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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, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
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
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
2–7 Aug
Townhouse in Chesapeake
The Cove House
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
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
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
16–21 Aug
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
4.9 out of 5 average rating, 186 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Home in Portsmouth
Stunning Parkview Hideaway | Steps to Downtown
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Home in Portsmouth
Hidden Gem.4/bedroom cozy home fenced in yard
5.0 out of 5 average rating, 104 reviews, 4 bedrooms, 5 beds, 2 bathrooms
23–28 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
26–31 Jul
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
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
30 Sept – 5 Oct
Superhost
Home in Norfolk
NEW Cottage Style Family Getaway - Near DT Norfolk
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
30 Jul – 4 Aug
Home in Chesapeake
Chesapeake Comfort
4.64 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
Guest favourite
Room in Chesapeake
White room
4.89 out of 5 average rating, 37 reviews, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Flat in Portsmouth
Private Boutique Apt •W/D• Near Casino & Downtown
4.92 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept