Title: Chesapeake City Vacation Home Rentals from CA $129: Search Top Private Vacation Homes for Rent | Expedia.ca

[Chesapeake City Travel Guide](https://expedia.ca/Chesapeake-City.dx177517)[Hotels in Chesapeake City](https://expedia.ca/Chesapeake-City-Hotels.d177517.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake City](https://expedia.ca/Chesapeake-City-Vacation-Rentals.d177517.Travel-Guide-VacationRentals)[Chesapeake City Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-City.d177517.Car-Rental-Guide)[Chesapeake City Vacation Packages](https://expedia.ca/Chesapeake-City.d177517.Destination-Travel-Guides)

![An aerial view of historic Annapolis, situated on the Chesapeake Bay, during an early November morning.](https://images.trvl-media.com/place/177517/30c1fc19-3278-4d8b-9ab8-b49b3730e600.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/177517/30c1fc19-3278-4d8b-9ab8-b49b3730e600.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=177517&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=177517&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=177517&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=177517&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)

## Our top choices for Chesapeake City vacation homes

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/9a066ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/bc3eec53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/3f80d242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/57d37015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkton

[](https://www.expedia.ca/Elkton-Hotels-Family-Friendly-4BR-Home-In-Elkton-AC.h113421999.Hotel-Information)

10/10

Exceptional

(2 reviews)

"The house was clean and a nice place. The kitchen was nice. "

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

Anthony C.

CA $188

CA $479 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Elkton-Hotels-Family-Friendly-4BR-Home-In-Elkton-AC.h113421999.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104910000/104908000/104907991/3967e546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104910000/104908000/104907991/845c9d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104910000/104908000/104907991/9e54bc51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104910000/104908000/104907991/w1077h750x1y0-1131a203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hilltop

[](https://www.expedia.ca/Wilmington-Hotels-2-Master-Bedrooms-Each-Wprivate-Full-Baths-Quick-Drive-Or-Walk-To-Everything.h104907991.Hotel-Information)

9.6/10

Exceptional

(23 reviews)

"This home was perfect! It was beautifully maintained, large rooms and equipped with everything needed during our our stay. Lisa was responsive, attentive and available for all of our questions and requests. We would definitely return to this property if we are in the Wilmington area. "

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

Lori A.

CA $167

CA $244 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Wilmington-Hotels-2-Master-Bedrooms-Each-Wprivate-Full-Baths-Quick-Drive-Or-Walk-To-Everything.h104907991.Hotel-Information)

![1 bedroom](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w905h683x59y0-61b1dcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x60y0-661a042e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w905h683x59y0-ba7b72a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-5188d62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkton

[](https://www.expedia.ca/Elkton-Hotels-Luxury-Camping-King-Bed-Sustainable-Farm.h100704954.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."

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

Rees L.

CA $112

CA $225 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Elkton-Hotels-Luxury-Camping-King-Bed-Sustainable-Farm.h100704954.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/17b445ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/184e980a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/d72c7004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/542ae8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkton

[](https://www.expedia.ca/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information)

8.6/10

Excellent

(14 reviews)

"Nice and quiet place to stay"

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

Gary M.

CA $188

CA $395 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/05f7fb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/a673c6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/7f5de9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/dbf4caf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Aberdeen

[](https://www.expedia.ca/Aberdeen-Hotels-Charming-2-Bedroom-House-In-Aberdeen-With-WiFi-And-AC.h111819612.Hotel-Information)

7.6/10

Good

(10 reviews)

"Pleasant stay"

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

Yommali G.

CA $94

CA $129 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Aberdeen-Hotels-Charming-2-Bedroom-House-In-Aberdeen-With-WiFi-And-AC.h111819612.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/86c67d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/1afdcb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/76b495fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/cf034cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Smyrna

[](https://www.expedia.ca/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information)

9.2/10

Wonderful

(9 reviews)

"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "

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

Laurie S.

CA $250

CA $494 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7d6d0051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7a413e7b.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/121000000/120250000/120248200/120248155/4acd2675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/4c5f6f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kent County

[](https://www.expedia.ca/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information)

CA $241

CA $282 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/ce0c44cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/66b3c3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/0fe4877e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/e95ff09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middletown

[](https://www.expedia.ca/Middletown-Hotels-Spacious-4-Bedroom-House-With-Backyard-Oasis.h117978555.Hotel-Information)

10/10

Exceptional

(1 review)

"We had a nice stay at this gorgeous house! Very comfortable and nicely appointed."

