Title: Chesapeake City County Vacation Home Rentals from CA $299: Search Top Private Vacation Homes for Rent | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&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 three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Chesapeake City County

![1.5 miles around. No swimming. But a playground for the kiddos, dog friendly and tons of fishing spots :) ](https://images.trvl-media.com/place/6612/a9713a83-9e8c-48e1-a2a0-408a1c201fa4.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Chesapeake

[](https://expedia.ca/Chesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Our top choices for Chesapeake City County vacation homes

![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/18e03d55.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)

![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)

### Vacation Home in Northeast Virginia Beach

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

9.6/10

Exceptional

(104 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 $124

CA $299 total

includes taxes & fees

Jan 24 - Jan 25

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

![Property grounds](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/b9d804bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/4b3f8e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/799ade87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/eeaff595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sandbridge

[](https://www.expedia.ca/Virginia-Beach-Hotels-Stunning-Oceanfront-Home-With-Private-Indooroutdoor-Pools.h76779164.Hotel-Information)

9.4/10

Exceptional

(30 reviews)

"Had a great time at this beautiful spacious home for a family vacation. Room for everyone and the game room and pools were a huge hit. We would definitely go here again."

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

Joyce F.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Stunning-Oceanfront-Home-With-Private-Indooroutdoor-Pools.h76779164.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1028h679x0y4-de4d41c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1021h679x4y4-76b7dc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/fef77475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1025h679x0y4-ac4d8645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cottage Line

[](https://www.expedia.ca/Norfolk-Hotels-Your-Own-Private-Beach-With-This-Charming-3-Bedroom-House.h112060922.Hotel-Information)

9.6/10

Exceptional

(34 reviews)

"The kitchen and pantry had everything we needed. The beach was perfect for long walks"

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

Evelyn F.

[](https://www.expedia.ca/Norfolk-Hotels-Your-Own-Private-Beach-With-This-Charming-3-Bedroom-House.h112060922.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/18416468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/372a1a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/fa6cda78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/0bfc39c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northeast Virginia Beach

[](https://www.expedia.ca/Virginia-Beach-Hotels-Beach-Home-5-Minutes-2-Blocks-Walk-To-Virginia-Beach-Oceanfront-Boardwalks.h31721913.Hotel-Information)

9.8/10

Exceptional

(108 reviews)

"Very nice and plenty room for everyone. Enjoyed the outdoor space "

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

Betty C.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Beach-Home-5-Minutes-2-Blocks-Walk-To-Virginia-Beach-Oceanfront-Boardwalks.h31721913.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/1880993a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/866b9478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/bd26b309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/e144bba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northwest

[](https://www.expedia.ca/Virginia-Beach-Hotels-Sanitized-AND-Scrubbed-Chesapeake-Bay-Beach-House-100yards-To-Beach.h36173552.Hotel-Information)

9.6/10

Exceptional

(75 reviews)

"Very clean and quiet area and place. Had a wonderful time , accessible to the very quiet beach! Easy to find and would definitely go back! "

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

Carlene M.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Sanitized-AND-Scrubbed-Chesapeake-Bay-Beach-House-100yards-To-Beach.h36173552.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/c95d60e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/457e7914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/4b212ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/d33aab52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northeast Virginia Beach

[](https://www.expedia.ca/Virginia-Beach-Hotels-Fantastic-Home-In-The-Heart-Of-The-VB-Resort-Area-Walk-To-Beach.h24226668.Hotel-Information)

10/10

Exceptional

(272 reviews)

"Amazing amazing stay will definitely be coming back great location near the beach! "

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

Franz E.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Fantastic-Home-In-The-Heart-Of-The-VB-Resort-Area-Walk-To-Beach.h24226668.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/483182b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/daacf8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/w1208h823x0y0-3600ca7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/4ede6869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northeast Virginia Beach

[](https://www.expedia.ca/Virginia-Beach-Hotels-Airy-Captains-Quarters-Beach-Condo-Near-Rudee-Inlet.h71935759.Hotel-Information)

