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Search results; Over 1,000 homes in Port Haywood

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Top guest favourite
Tiny home in Port Haywood
The Tulgey Wood
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct
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4.96 out of 5 average rating, 27 reviews
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Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 64 reviews
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Home in New Point
Farmasea: Historic waterfront farmhouse getaway!
3 bedrooms, 6 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 19 reviews
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Home in Gloucester
Beach Heron Retreat
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 115 reviews
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Cottage in Port Haywood
Bavon Cottage, Family Getaway @ the Chesapeake Bay
4 bedrooms, 6 beds, 2.5 bathrooms
8–13 Sept
4.9 out of 5 average rating, 39 reviews
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Loft in Bohannon
Rooftop Chesapeake Bay Views! Waterfront Retreat
1 king bed, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Hudgins
Oyster Haven- private beach front home 3 bedrooms
3 bedrooms, 4 beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 38 reviews
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Home in Mathews
Quirky cottage in downtown Mathews
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.9 out of 5 average rating, 112 reviews
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Home in Port Haywood
Saint Salty | Private Beach, Hot Tub + Bay Views
4 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
4.89 out of 5 average rating, 63 reviews
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Home in Port Haywood
Brighton Winter House - Restored Historic Home
4 bedrooms, 5 beds, 1.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 231 reviews
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Home in Bavon
Your Private Beachfront Retreat - Selah on the Bay
3 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 7 reviews
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Home in New Point
Wilton’s Watch now with 4 BR & 2 Full Bath
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 96 reviews
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Home in Foster
Crabber's Cottage on Mill Lane
3 bedrooms, 6 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 45 reviews
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Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 94 reviews
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Home in Hudgins
Private Beach Getaway at Finest Chesapeake Bay
3 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.91 out of 5 average rating, 35 reviews
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Home in Mathews
"Right on the Water" vacation home in Mathews
4 bedrooms, 6 beds, 3.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 28 reviews
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Cottage in Port Haywood
Chesapeake Bay All year Getaway “Beach Music”
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
4.63 out of 5 average rating, 8 reviews
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Superhost
Home in Mathews County
Island Vibes/ Bayfront Retreat w/private beach
3 bedrooms, 3 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews