Vacation rentals in Chesapeake City - HomeToGo base64Hash Vacation rentals in Chesapeake City - HomeToGo

Vacation rentals in Chesapeake City

Find 32 available vacation homes from 4 partners
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Top 15 Recommended vacation rentals in Chesapeake City

Find your perfect vacation rental in Chesapeake City from just $78 per night!

House Chesapeake City
House ∙ 4 guests ∙ 1 bedroom

Vacation home with yard

Chesapeake City, Cecil County, Maryland, United States
from $646
per night
from $646
per night
View deal
House Chesapeake City
House ∙ 16 guests ∙ 5 bedrooms

House with 5 rooms for 16 persons

Chesapeake City, Cecil County, Maryland, United States
from $1,146
per night
from $1,146
per night
View deal
Cabin Chesapeake City
Cabin ∙ 4 guests ∙ 1 bedroom

Cottage with patio & yard

Chesapeake City, Cecil County, Maryland, United States
from $602
per night
Very good(10 ratings)
from $602
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 5 guests ∙ 1 bedroom

Beautiful bed & breakfast | Good for workation

Chesapeake City, Cecil County, Maryland, United States
from $350
per night
Excellent(80 ratings)
from $350
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast for 2 persons

Chesapeake City, Cecil County, Maryland, United States
from $224
per night
Excellent(80 ratings)
from $224
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B for 2 persons

Chesapeake City, Cecil County, Maryland, United States
from $292
per night
Excellent(80 ratings)
from $292
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

Pleasant bed and breakfast for 3 persons

Chesapeake City, Cecil County, Maryland, United States
from $296
per night
Excellent(80 ratings)
from $296
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed & breakfast for 2 persons

Chesapeake City, Cecil County, Maryland, United States
from $247
per night
Excellent(80 ratings)
from $247
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B for 2 persons

Chesapeake City, Cecil County, Maryland, United States
from $285
per night
Excellent(80 ratings)
from $285
per night
View deal
Bed and breakfast Chesapeake City
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and breakfast

Chesapeake City, Cecil County, Maryland, United States
from $318
per night
from $318
per night
View deal
House Chesapeake City
House ∙ 5 guests ∙ 2 bedrooms

House with jacuzzi & yard | City view | Suitable for remote work

Chesapeake City, Cecil County, Maryland, United States
from $412
per night
from $412
per night
View deal
House Chesapeake City
House ∙ 16 guests ∙ 5 bedrooms

Fully equipped house with patio | City view

Chesapeake City, Cecil County, Maryland, United States
from $1,095
per night
Outstanding(10 ratings)
from $1,095
per night
View deal
House Chesapeake City
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming house with barbeque, sauna & terrace | Nature view

Chesapeake City, Cecil County, Maryland, United States
from $234
per night
from $234
per night
View deal
House Chesapeake City
House ∙ 5 guests ∙ 2 bedrooms

Family-oriented charming vacation home

Chesapeake City, Cecil County, Maryland, United States
from $243
per night
Outstanding(6 ratings)
from $243
per night
View deal
Apartment Chesapeake City
Apartment ∙ 4 guests ∙ 1 bedroom

Children-friendly holiday apartment with yard, terrace & jacuzzi | Nature view | Good for workation

Chesapeake City, Cecil County, Maryland, United States
from $79
per night
Outstanding(14 ratings)
from $79
per night
View deal

Vacation Houses With Pools

House  Chesapeake City
from $486
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly pleasant vacation home with garden, barbeque & jacuzzi | Nature view | Suitable for remote work | Pets allowed

5.0
Outstanding(15 ratings)
Chesapeake City, Cecil County, Maryland, United States
Pool
View deal
House  Chesapeake City
from $249
per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, grill & yard | Nature view

4.9
Outstanding(84 ratings)
Chesapeake City, Cecil County, Maryland, United States
Pool
View deal
Cabin  Chesapeake City
from $379
per night
Cabin ∙ 7 guests ∙ 2 bedrooms

Cottage with private pool

4.5
Excellent(11 ratings)
Chesapeake City, Cecil County, Maryland, United States
Pool
View deal
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Budget-friendly Vacation Rentals in Chesapeake City

Find Fantastic yet Inexpensive Offers

Cabin Chesapeake City
from $196
per night
Cabin ∙ 5 guests ∙ 3 bedrooms

Child-friendly wonderful cottage with patio, yard & barbecue | Nature view

5.0
Outstanding(130 ratings)
Chesapeake City, Cecil County, Maryland, United States
View deal
House Chesapeake City
from $365
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with garden & terrace | Nature view

5.0
Outstanding(52 ratings)
Chesapeake City, Cecil County, Maryland, United States
View deal
House Chesapeake City
from $225
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly lovely house with yard, terrace & barbecue

5.0
Outstanding(82 ratings)
Chesapeake City, Cecil County, Maryland, United States
View deal

Top-Rated Rentals and Accommodations in Chesapeake City

Book Vacation Rental Offers with the Highest User Rating

Apartment Chesapeake City
from $231
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-friendly apartment with yard, terrace & BBQ | City view | Pets are welcome

4.9
Outstanding(88 ratings)
Chesapeake City, Cecil County, Maryland, United States
View deal
House Chesapeake City
from $272
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly beautiful vacation home with BBQ, garden & patio | Pets are welcome

4.7
Excellent(60 ratings)
Chesapeake City, Cecil County, Maryland, United States
View deal
Villa Chesapeake City
from $1,079
per night
Villa ∙ 16 guests ∙ 7 bedrooms

Children-friendly villa with jacuzzi, pool & barbeque | Dogs allowed

4.9
Outstanding(26 ratings)
Chesapeake City, Cecil County, Maryland, United States
View deal

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Popular Rental Amenities in Chesapeake City

  • Pool (1)
  • Pet-friendly (4)
  • WiFi (32)
  • Air conditioning (31)
  • Hot tub (7)
  • Kitchen (25)
  • TV (31)
  • Parking (1)
  • Balcony/patio (13)
  • Fireplace (9)
  • Grill (8)
  • Washing machine (21)

Select a filter to search and book a vacation home meeting your requirements among the 32 rentals in Chesapeake City. In Chesapeake City, 1 accommodations include "Pool". Consequently, if you're dreaming of days spent poolside, select the Pool filter to compare these accommodations. You can even look for properties if you want a rental providing a crib (4 rentals include "Crib" in Chesapeake City) or if you need a fenced-in backyard (2 rentals in Chesapeake City include "Fenced").

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.

Where are the unique attractions in Chesapeake City?

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.

Information about vacation rentals in Chesapeake City

🏡 Vacation rentals available 32 rentals
🌙 Nightly prices starting at $78
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 4 homes

Frequently Asked Questions

What is the typical nightly price for a vacation home in Chesapeake City?

The average accommodation in Chesapeake City is priced at $78 per night. $968 is the average nightly price for house rentals in Chesapeake City. Bed and breakfast rentals in Chesapeake City cost on average $286 per night.

How many vacation rentals are available for booking in Chesapeake City?

Currently there are 32 vacation rentals in Chesapeake City to browse and book for your trip.

What amenities are most popular for vacation homes in Chesapeake City?

Three most popular amenities for home rentals in Chesapeake City include accommodations that have: Pets allowed, Pool, and Internet.

Are dogs allowed in vacation rentals in Chesapeake City?

If you are traveling with a dog in Chesapeake City - 13% of vacation homes allow pets.

What's the best time to travel to Chesapeake City?

Chesapeake City has its warmest time of year in July and June, with average nightly prices around $78.

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