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Port Haywood Vacation Rentals

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Vacation Rentals in Port Haywood

Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (111)
"Beautiful home. Very well equipped."
Private, 7-acre waterfront retreat on Winter Harbor Haven
NO CHILDREN UNDER 5.. Smoking outside with doors and windows closed. No animals.
Fridge, microwave, stovetop, coffee/tea maker
NO CHILDREN UNDER 5.. Smoking outside with doors and windows closed. No animals.
10.0 out of 10, Exceptional, (121)
"a wonderful spot and great seafood just next door. watch for otters"
The price is $175
$209 total
includes taxes & fees
May 6 - May 7
NO CHILDREN UNDER 5.. Smoking outside with doors and windows closed. No animals.
Cottage on a Private Island in the York River
Exterior
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (300)
"This place was perfect for me, my husband and two adult friends. The views from the kitchen and family room are beautiful and peaceful. The kitchen was well stocked, the gas fireplace worked and the hosts were very good at communicating with us. We had no issues and would highly recommend this home. Thanks Mike and Donna!!"
Cottage on a Private Island in the York River
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The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Beach
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
10.0 out of 10, Exceptional, (121)
"Wonderful property & location!"
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Historic Cottage on Ware River Estate
Property grounds
Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, (241)
"Excellent base for exploring Williamsburg, Yorktown and Jamestown. Beautiful historic cottage on expansive grounds. Dead quiet."
Historic Cottage on Ware River Estate
Have you made your summer vacay plans yet at the Rivah in Irvington?
Property grounds
Have you made your summer vacay plans yet at the Rivah in Irvington?
10.0 out of 10, Exceptional, (263)
"Everything was as reviewed prior. What a lovely house. Clean, roomy, eclectic! We’ll definitely go back."
Have you made your summer vacay plans yet at the Rivah in Irvington?
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (61)
"This is a home away from home everything you need. You can hear the birds when you sit on the covered porch no trains or cars just peaceful and quiet. The decor is beautifully done. When you venture out Main Street has some great shoos and restaurants."
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Sojourn Aviators Dream on Back River
Property grounds
Sojourn Aviators Dream on Back River
10.0 out of 10, Exceptional, (7)
"4 sisters getting together to laugh and reminisce. We had a blast. The house was great and met our every need."
The price is $166
$434 total
includes taxes & fees
May 28 - May 29
Sojourn Aviators Dream on Back River
Walk to Town. 1st floor King Bed and bath! Family & Dog Friendly 🐕! Fire Pit🔥!
Sun loungers, beach towels
Walk to Town. 1st floor King Bed and bath! Family & Dog Friendly 🐕! Fire Pit🔥!
10.0 out of 10, Exceptional, (21)
"We had a nice, comfortable stay in Mathews. Our daughter graduated from USCG BM A School in Yorktown, about 35min from this property. She stayed one night with us, along with my husband, my father in law, two teens and two dogs. The house is very dog friendly with supplies and a big yard. Clean, comfortable place to hang out! Awesome communication with host! Great breakfast at Howard-Dooley Cafe just a few minutes away."
The price is $149
$309 total
includes taxes & fees
May 19 - May 20
Walk to Town. 1st floor King Bed and bath! Family & Dog Friendly 🐕! Fire Pit🔥!
Amazing views of the Chesapeake Bay.
Interior
Amazing views of the Chesapeake Bay.
10.0 out of 10, Exceptional, (10)
"We were in town for a reunion with good friends and former neighbors. This cottage was perfect for our needs! Spacious and comfortable. Kitchen stocked with everything you might need. Great view of the river and a covered front porch to sit and enjoy it! Lovely area to walk around as well. Host very responsive! I would definitely stay here again. Highly recommend!"
Amazing views of the Chesapeake Bay.
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
Property grounds
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
10.0 out of 10, Exceptional, (177)
"Cottage was clean & well equipped. Cheri is an excellent host. She has overlooked nothing to make a getaway comfortable for her guests. My husband caught (& released) 10 red fish during our stay. Our pup enjoyed the beach area. The town is a short ride away & had a few little shops to browse thru. We enjoyed our stay & will be back."
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
Vacation Getaway on Chesapeake Bay
3 bedrooms, iron/ironing board, WiFi, bed sheets
Vacation Getaway on Chesapeake Bay
10.0 out of 10, Exceptional, (138)
"The house is always immaculate and the amenities are great. The host is the best. The location can't be beat."
Vacation Getaway on Chesapeake Bay
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
Fridge, microwave, oven, stovetop
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
10.0 out of 10, Exceptional, (2)
"Last minute trip for a family funeral. This was a wonderful addition to my stay on the Eastern Shore because I was close to my church, family and friends but the property was everything a vacation should be! Excellent Home and yard space! A place of peace and serenity! Beautiful Home and Attentive Property Manager! Loved our time!"
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
Sunflower Cottage - Waterfront; Outdoor shower!
Beach
Sunflower Cottage - Waterfront; Outdoor shower!
10.0 out of 10, Exceptional, (1)
"Pleasant, relaxing, well-kept. Very convenient being right on the bay. Excellent customer service. Would definitely stay here again!"
Sunflower Cottage - Waterfront; Outdoor shower!
Cozy cottage on the Chesapeake Bay
Beach nearby
Cozy cottage on the Chesapeake Bay
10.0 out of 10, Exceptional, (24)
"Great stay and fun time Would like to do it again"
Cozy cottage on the Chesapeake Bay
Relaxing Luxurious Waterfront by RedAwning
Interior
Relaxing Luxurious Waterfront by RedAwning
10.0 out of 10, Exceptional, (4)
"First let me say, the property manager is absolutely fantastic! The communication was top notch, and they had a little gift for my son when we arrived. The view was amazing and we got to see F22s take off every morning. So cool!! The cleanliness was perfection and the property had everything we needed for our stay. I would definitely recommend this rental to anyone! Thanks for letting us stay!"
The price is $208
$644 total
includes taxes & fees
May 5 - May 6
Relaxing Luxurious Waterfront by RedAwning
Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.8 out of 10, Exceptional, (50)
"Unit 1B was exceptional for a weekend stay. Beautiful, artful, comfortable, new renovations all come to mind to describe. The living room was great and made very functional with kitchenette. Comfortable bed and plenty space for clothes. The bathroom was spacious with that heated floor!! No fear of going at night . . . . Would stay there again!!"
Modern Suite in Historic Building Two Blocks to Beach
Riverfront Cottage: Fire Pit & Kayaks
TV, fireplace, DVD player, books
Riverfront Cottage: Fire Pit & Kayaks
9.8 out of 10, Exceptional, (25)
"It was beautiful. We loved wake up to the beautiful water everyday."
Riverfront Cottage: Fire Pit & Kayaks
The Little Blue Cottage - Topping : Waterfront!
Property grounds
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (27)
"Property was clean and views of the water were great! Linens were provided and kitchen was stocked with whatever we needed. Highly recommend."
The Little Blue Cottage - Topping : Waterfront!
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
Property grounds
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
9.8 out of 10, Exceptional, (29)
"Centrally located, close to shopping, eating, hiking, and beach."
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
Don't see what you're looking for?
See all available properties in Port Haywood
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.

