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

![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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104910000/104908000/104907991/d4fc6149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Construction townhome close to everything downtown w/transparent pricing 

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

Hilltop

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 $243 total

includes taxes & fees

Jan 22 - Jan 23

[](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)

![Interior](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-68e9d507.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)

### Summer Rustic Camping with AC and King Bed

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

Elkton

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 $106

CA $219 total

includes taxes & fees

Jan 21 - Jan 22

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

![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)

![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)

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

### Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

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

Elkton

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 $187

CA $477 total

includes taxes & fees

Feb 2 - Feb 3

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

### Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

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

Elkton

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 $187

CA $394 total

includes taxes & fees

Jan 26 - Jan 27

[](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/dbf4caf7.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)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/f65b9e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in Aberdeen with WiFi and AC

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

Aberdeen

8.0/10

Very good

(11 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)

![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/118000000/117980000/117978600/117978555/109ffaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom house with backyard oasis

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

Middletown

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 $1,570 total

includes taxes & fees

Jan 27 - Jan 28

[](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)

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

![Property grounds](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/df13b022.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)

### Amish Countryside Escape at Forest Edge Farm

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

Nottingham

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)

![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)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/07d78dc7.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)

### Heated Pool • Private Backyard • Home Theater

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

Middletown

CA $122

CA $675 total

includes taxes & fees

Jan 21 - Jan 22

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

### Amazing Modern house with a full kitchen and parking 

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

Smyrna

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 $493 total

includes taxes & fees

Jan 26 - Jan 27

[](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)

### High Tide Haven Suite

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

Kent County

CA $240

CA $281 total

includes taxes & fees

Feb 2 - Feb 3

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

![Interior](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/a373d2a6.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)

![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)

### JVA LUXURY HOUSING

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

Smyrna

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 $555

CA $809 total

includes taxes & fees

Feb 2 - Feb 3

[](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/77000000/76790000/76787400/76787323/07d1222d.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)

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

### 3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome

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

Elkton

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 21 - Jan 22

[](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)

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

![Interior](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/8a5b9d92.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)

### Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

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

Newark

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)

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

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/bfb65b2f.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)

### A Cool Place to Stay in Wilmington DE

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

Wilmington

CA $146

CA $215 total

includes taxes & fees

Feb 2 - Feb 3

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

![Interior](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/ea0930dc.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)

### Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

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

Pennsville Township

CA $278

CA $436 total

includes taxes & fees

Jan 26 - Jan 27

[](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)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/e058846a.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)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/03e12ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5-bedroom vacation home 5 minutes from historic Charlestown

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

Perryville

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 21 - Jan 22

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

![Exterior](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/07d865e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Waterfront Home Built for Entertaining!

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

Abingdon

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 $763

CA $1,240 total

includes taxes & fees

Jan 26 - Jan 27

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

![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)

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

![Interior](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/3dcd17c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

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

Aberdeen

CA $111

CA $316 total

includes taxes & fees

Feb 2 - Feb 3

[](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)

### Elegant Family Stay • Quiet Neighborhood • Comfort

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

New Castle

CA $371

CA $437 total

includes taxes & fees

Feb 4 - Feb 5

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

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

![Dining](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/4517abd1.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)

### New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

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

Hilltop

CA $199

CA $330 total

includes taxes & fees

Jan 21 - Jan 22

[](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=2026-02-03&endDate=2026-02-04&regionId=177517&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

[](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)

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)

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)

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

![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

"Great location, great staff, very clean...needs some updating...great breakfast- very good value for the money!!!"

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

![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)

![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

"Amazing breakfast! Everyone was so nice"

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

## 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 $1,570          |

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