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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
27 Sept – 2 Oct
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4.97 out of 5 average rating, 387 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom, 4 beds
23–28 Aug
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds
20–25 Sept
4.94 out of 5 average rating, 62 reviews
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms, 4 beds
9–14 Aug
4.9 out of 5 average rating, 189 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds
2–7 Aug
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds
6–11 Sept
4.96 out of 5 average rating, 139 reviews
Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms, 2 beds
2–7 Aug
4.99 out of 5 average rating, 185 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds
24–29 Aug
4.85 out of 5 average rating, 242 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed
9–14 Aug
4.98 out of 5 average rating, 120 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds
19–24 Aug
4.89 out of 5 average rating, 35 reviews
Guest favourite
Room in Chesapeake
Green room
1 queen bed
9–14 Aug
4.78 out of 5 average rating, 64 reviews
Superhost
Townhouse in Chesapeake
Waterfront Oasis with Fenced Yard
3 bedrooms, 4 beds
9–14 Aug
4.83 out of 5 average rating, 304 reviews
Top guest favourite
Home in Chesapeake
The Bird’s Nest
4 bedrooms, 4 queen beds
1–6 Aug
4.9 out of 5 average rating, 63 reviews
Guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 668 reviews
Flat in Portsmouth
Shipside Suite~Fast WI-FI, Backyard Oasis, Family
2 bedrooms, 3 beds
17–22 Aug
New place to stay
Guest favourite
Townhouse in Chesapeake
Best Temporary Rental in Chesapeake
2 bedrooms, 2 beds
23–28 Aug
4.85 out of 5 average rating, 61 reviews
Townhouse in Moyock
The Moyock Retreat
4 bedrooms, 4 beds
18–23 Aug
New place to stay
Top guest favourite
Room in Virginia Beach
Private Bedroom Centrally Located.
1 double bed
4–9 Aug
5.0 out of 5 average rating, 274 reviews
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds
7–12 Sept
4.98 out of 5 average rating, 40 reviews