out of 10, Exceptional, (10)
"Great stay and good proximity"
The price is ¥14,104
¥31,697 total
includes taxes & fees
Sep 18 - Sep 19
Cozy River Cottage

Kanawha River Mountain House

10.0 out of 10, Exceptional, (2)
"Absolutely gorgeous area, and the host is incredibly responsive when/if needed. Friends and I found much comfort in the home and views provided."
The price is ¥69,954
¥126,577 total
includes taxes & fees
Sep 14 - Sep 15
Kanawha River Mountain House

River View

8.0 out of 10, Very Good, (20)
"Was very nice, "
The price is ¥17,026
¥28,840 total
includes taxes & fees
Oct 5 - Oct 6
River View

Charming Riverfront Escape – Cozy Fire Pit, Stunning Gorge & Hidden Falls

10.0 out of 10, Exceptional, (3)
"We loved Deepwater. The house was very clean and fully updated. The host was terrific. She was very easy to work with and communicated with us throughout our stay. "
Charming Riverfront Escape – Cozy Fire Pit, Stunning Gorge & Hidden Falls

Off grid Couples Cabin in Southern West Virginia

7.0 out of 10, Good, (2)
"We had a little weekend getaway planned, and Brandon was the perfect host! It was a bit rainy and muddy when we came but Brandon was more than accommodating to make sure everything went smoothly. Would definitely recommend and stay again "
The price is ¥12,827
¥17,512 total
includes taxes & fees
Sep 7 - Sep 8
Off grid Couples Cabin in Southern West Virginia

Riverfront-NO CLEANING FEE -3BR-NRG-Deck-Dock-Hike-Firepit-Pets-OK-Boat-Kayak

10.0 out of 10, Exceptional, (50)
"Beautiful location on the river! Beth was great to work with!"
Riverfront-NO CLEANING FEE -3BR-NRG-Deck-Dock-Hike-Firepit-Pets-OK-Boat-Kayak

Charming 2-bedroom Bungalow - Close to Everything!

9.6 out of 10, Exceptional, (21)
"Lovely house, great location, excellent place!"
Charming 2-bedroom Bungalow - Close to Everything!

2-bedroom- hot tub-pool-NRG-Hawks Nest State Park-NO CLEANING FEE!

10.0 out of 10, Exceptional, (26)
"Our stay was great! The house had everything we needed, was very clean and comfortable! The hot tub was great - the drive to get to the new river gorge hiking was about 35 minutes. "
2-bedroom- hot tub-pool-NRG-Hawks Nest State Park-NO CLEANING FEE!

Sparrows Nest Luxurious newly built home overlooking woods and mountains.

10.0 out of 10, Exceptional, (60)
"Very clean, comfortable and quiet "
Sparrows Nest Luxurious newly built home overlooking woods and mountains.

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. "
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."
Country Comfy Right in Town

Comfortable Cozy Walk to Camc Hospital

2.0 star property
10.0 out of 10, Exceptional, (2)
"Love this place!!!"
Comfortable Cozy Walk to Camc Hospital

Royal Retreat 3 Downtown South Charleston

5.6 out of 10, (7)
"Apartment was nice— check in was a little rocky because they didn’t have the correct number to get in and we had to wait around awhile."
Royal Retreat 3 Downtown South Charleston

Walking Distance to Shawnee Soccer Complex

9.6 out of 10, Exceptional, (10)
"This place is beautiful! Beds are comfortable. We were there for graduation of WVSU. We walked to the graduation and had a small gathering. If need this will be my go to."
The price is ¥22,269
¥44,829 total
includes taxes & fees
Sep 26 - Sep 27
Walking Distance to Shawnee Soccer Complex
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

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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 are some of the best vacation home rentals in Chesapeake?

Royal Retreat Downtown-Convention Center: This vacation home rental near Chesapeake is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.