Title: Chesapeake City Vacation Home Rentals from CA $162: 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)

# Chesapeake City Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Chesapeake City Vacation Homes

![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)

![Dining](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-5188d62b.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)

### Summer Rustic Camping with AC and King Bed

Elkton

9.6/10

Exceptional

(5)

"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 $110

CA $224 total

includes taxes & fees

Dec 2 - Dec 3

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

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

![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/a9ce192e.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)

![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/7a387636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Smyrna

9.8/10

Exceptional

(8)

"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 $253

CA $499 total

includes taxes & fees

Dec 4 - Dec 5

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/a50b6381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/d70e7239.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)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/a71853bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Elkton

10/10

Exceptional

(1)

"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 $190

CA $478 total

includes taxes & fees

Nov 29 - Nov 30

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/16ba850a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/2d6c2e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/cf1f41aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/ea458b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Elkton

8.0/10

Very good

(9)

"Nice and quiet place to stay"

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

Gary M.

CA $190

CA $394 total

includes taxes & fees

Nov 30 - Dec 1

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

![Dining](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/41395ce9.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)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/64ffb584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Amish Countryside Escape at Forest Edge Farm

Nottingham

CA $142

CA $263 total

includes taxes & fees

Dec 8 - Dec 9

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

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/edf63870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/7019d3ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/a05d3373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/9b945757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room #2 in Elkton, MD – Easy Access to I-95

Elkton

CA $111

CA $162 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Elkton-Hotels-Room-2-In-Elkton.h120860877.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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/312ae25d.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)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/f0205dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### High Tide Haven Suite

Kent County

CA $243

CA $280 total

includes taxes & fees

Dec 8 - Dec 9

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

![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)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/bfb65b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Cool Place to Stay in Wilmington DE

Wilmington

CA $147

CA $217 total

includes taxes & fees

Nov 30 - Dec 1

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

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/56f34847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/4b78eb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/a22f7a66.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/117000000/116240000/116236700/116236613/b4035dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Aberdeen

CA $113

CA $324 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Aberdeen-Hotels-Charming-1-Bedroom-Basement-In-Enjoyable-Aberdeen-With-WiFi.h116236613.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/105000000/104910000/104908000/104907991/64e891d2.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)

![Interior](https://images.trvl-media.com/lodging/105000000/104910000/104908000/104907991/dc8f7e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Hilltop

9.8/10

Exceptional

(22)

"Very nice and clean. We do work on Fire Apparatus in the area and this will be my go to spot when in the area."

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

Peter F.

CA $177

CA $259 total

includes taxes & fees

Dec 10 - Dec 11

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

![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)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/5e630db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/e9849d32.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)

### Heated Pool • Private Backyard • Home Theater

Middletown

CA $201

CA $681 total

includes taxes & fees

Dec 15 - Dec 16

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102110000/102100200/102100178/100a7fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102110000/102100200/102100178/f1ab39d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102110000/102100200/102100178/1e35eadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102110000/102100200/102100178/b7c4578a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abingdon Haven Hideaway

Abingdon

7.0/10

Good

(2)

"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."

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

Pam L.

CA $164

CA $540 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Abingdon-Hotels-Abingdon-Haven-Hideaway.h102100178.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/9afad3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/10b28666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/d8312b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/ed9d7a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern and Cozy Home in Bel Air with a Home Office and Fireplace

Bel Air

10/10

Exceptional

(5)

"I appreciated how clean and pleasant it smelled! Then it was a beautiful location with lots of places to eat nearby. My only improvement would have been window curtains, especially in the master bath. "

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

Leah M.

CA $298

CA $429 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Bel-Air-Hotels-Modern-And-Cozy-Home-In-Bel-Air-With-A-Home-Office-And-Fireplace.h115836595.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/5535e808.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)

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/2ece3609.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/e95503d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Perryville

9.8/10

Exceptional

(146)

"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."

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

Cara R.

CA $454

CA $844 total

includes taxes & fees

Dec 1 - Dec 2

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

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

![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)

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

Pennsville Township

CA $281

CA $442 total

includes taxes & fees

Nov 28 - Nov 29

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/9e219ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/5762a162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/aef32f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/e1dd1848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Havre de Grace

9.8/10

Exceptional

(6)

"Beautiful home and property. The house was clean and welcoming and the pool was an absolute delight. Would definitely stay again! "

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

Julia B.

