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Chesapeake Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chesapeake holiday rentals

TV

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

Cozy 2-bedroom apartment located next to St. Mary's Hospital!
Huntington
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place to stay. Exceptionally clean. Comfortable beds. Really enjoyed our stay."
United States
Sherry
The price is HK$745
HK$1,717 total
includes taxes & fees
17 Aug - 18 Aug
Cozy 2-bedroom apartment located next to St. Mary's Hospital!
Smart TV, fireplace

2. Espresso Maker & Modern Decor by Arena, University, Hospitals

Espresso Maker & Modern Decor by Arena, University, Hospitals
Huntington
10.0 out of 10, Exceptional, (1 review)
"Would recommend staying here to anyone! The host was gracious and accurate in response time to questions. Made us feel like we were at home! "
United States
Ashley H.
The price is HK$730
HK$2,449 total
includes taxes & fees
17 Aug - 18 Aug
Espresso Maker & Modern Decor by Arena, University, Hospitals
Interior

3. 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, (54 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is HK$805
HK$1,508 total
includes taxes & fees
21 Aug - 22 Aug
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Property grounds

4. The Blue House – Eclectic Art Haven Near Marshall & Huntington’s Best Parks

The Blue House – Eclectic Art Haven Near Marshall & Huntington’s Best Parks
Huntington
10.0 out of 10, Exceptional, (16 reviews)
"Lovely and quiet location, comfortable, most stocked VRBO we’ve ever stayed in!"
United States
Lesly-Marie
The price is HK$706
HK$2,114 total
includes taxes & fees
19 Aug - 20 Aug
The Blue House – Eclectic Art Haven Near Marshall & Huntington’s Best Parks
Smart TV, fireplace

5. Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital

Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital
Huntington
8.8 out of 10, Excellent, (3 reviews)
"Property was exactly as described. Wish we would have found it sooner. Will definitely be back. Nice cozy place and very affordable. "
United States
richie k.
The price is HK$730
HK$2,449 total
includes taxes & fees
17 Aug - 18 Aug
Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital
Coffee/tea maker, fridge, microwave, oven

6. 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, (22 reviews)
"Very nice property and reasonably priced. Great property manager! "
United States
Kathy M.
The price is HK$628
HK$1,235 total
includes taxes & fees
17 Aug - 18 Aug
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Property grounds

7. 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, (8 reviews)
"Great space for family gathering for our Marshall grad. Very cute, spacious and centrally located."
United States
Carrie S.
The price is HK$769
HK$2,501 total
includes taxes & fees
25 Aug - 26 Aug
Exposed Brick by Uni,Arena,Hosp+Towel Warmer,Robes
Smart TV, fireplace, books

8. 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, (8 reviews)
"We had an amazing time. This cute apartment was so nice. Next visit, will have to go back and stay..Shari from Michigan "
United States
Shari W.
The price is HK$805
HK$2,542 total
includes taxes & fees
15 Sept - 16 Sept
Historic & Chic apartment by Arena, University, Hospital - Dog Friendly
Outdoor spa tub

9. Charming Home with private Hot Tub and Fire Pit

Charming Home with private Hot Tub and Fire Pit
South Point
10.0 out of 10, Exceptional, (12 reviews)
"House was very clean and was in a quiet neighborhood. Enjoyed the hot tub after a day of baseball. Would definitely stay here again. "
United States
Karl S.
The price is HK$1,036
HK$1,366 total
includes taxes & fees
15 Sept - 16 Sept
Charming Home with private Hot Tub and Fire Pit
Interior

10. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
8.0 out of 10, Very good, (1 review)
"Very quiet location. The beds were super comfortable. Lots of room and close to restaurants. I messaged the host about check out and they responded within minutes. I would stay here again when we return."
United States
Shelia C.
The price is HK$620
HK$1,180 total
includes taxes & fees
23 Aug - 24 Aug
Charming 3BR Home - Near KDMC & Downtown
Property grounds

