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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
22–27 Aug
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4.97 out of 5 average rating, 107 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.92 out of 5 average rating, 52 reviews
Guest favourite
Townhouse in Chesapeake
Waterfront Oasis: Fishing Pier, Pool, Beach Access
3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Jul
5.0 out of 5 average rating, 6 reviews
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
14–19 Aug
4.9 out of 5 average rating, 30 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
5–10 Jul
4.91 out of 5 average rating, 79 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, 117 reviews
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, 182 reviews
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
4.96 out of 5 average rating, 97 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.85 out of 5 average rating, 235 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, 80 reviews
Guest favourite
Flat in Chesapeake
2BR Self Check-in, Fast Wi-Fi
2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
4.94 out of 5 average rating, 63 reviews
Guest favourite
Home in Portsmouth
Spacious Retreat | Optional Guest House Add-on
3 bedrooms, 3 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
4.99 out of 5 average rating, 180 reviews
Guest favourite
Room in Chesapeake
Resort living. (private attached bathroom)
1 queen bed, 1 bathroom
3–8 Jul
4.92 out of 5 average rating, 12 reviews
Guest house in Chesapeake
A Peaceful Oasis
1 bedroom, 1 bed, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 5 reviews
Guest house in Chesapeake
Cozy country studio apartment
1 bed, 1 bathroom
4–9 Jul
4.82 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Chesapeake
Modern Luxury Peace & Quiet.
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
4.99 out of 5 average rating, 185 reviews
Guest favourite
Townhouse in Chesapeake
Best Temporary Rental in Chesapeake
2 bedrooms, 2 beds, 2.5 bathrooms
10–15 Jul
4.84 out of 5 average rating, 58 reviews