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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 Sept
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4.97 out of 5 average rating, 392 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, 86 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 141 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
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.9 out of 5 average rating, 192 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, 675 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
4.85 out of 5 average rating, 246 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
Guest favourite
Home in Chesapeake
Spacious, 2 Master Suites, sleeps 6-8, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 88 reviews
Superhost
Place to stay in Chesapeake
Private, Spacious Studio Apartment, Bathroom
2 beds, 1 bathroom
29 Aug – 3 Sept
4.9 out of 5 average rating, 234 reviews
Top guest favourite
Home in Chesapeake
Spacious 3 Bedroom Home | Near many Shops & Dining
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 70 reviews
Top guest favourite
Room in Norfolk
The Velvet Anchor | Meridian Room: Moody & Soulful
1 double bed, No bathroom
7–12 Sept
5.0 out of 5 average rating, 11 reviews
Home in Portsmouth
Tidewater Treasurer
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
New place to stay
Superhost
Townhouse in Chesapeake
Waterfront Oasis with Fenced Yard
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.83 out of 5 average rating, 310 reviews
Guest favourite
Home in Chesapeake
Oasis at the Creek| Park, Family & Pet Friendly
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.9 out of 5 average rating, 69 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
Tiny home in Portsmouth
Backyard Cozy Tiny Home
1 bedroom, 1 sofa bed, 1 bathroom
23–28 Aug
New place to stay
Guest favourite
Room in Chesapeake
Room C in Chesapeake
1 bed, 1.5 bathrooms
22–29 Aug
4.9 out of 5 average rating, 21 reviews