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Search results; Over 1,000 homes in Chesapeake

Guest favorite
Room in Chesapeake
Private entrance with a garden tub
1 bedroom, 2 beds, 1 shared bath
Sep 7 – 12
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4.89 out of 5 average rating, 127 reviews
Top guest favorite
Home in Chesapeake
Country home halfway to the beach
4.96 out of 5 average rating, 141 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 6 – 11
Top guest favorite
Apartment in Chesapeake
Modern apartment with a private entrance
4.98 out of 5 average rating, 122 reviews, 1 bedroom, 1 bed, 1 bath
Aug 31 – Sep 5
Guest favorite
Townhouse in Chesapeake
Walk to restaurants in Greenbrier
4.85 out of 5 average rating, 245 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 24 – 29
Top guest favorite
Home in Chesapeake
Screened patio with a fenced yard
4.94 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 20 – 25
Top guest favorite
Guesthouse in Chesapeake
Loft with a treehouse feel and deck
4.99 out of 5 average rating, 84 reviews, 1 bedroom, 4 beds, 1 bath
Aug 23 – 28
Guest favorite
Townhouse in Chesapeake
Fenced backyard and a bright open kitchen
4.9 out of 5 average rating, 192 reviews, 3 bedrooms, 4 beds, 2.5 baths
Sep 14 – 19
Guest favorite
Guest suite in Chesapeake
Private pool and grill in Hampton Roads
4.94 out of 5 average rating, 673 reviews, 1 bedroom, 2 beds, 1.5 baths
Sep 27 – Oct 2
Guest favorite
Home in Chesapeake
Private master suite with a BBQ patio
4.91 out of 5 average rating, 87 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Guest favorite
Home in Chesapeake
Modernized home with an arcade machine
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 2.5 baths
Sep 20 – 25
Guest favorite
Home in Chesapeake
Spacious duplex with a deck and backyard
4.96 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
Guest suite in Chesapeake
Boutique retreat with a queen canopy bed
4.97 out of 5 average rating, 391 reviews, 4 beds, 1 bath
Sep 13 – 18
Top guest favorite
Home in Chesapeake
3 acres with a country feel
4.9 out of 5 average rating, 63 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 18 – 23
Top guest favorite
Guest suite in Chesapeake
New build with free parking by door
4.99 out of 5 average rating, 185 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Guest favorite
Room in Chesapeake
Waterfront with a private pool and fire pit
4.79 out of 5 average rating, 67 reviews, 1 queen bed, 2 baths
Aug 22 – 27
Guest favorite
Condo in Chesapeake
Spacious with high ceilings and a pool
4.91 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 23 – 28
Superhost
Townhouse in Chesapeake
Lakefront with water views from the patio
4.83 out of 5 average rating, 309 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 24 – 29
Top guest favorite
Home in Norfolk
Quiet neighborhood, minutes from downtown
4.95 out of 5 average rating, 38 reviews, 4 bedrooms, 4 beds, 2.5 baths
Sep 7 – 12
Superhost
Place to stay in Chesapeake
Sunlit loft with a private entrance
4.9 out of 5 average rating, 234 reviews, 2 beds, 1 bath
Aug 25 – 30