Title: Chesapeake Vacation Rentals from CA $240: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248634998909182&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248634998909182&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248634998909182&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248634998909182&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+West+Virginia%2C+United+States+of+America&regionId=553248634998909182&latLong=38.223435%2C-81.536232&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+West+Virginia%2C+United+States+of+America&regionId=553248634998909182&latLong=38.223435%2C-81.536232&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+West+Virginia%2C+United+States+of+America&regionId=553248634998909182&latLong=38.223435%2C-81.536232&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+West+Virginia%2C+United+States+of+America&regionId=553248634998909182&latLong=38.223435%2C-81.536232&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN)

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## Top Chesapeake Hotel Reviews

![Red Roof Inn Charleston - Kanawha City, WV](https://images.trvl-media.com/lodging/1000000/30000/24900/24845/23528ad9_y.jpg)

### Red Roof Inn Charleston - Kanawha City, WV

10/10 Excellent

"Okay, other then the ice everywhere I enjoyed myself!"

[](https://expedia.ca/Charleston-Hotels-Red-Roof-Inn-Charleston-Kanawha-City.h24845.Hotel-Information)

![Embassy Suites Charleston](https://images.trvl-media.com/lodging/1000000/80000/74600/74585/a6271267_y.jpg)

### Embassy Suites Charleston

10/10 Excellent

"The stay was great thanks to Vin and Jerry! Thank you very much!"

[](https://expedia.ca/Charleston-Hotels-Embassy-Suites-Charleston.h74585.Hotel-Information)

![Wyndham Garden Cross Lanes Charleston](https://images.trvl-media.com/lodging/1000000/20000/13700/13692/c49333bd_y.jpg)

### Wyndham Garden Cross Lanes Charleston

10/10 Excellent

"Good service "

[](https://expedia.ca/Charleston-Hotels-Wyndham-Garden-Cross-Lanes-Charleston.h13692.Hotel-Information)

![Quality Inn & Suites Charleston - Civic Center](https://images.trvl-media.com/lodging/1000000/860000/856300/856218/2e2ebde2_y.jpg)

### Quality Inn & Suites Charleston - Civic Center

10/10 Excellent

"The staff is friendly and helpful. Doing business with them is a pleasure. Yes....I recommend this hotel. The price is on the lower side, and quite fair."

[](https://expedia.ca/Charleston-Hotels-Quality-Inn-Suites.h856218.Hotel-Information)

![Hampton Inn Charleston-Southridge](https://images.trvl-media.com/lodging/1000000/50000/41200/41192/d8d28f8b_y.jpg)

### Hampton Inn Charleston-Southridge

10/10 Excellent

"Great stop between Greensboro and Indianapolis "

[](https://expedia.ca/Charleston-Hotels-Hampton-Inn-Charleston-Southridge.h41192.Hotel-Information)

![Country Inn & Suites By Radisson, Dunbar - Charleston](https://images.trvl-media.com/lodging/104000000/103850000/103847700/103847686/dccd3879_y.jpg)

### Country Inn & Suites By Radisson, Dunbar - Charleston

10/10 Excellent

"Clean basically new room. Quiet. Nice people. Shower was not very nice - dirty, funky."

[](https://expedia.ca/Charleston-Hotels-Country-Inn-Suites-By-Radisson.h103847686.Hotel-Information)

![Courtyard by Marriott Charleston Downtown/Civic Center](https://images.trvl-media.com/lodging/9000000/8740000/8738300/8738261/8d8ec2c2_y.jpg)

### Courtyard by Marriott Charleston Downtown/Civic Center

10/10 Excellent

"Clean facility, pool was great for kids. Staff was friendly. Check out at noon is a huge plus. Will stay again ! Wish parking was free. "

[](https://expedia.ca/Charleston-Hotels-Courtyard-By-Marriott-Charleston-DowntownCivic-Center.h8738261.Hotel-Information)

![Microtel Inn & Suites by Wyndham Charleston WV](https://images.trvl-media.com/lodging/1000000/40000/37600/37513/e2dcc57b_y.jpg)

### Microtel Inn & Suites by Wyndham Charleston WV

10/10 Excellent

"Our room was very clean, staff was professional and friendly. Inn was conveniently right off the highway. Restruants and stores were just a short drive."

[](https://expedia.ca/Charleston-Hotels-Microtel-Inn-Suites-By-Wyndham-Charleston-WV.h37513.Hotel-Information)

![Charleston Marriott Town Center](https://images.trvl-media.com/lodging/1000000/20000/19300/19210/5ef36f2b_y.jpg)

### Charleston Marriott Town Center

10/10 Excellent

"Great helpful staff. Room was ver clean"

[](https://expedia.ca/Charleston-Hotels-Charleston-Marriott-Town-Center.h19210.Hotel-Information)

## Find out more about Chesapeake

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesapeake. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Chesapeake ](https://expedia.ca/Chesapeake-Private-Vacation-Homes.d553248634998909182-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chesapeake ](https://expedia.ca/Chesapeake-Apartments.d553248634998909182-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesapeake ](https://expedia.ca/Chesapeake-Cabins.d553248634998909182-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Chesapeake ](https://expedia.ca/Chesapeake-Cottages.d553248634998909182-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chesapeake ](https://expedia.ca/Chesapeake-Motels.d553248634998909182-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Chesapeake ](https://expedia.ca/Chesapeake-Agritourism.d553248634998909182-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Chesapeake ](https://expedia.ca/Chesapeake-Bed-And-Breakfast.d553248634998909182-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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