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198 homes

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Superhost
Loft in Cape Charles
The Cheriton Loft
4 beds
Oct 31 – Nov 5
$80 per night
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Superhost
Apartment in Cape Charles
Cozy Mermaid Hideaway
2 beds
Oct 10 – 15
$83 per night
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Superhost
Home in Cape Charles
"Live Life Sunnyside Up" - Minutes From The Beach!
5 beds
Oct 10 – 16
$169 per night
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Superhost
Cottage in Cape Charles
Seabreeze Cottage ... explore the Eastern Shore!
5 beds
Oct 30 – Nov 4
$169 per night
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Superhost
Home in Cape Charles
Thurston Hideaway
3 beds
Oct 19 – 26
$86 per night, originally $95
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Superhost
Home in Cape Charles
1903 By the Sea - Minutes from Cape Charles
5 beds
Oct 9 – 14
$199 per night, originally $250
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Home in Cape Charles
Renovated Craftsman- Close to the Beach- Fast WiFi
3 beds
Oct 21 – 26
$168 per night
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Superhost
Farm stay in Cape Charles
Private Guesthouse on Secluded Waterfront Farm
1 bed
Oct 13 – 20
$149 per night
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Home in Cape Charles
Blocks from Beach / 1 Block from Historic DT
5 beds
Oct 1 – 6
$165 per night, originally $190
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Superhost
Home in Cape Charles
Pet Friendly Tiny Livin' 3min from Downtown Cape C
1 queen bed
Oct 2 – 7
$98 per night, originally $153
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Superhost
Cottage in Cape Charles
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
6 beds
Oct 9 – 14
$209 per night, originally $257
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Superhost
Farm stay in Cape Charles
Airstream Retreat Farm Stay Cape Charles
2 beds
Oct 2 – 7
$180 per night
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Superhost
Guest suite in Cape Charles
Chesapeake Retreat - Bay view
1 queen bed
Oct 15 – 20
$97 per night
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Superhost
Home in Cape Charles
Peach Haven II: Sunny spot 3 blocks to beach
3 beds
Oct 16 – 21
$153 per night
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Superhost
Hotel room in Cape Charles
The Laughing King Retreat, Cedar Island Suite
1 queen bed
Oct 1 – 7
$166 per night
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Home in Cape Charles
NEW! Spacious Cheriton Home: 8 Mi to Cape Charles!
12 beds
Oct 11 – 17
$671 per night
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Superhost
Home in Cape Charles
Modern Private Beach House close to Cape Charles
3 beds
Oct 2 – 7
$750 per night
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Superhost
Home in Cape Charles
Hidden Treasure
3 beds
Oct 3 – 8
$101 per night, originally $155
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Superhost
Cottage in Cape Charles
The Little Jewel
4 beds
Oct 10 – 16
$222 per night
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Superhost
Tiny home in Cape Charles
Smith Beach. Unique, luxurious creekside stay
2 beds
Oct 2 – 7
$132 per night, originally $189