Title: Chesapeake Vacation Home Rentals from CA $305: Search Top Private Vacation Homes for Rent | Expedia.ca

[Chesapeake Travel Guide](https://expedia.ca/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.ca/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake](https://expedia.ca/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)[Flights to Chesapeake](https://expedia.ca/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Chesapeake Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)[Chesapeake Vacation Packages](https://expedia.ca/Chesapeake.d6612.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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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesapeake vacation homes

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/aba77227.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)

### Vacation Home in Chesapeake

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

10/10

Exceptional

(42 reviews)

"Our 2nd time staying at this place and will most likely be our go to for future stays when we’re in the area."

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

James S.

CA $211

CA $407 total

includes taxes & fees

Feb 3 - Feb 4

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

![Dining](https://images.trvl-media.com/lodging/101000000/100370000/100360100/100360069/70154c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100370000/100360100/100360069/64624c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100370000/100360100/100360069/73098489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100370000/100360100/100360069/ca2aa18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Norfolk

[](https://www.expedia.ca/Norfolk-Hotels-10min-To-Ocean-View-BBQ-Volleyball-Fire-Pit.h100360069.Hotel-Information)

10/10

Exceptional

(1 review)

"Very nice property to stay at plenty to do staying there. Good location plenty of places around for anything you may need. Host was nice and available to answer any questions I had. Would love staying there again sometime!"

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

Zachary C.

CA $137

CA $458 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Norfolk-Hotels-10min-To-Ocean-View-BBQ-Volleyball-Fire-Pit.h100360069.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)

![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)

![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)

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

### Vacation Home in Portsmouth

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

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 $111

CA $368 total

includes taxes & fees

Jan 21 - Jan 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/53000000/52080000/52074000/52073959/90-3c6fbccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-2c7becfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/63646007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/615c5936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willoughby Spit

[](https://www.expedia.ca/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.Hotel-Information)

7.8/10

Good

(25 reviews)

"Everything was very nice really enjoyed "

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

Deborah B.

CA $110

CA $458 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.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)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/0255f575.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)

![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)

"This was just as advertised and perfect for our overnight stay. Easy drive to the beach."

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

Laura K.

CA $125

CA $305 total

includes taxes & fees

Jan 21 - Jan 22

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/2e79b550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/921b9f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/638124a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/4bfe7ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elizabeth city

[](https://www.expedia.ca/Elizabeth-City-Hotels-Comfort-Near-The-Water-And-University.h90851502.Hotel-Information)

7.6/10

Good

(5 reviews)

"We had a nice stay. Thank you. "

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

Rebecca S.

CA $125

CA $428 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Elizabeth-City-Hotels-Comfort-Near-The-Water-And-University.h90851502.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)

![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/79231a36.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)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/5812ceec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Portsmouth

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

9.2/10

Wonderful

(24 reviews)

"Great property "

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

Brian C.

CA $139

CA $403 total

includes taxes & fees

Feb 10 - Feb 11

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

![Dining](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/39151c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/2ac76eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/97f217d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/1e844682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willoughby Spit

[](https://www.expedia.ca/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information)

9.4/10

Exceptional

(34 reviews)

"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "

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

Daniel P.

CA $151

CA $554 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/8e079238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/928839bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/936f6fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/e313f997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wythe

[](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information)

7.8/10

Good

(10 reviews)

"Clean, convenient and comfortable, would stay again."

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

Riley

CA $132

CA $362 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/2166d272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/dd4bc02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/62198dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/0287a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton

[](https://www.expedia.ca/Hampton-Hotels-Buckroe-Bungalow-Escape-To-The-Beach-2mins-Away.h92786454.Hotel-Information)

9.0/10

Wonderful

(18 reviews)

"Conveniently located by the beach and fun ocean color scheme. The "

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

Hannah O.

CA $122

CA $455 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Hampton-Hotels-Buckroe-Bungalow-Escape-To-The-Beach-2mins-Away.h92786454.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/ed97d9b1.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)

### Vacation Home in Coinjock

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

9.6/10

Exceptional

(4 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 $132

CA $310 total

includes taxes & fees

Jan 24 - Jan 25

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/6a945822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/ef8d85f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/84709ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/34d8ffc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bayview

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-Beach-Home-In-Oceanview.h56871083.Hotel-Information)

9.8/10

Exceptional

(46 reviews)

"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "

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

Conor L.

CA $174

CA $458 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Norfolk-Hotels-Cozy-Beach-Home-In-Oceanview.h56871083.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/92000000/91090000/91085600/91085503/d1870980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91090000/91085600/91085503/a5d5e80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91090000/91085600/91085503/c824e251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, memory foam beds, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91090000/91085600/91085503/c1984912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bayview

[](https://www.expedia.ca/Norfolk-Hotels-Beach-Bungalow-King-Bed-1-Floor-Living.h91085503.Hotel-Information)

9.8/10

Exceptional

(15 reviews)

"It was great. Close to the beach and local restaurants "

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

Steve K.

CA $188

CA $564 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Norfolk-Hotels-Beach-Bungalow-King-Bed-1-Floor-Living.h91085503.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/w4000h2709x0y0-9013e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/6fdfe658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/2d5b4570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/w1080h1042x0y1-c42c8ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Corolla

[](https://www.expedia.ca/Corolla-Hotels-Octopus-Oasis-On-4x4-Beach-Of-Carova.h76671407.Hotel-Information)

9.8/10

Exceptional

(16 reviews)

"Aaron and Kim were fabulous! From personal escorts at high tide to trips bringing a grill and charcoal. All members of my party were beyond impressed "

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

Jacquie M.