11. Cozy With A Little Touch of Love

Cozy With A Little Touch of Love
Huntington
7.8 out of 10, Good, (6 reviews)
"Had a nice weekend stay here while in Huntington working. It was nice an quiet! Landlord was great!"
United States
Amanda P.
The price is HK$565
HK$3,541 total
includes taxes & fees
17 Aug - 18 Aug
Cozy With A Little Touch of Love
Outdoor dining

12. Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
10.0 out of 10, Exceptional, (16 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
The price is HK$785
HK$1,574 total
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom house located in beautiful wooded setting!
TV, fireplace, books

13. La'Chic Boutique Bungalow 3 Beds/1.5Baths

La'Chic Boutique Bungalow 3 Beds/1.5Baths
Ashland
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed all the comfort of home."
United States
scott j.
The price is HK$1,012
HK$2,379 total
includes taxes & fees
27 Aug - 28 Aug
La'Chic Boutique Bungalow 3 Beds/1.5Baths
Property grounds

14. Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
The price is HK$392
HK$623 total
includes taxes & fees
17 Aug - 18 Aug
Rush Creek Camp, Lot # 03
Outdoor dining

15. Large Cabin with Stunning View - Fire Pit, Relax & Unwind

Large Cabin with Stunning View - Fire Pit, Relax & Unwind
Gallipolis
9.8 out of 10, Exceptional, (54 reviews)
"We loved the place—very quiet and super clean."
United States
Betsy L.
The price is HK$770
HK$1,233 total
includes taxes & fees
17 Aug - 18 Aug
Large Cabin with Stunning View - Fire Pit, Relax & Unwind
Property grounds

16. 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, (125 reviews)
"This was our 2nd stay in the cozy cabin. It's a favorite of ours and we'll definitely return!"
United States
Michael S.
The price is HK$989
HK$1,730 total
includes taxes & fees
18 Aug - 19 Aug
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Outdoor dining

17. Cozy Fonzie Flat

Cozy Fonzie Flat
Ashland
10.0 out of 10, Exceptional, (1 review)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
The price is HK$1,334
HK$2,545 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Fonzie Flat
Property grounds

18. Secluded Ohio Forest Escape at Fuller's Fifty

Secluded Ohio Forest Escape at Fuller's Fifty
Patriot
10.0 out of 10, Exceptional, (95 reviews)
"Very beautiful place everything that you need to have a small getaway or a long getaway. "
United States
Anthony R.
The price is HK$727
HK$1,504 total
includes taxes & fees
30 Aug - 31 Aug
Secluded Ohio Forest Escape at Fuller's Fifty
Desk, iron/ironing board, WiFi, bed sheets

19. The Bunkhouse

The Bunkhouse
Crown City
10.0 out of 10, Exceptional, (29 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 HK$941
HK$1,558 total
includes taxes & fees
24 Aug - 25 Aug
The Bunkhouse
Exterior

20. THE LUXURY CABIN IN THE WOODS

THE LUXURY CABIN IN THE WOODS
Catlettsburg
10.0 out of 10, Exceptional, (239 reviews)
"it made our golf trip really great"
United States
Dennis H.
The price is HK$1,194
HK$2,432 total
includes taxes & fees
24 Aug - 25 Aug
THE LUXURY CABIN IN THE WOODS
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

Greenbo Lake State Resort Park

Greenbo Lake State Resort Park

8/10 Good
"The place is clean and refreshed. Staff were friendly but several seemed to be in training or without guidance. Overall, we were enjoyed our visit and the food was delicious."
Gwen 1-night trip
Posted 6 hours ago
Greenbo Lake State Resort Park

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 holiday rental in Chesapeake?

Yes, there are holiday rentals close to the most popular sights in Chesapeake, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chesapeake has to offer?

Charming 2-bedroom house located in beautiful wooded setting!: This holiday home rental outside of Chesapeake offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 wider area, you’ll find Mountain Health Arena and Pullman Square.

What are holiday rentals like in Chesapeake?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesapeake. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.