9.4/10

Exceptional

(53 reviews)

"Perfect spot for us visiting Virginia Beach, and great place, roomy and comfy"

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

Hubert C.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Airy-Captains-Quarters-Beach-Condo-Near-Rudee-Inlet.h71935759.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/37b95d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/6e647390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/7a74a757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/545e45c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northwest

[](https://www.expedia.ca/Virginia-Beach-Hotels-4-Bedroom-House-In-Beautiful-Virginia-Beach-Downtown.h95972508.Hotel-Information)

8.4/10

Very good

(7 reviews)

[](https://www.expedia.ca/Virginia-Beach-Hotels-4-Bedroom-House-In-Beautiful-Virginia-Beach-Downtown.h95972508.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/48792f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/ac8b06b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/df7e33b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/c99c1c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Norfolk

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-Clean-Norfolk-Cottage-Fenced-Yard-For-Dogs.h87834433.Hotel-Information)

10/10

Exceptional

(31 reviews)

"I cannot say enough good things. The house was clean and in a great location. Truly the best Air B&B we have rented."

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

Rebecca W.

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-Clean-Norfolk-Cottage-Fenced-Yard-For-Dogs.h87834433.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/2fda2021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/w2500h1665x0y0-f7adcd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/1ada1d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/bac18964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willoughby Spit

[](https://www.expedia.ca/Norfolk-Hotels-Historic-Beachfront-Home-With-Stunning-Views-Of-The-Chesapeake-Bay.h34338834.Hotel-Information)

9.4/10

Exceptional

(151 reviews)

"Wonderful property, great views and direct access to the beach and pier. Must-stay!"

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

Rachel B.

[](https://www.expedia.ca/Norfolk-Hotels-Historic-Beachfront-Home-With-Stunning-Views-Of-The-Chesapeake-Bay.h34338834.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/fbb3b94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/10b8077d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/6a76c44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/542b1e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northeast Virginia Beach

[](https://www.expedia.ca/Virginia-Beach-Hotels-Vacation-Home-In-New-VIBE-Resort.h23591790.Hotel-Information)

8.8/10

Excellent

(22 reviews)

"The property was A — just as described! It was super close to the beach and restaurants, making it the perfect location. We really enjoyed our stay, and it was ideal for my large family. Would definitely stay again!"

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

Leon B.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Vacation-Home-In-New-VIBE-Resort.h23591790.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/w1079h803x0y7-2b3ca0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/w1079h1430x0y4-43006d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/w1079h1431x0y3-32bd09be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/29321e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Crown-Jewel-In-The-Neighborhood.h104214377.Hotel-Information)

8.0/10

Very good

(7 reviews)

"The property was very nice, roomy, and clean. Everything we needed was within a 5 minute drive but there was nowhere to sit outside for the smokers and the parking was a little tight. "

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

Denise B.

[](https://www.expedia.ca/Portsmouth-Hotels-Crown-Jewel-In-The-Neighborhood.h104214377.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/c670b436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/dab1c54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/7c409c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/65571652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Corolla

[](https://www.expedia.ca/Corolla-Hotels-4X4-Only-Canal-Front-Ocean-AND-Sound-Views-Decks-And-Porches-On-All-Levels.h53805770.Hotel-Information)

9.8/10

Exceptional

(107 reviews)

"Place was great! Highly recommend!"

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

Scott E.

[](https://www.expedia.ca/Corolla-Hotels-4X4-Only-Canal-Front-Ocean-AND-Sound-Views-Decks-And-Porches-On-All-Levels.h53805770.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/ccb8bc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/c4ab5e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/07d1239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/2d307dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dam Neck

[](https://www.expedia.ca/Virginia-Beach-Hotels-10Bd10Ba-Large-Beach-Home.h23585814.Hotel-Information)

9.4/10

Exceptional

(110 reviews)

"Great location and amenities. Great access to the beach and it is in a very nice neighborhood."

