Chesapeake Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Chesapeake vacation rentals

Fridge, microwave, oven, stovetop

Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland

Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Ashland
10.0 out of 10, Exceptional, (13 reviews)
"Had a great stay! Cool town!"
United States
Noah S.
The price is ￥12,778
￥25,143 total
includes taxes & fees
Mar 22 - Mar 23
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Property grounds

Secluded Ohio Forest Escape at Fuller's Fifty

Secluded Ohio Forest Escape at Fuller's Fifty
Patriot
10.0 out of 10, Exceptional, (82 reviews)
"It was a perfect spot for a quick getaway! "
United States
Patricia
The price is ￥12,938
￥28,112 total
includes taxes & fees
Mar 17 - Mar 18
Secluded Ohio Forest Escape at Fuller's Fifty
TV

Cozy 2-bedroom apartment located next to St. Mary's Hospital!

Cozy 2-bedroom apartment located next to St. Mary's Hospital!
Huntington
10.0 out of 10, Exceptional, (14 reviews)
"Great place, clean cozy love the 2 bathrooms!!"
United States
Katherine D.
The price is ￥15,174
￥34,102 total
includes taxes & fees
Mar 17 - Mar 18
Cozy 2-bedroom apartment located next to St. Mary's Hospital!
Property grounds

Exposed Brick by Uni,Arena,Hosp+Towel Warmer,Robes

Exposed Brick by Uni,Arena,Hosp+Towel Warmer,Robes
Huntington
9.6 out of 10, Exceptional, (7 reviews)
"Close to Marshall university, great communication, loved the fans and noise machines."
United States
Marsha Y.
The price is ￥14,855
￥47,183 total
includes taxes & fees
Mar 17 - Mar 18
Exposed Brick by Uni,Arena,Hosp+Towel Warmer,Robes
Outdoor dining

Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
9.8 out of 10, Exceptional, (9 reviews)
"Very nice house in a very peaceful setting. Beds and furniture are comfortable too. Will be staying here again in the future"
United States
Barry M.
The price is ￥15,973
￥31,871 total
includes taxes & fees
Mar 17 - Mar 18
Charming 2-bedroom house located in beautiful wooded setting!
Living area

Whispering Pine's Cabin!

Whispering Pine's Cabin!
Patriot
The price is ￥14,232
￥53,990 total
includes taxes & fees
Mar 18 - Mar 19
Whispering Pine's Cabin!
Interior

CLEAN 2-bedroom cozy apartment Huntington. Spacious and accomodating!

CLEAN 2-bedroom cozy apartment Huntington. Spacious and accomodating!
Huntington
The price is ￥15,174
￥32,010 total
includes taxes & fees
Apr 1 - Apr 2
CLEAN 2-bedroom cozy apartment Huntington. Spacious and accomodating!
Outdoor spa tub

Pointer Palace

Pointer Palace
South Point
10.0 out of 10, Exceptional, (5 reviews)
"An excellent place to stay. Clean, comfortable, in a safe feeling neighborhood. Probably the most thoughtfully appointed VRBO I've ever stayed in. "
United States
Jon W.
The price is ￥15,334
￥21,723 total
includes taxes & fees
Mar 22 - Mar 23
Pointer Palace
Property grounds

Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
The price is ￥7,987
￥12,681 total
includes taxes & fees
Mar 30 - Mar 31
Rush Creek Camp, Lot # 03
Smart TV, video games

Convenient 1-BR - Fenced Backyard - Extended Stays wanted

Convenient 1-BR - Fenced Backyard - Extended Stays wanted
Huntington
The price is ￥8,625
￥39,117 total
includes taxes & fees
Mar 21 - Mar 22
Convenient 1-BR - Fenced Backyard - Extended Stays wanted
TV, offices

The Market Place by Nest and Bloom <br>Suite 4 (5045)

The Market Place by Nest and Bloom <br>Suite 4 (5045)
Ashland
9.6 out of 10, Exceptional, (4 reviews)
"Clean, well furnished, easy to find"
United States
Kelly S.
The price is ￥14,376
￥47,165 total
includes taxes & fees
Apr 13 - Apr 14
The Market Place by Nest and Bloom <br>Suite 4 (5045)
Interior

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Kenova
10.0 out of 10, Exceptional, (40 reviews)
"Everything was perfect. Very clean, exactly how it was described. Cozy. The host really has thought if everything."
United States
Amanda
The price is ￥15,781
￥30,007 total
includes taxes & fees
Mar 24 - Mar 25
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Smart TV, fireplace

Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital

Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital
Huntington
8.0 out of 10, Very Good, (1 review)
"Upon arrival everything looks great. We had no issues until Bedtime. Im not sure if the room isnt booked alot bit our covers were dusty. . I have pretty bad allergies so i was nervous. Then around 10pm the people upstairs were so loud.. Walking around on a Harwood floor. Moving Furniture. This happened every night. We didnt sleep much! Even w. The sound machine provided. If your a heavy sleeper you are fine! "
United States
Ashli S.
The price is ￥9,903
￥40,903 total
includes taxes & fees
Mar 17 - Mar 18
Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital
Interior

Modern Loft-Style Retreat Near Blenko Glass – Milton, WV

Modern Loft-Style Retreat Near Blenko Glass – Milton, WV
Milton
10.0 out of 10, Exceptional, (1 review)
"What a great find in little Milton. It was walking distance to LaBanca (great dinner and drink spot). The accommodations are very modern and well appointed. Bed was comfortable. The host was very responsive and it was easy to add an additional night to my stay. Will absolutely stay there again. "
United States
brandon w.
The price is ￥19,168
￥39,660 total
includes taxes & fees
Mar 17 - Mar 18
Modern Loft-Style Retreat Near Blenko Glass – Milton, WV
Outdoor dining

Riverside Cabin

Riverside Cabin
Gallipolis
9.8 out of 10, Exceptional, (43 reviews)
"The property was in excellent condition facilities and beds were absolutely perfect the view over the river was spectacular the breakfast was delicious "
United States
Samuel H.
The price is ￥17,251
￥26,721 total
includes taxes & fees
Mar 22 - Mar 23
Riverside Cabin
Property grounds

The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Catlettsburg
10.0 out of 10, Exceptional, (119 reviews)
"Cozy Cabin is great. Highly recommend!"
United States
Jason M.
The price is ￥20,126
￥35,393 total
includes taxes & fees
Mar 18 - Mar 19
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Smart TV, fireplace, books

Historic & Chic apartment by Arena, University, Hospital - Dog Friendly

Historic & Chic apartment by Arena, University, Hospital - Dog Friendly
Huntington
9.6 out of 10, Exceptional, (4 reviews)
"Comfortable convenient to everything. It was a home away from home."
United States
Kimberly M.
The price is ￥16,292
￥48,978 total
includes taxes & fees
Mar 17 - Mar 18
Historic & Chic apartment by Arena, University, Hospital - Dog Friendly
Exterior

THE LUXURY CABIN IN THE WOODS

THE LUXURY CABIN IN THE WOODS
Catlettsburg
10.0 out of 10, Exceptional, (221 reviews)
"Perfect weather enjoyed our stay "
United States
Kris C.
The price is ￥24,295
￥50,553 total
includes taxes & fees
Mar 22 - Mar 23
THE LUXURY CABIN IN THE WOODS
Property grounds

The Bunkhouse

The Bunkhouse
Crown City
10.0 out of 10, Exceptional, (28 reviews)
"We really enjoyed staying there. The fishing was good. It was a very clean place to stay"
United States
Jennifer R.
The price is ￥22,460
￥39,906 total
includes taxes & fees
Apr 3 - Apr 4
The Bunkhouse
Dining

Superb British Colonial holiday home, greenhouse, outdoor deck, tropical garden

Superb British Colonial holiday home, greenhouse, outdoor deck, tropical garden
Barboursville
10.0 out of 10, Exceptional, (125 reviews)
"We had a comfortable and wonderful stay! Great location to Huntington and Blenko Glass Factory! Beds slept well and we had an enjoyable stay! "
United States
Amy W.
The price is ￥35,939
￥87,136 total
includes taxes & fees
Mar 18 - Mar 19
Superb British Colonial holiday home, greenhouse, outdoor deck, tropical garden
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

Days Inn by Wyndham Huntington

Days Inn by Wyndham Huntington

2/10 Terrible
"The room had not been cleaned except the trash had been taken out. We had to request clean sheets, an ice bucket, and a coffee maker (this we never received.) The room smelled, the floors were sticky, there was a used razor in the bathtub/shower. We had to put our own toliet paper on the empty roll. We would have left but there were no available rooms in the area due to a local tournament. We went to breakfast at 8am and there were two mini bagels, four pieces of bread, one chocolate muffin, water, and coffee that was not good. "
Lindsay 2-night trip
Posted 2 hours ago
Days Inn by Wyndham Huntington

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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Look no further and take a look at our great range of rental properties in Chesapeake!

Frequently asked questions

Can I find a vacation rental in Chesapeake?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Chesapeake, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Chesapeake?

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.: This vacation home rental outside of Chesapeake is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Chesapeake?

Explore the area and family-friendly sights such as Camden Park Amusement Park, or get out into nature at a spot like Ohio River Valley. In the larger area, you’ll find Mountain Health Arena and Pullman Square.

What are vacation rentals like in Chesapeake?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Chesapeake. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for small groups.