Compare Chesapeake City Cottage Rentals

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Featured Cottages in Chesapeake City

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Port Deposit MD
$210 nightly
The price is $223 total per night
$223 total
Nov 10 - Nov 11
Total with taxes and fees
This cottage is a smoke-free cottage.
Air conditioning
Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charlestown MD
At this cottage, guests have access to barbecue grills.
Kitchen
Washer
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Life is better at the RIVER!--Cozy waterfront cottage

Life is better at the RIVER!--Cozy waterfront cottage

Galena MD
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Waterfront Cottage on the C&D Canal!

Waterfront Cottage on the C&D Canal!

Chesapeake City MD
At this cottage, guests have access to a garden.
Kitchen
Free WiFi
Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit MD
$208 nightly
The price is $220 total per night
$220 total
Nov 19 - Nov 20
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Charming 2-bedroom water oriented cottage with water access

Charming 2-bedroom water oriented cottage with water access

North East MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

Lincoln University PA
Free Cancellation
$433 nightly
The price is $480 total per night
$480 total
Nov 9 - Nov 10
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Hot Tub
Kitchen
Hill Top Cottage with Chickens!

Hill Top Cottage with Chickens!

Conowingo MD
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
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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.

Hotel Options in Chesapeake City

    Sonesta Select Newark Christiana Mall

    Sonesta Select Newark Christiana Mall

    48 Geoffrey Dr Newark DE
    $127 nightly
    The price is $141 total per night from Nov 10 to Nov 11
    $141 total
    Nov 10 - Nov 11
    Total with taxes and fees
    Quality Inn Newark - Wilmington

    Quality Inn Newark - Wilmington

    65 Geoffrey Dr Newark DE
    $66 nightly
    The price is $73 total per night from Dec 4 to Dec 5
    $73 total
    Dec 4 - Dec 5
    Total with taxes and fees
    6.2/10 (1,002 reviews)
    Embassy Suites by Hilton Newark Wilmington South

    Embassy Suites by Hilton Newark Wilmington South

    654 S College Ave Newark DE
    $122 nightly
    The price is $136 total per night from Nov 23 to Nov 24
    $136 total
    Nov 23 - Nov 24
    Total with taxes and fees

Cottages

Book a cottage in Chesapeake City
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chesapeake City. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chesapeake City better.

Cottage apartments in Chesapeake City range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chesapeake City
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chesapeake City and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chesapeake City cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chesapeake City. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chesapeake City Cottages essential information

Accommodation
27 Cottages
Lowest Price
$73
Highest Price
$480
Popular accommodation
 Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland. , Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland, Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay , Life is better at the RIVER!--Cozy waterfront cottage, Waterfront Cottage on the C&D Canal!, Quarry Landing - Center of Town & River View - 3 Bedroom, Charming 2-bedroom water oriented cottage with water access, Thunder Hill Retreat - Spacious/Deck/Hot tub, Hill Top Cottage with Chickens!

More to Explore