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

David H.

[](https://www.expedia.ca/Virginia-Beach-Hotels-10Bd10Ba-Large-Beach-Home.h23585814.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/d2da3b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/dd5225c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/77029b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/a38ff041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sandbridge

[](https://www.expedia.ca/Virginia-Beach-Hotels-Trendy-Home-Steps-From-Beach-Access-Wprivate-Outdoor-Pool.h76778984.Hotel-Information)

9.8/10

Exceptional

(55 reviews)

"We loved the house! "

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

Jolene L.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Trendy-Home-Steps-From-Beach-Access-Wprivate-Outdoor-Pool.h76778984.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/7796ed4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/60019f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/aaf7a96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/8d2aefc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dam Neck

[](https://www.expedia.ca/Virginia-Beach-Hotels-Surfside-Beach-Cottage-Steps-From-Virginia-Beach-Boardwalk.h95924591.Hotel-Information)

10/10

Exceptional

(37 reviews)

"A perfect location and property for our group of fishermen who came to fish the Virginia Beach Billfish Tournament. The property is conveniently located to the beach and the marinas as well as some good dining options nearby."

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

Harvey S.

[](https://www.expedia.ca/Virginia-Beach-Hotels-Surfside-Beach-Cottage-Steps-From-Virginia-Beach-Boardwalk.h95924591.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/93d24431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/cc11d32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/5df9bb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/0c1f6ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willoughby Spit

[](https://www.expedia.ca/Norfolk-Hotels-Big-Waterfront-House-On-The-Bay-Amazing-Views.h110999250.Hotel-Information)

7.8/10

Good

(11 reviews)

"Loved the view and communication with owner was exceptional. "

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

Dottie H.

CA $343

CA $686 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Norfolk-Hotels-Big-Waterfront-House-On-The-Bay-Amazing-Views.h110999250.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/f6760d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/5b2aef2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/64c9e465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/e8a4e49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sandbridge

[](https://www.expedia.ca/Virginia-Beach-Hotels-VB-Paradise-Private-Pool.h88424807.Hotel-Information)

9.2/10

Wonderful

(28 reviews)

"Enjoyable stay. Nice location. "

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

Pamela H.

CA $547

CA $1,871 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Virginia-Beach-Hotels-VB-Paradise-Private-Pool.h88424807.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/820fb895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/163552d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/96db0c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/2289304a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Norfolk

[](https://www.expedia.ca/Norfolk-Hotels-Serenity-On-The-Bay-Complimentary-Sunrise-Sunset-Views.h89141950.Hotel-Information)

9.6/10

Exceptional

(59 reviews)

"Serenity on the Bay was just that. We all had a good time and look forward to booking this place again."

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

Wyatt

[](https://www.expedia.ca/Norfolk-Hotels-Serenity-On-The-Bay-Complimentary-Sunrise-Sunset-Views.h89141950.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/b71812a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/7c6f1f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/5cb63bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/0c25ab83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northeast Virginia Beach

[](https://www.expedia.ca/Virginia-Beach-Hotels-The-Comber-Renovated-2023-2bd-Luxury-House-2-Blocks-From-Beach.h99638279.Hotel-Information)

10/10

Exceptional

(28 reviews)

"In town for the Point Break Festival. Perfect place for our stay!"

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

Ryan A.

[](https://www.expedia.ca/Virginia-Beach-Hotels-The-Comber-Renovated-2023-2bd-Luxury-House-2-Blocks-From-Beach.h99638279.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=2026-02-06&endDate=2026-02-07&regionId=553248635976432419&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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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=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VACATION_HOME)

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=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CONDO)

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=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VILLA)

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=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=COTTAGE)

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=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=HOUSE_BOAT)

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## Top Chesapeake City County Hotel Reviews

![SureStay Hotel by Best Western Virginia Beach Royal Clipper](https://images.trvl-media.com/lodging/1000000/450000/441300/441218/2644c33a_y.jpg)

### SureStay Hotel by Best Western Virginia Beach Royal Clipper

10/10 Excellent

"Parking was easy. Breakfast was daily. And coffee was everyday"

[](https://expedia.ca/Virginia-Beach-Hotels-SureStay-Hotel-By-Best-Western-Virginia-Beach-Royal-Clipper.h441218.Hotel-Information)

![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/b6b50f9a_y.jpg)

### Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent

"Staff was great, indoor and the outdoor heated pool was a huge hit for the kids, the restaurant has happy hour from 3-6pm daily, room was on the small side but clean and ocean view was amazing the or sunrises. U"

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

![Hyatt Place Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/da79c4b1_y.jpg)

### Hyatt Place Virginia Beach / Oceanfront

10/10 Excellent

"Great staff and facility "

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

![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg)

### Embassy Suites by Hilton Hampton Convention Center

10/10 Excellent

"The room was nice and very comfortable. Furnishings were clean/up to date. Had minor problem with electrical outlets in bathroom-they took are of it right away Staff very friendly and kind to our dog who was the reason we were in this location (in an Obedience/Rally dog show). "

[](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information)

![Hilton Vacation Club Oceanaire Virginia Beach](https://images.trvl-media.com/lodging/6000000/5200000/5190800/5190701/e4480049_y.jpg)

### Hilton Vacation Club Oceanaire Virginia Beach

10/10 Excellent

"Clean room with so many amenities that we enjoyed!"

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

![Moxy Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/5000000/4670000/4665200/4665123/8673ad8e_y.jpg)

### Moxy Virginia Beach Oceanfront

10/10 Excellent

"Room was perfect. Went for my wife’s bday as a surprise and she got to see the sunset, which was beautiful."

[](https://expedia.ca/Norfolk-Virginia-Beach-Hotels-Baymont-By-Wyndham-Virginia-Beach-Oceanfront.h4665123.Hotel-Information)

![Holiday Inn & Suites Virginia Beach North Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/16300/16268/631516bd_y.jpg)

### Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent

"Wonderful stay "

[](https://expedia.ca/Virginia-Beach-Hotels-Holiday-Inn-Suites-Virginia-Beach-North-Beach.h16268.Hotel-Information)

![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg)

### Schooner Inn

10/10 Excellent

"The room was clean staff was courteous and helpful"

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

![Budget Inn Norfolk Va](https://images.trvl-media.com/lodging/1000000/20000/17600/17512/b82e43d8_y.jpg)

### Budget Inn Norfolk Va

10/10 Excellent

"What a beautiful hotel "

[](https://expedia.ca/Norfolk-Hotels-Budget-Inn-Norfolk-Va.h17512.Hotel-Information)

## Find out more about Chesapeake City County

## Chesapeake City County Vacation Homes information

| Number of reviews | 1,263               |
| ----------------- | ------------------- |
| Accommodation     | 1381 Vacation Homes |
| Lowest Price      | CA $299             |
| Highest Price     | CA $1,871           |

