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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 private bathrooms
10–15 Oct
,
4.94 out of 5 average rating, 667 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
4.99 out of 5 average rating, 83 reviews, 1 bedroom, 4 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
4.93 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
4.85 out of 5 average rating, 242 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4.91 out of 5 average rating, 85 reviews, 4 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
4.9 out of 5 average rating, 189 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Room in Chesapeake
Green room
4.78 out of 5 average rating, 63 reviews, 1 queen bed, 2 bathrooms
9–14 Aug
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
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
4.96 out of 5 average rating, 139 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
4.99 out of 5 average rating, 184 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 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
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
7–12 Sept
Superhost
Townhouse in Chesapeake
Waterfront Oasis with Fenced Yard
4.83 out of 5 average rating, 304 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Home in Chesapeake
The Bird’s Nest
4.9 out of 5 average rating, 63 reviews, 4 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Townhouse in Moyock
The Moyock Retreat
New place to stay, 4 bedrooms, 4 beds, 2.5 bathrooms
18–23 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
2–7 Aug
Flat in Portsmouth
Shipside Suite~Fast WI-FI, Backyard Oasis, Family
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Top guest favourite
Guest suite in Chesapeake
Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
4.97 out of 5 average rating, 387 reviews, 4 beds, 1 bathroom
27 Sept – 2 Oct
Room in Norfolk
The Velvet Anchor | Chelsea Suite: Bohemian Charm
5.0 out of 5 average rating, 3 reviews, 1 queen bed, 1 bathroom
9–14 Aug