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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Flat in Chesapeake
Entire Apartment - No Cleaning Fees!
1 bedroom, 1 bed, 1 private bathroom
14–19 Sept
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4.97 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
4.98 out of 5 average rating, 120 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
4.93 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
4.99 out of 5 average rating, 82 reviews, 1 bedroom, 4 beds, 1 bathroom
23–28 Aug
Townhouse in Chesapeake
The Cove House
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Aug
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
4.9 out of 5 average rating, 187 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4.92 out of 5 average rating, 84 reviews, 4 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
4.85 out of 5 average rating, 241 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
Guest favourite
Home in Chesapeake
Cowbell Cottage
4.89 out of 5 average rating, 35 reviews, 3 bedrooms, 7 beds, 1 bathroom
19–24 Aug
Top guest favourite
Home in Chesapeake
Spacious Home in Chesapeake | 25 Mins to VA Beach!
4.91 out of 5 average rating, 34 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
4.96 out of 5 average rating, 138 reviews, 3 bedrooms, 4 beds, 1 bathroom
8–13 Aug
Guest favourite
Place to stay in Chesapeake
Room C in Chesapeake
4.9 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
6–13 Aug
Home in Norfolk
The coastal Haven, a spacious four bedroom home.
New place to stay, 4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Aug
Superhost
Home in Norfolk
Modern Comfort Minutes from Waterside & Downtown
4.79 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Superhost
Townhouse in Chesapeake
Waterfront Oasis: Fishing Pier, Pool, Beach Access
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Chesapeake
Spacious 3 Bedroom Home | Near many Shops & Dining
4.92 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Chesapeake
Spacious, 2 Master Suites, sleeps 6-8, 2.5 baths
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
Superhost
Townhouse in Chesapeake
Waterfront Oasis with Fenced Yard
4.83 out of 5 average rating, 303 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Room in Norfolk
The Velvet Anchor | Chelsea Suite: Bohemian Charm
New place to stay, 1 queen bed, 1 bathroom
3–8 Aug