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Search results; 521 homes in Chesapeake City

Top guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 bedroom, 1 bed, 1 shared bathroom
16–21 Aug
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4.92 out of 5 average rating, 315 reviews
Top guest favourite
Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
2 bedrooms, 2 beds
16–21 Aug
4.98 out of 5 average rating, 55 reviews
Top guest favourite
Cottage in Chesapeake City
Bohemia Bungalow
1 bedroom, 1 queen bed
16–21 Aug
5.0 out of 5 average rating, 128 reviews
Guest favourite
Flat in Chesapeake City
Historic Chesapeake City Stay
1 bedroom, 1 queen bed
16–21 Aug
4.75 out of 5 average rating, 106 reviews
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
1 king bed
23–28 Sept
4.99 out of 5 average rating, 147 reviews
Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
1 bedroom, 1 queen bed
24–29 Aug
4.94 out of 5 average rating, 127 reviews
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
1 bedroom, 1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Home in Chesapeake City
The Chandler House
2 bedrooms, 3 beds
15–20 Aug
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Home in Chesapeake City
Historic Victorian Walkability Chesapeake City
5 bedrooms, 6 beds
11–16 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Chesapeake City
The Ferry Slip House
2 bedrooms, 2 beds
20–25 Aug
4.96 out of 5 average rating, 71 reviews
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
3 bedrooms, 4 beds
14–19 Aug
New place to stay
Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
3 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 64 reviews
Home in Chesapeake City
Floral Canal-Facing Hideaway
2 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chesapeake City
Modish Cottage - Walk to everything!
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 26 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
Home in Chesapeake City
Breathtaking views!
5 bedrooms, 7 beds
17–22 Aug
5.0 out of 5 average rating, 26 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
Flat in Chesapeake City
Private entrance King Suite
1 bedroom, 1 bed
18–23 Aug
4.99 out of 5 average rating, 68 reviews
Guest favourite
Home in Chesapeake City
HOOK WINE & SINKER sleeps 14 w/ Boat Slip and Inn
5 bedrooms, 8 beds
16–21 Aug
4.9 out of 5 average rating, 51 reviews