Compare Chesapeake City Cottage Rentals

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Featured Chesapeake City Cottages

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

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

$198 nightly
The price is $209 total per night
$209 total
Oct 5 - Oct 6
Total with taxes and fees
This cottage is a smoke-free cottage.
Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

$430 nightly
The price is $475 total per night
$475 total
Oct 15 - Oct 16
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
Kitchen
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Quarry Landing - Center of Town & River View - 3 Bedroom

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

$213 nightly
The price is $226 total per night
$226 total
Nov 3 - Nov 4
Total with taxes and fees
Guests of this cottage enjoy features like a water park and laundry facilities.
Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

This cottage features an outdoor pool and laundry facilities.
Cozy Cottage on the North East River in Town!

Cozy Cottage on the North East River in Town!

North East, MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view

2 out of 5
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Waterfront cottage in historic Charlestown, Maryland

Waterfront cottage in historic Charlestown, Maryland

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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

    Historic Chesapeake City Stay

    Historic Chesapeake City Stay

    Chesapeake City
    $263 nightly
    The price is $279 total per night from Oct 5 to Oct 6
    $279 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (16 reviews)
    Sonesta Select Newark Christiana Mall

    Sonesta Select Newark Christiana Mall

    48 Geoffrey Dr, Newark, DE
    $117 nightly
    The price is $130 total per night from Oct 5 to Oct 6
    $130 total
    Oct 5 - Oct 6
    Total with taxes and fees
    7.6/10 Good! (1,121 reviews)
    Embassy Suites by Hilton Newark Wilmington South

    Embassy Suites by Hilton Newark Wilmington South

    654 S College Ave, Newark, DE
    $114 nightly
    The price is $126 total per night from Nov 2 to Nov 3
    $126 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8/10 Very Good! (1,028 reviews)

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
35 Cottages
Lowest Price
$126
Highest Price
$475
Popular accommodation
 Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland. , Thunder Hill Retreat - Spacious/Deck/Hot tub, Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC, Quarry Landing - Center of Town & River View - 3 Bedroom, Chesapeake City Pool Retreat – Waterfront Stay in the Woods, Cozy Cottage on the North East River in Town!, Sunset River Shack -amazing waterfront view, Waterfront cottage in historic Charlestown, Maryland, Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

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