Chesapeake City vacation rentals
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Top-rated vacation rentals in Chesapeake City
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake City vacation rentals
Other great vacation rentals in Chesapeake City
Cottage in Chesapeake City
5 out of 5 average rating, 61 reviewsBohemia Bungalow
Home in Chesapeake City
5 out of 5 average rating, 5 reviewsChesapeake City Historic Retreat
Home in Chesapeake City
5 out of 5 average rating, 35 reviewsCharming, updated home in Historic Chesapeake City
Home in Chesapeake City
4.88 out of 5 average rating, 68 reviewsThe Mint Cottage in Chesapeake City
Rental unit in Elkton
4.98 out of 5 average rating, 55 reviewsShort Term Water Oriented Furnished Apartment
Home in Chesapeake City
5 out of 5 average rating, 20 reviewsMcReynolds-Woods House -Private 3 Bedroom Home
Home in Chesapeake City
5 out of 5 average rating, 39 reviewsChesapeake City Charm at the Boho House!
Home in Chesapeake City
5 out of 5 average rating, 28 reviewsWister Loft: Charm & History with Modern Love.
Other great vacation rentals in Chesapeake City
Home in Chesapeake City
5 out of 5 average rating, 83 reviewsSpring Season @ Old Lock View Chesapeake City MD
Guest suite in Newark
5 out of 5 average rating, 62 reviewsInviting, comfortable & private suite near Univ.
Farm stay in Lincoln University
4.96 out of 5 average rating, 72 reviewsPyle Cottage circa 1750
Guesthouse in Elkton
4.93 out of 5 average rating, 84 reviewsCountryside~Stable House~Open Studio~Cozy for 2!
Hotel room in Charlestown
4.89 out of 5 average rating, 36 reviewsThe Avalon at the Cooper House
Guesthouse in Newark
4.98 out of 5 average rating, 56 reviewsAdorable Historic Bungalow
Home in North East
5 out of 5 average rating, 98 reviews*SHELTER COVE * 3BR home by 2 marinas * Boat Slip*
Guesthouse in Newark
5 out of 5 average rating, 41 reviewsCharming Fully Equipped Private Guesthouse
Quick stats about vacation rentals in Chesapeake City
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$60 before taxes and fees
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