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Search results; Over 1,000 homes in Gwynn

Guest favourite
Cottage in Gwynn
320 Water View and Access Retreat - Fiddlers Green
2 bedrooms, 4 beds, 2 private bathrooms
18–23 Jul
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4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Gwynn
‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
4.98 out of 5 average rating, 96 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Home in Grimstead
Gwynns Island Waterfront Getaway
4.89 out of 5 average rating, 357 reviews, 3 bedrooms, 4 beds, 1 bathroom
11–16 Jul
Hotel in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
New place to stay, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest house in Redart
Tiny Island House
New place to stay, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Home in Gwynn
Mathews Gwynn's Island Chesapeake Bay- Sand Beach!
4.99 out of 5 average rating, 89 reviews, 3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
Guest favourite
Home in Gwynn
The Sandbar on Gwynn’s Island
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Guest favourite
Cottage in Gwynn
Sunset Haven
4.89 out of 5 average rating, 47 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
Top guest favourite
Home in Hudgins
Oyster Haven- private beach front home 3 bedrooms
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Jul
Guest favourite
Cottage in Gwynn
Island Get-A-Way on the Chesapeake Bay with Beach
4.93 out of 5 average rating, 41 reviews, 3 bedrooms, 5 beds, 1 bathroom
16–23 Aug
Top guest favourite
Home in Cobbs Creek
Million $ Views! Pool! Private Hot Tub! EV Charger
4.91 out of 5 average rating, 179 reviews, 3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Gwynn
Beachfront Oasis
5.0 out of 5 average rating, 12 reviews, 5 bedrooms, 7 beds, 4 bathrooms
12–17 Aug
Top guest favourite
Home in Mathews County
Oyster Haven on Lanes Creek
4.94 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
4.99 out of 5 average rating, 126 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
4.96 out of 5 average rating, 55 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Barn in Cobbs Creek
The Barn at Pond Point - Riverfront Home
4.95 out of 5 average rating, 136 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
Guest favourite
Home in Mathews
Quirky cottage in downtown Mathews
4.9 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Flat in Cobbs Creek
Peaceful Private Waterside Apartment
5.0 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Home in White Stone
1891 Coastal Charmer: fully renovated farmhouse
4.99 out of 5 average rating, 140 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug