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Search results; Over 1,000 homes in Port Haywood

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Guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds, 1 private bathroom
12–17 Oct
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4.94 out of 5 average rating, 69 reviews
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Top guest favourite
Home in Port Haywood
Brighton Winter House - Restored Historic Home
4 bedrooms, 5 beds, 1.5 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Tiny home in Port Haywood
The Tulgey Wood
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 30 reviews
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Top guest favourite
Home in New Point
Wilton’s Watch now with 4 BR & 2 Full Bath
4 bedrooms, 5 beds, 2 bathrooms
10–15 Oct
4.96 out of 5 average rating, 98 reviews
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Top guest favourite
Home in Bavon
Your Private Beachfront Retreat - Selah on the Bay
3 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Onemo
The Harbor House - Waterfront with private pier!
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.96 out of 5 average rating, 81 reviews
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Top guest favourite
Home in New Point
Farmasea: Historic waterfront farmhouse getaway!
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 20 reviews
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Guest house in Gloucester
The Cottage
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Cottage in Port Haywood
Modern Beachfront Cottage with Endless Bay Views
2 bedrooms, 5 beds, 1 bathroom
6–11 Oct
4.95 out of 5 average rating, 200 reviews
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Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 96 reviews
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Home in Grimstead
Gwynns Island Waterfront Getaway
3 bedrooms, 4 beds, 1 bathroom
10–15 Oct
4.89 out of 5 average rating, 369 reviews
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Top guest favourite
Home in Gloucester Courthouse
"Bee-Z Haven" Waterfront Cottage on the Ware River
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.97 out of 5 average rating, 343 reviews
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Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds, 1 bathroom
8–13 Nov
4.95 out of 5 average rating, 231 reviews
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Superhost
Cottage in Deltaville
Stunning Beachfront Cottage on the Chesapeake
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.77 out of 5 average rating, 168 reviews
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Guest favourite
Home in Mathews
Piper’s Landing: Relaxing beach house near the Bay
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Oct
4.88 out of 5 average rating, 168 reviews
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Top guest favourite
Tiny home in Diggs
Stargazer Tiny Cabin
1 bedroom, 3 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 235 reviews
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Guest favourite
Home in Mathews County
Driftwood Cove Cottage
3 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Onemo
Spacious waterfront home, private dock
5 bedrooms, 8 beds, 3.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 37 reviews
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Loft in Bohannon
Rooftop Chesapeake Bay Views! Waterfront Retreat
1 king bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 8 reviews