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Search results; Over 1,000 homes in Port Haywood

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Guest favourite
Home in Port Haywood
The Sailors Cottage (vacation rental)
2 bedrooms, 5 beds, 1 private bathroom
16–21 Sept
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4.84 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Port Haywood
Brighton Winter House - Restored Historic Home
4 bedrooms, 5 beds
16–21 Sept
5.0 out of 5 average rating, 13 reviews
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Home in New Point
Farmasea: Historic waterfront farmhouse getaway!
3 bedrooms, 6 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 19 reviews
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Home in New Point
Wilton’s Watch now with 4 BR & 2 Full Bath
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 98 reviews
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Home in Foster
Victorian Farmhouse with private waterfront & pier
6 bedrooms, 7 beds
12–17 Oct
5.0 out of 5 average rating, 32 reviews
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Guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds
12–17 Oct
4.94 out of 5 average rating, 69 reviews
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Home in Onemo
The Harbor House - Waterfront with private pier!
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 80 reviews
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Home in Moon
The Retreat at Lilly's Neck
4 bedrooms, 4 beds
19–24 Sept
4.91 out of 5 average rating, 75 reviews
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Home in Onemo
Spacious waterfront home, private dock
5 bedrooms, 8 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 37 reviews
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Top guest favourite
Home in Bavon
Your Private Beachfront Retreat - Selah on the Bay
3 bedrooms, 6 beds
17–22 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Port Haywood
Private Beachfront Bay Kayaks Family Sleeps 10
4 bedrooms, 7 beds
26 Sept – 1 Oct
4.98 out of 5 average rating, 53 reviews
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Top guest favourite
Cottage in Chesapeake
The Cottage @ Captain Genes - Secluded Waterfront
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 163 reviews
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Home in Mathews
Piper’s Landing: Relaxing beach house near the Bay
2 bedrooms, 3 beds
18–23 Sept
4.88 out of 5 average rating, 167 reviews
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Home in Foster
Crabber's Cottage on Mill Lane
3 bedrooms, 6 beds
17–22 Sept
5.0 out of 5 average rating, 46 reviews
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Tiny home in Port Haywood
The Tulgey Wood
1 bedroom, 1 queen bed
16–21 Sept
4.97 out of 5 average rating, 30 reviews
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Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds
29 Sept – 4 Oct
4.96 out of 5 average rating, 96 reviews
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Home in Port Haywood
East River/Mobjack Bay Mathews
3 bedrooms, 4 beds
24–29 Nov
4.97 out of 5 average rating, 32 reviews
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Home in Mathews
15 Mi to Gloucester: Waterfront Mathews Home!
4 bedrooms, 6 beds
20–25 Sept
4.96 out of 5 average rating, 54 reviews
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Guest favourite
Treehouse in Diggs
Wisteria Treehouse
20–25 Sept
4.93 out of 5 average rating, 80 reviews