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Search results; Over 1,000 homes in Chesapeake

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Guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 private bathrooms
11–16 Oct
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4.94 out of 5 average rating, 686 reviews
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Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
4.98 out of 5 average rating, 126 reviews
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Top guest favourite
Guest suite in Chesapeake
Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
4 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 396 reviews
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Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
3–8 Jan
4.94 out of 5 average rating, 70 reviews
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Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
1–6 Oct
4.9 out of 5 average rating, 94 reviews
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Guest favourite
Room in Chesapeake
Enjoy your Rest...
1 queen bed, 1 bathroom
1–6 Oct
4.82 out of 5 average rating, 67 reviews
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Guest favourite
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
2 bedrooms, 2 queen beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Home in Chesapeake
Spacious, 2 Master Suites, sleeps 6-8, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Boat in Portsmouth
Cozy Sailboat Stay in Olde Towne Portsmouth
1 bedroom, 2 beds, WC
1–6 Oct
4.96 out of 5 average rating, 26 reviews
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Guest favourite
Room in Chesapeake
Green room
1 queen bed, 2 bathrooms
7–12 Oct
4.81 out of 5 average rating, 74 reviews
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Superhost
Room in Chesapeake
Private Entrance, Spacious Master Bedroom Suite
2 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 133 reviews
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Guest favourite
Home in Portsmouth
Wooded Wonderland Miniature Golf Hot tub Pool
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 176 reviews
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Home in Chesapeake
Chesapeake Comfort
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.67 out of 5 average rating, 15 reviews
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Top guest favourite
Guest house in Chesapeake
Beautiful and Chic Studio Apartment
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 262 reviews
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Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.86 out of 5 average rating, 253 reviews
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Superhost
Holiday home in Portsmouth
Lovely 2-bedroom 1100 sq ft Apt with free parking
2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.73 out of 5 average rating, 179 reviews
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Guest favourite
Tiny home in Portsmouth
Backyard Cozy Tiny Home
1 bedroom, 1 sofa bed, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Portsmouth
Tidewater Treasurer
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Guest house in Chesapeake
Château de Li
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.91 out of 5 average rating, 11 reviews