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

Jordan K.

CA $312

CA $1,551 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Middletown-Hotels-Spacious-4-Bedroom-House-With-Backyard-Oasis.h117978555.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/f13c8992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/41395ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/f19183c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/2be59d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Nottingham

[](https://www.expedia.ca/Nottingham-Hotels-Amish-Countryside-Escape-At-Forest-Edge-Farm.h121438942.Hotel-Information)

CA $131

CA $252 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Nottingham-Hotels-Amish-Countryside-Escape-At-Forest-Edge-Farm.h121438942.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/a74bc652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/ae2fb26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/95daa66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/5d85decf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-A-Cool-Place-To-Stay-In-Wilmington-DE.h120300555.Hotel-Information)

CA $146

CA $215 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Wilmington-Hotels-A-Cool-Place-To-Stay-In-Wilmington-DE.h120300555.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/df095a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/dc2f3672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/9b7a87a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/6d809621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middletown

[](https://www.expedia.ca/Middletown-Hotels-Heated-Pool-Private-Backyard-Home-Theater.h122582410.Hotel-Information)

CA $114

CA $665 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Middletown-Hotels-Heated-Pool-Private-Backyard-Home-Theater.h122582410.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/b3e8d5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/9d90598c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/242b2346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/4d8cbe20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Smyrna

[](https://www.expedia.ca/Smyrna-Hotels-JVA-LUXURY-HOUSING.h119071307.Hotel-Information)

10/10

Exceptional

(1 review)

"The house was clean and wonderful. I highly recommend!"

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

Daryl C.

CA $557

CA $817 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Smyrna-Hotels-JVA-LUXURY-HOUSING.h119071307.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76790000/76787400/76787323/24a50b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76790000/76787400/76787323/84b703bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/77000000/76790000/76787400/76787323/7a29b142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76790000/76787400/76787323/35222121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkton

[](https://www.expedia.ca/Elkton-Hotels-Indoor-Turf-Gym-Inside-Secluded-Three-Bedroom-Townhome.h76787323.Hotel-Information)

10/10

Exceptional

(1 review)

"Yes. Very welcoming. Great location. Overall good "

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

Anonymous traveller

CA $376

CA $537 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Elkton-Hotels-Indoor-Turf-Gym-Inside-Secluded-Three-Bedroom-Townhome.h76787323.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/73b7467a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/28a3908e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/3db48e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/e33d8702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Newark

[](https://www.expedia.ca/Newark-Hotels-Townhome-Within-Serene-Setting-Minutes-Away-From-Christiana-Mall.h79873394.Hotel-Information)

9.6/10

Exceptional

(21 reviews)

"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."

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

Lori W.

CA $269

CA $461 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Newark-Hotels-Townhome-Within-Serene-Setting-Minutes-Away-From-Christiana-Mall.h79873394.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/ded66cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/e227d316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/ea0930dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Pennsville Township

[](https://www.expedia.ca/Pennsville-Hotels-Charming-3-Bedroom-House-In-Wonderful-Pennsville-Township-With-AC.h112913470.Hotel-Information)

CA $278

CA $437 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Pennsville-Hotels-Charming-3-Bedroom-House-In-Wonderful-Pennsville-Township-With-AC.h112913470.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/w800h599x0y1-14614b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/c3a4247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/269a9c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/e058846a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Perryville

[](https://www.expedia.ca/Perryville-Hotels-Top-Of-The-Chesapeake-Minutes-From-Historic-Charlestown.h34013405.Hotel-Information)

9.8/10

Exceptional

(146 reviews)

"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"

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

Mary D.

CA $450

CA $848 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Perryville-Hotels-Top-Of-The-Chesapeake-Minutes-From-Historic-Charlestown.h34013405.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/0c8fec18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/4bc5ba60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/a6032008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/66804c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Aberdeen

[](https://www.expedia.ca/Aberdeen-Hotels-Charming-1-Bedroom-Basement-In-Enjoyable-Aberdeen-With-WiFi.h116236613.Hotel-Information)

CA $111

CA $317 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Aberdeen-Hotels-Charming-1-Bedroom-Basement-In-Enjoyable-Aberdeen-With-WiFi.h116236613.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/a6d68a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/799a626d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/21e7849e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/d512b814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Castle

[](https://www.expedia.ca/New-Castle-Hotels-Elegant-Family-Stay-Quiet-Neighborhood-Comfort.h124756307.Hotel-Information)

