Title: Chesapeake Vacation Rentals from $168: Search Short-Term Rentals | Expedia.com

[Chesapeake Travel Guide](https://expedia.com/Chesapeake.dx6352747)[Hotels in Chesapeake](https://expedia.com/Chesapeake-Hotels.d6352747.Travel-Guide-Hotels)[Flights to Chesapeake](https://expedia.com/Cheap-Flights-To-Chesapeake.d6352747.Travel-Guide-Flights)[Car Rentals in Chesapeake](https://expedia.com/Car-Rentals-In-Chesapeake.d6352747.Car-Rental-Guide)[Chesapeake Vacation Packages](https://expedia.com/Chesapeake.d6352747.Destination-Travel-Guides)

![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6352747&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6352747&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6352747&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6352747&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesapeake vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88460000/88457000/88456978/96d484d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88460000/88457000/88456978/160e9065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, jetted tub, towels, soap](https://images.trvl-media.com/lodging/89000000/88460000/88457000/88456978/19be11af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88460000/88457000/88456978/2d2d0a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Gallipolis

[](https://www.expedia.com/Crown-City-Hotels-Full-Service-Riverfront-Cabin.h88456978.Hotel-Information)

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samuel H.

$164 nightly

$168 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Crown-City-Hotels-Full-Service-Riverfront-Cabin.h88456978.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/95000000/95000000/94990600/94990576/38c52681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/95000000/95000000/94990600/94990576/397fb504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/95000000/94990600/94990576/c44031b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/95000000/94990600/94990576/d3c1708a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Patriot

[](https://www.expedia.com/Patriot-Hotels-Secluded-Ohio-Forest-Escape-At-Fullers-Fifty.h94990576.Hotel-Information)

10/10

Exceptional

(80 reviews)

"It was a perfect spot for a quick getaway! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia

$176 nightly

$176 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Patriot-Hotels-Secluded-Ohio-Forest-Escape-At-Fullers-Fifty.h94990576.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35697100/35697029/2e81380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35697100/35697029/f6fdc14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35700000/35697100/35697029/6ab8aaa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/36000000/35700000/35697100/35697029/29c66a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Catlettsburg

[](https://www.expedia.com/Ashland-Hotels-The-Cozy-Cabin-2-Bedrooms-1-Bath-Is-The-Perfect-Romantic-Getaway-In-The-Country.h35697029.Hotel-Information)

10/10

Exceptional

(119 reviews)

"Cozy Cabin is great. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason M.

$201 nightly

$222 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-The-Cozy-Cabin-2-Bedrooms-1-Bath-Is-The-Perfect-Romantic-Getaway-In-The-Country.h35697029.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/112000000/111330000/111322000/111321968/f7b95138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111330000/111322000/111321968/85991e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111330000/111322000/111321968/a1161a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111330000/111322000/111321968/fee24e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Huntington

[](https://www.expedia.com/Huntington-Hotels-Cozy-2-Bedroom-Apartment-Located-Next-To-St-Marys-Hospital.h111321968.Hotel-Information)

10/10

Exceptional

(14 reviews)

"Great place, clean cozy love the 2 bathrooms!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine D.

$191 nightly

$215 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Huntington-Hotels-Cozy-2-Bedroom-Apartment-Located-Next-To-St-Marys-Hospital.h111321968.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092222/d6841f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092222/ee69c6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092222/2179a83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092222/0e23f8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raceland

[](https://www.expedia.com/Russell-Hotels-Charming-2-Bedroom-House-Located-In-Beautiful-Wooded-Setting.h113092222.Hotel-Information)

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barry M.

$181 nightly

$200 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Russell-Hotels-Charming-2-Bedroom-House-Located-In-Beautiful-Wooded-Setting.h113092222.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/99000000/98520000/98516300/98516287/45d39b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/99000000/98520000/98516300/98516287/735bbf3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98520000/98516300/98516287/d2b81a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98520000/98516300/98516287/063764a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kenova

[](https://www.expedia.com/Quiet-Lodge-With-A-River-View-In-The-Country-With-A-Fire-Pit-By-The-Stream.h98516287.Hotel-Information)

10/10

Exceptional

(38 reviews)

"Incredibly clean, with careful attention to details that make for a comfortable stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liz M.

$169 nightly

$188 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Quiet-Lodge-With-A-River-View-In-The-Country-With-A-Fire-Pit-By-The-Stream.h98516287.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109660000/109657400/109657364/10876fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109660000/109657400/109657364/90a8bc6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109660000/109657400/109657364/w1440h950x0y485-25b00e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109660000/109657400/109657364/1cb61e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Huntington

[](https://www.expedia.com/Huntington-Hotels-Exposed-Brick-By-Uni.h109657364.Hotel-Information)

9.4/10

Exceptional

(6 reviews)

"Close to Marshall university, great communication, loved the fans and noise machines."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marsha Y.

$263 nightly

$295 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Huntington-Hotels-Exposed-Brick-By-Uni.h109657364.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/22000000/21970000/21967800/21967775/eb55da77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21970000/21967800/21967775/9db9d06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/22000000/21970000/21967800/21967775/1bc9a288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21970000/21967800/21967775/18a2293a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Catlettsburg

[](https://www.expedia.com/Ashland-Hotels-THE-Luxury-Cabin-IN-THE-Woods.h21967775.Hotel-Information)

10/10

Exceptional

(220 reviews)

"Perfect weather enjoyed our stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kris C.

$288 nightly

$318 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-THE-Luxury-Cabin-IN-THE-Woods.h21967775.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116420000/116417700/116417678/9dadc2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116420000/116417700/116417678/527c8951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116420000/116417700/116417678/ab1a4182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116420000/116417700/116417678/df754812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Ashland

[](https://www.expedia.com/Ashland-Hotels-Charming-1-Bedroom-Apartment-With-AC.h116417678.Hotel-Information)

10/10

Exceptional

(12 reviews)

"Had a great stay! Cool town!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Noah S.

$135 nightly

$157 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-Charming-1-Bedroom-Apartment-With-AC.h116417678.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/119000000/118340000/118338100/118338030/02b4a708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118340000/118338100/118338030/2d82bd99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/119000000/118340000/118338100/118338030/63e7c286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118340000/118338100/118338030/46b71060_edited_1101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Point

[](https://www.expedia.com/South-Point-Hotels-Quiet-Whole-House-In-South-Point-Minutes-To-Ashland.h118338030.Hotel-Information)

10/10

Exceptional

(4 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jon W.

$181 nightly

$181 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/South-Point-Hotels-Quiet-Whole-House-In-South-Point-Minutes-To-Ashland.h118338030.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96330000/96323900/96323804/bd5ee3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96330000/96323900/96323804/6cb70186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96330000/96323900/96323804/939d6015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96330000/96323900/96323804/2180f262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ashland

[](https://www.expedia.com/Ashland-Hotels-Secluded-Ranch-Home.h96323804.Hotel-Information)

10/10

Exceptional

(16 reviews)

"Another great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alix E.

$259 nightly

$293 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-Secluded-Ranch-Home.h96323804.Hotel-Information)

![](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828026/445822aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828026/6c000af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828026/35822295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/116000000/115830000/115828100/115828026/e5a939d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Milton

[](https://www.expedia.com/Milton-Hotels-Modern-Loft-Style-Retreat-Near-Blenko-Glass-Milton.h115828026.Hotel-Information)

$232 nightly

$248 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Milton-Hotels-Modern-Loft-Style-Retreat-Near-Blenko-Glass-Milton.h115828026.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/119000000/118510000/118501000/118500974/e273a98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/119000000/118510000/118501000/118500974/b00d30c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118510000/118501000/118500974/a2437d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/119000000/118510000/118501000/118500974/325fa63e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ashland

[](https://www.expedia.com/Ashland-Hotels-Corner-Cottage-2-Bedroom-Pets-Welcome-And-Close-To-Downtown.h118500974.Hotel-Information)

9.0/10

Wonderful

(2 reviews)

"Very quiet, clean, nice house "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen S.

$237 nightly

$268 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-Corner-Cottage-2-Bedroom-Pets-Welcome-And-Close-To-Downtown.h118500974.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/115000000/114610000/114600200/114600168/39cce8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114610000/114600200/114600168/4d8aed8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/115000000/114610000/114600200/114600168/f7d16f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114610000/114600200/114600168/545b85c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Ashland

[](https://www.expedia.com/Ashland-Hotels-The-Market-Place-By-Nest-And-Bloom-BrSuite-4.h114600168.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"Clean, well furnished, easy to find"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly S.