CA $1,137

CA $1,887 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Havre-De-Grace-Hotels-4-Bedroom-House-In-Charming-Havre-De-Grace-With-A-Pool.h111937258.Hotel-Information)

![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)

![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/120000000/119080000/119071400/119071307/694f52a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### JVA LUXURY HOUSING

Smyrna

10/10

Exceptional

(1)

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

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

Daryl C.

CA $562

CA $821 total

includes taxes & fees

Dec 4 - Dec 5

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

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/6aff3f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/20e5800a.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/121000000/120870000/120860700/120860680/d1672ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/8a2f693e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room #3 in Elkton, MD – Easy Access to I-95

Elkton

CA $119

CA $186 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Elkton-Hotels-Room-3-In-Elkton.h120860680.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/486e2c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/f5e82fca.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/121000000/120870000/120860100/120860058/1d5b64eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/f7e495e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room #4 in Elkton, MD – Easy Access to I-95

Elkton

CA $122

CA $189 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Elkton-Hotels-Room-4-In-Elkton.h120860058.Hotel-Information)

![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/d7dcdb89.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)

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/5b6ebb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Waterfront Home Built for Entertaining!

Abingdon

8.0/10

Very good

(5)

"Quite lovely house with a gorgeous view over the water. It is definitely a good spot to stay with a large family or friends for a few days with plenty to do (relaxing on the dock, play games inside, not too far from Baltimore and other nice towns, etc). The host was great and very communicative as well.The only downsides were details around cleanliness and the check-out procedures. The house itself was overall fine, but there dishes left in the dishwasher that we had to put away, the bottom...

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

Benjamin J.

CA $695

CA $1,167 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Abingdon-Hotels-Luxury-Waterfront-Home-Built-For-Entertaining.h116303188.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=2025-12-11&endDate=2025-12-12&regionId=177517&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Find vacation rentals that suit your style

Aparthotels

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Cabins

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Private vacation homes

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Cottages

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Villas

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Condos

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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=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&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

"Breakfast was great! Service wonderful. Comfy and clean room. "

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

![Sonesta ES Suites Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg)

### Sonesta ES Suites Wilmington - Newark

10/10 Excellent

"Room and the customer service was great "

[](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information)

![Red Roof Inn Perryville](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg)

### Red Roof Inn Perryville

10/10 Excellent

"."

[](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.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

"The room was inviting. The lighting was good but could be better in the bathroom. I would like to see at least two make-up remover pads instead of one. The towels and wash clothes quality was perfect not cheap looking. I didn't have time for morning breakfast, maybe next trip. But overall, I had a wonderful stay. The front desk lady was approachable with a friendly demeaner. Thanks"

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

![Hampton Inn & Suites Wilmington Christiana](https://images.trvl-media.com/lodging/9000000/8200000/8199200/8199164/e662bac9_y.jpg)

### Hampton Inn & Suites Wilmington Christiana

10/10 Excellent

"Clean room Some staff where okay "

[](https://expedia.ca/Wilmington-Hotels-Hampton-Inn-Suites-Wilmington-Christiana.h8199164.Hotel-Information)

![Comfort Inn & Suites Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a_y.jpg)

### Comfort Inn & Suites Newark - Wilmington

10/10 Excellent

"Very nice stay, clean room and building. Easy access to food, parking and a nice night. Breakfast was stale but they do have a waffle machine and plenty of options so that’s a nice plus. Definitely will return for another stay!! "

[](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information)

![Baymont by Wyndham Newark at University of Delaware](https://images.trvl-media.com/lodging/1000000/50000/42000/41973/b371460e_y.jpg)

### Baymont by Wyndham Newark at University of Delaware

10/10 Excellent

"It’s clean, comfortable and convenient location to the college. All at a good value."