CA $375

CA $443 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/New-Castle-Hotels-Elegant-Family-Stay-Quiet-Neighborhood-Comfort.h124756307.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/e0c43571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/de342cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/530190ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/d7dcdb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Abingdon

[](https://www.expedia.ca/Abingdon-Hotels-Luxury-Waterfront-Home-Built-For-Entertaining.h116303188.Hotel-Information)

8.8/10

Excellent

(8 reviews)

"We had such a wonderful stay! The house was spotless, comfortable, and beautifully maintained. The surrounding area was peaceful and welcoming, and perfect for a relaxing weekend. Highly recommend!"

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

Oluwaseyi E.

CA $765

CA $1,264 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Abingdon-Hotels-Luxury-Waterfront-Home-Built-For-Entertaining.h116303188.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/609638d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/20ce08b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/3c127f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/b4757474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hilltop

[](https://www.expedia.ca/Wilmington-Hotels-New-Construction-3-Bedroom-Townhome-3-Queens-Beds-With-Central-AC-And-WiFi-W.h108949308.Hotel-Information)

CA $199

CA $331 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Wilmington-Hotels-New-Construction-3-Bedroom-Townhome-3-Queens-Beds-With-Central-AC-And-WiFi-W.h108949308.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=2026-02-02&endDate=2026-02-03&regionId=177517&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=CABIN)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City%2C+Maryland%2C+United+States+of+America&regionId=177517&latLong=39.530952%2C-75.807444&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=HOUSE_BOAT)

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## Top Chesapeake City Hotel Reviews

![Great Wolf Lodge Perryville](https://images.trvl-media.com/lodging/104000000/103100000/103097900/103097849/f3cb543b_y.jpg)

### Great Wolf Lodge Perryville

10/10 Excellent

"The pool is nice ,room they are clean "

[](https://expedia.ca/Perryville-Hotels-Great-Wolf-Lodge-Perryville.h103097849.Hotel-Information)

![SpringHill Suites by Marriott Newark Downtown](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/2f0fca56_y.jpg)

### SpringHill Suites by Marriott Newark Downtown

10/10 Excellent

"All"

[](https://expedia.ca/Wilmington-Hotels-SpringHill-Suites-By-Marriott-Newark-Downtown.h23089234.Hotel-Information)

![Hampton Inn Elkton](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/w3837h2560x3y0-5a15f523_y.jpg)

### Hampton Inn Elkton

10/10 Excellent

"The staff was awsome !!!! Room was clean & the breakfast was way better than i expected!!!"

[](https://expedia.ca/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information)

![Red Roof Inn PLUS+ Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/10000/7900/7845/aa58fe8d_y.jpg)

### Red Roof Inn PLUS+ Wilmington - Newark

10/10 Excellent

"Staff helped us with the heat in room . "

[](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-PLUS-Wilmington-Newark.h7845.Hotel-Information)

![Woodspring Suites Wilmington Riverfront](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/44b1f889_y.jpg)

### Woodspring Suites Wilmington Riverfront

10/10 Excellent

"Clean room, nice kitchen"

[](https://expedia.ca/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg)

### Best Western Plus Newark/Christiana Inn

10/10 Excellent

"The bed was extremely comfortable. The staff were very helpful and friendly. Check in was a breeze. This was a spur of the moment trip, but we were still able to book for 4 nights. We had no trouble sleeping as far as noise goes. The only time we heard other people is if we were walking down the hall. The air conditioner works great! We did not get hot at all and we are both hot sleepers. We will definitely stay here again!"

[](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information)

![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg)

### Sonesta Select Newark Christiana Mall

10/10 Excellent

"Staff was amazing frienndly and understanding "

[](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information)

![Holiday Inn Express & Suites Wilmington-Newark by IHG ](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/0462a60c_y.jpg)

### Holiday Inn Express & Suites Wilmington-Newark by IHG 

10/10 Excellent

"Lisa and Nancy at the front desk were very helpful!"

[](https://expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information)

![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg)

### Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent

"Everything was on point, beautiful setting 👌 💯"

[](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information)

## Find out more about Chesapeake City

## Chesapeake City Vacation Homes information

| Number of reviews | 209                |
| ----------------- | ------------------ |
| Accommodation     | 161 Vacation Homes |
| Lowest Price      | CA $129            |
| Highest Price     | CA $1,551          |

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