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Search results; 982 homes in Gwynn

Top guest favourite
Cottage in Gwynn
320 Water View and Access Retreat - Fiddlers Green
2 bedrooms, 4 beds, 2 private bathrooms
17–22 Aug
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4.93 out of 5 average rating, 15 reviews
Guest favourite
Guest house in Redart
Tiny Island House
1 bedroom, 1 queen bed
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Gwynn
‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
3 bedrooms, 5 beds
26–31 Aug
4.98 out of 5 average rating, 100 reviews
Top guest favourite
Room in Gwynn
Cricket Hill House — Waterfront Suite, 3 East
1 queen bed
17–22 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hudgins
Oyster Haven- private beach front home 3 bedrooms
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Gwynn
The Sandbar on Gwynn’s Island
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Gwynn
Island Oasis 4+ acre waterfront house with hot tub
4 bedrooms, 7 beds
15–20 Aug
4.98 out of 5 average rating, 48 reviews
Guest favourite
Home in Hudgins
Private Beach Getaway at Finest Chesapeake Bay
3 bedrooms, 7 beds
24–29 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Gwynn
Beachfront Oasis
5 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Gwynn
Sunset Haven
3 bedrooms, 4 beds
24–29 Aug
4.9 out of 5 average rating, 49 reviews
Top guest favourite
Home in Gwynn
Mathews Gwynn's Island Chesapeake Bay- Sand Beach!
3 bedrooms, 5 beds
20–25 Sept
4.99 out of 5 average rating, 93 reviews
Guest favourite
Treehouse in Diggs
Wisteria Treehouse
12–17 Sept
4.92 out of 5 average rating, 75 reviews
Home in Hudgins
Gwynn's Island Gem | Private Beach & Bay Views
3 bedrooms, 4 beds
17–22 Aug
Guest favourite
Home in Gwynn
~ Beautiful Gwynn’s Island Waterfront Home ~
4 bedrooms, 6 beds
19–24 Aug
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Grimstead
Gwynns Island Waterfront Getaway
3 bedrooms, 4 beds
22–27 Aug
4.89 out of 5 average rating, 361 reviews
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds
7–12 Sept
4.97 out of 5 average rating, 60 reviews
Guest favourite
Cottage in Gwynn
Island Get-A-Way on the Chesapeake Bay with Beach
3 bedrooms, 5 beds
23–30 Aug
4.93 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Deltaville
"The Little Red Cabin" aka The Galley
1 bedroom, 2 beds
20–25 Sept
4.97 out of 5 average rating, 348 reviews
Top guest favourite
Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds
27 Aug – 1 Sept
4.96 out of 5 average rating, 92 reviews