[](https://expedia.ca/Wilmington-Hotels-Baymont-By-Wyndham-Newark-At-University-Of-Delaware.h41973.Hotel-Information)

![Extended Stay America Suites Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/120000/119100/119061/87ad8503_y.jpg)

### Extended Stay America Suites Newark Christiana Wilmington

10/10 Excellent

"Great all around"

[](https://expedia.ca/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.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

"Room was fantastic for the price. Hotel experienced a loss of hot water, but the hotel comped me for the issue without having to follow up or complain. Room had a small balcony which was nice to get some fresh air without going outside. Good location, next to a very nice brunch spot. Couldn’t ask for more. "

[](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 | 184 |
| --- | --- |
| Accommodation | 161 Vacation Homes |
| Lowest Price | CA $162 |
| Highest Price | CA $1,887 |

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-   [B&B in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Bed-And-Breakfast.d553248635975865930-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cottages in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Cottages.d553248635975865930-aaCottages.Travel-Guide-Accommodation)
-   [White Crystal Beach Hotels](https://www.expedia.ca/White-Crystal-Beach-Hotels.d553248635975865930.Travel-Guide-Hotels)
-   [Motels in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Motels.d553248635975865930-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Resort-Hotels.d553248635975865930-aaResortHotels.Travel-Guide-Accommodation)
-   [Cabin Rentals in Winchester](https://www.expedia.ca/Winchester-Cabins.d553248635975872164-aaCabins.Travel-Guide-Accommodation)
-   [Winchester Hotels](https://www.expedia.ca/Winchester-Hotels.d553248635975872164.Travel-Guide-Hotels)

-   [Flights to Elkton](https://www.expedia.ca/Cheap-Flights-To-Elkton.d7834.Travel-Guide-Flights)
-   [Flights to North East](https://www.expedia.ca/Cheap-Flights-To-North-East.d139151.Travel-Guide-Flights)
-   [Flights to Perryville](https://www.expedia.ca/Cheap-Flights-To-Perryville.d8217.Travel-Guide-Flights)
-   [Flights from North East](https://www.expedia.ca/lp/flights/139151/flights-from-north-east)
-   [Flights from Massey](https://www.expedia.ca/lp/flights/3000440702/flights-from-massey)
-   [Flights from Port Deposit](https://www.expedia.ca/lp/flights/553248634999380172/flights-from-port-deposit)
-   [Flights from Aberdeen Proving Ground](https://www.expedia.ca/lp/flights/553248634999428212/flights-from-aberdeen-proving-ground)
-   [Flights from Elkton](https://www.expedia.ca/lp/flights/7834/flights-from-elkton)

-   [Bulle Rock Golf Course](https://www.expedia.ca/Bulle-Rock-Golf-Course-Havre-De-Grace.d6091695.Vacation-Attraction)
-   [Visit Elkton](https://www.expedia.ca/Elkton.dx7834)
-   [Harford Memorial Hospital](https://www.expedia.ca/Harford-Memorial-Hospital-Havre-De-Grace.d6289021.Vacation-Attraction)
-   [Visit Havre De Grace](https://www.expedia.ca/Havre-De-Grace.dx55750)
-   [Mount Harmon Plantation](https://www.expedia.ca/Mount-Harmon-Plantation-Earleville.d553248621561879694.Vacation-Attraction)
-   [North East Vacations](https://www.expedia.ca/North-East.d139151.Destination-Travel-Guides)

-   [Budget Rental Cars in Elkton](https://www.expedia.ca/Budget-Car-Rentals-In-Elkton.d7834-c39.Car-Rental-Guide-Suppliers)
-   [Car rentals in Budget Santa Maria Public Airport - 3249 Terminal Dr](https://www.expedia.ca/Budget-at-Santa-Maria-Public-Airport-3249-Terminal-Dr-Santa-Maria-California-USA.v7834.Car-Rental-Guide-Location)
-   [Car rental Elkton](https://www.expedia.ca/Car-Rentals-In-Elkton.d7834.Car-Rental-Guide)
-   [Car rental Havre De Grace](https://www.expedia.ca/Car-Rentals-In-Havre-De-Grace.d55750.Car-Rental-Guide)
-   [Enterprise Rental Cars in Aberdeen Proving Ground](https://www.expedia.ca/Enterprise-Car-Rentals-In-Aberdeen-Proving-Ground.d553248634999428212-c15.Car-Rental-Guide-Suppliers)

-   [North East Vacation Rentals](https://www.expedia.ca/North-East-Vacation-Rentals.d139151.Travel-Guide-VacationRentals)

-   [Book Vacation Homes in Chesapeake City on Expedia.com](https://www.expedia.com/Chesapeake-City-Private-Vacation-Homes.d177517-aaPrivateVacationHomes.Travel-Guide-Accommodation)