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Search results; 522 homes in Chesapeake City

Guest favourite
Home in Chesapeake City
The Mint Cottage in Chesapeake City
3 bedrooms, 4 beds, 3 private bathrooms
13–18 Sept
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4.9 out of 5 average rating, 113 reviews
Top guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 queen bed
2–7 Aug
4.92 out of 5 average rating, 312 reviews
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Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
2 bedrooms, 2 beds
3–8 Aug
4.98 out of 5 average rating, 52 reviews
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Cottage in Chesapeake City
Bohemia Bungalow
1 bedroom, 1 queen bed
10–15 Aug
5.0 out of 5 average rating, 124 reviews
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Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 62 reviews
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Home in Chesapeake City
The Chandler House
2 bedrooms, 3 beds
2–7 Aug
4.98 out of 5 average rating, 63 reviews
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Home in Chesapeake City
The Ferry Slip House
2 bedrooms, 2 beds
2–7 Aug
4.96 out of 5 average rating, 71 reviews
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Home in Chesapeake City
Historic Victorian Walkability Chesapeake City
5 bedrooms, 6 beds
14–19 Aug
5.0 out of 5 average rating, 13 reviews
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Home in Chesapeake City
Modish Cottage - Walk to everything!
2 bedrooms, 2 queen beds
2–7 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
1 bedroom, 1 king bed
2–7 Aug
5.0 out of 5 average rating, 120 reviews
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
2 bedrooms, 3 beds
2–7 Aug
New place to stay
Top guest favourite
Home in Chesapeake City
Breathtaking views!
5 bedrooms, 7 beds
17–22 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
1 king bed
10–15 Aug
4.99 out of 5 average rating, 145 reviews
Home in Chesapeake City
Floral Canal-Facing Hideaway
2 bedrooms, 4 beds
23–28 Aug
New place to stay
Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
1 bedroom, 1 queen bed
10–15 Aug
4.94 out of 5 average rating, 125 reviews
Top guest favourite
Home in Chesapeake City
Chesapeake City Charm at the Boho House!
3 bedrooms, 3 beds
17–22 Nov
5.0 out of 5 average rating, 60 reviews
Guest favourite
Flat in Chesapeake City
Historic Chesapeake City Stay
1 bedroom, 1 queen bed
15–20 Aug
4.74 out of 5 average rating, 102 reviews
Guest favourite
Home in Chesapeake City
Captain’s Cottage Retreat
3 bedrooms, 4 beds
2–7 Aug
4.92 out of 5 average rating, 24 reviews
Guest favourite
Home in Chesapeake City
HOOK WINE & SINKER sleeps 14 w/ Boat Slip and Inn
5 bedrooms, 8 beds
9–14 Aug
4.9 out of 5 average rating, 51 reviews