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Search results; Over 1,000 homes in Port Haywood

Top guest favourite
Home in Port Haywood
Brighton Winter House - Restored Historic Home
4 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
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, 66 reviews
Top guest favourite
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 Onemo
The Harbor House - Waterfront with private pier!
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Home in Bavon
Your Private Beachfront Retreat - Selah on the Bay
3 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Foster
Victorian Farmhouse with private waterfront & pier
6 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
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, 97 reviews
Guest favourite
Home in Moon
The Retreat at Lilly's Neck
4 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.91 out of 5 average rating, 74 reviews
Top guest favourite
Cottage in Chesapeake
The Cottage @ Captain Genes - Secluded Waterfront
3 bedrooms, 5 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 162 reviews
Guest favourite
Home in Mathews
Piper’s Landing: Relaxing beach house near the Bay
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
4.88 out of 5 average rating, 167 reviews
Guest favourite
Home in Onemo
Spacious waterfront home, private dock
5 bedrooms, 8 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 35 reviews
Guest favourite
Home in Port Haywood
East River/Mobjack Bay Mathews
3 bedrooms, 4 beds, 3 bathrooms
24–29 Nov
4.97 out of 5 average rating, 31 reviews
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Tiny home in Port Haywood
The Tulgey Wood
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
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 Port Haywood
Private Beachfront Bay Kayaks Family Sleeps 10
4 bedrooms, 7 beds, 3.5 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 52 reviews
Guest favourite
Home in Bavon
Chesapeake Shore Cottage: Private Beach w/Kayaks
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Mathews
"Right on the Water" vacation home in Mathews
4 bedrooms, 6 beds, 3.5 bathrooms
11–16 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Mathews
Southern Delight in Mathews Virginia
4 bedrooms, 6 beds, 1.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 9 reviews