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Search results; 517 homes in Chesapeake City

Top guest favourite
Home in Chesapeake City
Wister Loft: Charm & History with Modern Love.
1 bedroom, 3 beds, 1 shared bathroom
6–11 Jul
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5.0 out of 5 average rating, 43 reviews
Guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
4.92 out of 5 average rating, 304 reviews, 1 queen bed, 1 bathroom
5–10 Jul
Top guest favourite
Cottage in Chesapeake City
Bohemia Bungalow
5.0 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Top guest favourite
Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 4 beds, 1 bathroom
7–12 Jul
Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
4.94 out of 5 average rating, 122 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Jul
Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
5.0 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Jul
Top guest favourite
Home in Chesapeake City
Modish Cottage - Walk to everything!
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
5.0 out of 5 average rating, 117 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
4.99 out of 5 average rating, 143 reviews, 1 king bed, 1 bathroom
20–25 Jul
Top guest favourite
Room in Elkton
Country Get Away 1 Room Apartment
4.98 out of 5 average rating, 322 reviews, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Flat in Chesapeake City
Historic Chesapeake City Stay
4.73 out of 5 average rating, 98 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Home in Middletown
Whispering Horse Family Retreat
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Flat in Chesapeake City
Private entrance King Suite
4.98 out of 5 average rating, 63 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Guest favourite
Home in Chesapeake City
Captain’s Cottage Retreat
4.92 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Jul
Top guest favourite
Home in Chesapeake City
Chesapeake City Charm at the Boho House!
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Jul
Guest favourite
Home in Chesapeake City
The Mint Cottage in Chesapeake City
4.9 out of 5 average rating, 112 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Rooms in Chesapeake City
Waterfront Estate Private 2 Bedroom Suite
4.95 out of 5 average rating, 66 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Jul
Guest favourite
Home in Chesapeake City
The Ferry Slip House
4.96 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul