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Search results; 516 homes in Chesapeake City

Room in Chesapeake City
Relaxing Country Elegance on Waterfront Property
1 bedroom, 1 bed, 1.5 private bathrooms
13–18 Jul
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5.0 out of 5 average rating, 12 reviews
Guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
4.92 out of 5 average rating, 305 reviews, 1 queen bed, 1 bathroom
12–17 Jul
Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
5.0 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Home in Chesapeake City
The Chandler House
4.98 out of 5 average rating, 61 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
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Home in Chesapeake City
Historic Victorian Queen Chesapeake City
5.0 out of 5 average rating, 12 reviews, 5 bedrooms, 6 beds, 4 bathrooms
21–26 Aug
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
Guest favourite
Home in Chesapeake City
The Mint Cottage in Chesapeake City
4.9 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 3 bathrooms
26–31 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
29 Aug – 3 Sept
Top guest favourite
Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
4.98 out of 5 average rating, 51 reviews, 2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
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
Cottage in Chesapeake City
Bohemia Bungalow
5.0 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
4.99 out of 5 average rating, 144 reviews, 1 king bed, 1 bathroom
20–25 Jul
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Home in Chesapeake City
Breathtaking views!
5.0 out of 5 average rating, 23 reviews, 5 bedrooms, 7 beds, 6 bathrooms
17–22 Aug
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
20–25 Jul
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
5.0 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Chesapeake City
Canal views/Walk to Shops/Luxury 2Bed/1.5Bath
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
4.94 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Guest favourite
Flat in Chesapeake City
Historic Chesapeake City Stay
4.74 out of 5 average rating, 100 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Superhost
Home in Chesapeake City
Chesapeake City MD Staycation
4.69 out of 5 average rating, 85 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul