Title: Chesapeake City County Vacation Rentals from CA $140: Short-Term Rentals for 2026 | Expedia.ca

[Chesapeake City County Hotels](https://expedia.ca/Destinations-In-Chesapeake-City-County.d553248635976432419.Hotel-Destinations)[Chesapeake City County Car Rentals](https://expedia.ca/Destinations-In-Chesapeake-City-County.d553248635976432419.Car-Rental-Destinations)[Chesapeake City County Vacations](https://expedia.ca/Chesapeake-City-County.d553248635976432419.Destination-Travel-Guides)

![Chesapeake Square Mall](https://images.trvl-media.com/place/6211311/3ce2bef9-a58d-480e-be7c-1f8f010c5d82.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6211311/3ce2bef9-a58d-480e-be7c-1f8f010c5d82.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Chesapeake City County

![Colorful sunset over riverside resort in Cambridge Maryland USA](https://images.trvl-media.com/place/6608/0c611f9e-81b9-471c-8c9d-00c1df7fb2ec.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Chesapeake

[](https://expedia.ca/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)

## Our top choices for Chesapeake City County vacation rentals

![Indoor pool](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/c53925b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/489d9bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/1fb27dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/a32364b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Studio | Pool & Hot Tub. Your Next Vacation

[](https://www.expedia.ca/Chesapeake-Hotels-Great-Studio-Pool-Hot-Tub-Your-Next-Vacation.h84543812.Hotel-Information)

Chesapeake

10/10

Exceptional

(3 reviews)

"Impressed with the whole experience. "

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

Patricia M.

CA $165

CA $222 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Chesapeake-Hotels-Great-Studio-Pool-Hot-Tub-Your-Next-Vacation.h84543812.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/f19c225c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, printers](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/7823d509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/26c9c3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/1781b7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom home away from home in fabulous Chesapeake, Virginia.

[](https://www.expedia.ca/Chesapeake-Hotels-2-Bedroom-House-In-Fabulous-Chesapeake-With-WiFi.h107183271.Hotel-Information)

Chesapeake

10/10

Exceptional

(43 reviews)

"This was a wonderful place that was perfect for girls trip! I would definitely recommend and stay again!!"

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

Tabitha P.

CA $239

CA $436 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chesapeake-Hotels-2-Bedroom-House-In-Fabulous-Chesapeake-With-WiFi.h107183271.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/09547181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/d5fe0f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/e9f96ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/5da4f642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

[](https://www.expedia.ca/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h49149734.Hotel-Information)

Chesapeake

9.0/10

Wonderful

(2 reviews)

"Very clean , great location. Will stay there again!!!"

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

Tony H.

CA $171

CA $228 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h49149734.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/d0696f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/b70c0249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/475fb7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/6d1c6f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

[](https://www.expedia.ca/Chesapeake-Hotels-1-Bedroom-Free-Breakfast-Indoor-Pool-Hot-Tub.h87916951.Hotel-Information)

Chesapeake

CA $165

CA $222 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Chesapeake-Hotels-1-Bedroom-Free-Breakfast-Indoor-Pool-Hot-Tub.h87916951.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/0a114823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/95f6e444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/fe49a58a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/41222787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio | Free Breakfast. Indoor Pool & Hot Tub

[](https://www.expedia.ca/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h88179795.Hotel-Information)

Chesapeake

CA $189

CA $249 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h88179795.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/97612ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/3e0a9e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/38b2366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/123730b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

[](https://www.expedia.ca/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h115333185.Hotel-Information)

Chesapeake

CA $256

CA $336 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h115333185.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/77f922da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/885c8faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/f7175697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/65cc89ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

[](https://www.expedia.ca/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Close-To-The-Virginia-Beach-Business-District.h106262204.Hotel-Information)

Chesapeake

8.0/10

Very good

(4 reviews)

"Perfect for what we needed for one day layover before outer Banks"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Michael L.

CA $194

CA $256 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Close-To-The-Virginia-Beach-Business-District.h106262204.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/88000000/87430000/87427500/87427432/8c7ccd63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87430000/87427500/87427432/13f5bdc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/88000000/87430000/87427500/87427432/11e9f055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87430000/87427500/87427432/1cd4693d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio | Free Breakfast. Indoor Pool & Hot Tub.

[](https://www.expedia.ca/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h87427432.Hotel-Information)

Chesapeake

CA $224

CA $294 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h87427432.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333190/87af226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333190/3545ac87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333190/518922cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333190/668f3bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

[](https://www.expedia.ca/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Great-For-Business-Travelers.h115333190.Hotel-Information)

Chesapeake

CA $249

CA $327 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Great-For-Business-Travelers.h115333190.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/18e03d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/6ad2f3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/a2e25621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/4869a696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Art Door Duplex only minutes from beach

[](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information)

Northeast Virginia Beach

9.6/10

Exceptional

(108 reviews)

"The rooms were very clean and be was comfortable!"

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

CYMANDYE V.

