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Search results; 490 homes in Gwynn

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Top guest favourite
Home in Grimstead
Gwynns Island Waterfront Getaway
3 bedrooms, 4 beds, 1 private bathroom
22–27 Sept
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4.89 out of 5 average rating, 367 reviews
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Top guest favourite
Home in Gwynn
‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
5 beds
21–26 Sept
4.98 out of 5 average rating, 103 reviews
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Guest favourite
Cottage in Gwynn
Sunset Haven
4 beds
28 Sept – 3 Oct
4.9 out of 5 average rating, 52 reviews
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Top guest favourite
Guest house in Redart
Tiny Island House
1 queen bed
4–9 Oct
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Hotel in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
1 king bed
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Gwynn
Beachfront Oasis
7 beds
21–26 Sept
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Gwynn
~ Beautiful Gwynn’s Island Waterfront Home ~
6 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Hudgins
Oyster Haven- private beach front home 3 bedrooms
4 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Home in Gwynn
Island Oasis 4+ acre waterfront house with hot tub
7 beds
20–25 Sept
4.98 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Gwynn
Mathews Gwynn's Island Chesapeake Bay- Sand Beach!
5 beds
13–18 Oct
4.99 out of 5 average rating, 95 reviews
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Cottage in Gwynn
Island Get-A-Way on the Chesapeake Bay with Beach
5 beds
20–27 Sept
4.93 out of 5 average rating, 43 reviews
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Top guest favourite
Cottage in Gwynn
320 Water View and Access Retreat - Fiddlers Green
4 beds
19–24 Sept
4.95 out of 5 average rating, 20 reviews
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Home in Hudgins
Gwynn's Island Gem | Private Beach & Bay Views
4 beds
21–26 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Gwynn
The Sandbar on Gwynn’s Island
4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Hudgins
Private Beach Getaway at Finest Chesapeake Bay
7 beds
20–25 Sept
4.91 out of 5 average rating, 35 reviews
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Home in Hudgins
The Boathouse- Chesapeake Bay; Kayakers love it.
7 beds
19–24 Sept
4.82 out of 5 average rating, 110 reviews
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Top guest favourite
Home in Cobbs Creek
Blue Heron WaterSide
8 beds
12–17 Oct
4.98 out of 5 average rating, 176 reviews
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Guest favourite
Home in Mathews County
Oyster Haven on Lanes Creek
2 queen beds
11–16 Oct
4.95 out of 5 average rating, 22 reviews
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Top guest favourite
Tiny home in Diggs
Stargazer Tiny Cabin
3 beds
20–25 Sept
4.95 out of 5 average rating, 235 reviews