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Search results; Over 1,000 homes in Port Haywood

Guest favourite
Home in Port Haywood
Saint Salty | Private Beach, Hot Tub + Bay Views
4 bedrooms, 9 beds, 3 private bathrooms
4–9 Oct
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4.89 out of 5 average rating, 61 reviews
Guest favourite
Home in Bavon
Chesapeake Shore Cottage: Private Beach w/Kayaks
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Room in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 58 reviews
Superhost
Home in Mathews County
Island Vibes/ Bayfront Retreat w/private beach
3 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in New Point
Farmasea: Historic waterfront farmhouse getaway!
3 bedrooms, 6 beds, 2.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 16 reviews
Home in Foster
"Grace Sea" - Cozy overlooking East River
3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
Guest favourite
Loft in Bohannon
Rooftop Chesapeake Bay Views! Waterfront Retreat
1 king bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Tiny home in Port Haywood
The Tulgey Wood
1 bedroom, 1 queen bed, 1 bathroom
3–8 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Susan
Auburn Skies
2 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 127 reviews
Top guest favourite
Home in Gloucester
Beach Heron Retreat
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 114 reviews
Superhost
Home in Mathews County
Driftwood Cove Cottage
3 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Foster
Crabber's Cottage on Mill Lane
3 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Treehouse in Diggs
Wisteria Treehouse
WC
31 Aug – 5 Sept
4.93 out of 5 average rating, 72 reviews
Guest favourite
Cottage in Moon
Blue Moon Cottage | Chesapeake Bay Retreat
1 bedroom, 2 single beds, 1 bathroom
26–31 Aug
4.89 out of 5 average rating, 90 reviews
Top guest favourite
Home in Mathews
Quirky cottage in downtown Mathews
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.91 out of 5 average rating, 109 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Gloucester
L'Hermione
4 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
4.88 out of 5 average rating, 24 reviews