$268 nightly

$289 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-The-Market-Place-By-Nest-And-Bloom-BrSuite-4.h114600168.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766470/63d610b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766470/e0d5e152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766470/4c6e8567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766470/7d1a7133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Barboursville

[](https://www.expedia.com/Barboursville-Hotels-Superb-British-Colonial-Holiday-Home.h18766470.Hotel-Information)

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy W.

$483 nightly

$542 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Barboursville-Hotels-Superb-British-Colonial-Holiday-Home.h18766470.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90301300/90301288/6de4c861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/91000000/90310000/90301300/90301288/w505h683x260y0-053e50da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90301300/90301288/w509h683x257y0-52fe1ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90301300/90301288/w902h683x61y0-863c649a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Rush

[](https://www.expedia.com/Rush-Hotels-Rush-Creek-Camp.h90301288.Hotel-Information)

$70 nightly

$79 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Rush-Hotels-Rush-Creek-Camp.h90301288.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103550000/103549000/103548969/04a4d26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103550000/103549000/103548969/681feb97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103550000/103549000/103548969/d1a32cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103549000/103548969/b74a029d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ashland

[](https://www.expedia.com/Ashland-Hotels-Cozy-Fonzie-Flat.h103548969.Hotel-Information)

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

James F.

$254 nightly

$288 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Ashland-Hotels-Cozy-Fonzie-Flat.h103548969.Hotel-Information)

![Smart TV, video games](https://images.trvl-media.com/lodging/121000000/120790000/120784800/120784743/6f249927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120790000/120784800/120784743/1c591014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120790000/120784800/120784743/195adfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120790000/120784800/120784743/1464d74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Huntington

[](https://www.expedia.com/Huntington-Hotels-Convenient-1-BR-W-Fenced-Backyard-Extended-Stay.h120784743.Hotel-Information)

$232 nightly

$260 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Huntington-Hotels-Convenient-1-BR-W-Fenced-Backyard-Extended-Stay.h120784743.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95070000/95063700/95063618/165ac7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95070000/95063700/95063618/51f2334c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95070000/95063700/95063618/w811h1083x8y0-b50ace8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95070000/95063700/95063618/f24df7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Huntington

[](https://www.expedia.com/Huntington-Hotels-Cozy-With-A-Little-Touch-Of-Love.h95063618.Hotel-Information)

7.8/10

Good

(6 reviews)

"Had a nice weekend stay here while in Huntington working. It was nice an quiet! Landlord was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda P.

$396 nightly

$445 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Huntington-Hotels-Cozy-With-A-Little-Touch-Of-Love.h95063618.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=6352747&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6352747)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Ohio%2C+United+States+of+America&regionId=6352747&latLong=38.427861%2C-82.457099&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Ohio%2C+United+States+of+America&regionId=6352747&latLong=38.427861%2C-82.457099&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Ohio%2C+United+States+of+America&regionId=6352747&latLong=38.427861%2C-82.457099&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Ohio%2C+United+States+of+America&regionId=6352747&latLong=38.427861%2C-82.457099&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE)

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## Top Chesapeake Hotel Reviews

![Fairfield Inn & Suites By Marriott Ashland](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/398bd08d_y.jpg)

### Fairfield Inn & Suites By Marriott Ashland

8/10 Good

"The pool was out of order. The room didn’t have garbage bags in the cans but rooms were clean, bed was comfy and staff was very nice. Breakfast was good and there was an assortment of food to choose from. "

[](https://expedia.com/Ashland-Hotels-Fairfield-Inn-Suites-By-Marriott-Ashland.h5504.Hotel-Information)

![Best Western River Cities](https://images.trvl-media.com/lodging/1000000/920000/914000/913954/70c14cf7_y.jpg)

### Best Western River Cities

10/10 Excellent

"Very clean. Breakfast was great. Staff was super nice. "

[](https://expedia.com/Ashland-Hotels-Best-Western-River-Cities.h913954.Hotel-Information)

![DoubleTree by Hilton Huntington](https://images.trvl-media.com/lodging/1000000/30000/26700/26666/278ab980_y.jpg)

### DoubleTree by Hilton Huntington

4/10 Poor

"The hotel says in the description that valet is available for $10\. The first night we were informed we could self park due to short staffing and the second night they said they don’t have valet it’s $10 to self park. So not only are they still advertising valet parking but they’re charging the same for you to South Park that they were charging for valet. The facility seems to be getting worse each visit. The showers have grime and what looks to be mold or mildew in several spots. The evening staff on the first night was not friendly and even made a comment about people using third parties to book. The night staff the second night insisted the room they gave us had a couch which I paid for and it took me telling him my husband was in the room now for him to believe me and when shown a picture of the accent chair he suggested maybe it was a sofa chair. We were moved rooms. The water pressure dropped in the middle of the shower. We have stayed here numerous times in the past and it seems the place continues to go down hill. It’s very disappointing."

