Holiday rentals in Chesapeake City
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Top-rated holiday rentals in Chesapeake City
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake City holiday rentals
Other great holiday rentals in Chesapeake City
Guest favourite
Home in Chesapeake City
5.0 out of 5 average rating, 24 reviewsWister Loft: Charm & History with Modern Love.
10–17 Apr
£224 per night
Guest favourite
Guest house in Elk Mills
4.98 out of 5 average rating, 40 reviewsPrivate Country Guesthouse Getaway Minutes from UD
3–10 Sept
£112 per night
Guest favourite
Home in Chesapeake City
5.0 out of 5 average rating, 37 reviewsChesapeake City Charm at the Boho House!
9–16 May
£394 per night
Guest favourite
Home in Chesapeake City
4.97 out of 5 average rating, 29 reviewsThe Chandler House
7–14 Mar
£465 per night
Guest favourite
Home in Chesapeake City
5.0 out of 5 average rating, 16 reviewsMcReynolds-Woods House -Private 3 Bedroom Home
7–14 Dec
£336 per night
Guest favourite
Flat in Elkton
4.98 out of 5 average rating, 53 reviewsShort Term Water Oriented Furnished Apartment
25 Mar – 1 Apr
£136 per night
Guest favourite
Cottage in Charlestown
4.98 out of 5 average rating, 51 reviewsLong Beach Cottage, (romantic couple’s getaway)
17–24 Sept
£416 per night
Guest favourite
Home in Chesapeake City
5.0 out of 5 average rating, 80 reviewsSpring Season @ Old Lock View Chesapeake City MD
17–24 Nov
£312 per night
Quick stats about holiday 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
£48 before taxes and fees
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