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Search results; 508 homes in Chesapeake City

Top guest favourite
Flat in Chesapeake City
Private entrance King Suite
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
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4.99 out of 5 average rating, 72 reviews
Top guest favourite
Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
2 bedrooms, 2 beds
20–25 Sept
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 queen bed
15–20 Sept
4.92 out of 5 average rating, 316 reviews
Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
1 bedroom, 1 queen bed
13–18 Sept
4.95 out of 5 average rating, 129 reviews
Top guest favourite
Cottage in Chesapeake City
Bohemia Bungalow
1 bedroom, 1 queen bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 133 reviews
Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 67 reviews
Guest favourite
Flat in Chesapeake City
Historic Chesapeake City Stay
1 bedroom, 1 queen bed
13–18 Sept
4.73 out of 5 average rating, 111 reviews
Guest favourite
Home in Chesapeake City
Floral Canal-Facing Hideaway
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Chesapeake City
Chesapeake Ship Watch Retreat
3 bedrooms, 3 queen beds
15–20 Sept
New place to stay
Top guest favourite
Home in Chesapeake City
Modish Cottage - Walk to everything!
2 bedrooms, 2 queen beds
13–18 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chesapeake City
Wister Loft: Charm & History with Modern Love.
1 bedroom, 3 single beds
14–19 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Chesapeake City
Canal views/Walk to Shops/Luxury 2Bed/1.5Bath
2 bedrooms, 2 beds
19–24 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Chesapeake City
The Chandler House
2 bedrooms, 3 beds
20–25 Sept
4.98 out of 5 average rating, 66 reviews
Home in Middletown
Whispering Horse Family Retreat
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Chesapeake City
The Mint Cottage in Chesapeake City
3 bedrooms, 4 beds
13–18 Sept
4.9 out of 5 average rating, 118 reviews
Top guest favourite
Room in Elkton
Country Get Away 1 Room Apartment
1 bed
11–16 Oct
4.98 out of 5 average rating, 339 reviews
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
1 bedroom, 1 king bed
14–19 Sept
5.0 out of 5 average rating, 125 reviews
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
1 king bed
22–27 Sept
4.99 out of 5 average rating, 150 reviews