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Port Haywood Holiday Rentals

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Holiday Rentals in Port Haywood

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (137)
"Amazing"
Private, 7-acre waterfront retreat on Winter Harbor Haven

King’s Creek Resort by Spinnaker

4.0 star property
8.6 out of 10, Excellent, (78)
"It’s very near everything so is convenient,"
King’s Creek Resort by Spinnaker

Kings Creek Plantation by TripForth

3.5 star property
8.4 out of 10, Very good, (41)
"This was probably the best property that I've stayed at, maybe ever. I had a family of 8 and the two apartments that we shared were perfect. I will be staying here again"
Kings Creek Plantation by TripForth

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (26)
"Dated and not modern, clean but not a getaway or vacation rental, stove and oven dirty, only a few dishwater items available. "
Perfect Cozy Vacation Rental on the Eastern Shore

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (347)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10.0 out of 10, Exceptional, (212)
"My daughter's and I had a wonderful stay at the cottage! It has everything you need andwithin 30/40 min drive from various little towns and beaches. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

The Beach Peach - Downtown location with new charm!

8.0 out of 10, Very good, (1)
The Beach Peach - Downtown location with new charm!

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (61)
"Wanted a private place on the water, pictures don’t show a new home built directly behind this house. The fire pit and hot tub are basically in the front yard of the new house. If privacy aren’t an issue and great views are all the matters then this place is perfect."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (11)
"Loved our stay. Kim provided food and snacks and responded to any inquiries immediately. Great experience. Would definitely stay here again!"
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

9.8 out of 10, Exceptional, (216)
"We come here at least once a year, so clean, beautifully curated, and excellent location. "
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (138)
"We loved our short stay here. The cottage was very nice and located in a great spot. You could see the water from the screened in front porch. The cottage had everything we needed and was very comfortable and clean!The owners were awesome at communicating and everything was a breeze.We love Cape Charles and will definitely stay here when we come back!"
The price is NZ$871
includes taxes & fees
19 Sept - 20 Sept
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (160)
"Clean awesome place to stay…handy to all amenities "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (124)
"Great location for a weekend spent at Jamestown, Colonial Williamsburg and Busch Gardens! Awesome that we got to use the canoe! Also, really nice kitchen!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (134)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (47)
"Easy access to the property and to town. Very quite and comfy."
Cozy cottage on the Chesapeake Bay

Heart of City - Pool - Parking - Self check-in

2.0 out of 10, (1)
"Property manager canceled my stay with no notice. I had already driven a great distance to be there. Took several days for them to issue the refund despite the fact that they canceled the reservation same day. Actually they told me I had to cancel the reservation on my end. I assume this was so they would still get the money from the reservation, but I called to cancel it and explain the situation. Long story short don’t book here."
The price is NZ$470
includes taxes & fees
22 Aug - 23 Aug
Heart of City - Pool - Parking - Self check-in

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (19)
"Wonderful location, host communicated well"
The price is NZ$784
includes taxes & fees
20 Aug - 21 Aug
Bay Dream Believer Cottage on Beautiful East River Waterfront

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

9.6 out of 10, Exceptional, (38)
"Cozy, super quiet, comfortable"
The price is NZ$393
includes taxes & fees
20 Aug - 21 Aug
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (16)
"We stayed for 3 days while we were visiting our daughter. Cottage was beautifully decorated, welcoming and clean. Awesome view, picturesque and serene. Definitely will stay again! Absolutely loved it!"
Bubba Butler's Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Haywood Hotel Reviews

Frequently asked questions

Are there holiday rentals in Port Haywood?

Yes, there are holiday rentals close to the most popular sights in Port Haywood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Port Haywood has to offer?

Kings Creek Plantation by TripForth: This holiday home rental outside of Port Haywood is located near the airport, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly.

How many holiday rentals are there in Port Haywood?

Choose from 4 Expedia holiday rentals in Port Haywood for a memorable holiday.

What can I see and do in Port Haywood?

Explore the area and family-friendly sights such as Deltaville Maritime Museum, or get out into nature at a spot like Bethel Beach Natural Area Preserve. In the wider area, you’ll find Gwynn's Island Musuem and Cuba Island.

What are holiday rentals like in Port Haywood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port Haywood. Holiday rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.