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Search results; Over 1,000 homes in Chesapeake

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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, 119 reviews
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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, 685 reviews
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Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 126 reviews
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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, 69 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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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
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 42 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, 14 reviews
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Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
4.99 out of 5 average rating, 189 reviews
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Guest favourite
Room in Chesapeake
Green room
1 queen bed, 2 bathrooms
5–10 Oct
4.8 out of 5 average rating, 71 reviews
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Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
4.96 out of 5 average rating, 105 reviews
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Flat in Chesapeake
Renovated One Bedroom Apartment in Hickory
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
New place to stay
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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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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
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 house in Chesapeake
Cozy country studio apartment
2 beds, 1 bathroom
1–6 Oct
4.79 out of 5 average rating, 42 reviews
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Guest favourite
Home in Chesapeake
The Manor- Extended Stays
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 8 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, 263 reviews
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Top guest favourite
Home in Portsmouth
Hidden Gem.4/bedroom cozy home fenced in yard
4 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 115 reviews