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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, (141)
"We loved this secluded quiet property, especially the screened in porch. The house was clean and comfortable. We caught and ate fresh blue crab off the dock ,enjoyed day trips to Williamsburg and Norfolk, and spent time at the local Haven Beach."
United States
Kyle K.
Private, 7-acre waterfront retreat on Winter Harbor Haven
King’s Creek Resort by Spinnaker
4.5 star property
8.6 out of 10, Excellent, (102)
"The staff at check in was very friendly and helpful "
United States
Kathleen
King’s Creek Resort by Spinnaker
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
10.0 out of 10, Exceptional, (219)
"We had a great time staying here. The private beach was exactly what we needed to relax and have fun. "
United States
Christen G.
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (357)
"We had a terrific vacation at a lovely home in a unique location. "
United States
Benjamin E.
Cottage on a Private Island in the York River
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
10.0 out of 10, Exceptional, (301)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
United States
ROBERT T.
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
10.0 out of 10, Exceptional, (168)
"Ashley is a wonderful host! The house was spotless and convenient to everything! Thank you for a great vacation!!"
United States
cgs c.
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (129)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
United States
Stacy W.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Perfect Cozy Vacation Rental on the Eastern Shore
8.2 out of 10, Very good, (27)
"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
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
9.4 out of 10, Exceptional, (43)
"Location is ideal"
United States
Christy M
The price is NZ$405
includes taxes & fees
6 Nov - 7 Nov
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
10.0 out of 10, Exceptional, (64)
"One of the best properties we have ever stayed at. It was so well stocked with everything. The kitchen cabinets were labeled and contained everything you could possibly need. The house was clean and in excellent condition. We loved having a beach area that was so private. There were nine adults, three small children and two babies in our group and there was plenty of room in the house for all of us. I would highly recommend this property."
United States
Mike R.
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, (143)
"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 NZ$835
includes taxes & fees
27 Oct - 28 Oct
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
9.8 out of 10, Exceptional, (220)
"The cottage was cleanly, cozy and a great location to walk historic Yorktown. Highly recommend! "
United States
Kimberlee K.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Overlooking Park with 1st and 2nd Floor Primary Suites.
10.0 out of 10, Exceptional, (99)
"Great house. Fun stay in Cape Charles"
United States
john l.
Overlooking Park with 1st and 2nd Floor Primary Suites.
Pleasurable Escape Hampton
9.4 out of 10, Exceptional, (21)
"The house was spotless and accommodations just as advertised. Thanks for a restful vacation home."
United States
Kate I.
Pleasurable Escape Hampton
Enjoy family fun and Sunsets at Piankatank Point.
9.6 out of 10, Exceptional, (66)
"This is our second time with this rental and it is amazing. The best laid back area and very responsive hosts. "
United States
Elisa G.
Enjoy family fun and Sunsets at Piankatank Point.
Cozy cottage on the Chesapeake Bay
9.8 out of 10, Exceptional, (50)
"Easy access to the property and to town. Very quite and comfy."
United States
Juan Carlos V.
Cozy cottage on the Chesapeake Bay
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (50)
"We had a wonderful time at The Little Blue Cottage. Everything was impeccably clean and very comfortable. 1The view of the water was beautiful. Forrest, the owner, was very responsive and accommodating. Ovwrall, we enjoyed our stay and would love to back sometime. "
United States
Liz M.
The Little Blue Cottage - Topping : Waterfront!
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
10.0 out of 10, Exceptional, (155)
"Wonderful location, well maintained, and clean."
United States
Tim B.
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex
9.8 out of 10, Exceptional, (98)
"This was perfect for a weekend stay with friends! "
United States
Hannah G.
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex
Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach
9.6 out of 10, Exceptional, (32)
"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
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 favorite 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 depends 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 NZ$405 per night. Entering your travel dates in the search wizard you might find 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.