[](https://expedia.com/Huntington-Hotels-DoubleTree-By-Hilton-Huntington.h26666.Hotel-Information)

![TownePlace Suites by Marriott Ironton](https://images.trvl-media.com/lodging/67000000/66800000/66794200/66794116/d446426a_y.jpg)

### TownePlace Suites by Marriott Ironton

10/10 Excellent

"Fully equipped kitchen. Very kind and accommodating staff. Delicious REAL breakfast with options. "

[](https://expedia.com/Ironton-Hotels-TownePlace-Suites-By-Marriott-Ironton.h66794116.Hotel-Information)

![Comfort Inn Barboursville near Huntington Mall area](https://images.trvl-media.com/lodging/1000000/100000/99700/99626/b349e38e_y.jpg)

### Comfort Inn Barboursville near Huntington Mall area

10/10 Excellent

"Everything was clean and comfortable. Breakfast was basic but several options were provided along wit hhot items. Good value for this comfortable stay!"

[](https://expedia.com/Huntington-Hotels-Comfort-Inn-Barboursville-Near-Huntington-Mall-Area.h99626.Hotel-Information)

![Delta Hotels by Marriott Huntington Mall](https://images.trvl-media.com/lodging/2000000/1790000/1781300/1781220/70e2fd42_y.jpg)

### Delta Hotels by Marriott Huntington Mall

10/10 Excellent

"Yes"

[](https://expedia.com/Huntington-Hotels-Delta-Hotels-By-Marriott-Huntington-Mall.h1781220.Hotel-Information)

![Knights Inn Ashland](https://images.trvl-media.com/lodging/1000000/60000/51300/51223/252abcfb_y.jpg)

### Knights Inn Ashland

10/10 Excellent

"Enjoyed the room and the service was impeccable so yes. Room was clean and together"

[](https://expedia.com/Ashland-Hotels-Knights-Inn-Ashland.h51223.Hotel-Information)

![Hampton Inn Huntington University Area](https://images.trvl-media.com/lodging/7000000/6230000/6226800/6226774/8b1d135f_y.jpg)

### Hampton Inn Huntington University Area

10/10 Excellent

"outstanding "

[](https://expedia.com/Huntington-Hotels-Hampton-Inn-Huntington-University-Area.h6226774.Hotel-Information)

![Red Roof Inn Huntington](https://images.trvl-media.com/lodging/1000000/10000/1400/1361/38182ff3_y.jpg)

### Red Roof Inn Huntington

10/10 Excellent

"Yes it was spotless"

[](https://expedia.com/Huntington-Hotels-Red-Roof-Inn-Huntington.h1361.Hotel-Information)

## Find out more about Chesapeake

**Everything you need to know about Chesapeake vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesapeake vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesapeake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chesapeake vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chesapeake. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesapeake in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $168 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chesapeake rentals**

At Expedia, we put the best Chesapeake vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesapeake rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesapeake vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesapeake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Chesapeake

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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Chesapeake ](https://expedia.com/Chesapeake-Private-Vacation-Homes.d6352747-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chesapeake ](https://expedia.com/Chesapeake-Apartments.d6352747-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesapeake ](https://expedia.com/Chesapeake-Cabins.d6352747-aaCabins.Travel-Guide-Accommodation)
- [Motels in Chesapeake ](https://expedia.com/Chesapeake-Motels.d6352747-aaMotels.Travel-Guide-Accommodation)
- [B&B in Chesapeake ](https://expedia.com/Chesapeake-Bed-And-Breakfast.d6352747-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Chesapeake ](https://expedia.com/Chesapeake-Condos.d6352747-aaCondos.Travel-Guide-Accommodation)
- [RV Parks in Chesapeake ](https://expedia.com/Chesapeake-RV-Parks.d6352747-aaRVParks.Travel-Guide-Accommodation)
- [Country Houses in Chesapeake ](https://expedia.com/Chesapeake-Country-House.d6352747-aaCountryHouse.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chesapeake?

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### What can I see and do in Chesapeake?

### What are vacation rentals like in Chesapeake?