CA $136

CA $315 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/973ed4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/40b792ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/w905h683x60y0-303d9406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/w903h683x61y0-bc39f103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knot Three- Balcony View of ICW- Dog Friendly!

[](https://www.expedia.ca/Coinjock-Hotels-Knot-Three-Balcony-View-Of-ICW-Dog-Friendly.h95731452.Hotel-Information)

Coinjock

9.6/10

Exceptional

(5 reviews)

"The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!"

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

Pam P.

CA $143

CA $324 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Coinjock-Hotels-Knot-Three-Balcony-View-Of-ICW-Dog-Friendly.h95731452.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/66e56432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/e762c024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/146338f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/79231a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information)

Portsmouth

9.2/10

Wonderful

(26 reviews)

"The place was noce and quiet. "

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

Tomar B.

CA $136

CA $396 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/0dcb9772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/4673eee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/ff6dbf41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/dfe7bc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-1-Bath-Unit-With-Beautiful-Riverfront-Sunsets-In-Portsmouth.h110997037.Hotel-Information)

Portsmouth

9.6/10

Exceptional

(4 reviews)

"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "

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

Paige M.

CA $109

CA $360 total

includes taxes & fees

Mar 21 - Mar 22

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-1-Bath-Unit-With-Beautiful-Riverfront-Sunsets-In-Portsmouth.h110997037.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94650000/94644800/94644741/652b95b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/95000000/94650000/94644800/94644741/282adafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94650000/94644800/94644741/2314fd0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94650000/94644800/94644741/1d792609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knot One- Balcony View of ICW- Dog Friendly!

[](https://www.expedia.ca/Coinjock-Hotels-Knot-One-Balcony-View-Of-ICW-Dog-Friendly.h94644741.Hotel-Information)

Coinjock

9.0/10

Wonderful

(8 reviews)

"Loved watching the yachts in the ICW"

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

susan

CA $128

CA $305 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Coinjock-Hotels-Knot-One-Balcony-View-Of-ICW-Dog-Friendly.h94644741.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/1bf86fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/93ace1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/972d662a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/977346b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Bungalow w/ BEST Location in Ocean View!

[](https://www.expedia.ca/Norfolk-Hotels-Beachfront-Bungalow-W-BEST-Location-In-Ocean-View.h117978953.Hotel-Information)

Willoughby Spit

8.6/10

Excellent

(7 reviews)

"Cute little bungalow on the beach. Beautiful sunrises. Location is great. Very clean. Has everything you need!!! The pier is a 2 min walk. "

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

Virginia T.

CA $134

CA $311 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Norfolk-Hotels-Beachfront-Bungalow-W-BEST-Location-In-Ocean-View.h117978953.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1017h683x4y0-a1249302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-2de6848c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1016h683x4y0-1d4972e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-7149d515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private 1 Bed Apt - Historic Olde Towne Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.Hotel-Information)

Portsmouth

10/10

Exceptional

(2 reviews)

"Great place. Nice area. Parking was confusing at first but host was very responsive "

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

Ed and Laura S.

CA $110

CA $252 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/e6432728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/ad2ce570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/3b6cf7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/22d5fe18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sojourn's Harborage unit 6

[](https://www.expedia.ca/Norfolk-Hotels-Sojourns-Harborage-Pet-Friendly.h108362824.Hotel-Information)

East Ocean View

9.2/10

Wonderful

(5 reviews)

"Very comfortable - beds were soft, sheets were great and water pressure was nice. There was a problem with city drains so the parking lot was flooded a couple nights, which caused a lot of dirt to be tracked into the unit, but this wasn't a problem with the rental. Location was close to everything we needed."

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

Ronald K.

CA $99

CA $468 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Norfolk-Hotels-Sojourns-Harborage-Pet-Friendly.h108362824.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/fa4ef4ae_edited_e02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/0c48cdfd_edited_ac05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/43a0e7d3_edited_67ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/52771e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-1-Bedroom-Only-In-Shared-Apartment-With-AC.h118735987.Hotel-Information)

Willoughby Spit

10/10

Exceptional

(2 reviews)

"very friendly host! very patient with me on day of check in, made sure we had everything we needed & more !"

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

Shydymond B.

CA $81

CA $129 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-1-Bedroom-Only-In-Shared-Apartment-With-AC.h118735987.Hotel-Information)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/8e1941f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/9e572cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/7faf4e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/dc996840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-Historic-Beach-House-Only-Steps-Away-From-Beach-And-Fishing-Pier.h67547042.Hotel-Information)

Willoughby Spit

8.8/10

Excellent

(73 reviews)

"Clean well equipped for a nice getaway "

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

Sheila H.

