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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Guest suite in Chesapeake
Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
Studio, 4 beds, 1 private bathroom
16–21 Aug
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4.97 out of 5 average rating, 391 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 84 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 64 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 140 reviews
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.9 out of 5 average rating, 190 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.85 out of 5 average rating, 244 reviews
Top guest favourite
Home in Chesapeake
The Bird’s Nest
4 bedrooms, 4 queen beds, 2 bathrooms
18–23 Aug
4.9 out of 5 average rating, 63 reviews
Guest favourite
Room in Chesapeake
Green room
1 queen bed, 2 bathrooms
22–27 Aug
4.79 out of 5 average rating, 67 reviews
Superhost
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 87 reviews
Guest favourite
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 671 reviews
Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 185 reviews
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Townhouse in Chesapeake
The Western Branch Professionals Townhome
3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Aug
4.83 out of 5 average rating, 29 reviews
Guest favourite
Room in Norfolk
The Velvet Anchor | Meridian Room: Moody & Soulful
1 double bed, No bathroom
15–20 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
4.96 out of 5 average rating, 104 reviews
Superhost
Place to stay in Chesapeake
Private, Spacious Studio Apartment, Bathroom
2 beds, 1 bathroom
25–30 Aug
4.9 out of 5 average rating, 234 reviews
Superhost
Home in Norfolk
Modern Comfort Minutes from Waterside & Downtown
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.81 out of 5 average rating, 27 reviews