Port Haywood Vacation Rental Travel Info

Popular accommodation
Port Haywood private vacation homes
Known landmarks
Bethel Beach, Bethel Beach Natural Area Preserve and Gwynn's Island Musuem
International airports
Norfolk, VA (ORF-Norfolk Intl.) and Richmond, VA (RIC-Richmond Intl.)

Other types of properties in Port Haywood you may be interested in

Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (111)
"Beautiful home. Very well equipped."
Private, 7-acre waterfront retreat on Winter Harbor Haven
Comfort Inn Newport News - Hampton I-64
Room, 1 King Bed, Accessible, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Comfort Inn Newport News - Hampton I-64
2.5 star property
8.4 out of 10, Very Good, (975)
"Very quiet hotel. Staff was great."
The price is $85
$98 total
includes taxes & fees
May 6 - May 7
Comfort Inn Newport News - Hampton I-64
Woodspring Suites Yorktown Newport News
Exterior
Woodspring Suites Yorktown Newport News
2.5 star property
8.0 out of 10, Very Good, (33)
"Great "
The price is $74
$85 total
includes taxes & fees
May 5 - May 6
Woodspring Suites Yorktown Newport News
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.

Everything you need to know about Port Haywood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Haywood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Haywood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Port Haywood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Haywood rentals

At Expedia, we put the best Port Haywood vacation 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 vacation.

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 vacation rentals in Port Haywood?

Yes, we have vacation rentals near the most popular local attractions in Port Haywood, or you can select a more secluded option if you'd like a relaxing place to stay.

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

Private, 7-acre waterfront retreat on Winter Harbor Haven: This Port Haywood vacation home rental is located on the waterfront and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Port Haywood?

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

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 Yorktown Beach. In the larger area, you’ll find Gwynn's Island Musuem and Deltaville Marina.

What are vacation rentals like in Port Haywood?

Vacation rentals are privately owned properties you can book for a short or long stay in Port Haywood. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

Recent reviews of Port Haywood properties
Expedia verified reviews

Comfort Suites Airport

Comfort Suites Airport

5/5 Excellent
"It’s closet to a lot of things "
A verified traveler stayed at Comfort Suites Airport
Posted 17 hours ago
Comfort Suites Airport