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Port Haywood Holiday Rentals

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Our top choices for Port Haywood holiday rentals

10.0 out of 10, Exceptional, (141)
"We had a great stay. The house fits our needs very well. We also enjoyed the screened-in porch. WE have an older dog and I should have asked about stairs but the place was great. We would stay again"
United States
Kristin W.
Private, 7-acre waterfront retreat on Winter Harbor Haven

Condo resort in Williamsburg

King’s Creek Resort by Spinnaker
4.5 star property
8.6 out of 10, Excellent, (116)
"Great stay, clean place and fronr gate security was wonderful and very friendly!"
United States
Kaley
King’s Creek Resort by Spinnaker
8.2 out of 10, Very good, (28)
"From the outside the place looked kind of bare and not very outstanding. However, the inside was fine. Co.fortable bed and nice accommodations. "
United States
Cheryl T.
Perfect Cozy Vacation Rental on the Eastern Shore
10.0 out of 10, Exceptional, (65)
"Just like it was represented on VRBO! Excellent property, rooms were great with plenty of space. The furnishings were complete and in working order. Every detail was thought of - even a firepit that was prepared to light! "
United States
Mark B.
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
9.2 out of 10, Wonderful, (9)
"We cooked all our meals using both kitchens and had plenty of room and supplies to do so. Absolutely loved the grill and outdoor seating arrangements. We had plenty of room for everyone and the home matched exactly as advertised. "
United States
Hunter G.
Water front Oasis with pickle-ball court and hot tub
10.0 out of 10, Exceptional, (359)
"Great location, great accommodations! "
United States
Ivan R.
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (177)
"Awesome location, very relaxing. Views were amazing. "
United States
Terry S.
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
10.0 out of 10, Exceptional, (192)
"The private location and waterfront vistas are a big plus. Families can fish, kayak and enjoy swimming from a sandy beach. We saw eagles, ospreys and a dolphin! The sunrises and sunsets are picture worthy!So restful-nature and amenities all in one! "
United States
Susan S.
Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!
9.4 out of 10, Exceptional, (131)
"The home and property were absolutely perfect for our family! The location is optimal for a vacation combo of education and beach, we enjoyed both! "
United States
Deb G.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.8 out of 10, Exceptional, (51)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
United States
Ashley M.
The Little Blue Cottage - Topping : Waterfront!
10.0 out of 10, Exceptional, (158)
"This was a quick get away for myself and my loved one for my birthday that was perfect. We had the best time playing in the water with the paddleboard, fishing, cooking on the grill, relaxing in the hot tub. "
United States
Alyssa W.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
10.0 out of 10, Exceptional, (156)
"Great stay and very clean"
United States
Marla M.
The price is AU$651
includes taxes & fees
21 Dec - 22 Dec
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
9.6 out of 10, Exceptional, (33)
"Beautiful location . Very convient to most of Cape Charles. Would stay here again.."
United States
Christopher B.
Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach
9.2 out of 10, Wonderful, (49)
"Great location for our stay and family reunion everything was within 10 minutes good times nice spacious home"
United States
Morris E.
Waterfront Escape with Indoor Cedar Pool & Hot Tub-Chesapeake Bay Retreat

Holiday Home in White Stone

Serenity on the Rappahannock
10.0 out of 10, Exceptional, (10)
"Great house and location. Stunning view. "
United States
Tim B.
Serenity on the Rappahannock
9.4 out of 10, Exceptional, (46)
"Location is ideal"
United States
Christy M
The price is AU$354
includes taxes & fees
11 Dec - 12 Dec
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
10.0 out of 10, Exceptional, (1)
The price is AU$177
includes taxes & fees
13 Dec - 14 Dec
The Farm Overlook Treehouse At Blanchard Farm
10.0 out of 10, Exceptional, (18)
"Beautiful, spacious, well appointed home. Met all the needs from baby to 4 adults. Very comfortable beds. Highly recommend and would stay again if in the area. You won’t be disappointed. "
United States
DENA H.
The price is AU$1,158
includes taxes & fees
11 Dec - 12 Dec
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

Holiday Home in Historic Downtown Cape Charles

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, (145)
"Had a wonderful time , house was warm and inviting walking distance to both the beach and local shops and restaurants. Hope we ca n come back again@"
United States
Jean w.
The price is AU$729
includes taxes & fees
2 Jan - 3 Jan 2026
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
10.0 out of 10, Exceptional, (5)
"The house was clean and tastefully decorated. The photos do not do the house justice. House step up: Four out of the seven bedrooms had their own bathroom. Each bedroom had a queen bed except the larger room that had 2 queen beds and a crib. Each room had a house size closet with a few hangers. There is a washer and dryer upstairs in the hallway. Location: the house is right off and busy bypass. The noise was not too bad. The house sits on a lot with another smaller house that I believe is...
United States
Vinesha W.
The price is AU$1,873
includes taxes & fees
15 Dec - 16 Dec
8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
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

Find out more about Port Haywood

Everything you need to know about Port Haywood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Haywood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Haywood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Port Haywood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Haywood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Haywood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Haywood holiday rentals we have selected for you start as low as AU$177 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Port Haywood rentals

At Expedia, we put the best Port Haywood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Port Haywood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Haywood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Haywood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Private, 7-acre waterfront retreat on Winter Harbor Haven: This highly rated holiday home rental in Port Haywood is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Chesapeake Bay. In the wider area, you’ll find Bethel Beach Natural Area Preserve and Gwynn's Island Musuem.

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.