227 stays

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Home in Gwynn
‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
5 beds
Jan 21 – 28
$199 per night
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Vacation home in Gwynn
Waterfront cottage w/ private dock, pet friendly!
4 beds
Nov 2 – 9
$321 per night
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Superhost
Home in Gwynn
Gwynn's Island on Chesapeake Bay- Sand Beach!
5 beds
Nov 11 – 18
$350 per night
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Superhost
Home in Gwynn
Island Nook
2 queen beds
Feb 11 – 18
$123 per night
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Superhost
Cottage in Gwynn
Mystic Seahorse Cottage
2 beds
Nov 4 – 11
$123 per night
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Home in Gwynn
Beach on the Bay at the bAy-Frame
7 beds
Jan 27 – Feb 3
$351 per night
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Cottage in Gwynn
Sunset Haven
4 beds
Nov 1 – 8
$150 per night
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Superhost
Home in Grimstead
Gwynns Island Waterfront Getaway
4 beds
Feb 24 – Mar 3
$271 per night
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Superhost
Cottage in Gwynn
Island Get-A-Way on the Chesapeake Bay with Beach
5 beds
Feb 12 – 19
$270 per night
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Superhost
Home in Gwynn
Beautiful Gwynn’s Island Waterfront Home
6 beds
Aug 13 – 20
$293 per night
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Superhost
Cottage in Hudgins
Welcome Short Term Travellers + Fishing Cottage
2 beds
Feb 5 – 12
$131 per night
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Superhost
Cottage in Deltaville
Unique & bright two-bedroom waterfront cottage
2 beds
Jan 22 – 29
$185 per night
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Superhost
Home in Cobbs Creek
Kimary’s Covette
3 beds
Oct 8 – 15
$86 per night
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Home in Hudgins
*Back to school special * Hills Bay Hideaway
4 beds
Nov 20 – 27
$306 per night
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Superhost
Cottage in Moon
Blue Moon Haven- Cozy Vintage Cottage in Mathews
3 beds
Sep 7 – 12
$135 per night
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Loft in Hudgins
Milford Haven Hideaway
3 beds
Jan 5 – 12
$131 per night
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Superhost
Cabin in Deltaville
"The Little Red Cabin" aka The Galley
2 beds
Mar 31 – Apr 7
$86 per night
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Home in Hallieford
Chesapeake Bay Retreat - "Green Bay"
3 beds
Jan 21 – 28
$113 per night
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Guesthouse in Mathews
Magnolia Cove peaceful waterfront 1BR cottage
4 beds
Sep 6 – 13
$149 per night
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Superhost
Cottage in Bohannon
Waterfront Cottage Pool,Kayaks&Pier
1 king bed
Mar 10 – 17
$220 per night