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Port Haywood Holiday Rentals

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50 rentals in Port Haywood.
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Private, secluded waterfront cottage - pool and hot tub feet from the back door., holiday rental in Port Haywood

Private, secluded waterfront cottage - pool and hot tub feet from the back door.

3 bedrooms
2 bathrooms
Sleeps 6
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Modern Family Beachfront Cottage with Endless Bay Views, holiday rental in Port Haywood

Modern Family Beachfront Cottage with Endless Bay Views

2 bedrooms
1 bathroom
Sleeps 6
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Private Waterfront Retreat on Winter Harbor, holiday rental in Port Haywood

Private Waterfront Retreat on Winter Harbor

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Sea Captain’s Haven on Mobjack Bay, holiday rental in Port Haywood

Historic Sea Captain’s Haven on Mobjack Bay

3 bedrooms
3 bathrooms
Sleeps 6
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Craving small town comfort. Private riverfront for miles, beach, nature for all, holiday rental in Port Haywood

Craving small town comfort. Private riverfront for miles, beach, nature for all

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Remote Island Rejuvenation + Enhanced Cleaning. WiFi. Pets Welcome!, holiday rental in Port Haywood

Remote Island Rejuvenation + Enhanced Cleaning. WiFi. Pets Welcome!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Chesapeake Bay Boating, Fishing, and Private Beach, holiday rental in Port Haywood

Chesapeake Bay Boating, Fishing, and Private Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Experience the Chesapeake Bay At Gwynn's Island Cottage, holiday rental in Port Haywood

Experience the Chesapeake Bay At Gwynn's Island Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chesapeake Bay Waterfront Cottage Pool, Pier, Kayaks, Wifi 2 Bd/2 Ba, Mini Golf, holiday rental in Port Haywood

Chesapeake Bay Waterfront Cottage Pool, Pier, Kayaks, Wifi 2 Bd/2 Ba, Mini Golf

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Updated Waterfront Farmhouse on 3 Acres, holiday rental in Port Haywood

Updated Waterfront Farmhouse on 3 Acres

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg, holiday rental in Port Haywood

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Exquisite Riverfront Living! Newly renovated;  convenient to historic sites., holiday rental in Port Haywood

Exquisite Riverfront Living! Newly renovated; convenient to historic sites.

5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Vacation Getaway on Chesapeake Bay, holiday rental in Port Haywood

Vacation Getaway on Chesapeake Bay

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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PRIVATE BEACH on the Chesapeake Bay with 300 feet of shoreline, holiday rental in Port Haywood

PRIVATE BEACH on the Chesapeake Bay with 300 feet of shoreline

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly, holiday rental in Port Haywood

Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A 1763 Georgian Manor near Williamsburg and Virginia's Historic Triangle, holiday rental in Port Haywood

A 1763 Georgian Manor near Williamsburg and Virginia's Historic Triangle

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Quiet Retreat on North River in Historic Gloucester, Virginia, holiday rental in Port Haywood

Charming Quiet Retreat on North River in Historic Gloucester, Virginia

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beach House on Chesapeake Bay!, holiday rental in Port Haywood

Beach House on Chesapeake Bay!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**, holiday rental in Port Haywood

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Welcome to The Cottage at Jameslin, holiday rental in Port Haywood

Welcome to The Cottage at Jameslin

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relax at the Mystic Seahorse Cottage on Gwynn's Island!, holiday rental in Port Haywood

Relax at the Mystic Seahorse Cottage on Gwynn's Island!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fantastic waterfront home on Jackson Creek, holiday rental in Port Haywood

Fantastic waterfront home on Jackson Creek

2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Chesapeake Bay Cottage, Private Pool, Pier and Kayaks, holiday rental in Port Haywood

Chesapeake Bay Cottage, Private Pool, Pier and Kayaks

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Get-a-Way River House, holiday rental in Port Haywood

Get-a-Way River House

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Private Waterfront Retreat, holiday rental in Port Haywood

Private Waterfront Retreat

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The River House Getaway! Come Relax and Enjoy!, holiday rental in Port Haywood

The River House Getaway! Come Relax and Enjoy!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterview & Water Access, Luxurious Retreat, holiday rental in Port Haywood

Waterview & Water Access, Luxurious Retreat

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and Private Beach, holiday rental in Port Haywood

Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and Private Beach

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Private Beachfront Home on Chesapeake Bay - Gwynn’s Island, holiday rental in Port Haywood

Private Beachfront Home on Chesapeake Bay - Gwynn’s Island

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Kayak and Nature Lovers Dream Mathews County Farmhouse, holiday rental in Port Haywood

Waterfront Kayak and Nature Lovers Dream Mathews County Farmhouse

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA., holiday rental in Port Haywood

Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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'Bee Haven' Cottage Retreat Near Colonial Williamsburg, holiday rental in Port Haywood

'Bee Haven' Cottage Retreat Near Colonial Williamsburg

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chesapeake Bay Secluded Waterfront Log Cabin, holiday rental in Port Haywood

Chesapeake Bay Secluded Waterfront Log Cabin

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Historic River Cottage at Glebefield, holiday rental in Port Haywood

Historic River Cottage at Glebefield

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Crane's Nest - a charming fully renovated farmhouse, holiday rental in Port Haywood

The Crane's Nest - a charming fully renovated farmhouse

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mobjack Bay Cottage Overlooking East River & Mobjack Bay, holiday rental in Port Haywood

Mobjack Bay Cottage Overlooking East River & Mobjack Bay

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Cape Cod Located Close to Williamsburg, holiday rental in Port Haywood

Charming Cape Cod Located Close to Williamsburg

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Private Room  with en-suite in Charming  newly renovated Farmhouse, holiday rental in Port Haywood

Beautiful Private Room with en-suite in Charming newly renovated Farmhouse

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Waterfront Abode with Patio & Dock!, holiday rental in Port Haywood

Romantic Waterfront Abode with Patio & Dock!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Home with Pier, 2bds/1ba, holiday rental in Port Haywood

Waterfront Home with Pier, 2bds/1ba

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stay on Historic Gloucester Main Street!, holiday rental in Port Haywood

Stay on Historic Gloucester Main Street!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Relax, Recharge And Enjoy...Near Williamsburg Walk To Restaurants and Shops, holiday rental in Port Haywood

Relax, Recharge And Enjoy...Near Williamsburg Walk To Restaurants and Shops

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Private Retreat - Wareloch a Waterfront Estate in Tidewater, holiday rental in Port Haywood

Private Retreat - Wareloch a Waterfront Estate in Tidewater

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Living Overlooking Private Pier-picturesque Views And Sunsets!, holiday rental in Port Haywood

Waterfront Living Overlooking Private Pier-picturesque Views And Sunsets!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Mobjack Bay Beach House in Gloucester!, holiday rental in Port Haywood

Waterfront Mobjack Bay Beach House in Gloucester!

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Riverfront Cottage: Fire Pit & Kayaks, holiday rental in Port Haywood

Riverfront Cottage: Fire Pit & Kayaks

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Waterfront Modern Farmhouse on 22 Private Acres, holiday rental in Port Haywood

Waterfront Modern Farmhouse on 22 Private Acres

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxe Waterfront Home: Kayak, Canoe, Grill + More!, holiday rental in Port Haywood

Luxe Waterfront Home: Kayak, Canoe, Grill + More!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Colonial 1740 House, holiday rental in Port Haywood

Cozy Colonial 1740 House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Cozy Gloucester Getaway w/ Porch & Sunroom!, holiday rental in Port Haywood

NEW! Cozy Gloucester Getaway w/ Porch & Sunroom!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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