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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 private bathroom
11–16 Oct
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4.96 out of 5 average rating, 144 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
4.86 out of 5 average rating, 249 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom, 4 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 88 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, 194 reviews
Guest favourite
Townhouse in Chesapeake
Waterfront Oasis: Fishing Pier, Pool, Beach Access
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 105 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 124 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
24–29 Sept
4.85 out of 5 average rating, 39 reviews
Guest favourite
Room in Chesapeake
Green room
1 queen bed, 2 bathrooms
18–23 Sept
4.8 out of 5 average rating, 70 reviews
Guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 bathrooms
11–16 Oct
4.94 out of 5 average rating, 681 reviews
Superhost
Home in Norfolk
Modern Comfort Minutes from Waterside & Downtown
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.77 out of 5 average rating, 30 reviews
Guest favourite
Home in Chesapeake
Oasis at the Creek| Park, Family & Pet Friendly
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 71 reviews
Top guest favourite
Guest suite in Chesapeake
Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
4 beds, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 394 reviews
Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 187 reviews
Home in Portsmouth
Quiet 4BR House — Comfortable & Convenient
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.75 out of 5 average rating, 141 reviews
Guest favourite
Home in Chesapeake
The Bird’s Nest
4 bedrooms, 4 queen beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 65 reviews