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Search results; Over 1,000 homes in Chesapeake

Guest favourite
Room in Chesapeake
Private Entrance, Spacious Master Bedroom Suite
1 bedroom, 2 beds, 1 shared bathroom
9–14 Aug
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4.9 out of 5 average rating, 125 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 58 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
12–17 Jul
4.91 out of 5 average rating, 81 reviews
Guest favourite
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Chesapeake
White room
1 bed, 1 bathroom
20–25 Jul
4.89 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Chesapeake
Entire Apartment - No Cleaning Fees!
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 110 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom, 4 beds, 1 bathroom
20–25 Jul
4.99 out of 5 average rating, 81 reviews
Superhost
Place to stay in Chesapeake
Private, Spacious Studio Apartment, Bathroom
2 beds, 1 bathroom
12–17 Jul
4.9 out of 5 average rating, 228 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 137 reviews
Guest favourite
Townhouse in Chesapeake
Best Temporary Rental in Chesapeake
2 bedrooms, 2 beds, 2.5 bathrooms
10–15 Aug
4.85 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.97 out of 5 average rating, 119 reviews
Superhost
Townhouse in Chesapeake
Waterfront Oasis: Fishing Pier, Pool, Beach Access
3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.85 out of 5 average rating, 238 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
14–19 Aug
4.88 out of 5 average rating, 32 reviews
Guest favourite
Tiny home in Chesapeake
Tiny house heart of Great Bridge, just off highway
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.86 out of 5 average rating, 73 reviews
Top guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 662 reviews
Home in Portsmouth
Stunning Parkview Hideaway | Steps to Downtown
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
New place to stay
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Jul
4.9 out of 5 average rating, 185 reviews
Guest favourite
Apartment in Norfolk
Best Value Condo in Downtown Norfolk
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
4.81 out of 5 average rating, 242 reviews