Chesapeake City Vacation Rentals

Compare 72 available properties from 16 providers
Chesapeake City
Save up to 23%

Best vacation home deals in Chesapeake City

$401
from $308
-23%
2700 ft² House
6 3
Elkton, Cecil County, Maryland, United States
Found on
VacationRentals.com

Discover a vacation home that meets your preferences among the 72 beautiful options from more than 16 vacation rental websites in Chesapeake City. HomeToGo, a vacation rental search engine, immediately sorts all of these accommodations to help you save up to 23%!

Recommended vacation rentals in Chesapeake City

Rent a vacation accommodation in Chesapeake City: from $28 per night

from $588
House
12 5
Chesapeake City, Cecil County, Maryland, United States
5.0
"Excellent" 9 reviews
Found on VacationRentals.com
$187
from $103
-45%
House
7 3
North East, Cecil County, Maryland, United States
4.9
"Excellent" 7 reviews
Found on VRBO
from $595
4400 ft² House
10 4
North East, Cecil County, Maryland, United States
4.8
"Excellent" 4 reviews
Found on VRBO
from $391
2900 ft² House
12 5
Elkton, Cecil County, Maryland, United States
5.0
"Excellent" 11 reviews
Found on VRBO
$720
from $572
-21%
House
16 7
Chesapeake City, Cecil County, Maryland, United States
5.0
"Excellent" 10 reviews
Found on VRBO
$614
from $493
-20%
House
14 4
North East, Cecil County, Maryland, United States
5.0
"Excellent" 1 review
Found on VRBO
$187
from $103
-45%
Mobile home
7 2
North East, Cecil County, Maryland, United States
4.8
"Excellent" 47 reviews
Found on VRBO
$189
from $103
-46%
Mobile home
7 3
North East, Cecil County, Maryland, United States
5.0
"Excellent" 4 reviews
Found on VRBO
See all offers

  Vacation homes with fishing spots nearby

from $315
1000 ft² House
6 3
North East, Cecil County, Maryland, United States
5.0
"Excellent" 10 reviews
Found on HomeAway
$1,138
from $783
-31%
10020 ft² House
10 5
Cecilton, Cecil County, Maryland, United States
4.9
"Excellent" 31 reviews
Found on HomeAway
$490
from $357
-27%
1000 ft² House
4 2
North East, Cecil County, Maryland, United States
5.0
"Excellent" 6 reviews
Found on HomeAway
from $308
1500 ft² House
6 2
Cecilton, Cecil County, Maryland, United States
4.8
"Excellent" 33 reviews
Found on VRBO
See all offers

  Vacation rentals with a fireplace

$699
from $479
-31%
2270 ft² House
8 3
Cecilton, Cecil County, Maryland, United States
4.8
"Excellent" 21 reviews
Found on VRBO
from $422
House
8 4
North East, Cecil County, Maryland, United States
5.0
"Excellent" 1 review
Found on VRBO
from $385
2900 ft² House
10 4
Elkton, Cecil County, Maryland, United States
4.9
"Excellent" 14 reviews
Found on VRBO
from $290
House
8 4
North East, Cecil County, Maryland, United States
4.9
"Excellent" 6 reviews
Found on HomeAway
See all offers

  Best dog-friendly rentals

$1,448
from $940
-35%
6010 ft² House
15 6
Elkton, Cecil County, Maryland, United States
4.8
"Excellent" 49 reviews
Found on HomeAway
$393
from $281
-28%
1720 ft² House
8 3
Perryville, Cecil County, Maryland, United States
4.5
"Excellent" 2 reviews
Found on HomeAway
from $242
1450 ft² House
6 2
Perryville, Cecil County, Maryland, United States
5.0
"Excellent" 78 reviews
Found on VRBO
from $296
1650 ft² House
10 3
Perryville, Cecil County, Maryland, United States
4.9
"Excellent" 23 reviews
Found on HomeAway
See all offers

Popular rental amenities in Chesapeake City

  • Parking (51)
  • Internet (50)
  • Microwave (43)
  • Kitchen (38)
  • TV (38)
  • AC (38)
  • No smoking (37)
  • Grill (33)
  • Washer (31)
  • Dishwasher (26)
  • Pets OK (25)
  • Yard (24)
Our search page's filters will help you find the perfect rental in Chesapeake City. You can easily compare and find a rental fitting your criteria in Chesapeake City if you can't imagine a vacation without internet or you want to tune out with some TV time, as most accommodations include "internet" and "TVs." You can also search for a rental in Chesapeake City if you want a rental with a fireplace as 18 of the listed rentals there provide "fireplaces."

The weather in Chesapeake City

39°
27°
45°
30°
54°
36°
64°
46°
73°
57°
82°
64°
86°
70°
82°
66°
79°
61°
68°
52°
55°
37°
48°
36°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Chesapeake City. July is the warmest month in Chesapeake City with average maximum temperatures of 86°. However, temperatures can go lower than 26° in Chesapeake City in January. January is the wettest month.

Vacationers who are interested in hotel rooms in Chesapeake City have plenty of options to choose from, as they are the most typical property type there. Interestingly, the average rental fee for hotel rooms is $111 per night, with an average size of 370 ft². Moreover, these properties are perfect if you're going in a group of 4, as that is the average number of guests hotel rooms can accommodate in Chesapeake City. You can also search and find other accommodation types in Chesapeake City. House rentals are, for example, another common property type there with 32 listed accommodations. Our data reveals that the standard price of house rentals is $356 per night for an area of 2,850 ft².

Spend a delightful Chesapeake City sojourn in a charming vacation home

A historic place steeped in Victorian charm, the scenic Chesapeake City is located on the Chesapeake and Delaware Canal near a spectacular horse country. Taking a trip to this destination makes for an idyllic getaway, especially if you book a beautiful cottage-style vacation home on the waterfront.

Show all 72 properties
Food & Drinks

Seafood under the bridge

The Bayard House Restaurant is a fine-dining eatery, located in an 18th-century house, which not only offers a serving of exquisite seafood but also spectacular views of the waterfront. Another place that serves a delectable assortment of seafood is the nautical-style Schaefer’s Canal House – where you can also lounge on the waterfront patio while enjoying the live band.

Local Attractions

Fun in natural surroundings

Walking on the Chesapeake and Delaware Canal marina is always a pleasurable experience, and the waters are ideal for activities like sailing or fishing. The 1790-acre preserve of Lums Pond State Park, with its picturesque freshwater pond, sports fields, and multi-purpose trails, makes for a recreational destination to spend a fun and relaxed day.

We compare more than 250 providers, including:

Booking.com Vacation Rentals in Chesapeake City VRBO Vacation Rentals in Chesapeake City HomeAway Vacation Rentals in Chesapeake City TripAdvisor Vacation Rentals in Chesapeake City VacationRentals.com Vacation Rentals in Chesapeake City HouseTrip Vacation Rentals in Chesapeake City FlipKey Vacation Rentals in Chesapeake City Wimdu Vacation Rentals in Chesapeake City 9flats.com Vacation Rentals in Chesapeake City VaycayHero Vacation Rentals in Chesapeake City PerfectPlaces.com Vacation Rentals in Chesapeake City Homestay.com Vacation Rentals in Chesapeake City only-apartments Vacation Rentals in Chesapeake City Interhome Vacation Rentals in Chesapeake City Bedycasa Vacation Rentals in Chesapeake City Novasol Vacation Rentals in Chesapeake City HomeEscape Vacation Rentals in Chesapeake City