Search results; Over 1,000 homes in Gwynn

Guest favourite
Home in Gwynn
~ Beautiful Gwynn’s Island Waterfront Home ~
4 bedrooms, 6 beds, 2 private bathrooms
6–11 Jul
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5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Gwynn
‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
4.98 out of 5 average rating, 95 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
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 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
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 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
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
Guest favourite
Home in Gwynn
The Sandbar on Gwynn’s Island
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Aug
Home in Hudgins
Gwynn's Island Gem | Private Beach & Bay Views
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Guest favourite
Cottage in Gwynn
320 Water View and Access Retreat - Fiddlers Green
4.91 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
Hotel in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
New place to stay, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Gwynn
Island Oasis 4+ acre waterfront house with hot tub
4.98 out of 5 average rating, 46 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
15–20 Aug
Guest favourite
Home in Hudgins
Private Beach Getaway at Finest Chesapeake Bay
4.96 out of 5 average rating, 28 reviews, 3 bedrooms, 7 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Home in Mathews County
Oyster Haven on Lanes Creek
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Hudgins
The Boathouse- Chesapeake Bay; Kayakers love it.
4.83 out of 5 average rating, 109 reviews, 4 bedrooms, 7 beds, 3 bathrooms
16–21 Sept
Top guest favourite
Home in Cobbs Creek
Blue Heron WaterSide
4.98 out of 5 average rating, 171 reviews, 4 bedrooms, 8 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Hallieford
Chesapeake Bay Retreat - "Green Bay"
4.89 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Guest favourite
Home in Moon
The Retreat at Lilly's Neck
4.92 out of 5 average rating, 66 reviews, 4 bedrooms, 4 beds, 1 bathroom
14–19 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
8–13 Sept