CA $134

CA $305 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-Historic-Beach-House-Only-Steps-Away-From-Beach-And-Fishing-Pier.h67547042.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/b907e7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/w3000h1800x0y0-3cb222a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/w3000h2896x0y0-09312f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/w3000h1680x0y0-4cb4cbae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ice Ice Baby Downtown Newport News

[](https://www.expedia.ca/Newport-News-Hotels-Ice-Ice-Baby-Downtown-Newport-News.h109375775.Hotel-Information)

Downtown Newport News

10/10

Exceptional

(2 reviews)

"Loved the place.. clean and quiet!! Perfect for a weekend getaway "

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

Nicole

CA $144

CA $369 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Newport-News-Hotels-Ice-Ice-Baby-Downtown-Newport-News.h109375775.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.ca/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24&regionId=553248635976432419&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America&regionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=CABIN)

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## Top Chesapeake City County Hotel Reviews

![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/44e2a487_y.jpg)

### Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent

"The only thing that wasn't right was a group of people causing a disturbance in the pool; they should have stricter regulations."

[](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information)

![Hilton Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/2000000/1160000/1156000/1155964/3b10b192_y.jpg)

### Hilton Virginia Beach Oceanfront

10/10 Excellent

"The oceanfront was absolutely beautiful"

[](https://expedia.ca/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information)

![Hyatt Place Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/7980bf30_y.jpg)

### Hyatt Place Virginia Beach / Oceanfront

8/10 Good

"I loved the location !Some of the front desk peo lacked a personality and customer service."

[](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information)

![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/7a589703_y.jpg)

### Schooner Inn

10/10 Excellent

"Clean room, excellent beach view. The staff was very friendly."

[](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information)

![Hyatt Place Hampton Convention Center](https://images.trvl-media.com/lodging/1000000/10000/7300/7213/01946ded_y.jpg)

### Hyatt Place Hampton Convention Center

8/10 Good

"Good breakfast"

[](https://expedia.ca/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information)

![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/be66f1fd_y.jpg)

### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

8/10 Good

"nice view"

[](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information)

![The Ocean Key Virginia Beach Resort](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/87f7858a_y.jpg)

### The Ocean Key Virginia Beach Resort

8/10 Good

"It is ocean view but sits back across the street overlooking a restaurant. The hot tub was out of order and we weren't informed until we checked in. The king suite was very nice and the bed was very comfortable. "

[](https://expedia.ca/Virginia-Beach-Hotels-The-Ocean-Key-Resort-By-VSA-Resorts.h529337.Hotel-Information)

![Coastal Hotel and Suites Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/10000/9977/77100d53_y.jpg)

### Coastal Hotel and Suites Virginia Beach Oceanfront

10/10 Excellent

"The beach view was amazing!"

[](https://expedia.ca/Virginia-Beach-Hotels-Coastal-Hotel-And-Suites-Virginia-Beach-Oceanfront.h9977.Hotel-Information)

![Hilton Vacation Club Oceanaire Virginia Beach](https://images.trvl-media.com/lodging/6000000/5200000/5190800/5190701/35a4a7e3_y.jpg)

### Hilton Vacation Club Oceanaire Virginia Beach

6/10 Okay

"Everything about hotel was great, except the WiFi service. I was on the 8th floor and reception was awful. I was told that above 7 was problems, but that’s no excuse for such a Good hotel. I’ll revisit but that part definitely needs to improve. You have guess that needs WiFi for pretty much everything while being in room nowadays."

[](https://expedia.ca/Virginia-Beach-Hotels-Oceanaire-By-Diamond-Resorts.h5190701.Hotel-Information)

## Find out more about Chesapeake City County

**Everything you need to know about** **Chesapeake City County** **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 City County vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 City County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesapeake City County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chesapeake City County vacation rentals we have selected for you start as low as CA $140 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Chesapeake City County 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 City County 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 City County 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 City County. 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

- Popular Chesapeake City County Cities
- All accommodation types in Chesapeake City County

- [Chesapeake Vacation Rentals ](https://expedia.ca/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)

- [Vacation Homes in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Private-Vacation-Homes.d553248635976432419-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Apartments.d553248635976432419-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Condos.d553248635976432419-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Cottages.d553248635976432419-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Resort-Hotels.d553248635976432419-aaResortHotels.Travel-Guide-Accommodation)
- [Villas in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Villas.d553248635976432419-aaVillas.Travel-Guide-Accommodation)
- [Motels in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Motels.d553248635976432419-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Apart-Hotels.d553248635976432419-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Bed-And-Breakfast.d553248635976432419-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Guest-Houses.d553248635976432419-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Cabins.d553248635976432419-aaCabins.Travel-Guide-Accommodation)
- [Houseboats in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Houseboats.d553248635976432419-aaHouseboats.Travel-Guide-Accommodation)
- [Farmstay in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Agritourism.d553248635976432419-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Resorts in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Condominium-Resort.d553248635976432419-aaCondominiumResort.Travel-Guide-Accommodation)
- [RV Parks in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-RV-Parks.d553248635976432419-aaRVParks.Travel-Guide-Accommodation)
- [Residences in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Residences.d553248635976432419-aaResidences.Travel-Guide-Accommodation)
- [Inns in Chesapeake City County ](https://expedia.ca/Chesapeake-City-County-Inns.d553248635976432419-aaInns.Travel-Guide-Accommodation)