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- [Vacation Homes in Norfolk ](https://www.expedia.ca/Norfolk-Private-Vacation-Homes.d2689-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Hotels near Norfolk Station ](https://www.expedia.ca/Norfolk-Station-Hotels.d553248635921553604.Travel-Guide-Hotels)
- [Townhomes in Norfolk ](https://www.expedia.ca/Norfolk-Townhomes.d2689-aaTownhomes.Travel-Guide-Accommodation)
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- [B&B in Portsmouth ](https://www.expedia.ca/Portsmouth-Bed-And-Breakfast.d9442-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Beach Hotel Hotels in Portsmouth ](https://www.expedia.ca/Portsmouth-Hotels-Beach-Hotel.0-0-d9442-tBeachHotel.Travel-Guide-Filter-Hotels)
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- [Lake Hotels in Portsmouth ](https://www.expedia.ca/Portsmouth-Hotels-Lake-Hotels.0-0-d9442-tLakeHotels.Travel-Guide-Filter-Hotels)
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- [Oceanfront Hotels in Portsmouth ](https://www.expedia.ca/Portsmouth-Hotels-Oceanfront-Hotels.0-0-d9442-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
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- [Spa Hotels in Portsmouth ](https://www.expedia.ca/Portsmouth-Hotels-Spa-Hotel.0-0-d9442-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Portsmouth Hotels ](https://www.expedia.ca/Portsmouth-Hotels.d9442.Travel-Guide-Hotels)
- [Lodges in Portsmouth ](https://www.expedia.ca/Portsmouth-Lodges.d9442-aaLodges.Travel-Guide-Accommodation)
- [Motels in Portsmouth ](https://www.expedia.ca/Portsmouth-Motels.d9442-aaMotels.Travel-Guide-Accommodation)
- [Hotels near Portsmouth Naval Shipyard Museum ](https://www.expedia.ca/Portsmouth-Naval-Shipyard-Museum-Hotels.0-l6083075-0.Travel-Guide-Filter-Hotels)
- [Residences in Portsmouth ](https://www.expedia.ca/Portsmouth-Residences.d9442-aaResidences.Travel-Guide-Accommodation)
- [Townhomes in Portsmouth ](https://www.expedia.ca/Portsmouth-Townhomes.d9442-aaTownhomes.Travel-Guide-Accommodation)
- [Hotels near Regent University ](https://www.expedia.ca/Regent-University-Hotels.0-l553248635056398836-0.Travel-Guide-Filter-Hotels)
- [Hotels near Waterside District ](https://www.expedia.ca/Waterside-District-Hotels.0-l6171207-0.Travel-Guide-Filter-Hotels)

- [Flights to Chesapeake ](https://www.expedia.ca/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)
- [Flights from Chesapeake ](https://www.expedia.ca/lp/flights/6612/flights-from-chesapeake)
- [Flights from Portsmouth ](https://www.expedia.ca/lp/flights/9442/flights-from-portsmouth)

- [Visit Greenbrier East ](https://www.expedia.ca/Chesapeake-Greenbrier-East.dx553248635976479827)
- [Visit Greenbrier West ](https://www.expedia.ca/Chesapeake-Greenbrier-West.dx553248635976480700)
- [Visit Chesapeake ](https://www.expedia.ca/Chesapeake.dx6612)
- [Children's Museum of Virginia ](https://www.expedia.ca/Childrens-Museum-Of-Virginia-Portsmouth.d6083017.Vacation-Attraction)
- [Commodore Theatre ](https://www.expedia.ca/Commodore-Theatre-Portsmouth.d6301232.Vacation-Attraction)
- [Frank D Lawrence Stadium ](https://www.expedia.ca/Frank-D-Lawrence-Stadium-Portsmouth.d6310280.Vacation-Attraction)
- [Portsmouth Vacations ](https://www.expedia.ca/Portsmouth.d9442.Destination-Travel-Guides)
- [Waterside District ](https://www.expedia.ca/Waterside-District-Downtown-Norfolk.d6171207.Vacation-Attraction)

- [Car rental Chesapeake ](https://www.expedia.ca/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)
- [Car rental Portsmouth ](https://www.expedia.ca/Car-Rentals-In-Portsmouth.d9442.Car-Rental-Guide)
- [Payless Rental Cars in Greenbrier East ](https://www.expedia.ca/Payless-Car-Rentals-In-Greenbrier-East.d553248635976479827-c38.Car-Rental-Guide-Suppliers)

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

- [Things to do in Norfolk ](https://www.expedia.ca/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities)
- [Things to do in Portsmouth ](https://www.expedia.ca/Things-To-Do-In-Portsmouth.d9442.Travel-Guide-Activities)

- [Book Vacation Homes in Chesapeake City County on Expedia.com ](https://www.expedia.com/Chesapeake-City-County-Private-Vacation-Homes.d553248635976432419-aaPrivateVacationHomes.Travel-Guide-Accommodation)