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Search results; 521 homes in Chesapeake City

Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
1 bedroom, 1 bed, 1 private bathroom
7–12 Jul
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4.94 out of 5 average rating, 122 reviews
Guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 queen bed
5–10 Jul
4.92 out of 5 average rating, 304 reviews
Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Home in Chesapeake City
The Chandler House
2 bedrooms, 3 beds
19–24 Jul
4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Chesapeake City
The Ferry Slip House
2 bedrooms, 2 beds
12–17 Jul
4.96 out of 5 average rating, 69 reviews
Guest favourite
Home in Chesapeake City
The Mint Cottage in Chesapeake City
3 bedrooms, 4 beds
12–17 Jul
4.9 out of 5 average rating, 111 reviews
Top guest favourite
Home in Chesapeake City
Chesapeake City Charm at the Boho House!
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 57 reviews
Top guest favourite
Home in Chesapeake City
Historic Victorian Queen Chesapeake City
5 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
1 king bed
20–25 Jul
4.99 out of 5 average rating, 143 reviews
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
1 bedroom, 1 king bed
1–6 Aug
5.0 out of 5 average rating, 117 reviews
Top guest favourite
Cottage in Chesapeake City
Bohemia Bungalow
1 bedroom, 1 queen bed
11–16 Jul
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Home in Chesapeake City
Modish Cottage - Walk to everything!
2 bedrooms, 2 queen beds
19–24 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
2 bedrooms, 4 beds
7–12 Jul
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Chesapeake City
Breathtaking views!
5 bedrooms, 7 beds
17–22 Jul
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Chesapeake City
Captain’s Cottage Retreat
3 bedrooms, 4 beds
7–12 Jul
4.92 out of 5 average rating, 24 reviews
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
3 bedrooms, 3 beds
3–8 Jul
New place to stay
Top guest favourite
Home in Chesapeake City
Canal views/Walk to Shops/Luxury 2Bed/1.5Bath
2 bedrooms, 2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Chesapeake City
HOOK WINE & SINKER sleeps 14 w/ Boat Slip and Inn
5 bedrooms, 8 beds
13–18 Jul
4.9 out of 5 average rating, 50 reviews
Home in Chesapeake City
Chesapeake City MD Staycation
3 bedrooms, 4 beds
13–18 Jul
4.69 out of 5 average rating, 84 reviews