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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Flat in Chesapeake
Entire Apartment - No Cleaning Fees!
1 bedroom, 1 bed, 1 private bathroom
30 Oct – 4 Nov
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4.97 out of 5 average rating, 113 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
Room in Chesapeake
Cozy Room in Chesapeake 2
1 queen bed, 1.5 bathrooms
5–10 Aug
4.62 out of 5 average rating, 45 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 121 reviews
Guest favourite
Room in Chesapeake
Green room
1 queen bed, 2 bathrooms
9–14 Aug
4.79 out of 5 average rating, 66 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
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
31 Aug – 5 Sept
4.85 out of 5 average rating, 243 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, 67 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
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
Flat in Portsmouth
Shipside Suite~Fast WI-FI, Backyard Oasis, Family
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
New place to stay
Guest favourite
Tiny home in Chesapeake
Tiny house heart of Great Bridge, just off highway
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.88 out of 5 average rating, 80 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, 669 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
24–29 Sept
4.89 out of 5 average rating, 35 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, 26 reviews
Top guest favourite
Home in Chesapeake
Spacious 3 Bedroom Home | Near many Shops & Dining
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 69 reviews
Guest favourite
Townhouse in Chesapeake
Best Temporary Rental in Chesapeake
2 bedrooms, 2 beds, 2.5 bathrooms
25–30 Sept
4.85 out of 5 average rating, 62 reviews