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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Guest house in Chesapeake
Beautiful and Chic Studio Apartment
1 bedroom, 1 bed, 1 private bathroom
11–16 Sept
,
4.98 out of 5 average rating, 259 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
4.93 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
4.97 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4.92 out of 5 average rating, 83 reviews, 4 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Guest favourite
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 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
Superhost
Place to stay in Chesapeake
Private, Spacious Studio Apartment, Bathroom
4.9 out of 5 average rating, 228 reviews, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
4.85 out of 5 average rating, 238 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
4.99 out of 5 average rating, 81 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
4.96 out of 5 average rating, 100 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Home in Chesapeake
Premium Comfort Home
4.61 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
4.9 out of 5 average rating, 185 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Jul
Top guest favourite
Flat in Chesapeake
Entire Apartment - No Cleaning Fees!
4.97 out of 5 average rating, 110 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Guest favourite
Home in Chesapeake
Cowbell Cottage
4.88 out of 5 average rating, 33 reviews, 3 bedrooms, 7 beds, 1 bathroom
14–19 Aug
Guest favourite
Flat in Chesapeake
Charming efficiency!
4.91 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Guest suite in Chesapeake
Sweet Suite!
4.95 out of 5 average rating, 663 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Portsmouth
Escape to the water!
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
Home in Portsmouth
Stunning Parkview Hideaway | Steps to Downtown
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
Superhost
Home in Portsmouth
Top Gun R&R IV: 3 bedrooms, 2 baths, Sleeps 8.
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul