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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
,
4.97 out of 5 average rating, 392 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, 674 reviews
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
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
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
Room in Chesapeake
Cozy Room in Chesapeake 2
1 queen bed, 1.5 bathrooms
23–28 Aug
4.62 out of 5 average rating, 45 reviews
Guest favourite
Room in Chesapeake
White room
1 king bed, 1 bathroom
27 Aug – 1 Sept
4.9 out of 5 average rating, 39 reviews
Tiny home in Portsmouth
Backyard Cozy Tiny Home
1 bedroom, 1 sofa bed, 1 bathroom
23–28 Aug
New place to stay
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
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
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
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, 15 reviews
Top guest favourite
Room in Virginia Beach
Private room, 12 min from beach
1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 71 reviews
Flat in Portsmouth
Shipside Suite~Fast WI-FI, Backyard Oasis, Family
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.67 out of 5 average rating, 6 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
Room in Virginia Beach
Cozy Room in Shared Home near Town Center
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 100 reviews
Room in Chesapeake
Private suite in a, Welcoming Shared Family Home
1 queen bed, 1 bathroom
20–25 Aug
New place to stay
Guest favourite
Room in Norfolk
Military - Active/Retired/Family at Cape Defoe B&B
1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 271 reviews
Guest favourite
Guest suite in Portsmouth
Casino Private suite in lovely, quiet neighborhood
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.75 out of 5 average rating, 369 reviews