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
Home in Rising Sun
4.95 out of 5 average rating, 240 reviewsHome Away from Home in Rising Sun, MD
Apr 16 – 23
Cottage in Coatesville
5.0 out of 5 average rating, 206 reviewsCharming cottage on 50 acre Chester County farm
Sep 27 – Oct 4
Apartment in Chesapeake City
4.93 out of 5 average rating, 67 reviewshygge haven: hygge= happy + cozy
Nov 26 – Dec 3
Cottage in Chesapeake City
5.0 out of 5 average rating, 56 reviewsBohemia Bungalow
Jul 11 – 18
Home in Chesapeake City
5.0 out of 5 average rating, 31 reviewsCharming, updated home in Historic Chesapeake City
Jan 2 – 9
Home in Chesapeake City
5.0 out of 5 average rating, 37 reviewsChesapeake City Charm at the Boho House!
Oct 7 – 14
Home in Chesapeake City
5.0 out of 5 average rating, 24 reviewsWister Loft: Charm & History with Modern Love.
Mar 2 – 9
Home in Chesapeake City
4.95 out of 5 average rating, 22 reviewsThe Ferry Slip House
May 13 – 20
Other great vacation rentals in Chesapeake City
Apartment in Elkton
4.98 out of 5 average rating, 53 reviewsShort Term Water Oriented Furnished Apartment
Sep 1 – 8
Guesthouse in Elk Mills
4.98 out of 5 average rating, 41 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Sep 19 – 26
Guest suite in Chesapeake City
5.0 out of 5 average rating, 76 reviewsBenson House on Bohemia Ave (Back Deck)
Jun 27 – Jul 4
Home in North East
4.94 out of 5 average rating, 96 reviewsHistoric Creekside Home - 2br 2.5ba Downtown
Mar 28 – Apr 4
Guesthouse in Newark
5.0 out of 5 average rating, 33 reviewsCharming Fully Equipped Private Guesthouse
Oct 1 – 8
Guesthouse in Elkton
4.92 out of 5 average rating, 76 reviewsCountryside~Stable House~Open Studio~Cozy for 2!
Sep 11 – 18
Cottage in Earleville
4.94 out of 5 average rating, 36 reviewsThe Cottage at Crystal
Jan 29 – Feb 5
Home in Elkton
5.0 out of 5 average rating, 25 reviewsElk River Cottage
Oct 1 – 8
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
R1,109 ZAR before taxes and fees
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