What are the top rated Cottage Rentals in Chesapeake City County?

There are a lot of options in Chesapeake City County. If you plan on staying in the Chesapeake City County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Chesapeake City County: <a href="/property/southern-charm-warm-and-welcomenentire-home-hosted-by-annetten4-guests/HA-3213719065" class="class="static-page-link"">Southern Charm Warm and WelcomenEntire home hosted by Annetten4 guests</a> <a href="/property/looking-for-30-days-or-more-contact-me-via-vrbo-for-special-pricing-hot-tub/HA-3214556008" class="class="static-page-link"">Looking for 30 days or more contact me via VRBO for special pricing. Hot Tub</a> <a href="/property/roomy-and-cozy-3-bedroom-home-in-chesapeake-near-everything/HA-3214108287" class="class="static-page-link"">Roomy and Cozy 3-bedroom home in Chesapeake near everything.</a> <a href="/property/fairfield-inn-and-suites-by-marriott-chesapeake/EP-16036" class="class="static-page-link"">Fairfield Inn and Suites By Marriott Chesapeake</a> <a href="/property/fairfield-by-marriott-inn-suites-chesapeake/BC-267873" class="class="static-page-link"">Fairfield by Marriott Inn &amp; Suites Chesapeake</a> <a href="/property/convenient-to-all-7-cities/HA-3213107975" class="class="static-page-link"">Convenient to all 7 cities</a> <a href="/property/spacious-tranquil-4-bedroom-family-home-near-everything/HA-3213218010" class="class="static-page-link"">Spacious tranquil 4 bedroom family home near everything</a> <a href="/property/delta-hotels-by-marriott-chesapeake-norfolk/BC-267878" class="class="static-page-link"">Delta Hotels by Marriott Chesapeake Norfolk</a> <a href="/property/residence-inn-by-marriott-chesapeake-greenbrier/BC-267876" class="class="static-page-link"">Residence Inn by Marriott Chesapeake Greenbrier</a> <a href="/property/comfort-suites-chesapeake-norfolk/EP-6570" class="class="static-page-link"">Comfort Suites Chesapeake - Norfolk</a>

How much does it cost to rent a cottage in Chesapeake City County?

The average cost for a cottage rental in Chesapeake City County is $185 per night. Isleofpalmsresorts has a wide list of great cottages near Chesapeake City County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Chesapeake City County that allow pets?

Yes, here are the top cottage rentals in Chesapeake City County that allow you to bring your pet: Welcome to our cozy home in Chesapeake Beautiful home in Chesapeake Bright Chesapeake Home Near Shopping & Dining Fully renovated and Modernized home in Chesapeake <a href="/all/usa/virginia/chesapeake-city-county" class="class="static-page-link"">See all pet-friendly vacation rentals in Chesapeake City County on Isleofpalmsresorts</a>

Do you have any rental cottages in Chesapeake City County that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Chesapeake City County to find one that works for you.

Are there quality cottages in Chesapeake City County that have indoor swimming pools?

As of 2026, the data from Isleofpalmsresorts shows that there are Over 176 private swimming pools or cottages with indoor pools in the Chesapeake City County area along with other great amenities.

Chesapeake City County Cottage Rentals By Owner

From US $429

9.6 (5 Reviews)

House

Welcome to our cozy home in Chesapeake

Air Conditioner
Parking
TV

Chesapeake City County Cottage Rentals & Holiday Homes

Find the best cottages in Chesapeake City County - We found 176 exact matches

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