CA $187

CA $1,226 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Corolla-Hotels-Octopus-Oasis-On-4x4-Beach-Of-Carova.h76671407.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/659784d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/466568ff.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/111000000/110120000/110115400/110115316/46351826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/6213195f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.Hotel-Information)

10/10

Exceptional

(1 review)

"Enjoyed our stay,host was very hospital.love to enjoy it again in December "

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

earnest d.

CA $187

CA $477 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/b693ca3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/6aabd7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/317971bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/a9f07483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willoughby Spit

[](https://www.expedia.ca/Norfolk-Hotels-Rustic-Ocean-View-Beach-House-BEST-Location-In-Ocean-View-2-Bed1-Bath-House.h69536918.Hotel-Information)

9.0/10

Wonderful

(69 reviews)

"Amazing little cottage right on the water. Would love to stay again. "

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

ROBYN B.

CA $179

CA $363 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Norfolk-Hotels-Rustic-Ocean-View-Beach-House-BEST-Location-In-Ocean-View-2-Bed1-Bath-House.h69536918.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/3f9cb20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/f794985b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/9c22350d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/50f6e35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information)

CA $144

CA $249 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/ae2a6bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/cc12406b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/07299eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/0b63630b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fox Hill

[](https://www.expedia.ca/Hampton-Hotels-Sojourns-Aviators-Dream-On-Back-River.h91907687.Hotel-Information)

9.6/10

Exceptional

(28 reviews)

"My family enjoyed the experience of staying near the water. The views were lovely! "

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

Precious E.

CA $183

CA $651 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Hampton-Hotels-Sojourns-Aviators-Dream-On-Back-River.h91907687.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)

![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)

![Exterior detail](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/a0a32b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willoughby Spit

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

9.0/10

Wonderful

(71 reviews)

"Clean well equipped for a nice getaway "

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

Sheila H.

CA $207

CA $402 total

includes taxes & fees

Jan 18 - Jan 19

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

![Beach](https://images.trvl-media.com/lodging/101000000/100910000/100903800/100903792/2ead7cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100910000/100903800/100903792/be48cb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100910000/100903800/100903792/417ed2a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100910000/100903800/100903792/218c853c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Norfolk

[](https://www.expedia.ca/Norfolk-Hotels-Seaside-Luxury-Retreat-U-In-Norfolk.h100903792.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"We loved staying in this rental…it had everything we needed and more! It is very clean and the perfect location for a beach vacation. After I had asked if there were chairs for the beach, the host voluntarily went out and purchased some…talk about hospitality!! We highly recommend this rental."

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

Donna B.

CA $207

CA $547 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Norfolk-Hotels-Seaside-Luxury-Retreat-U-In-Norfolk.h100903792.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=2026-01-30&endDate=2026-01-31&regionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Apartments

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN)

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## Top Chesapeake Hotel Reviews

![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

"Everything was great! Perfect view! Perfect room! Perfect bed! I couldn’t find one thing wrong with the property/ room!!"

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

![Fairfield Inn and Suites By Marriott Chesapeake](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/234312b3_y.jpg)

### Fairfield Inn and Suites By Marriott Chesapeake

10/10 Excellent

"Check in was easy, room is perfect for our needs and staff has been exceptionally pleasant and helpful."

[](https://expedia.ca/Chesapeake-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chesapeake.h16036.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

"Breakfast was wondrful. Really anything you could ask for was there"

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

![Extended Stay America Suites Chesapeake Crossways Blvd](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/f6f8453f_y.jpg)

### Extended Stay America Suites Chesapeake Crossways Blvd

10/10 Excellent

"Flawless room"

[](https://expedia.ca/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information)

![Ocean Resort](https://images.trvl-media.com/lodging/3000000/2140000/2138500/2138488/ff24e229_y.jpg)

### Ocean Resort

10/10 Excellent

"Every was great"

[](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Holiday.h2138488.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

"Everything was great "

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

![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/c80e2694_y.jpg)

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

10/10 Excellent

"Everything was excellent will definitely stay here again "

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

"Fantastic Service from check-in to check-out and in the restaurant. Incredible service. We couldn’t get over it. it was like a 4 star hotel! "

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

![Wingate by Wyndham Chesapeake](https://images.trvl-media.com/lodging/2000000/1520000/1513300/1513238/d607b035_y.jpg)

### Wingate by Wyndham Chesapeake

10/10 Excellent

"Excellent service very clean room"

[](https://expedia.ca/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.Hotel-Information)

## Find out more about Chesapeake

## Chesapeake Vacation Homes information

| Number of reviews | 512                 |
| ----------------- | ------------------- |
| Accommodation     | 1390 Vacation Homes |
| Lowest Price      | CA $305             |
| Highest Price     | CA $1,226           |

## Explore a world of travel with Expedia

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- [Children's Museum of Virginia ](https://www.expedia.ca/Childrens-Museum-Of-Virginia-Portsmouth.d6083017.Vacation-Attraction)
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- [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 on Expedia.com ](https://www.expedia.com/Chesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation)