Photo by Trina

Port Haywood holiday rentals

We found 92 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Port Haywood that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, which might include Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Port Haywood

Showing deals for:13 Nov - 20 Nov

Property grounds
Property grounds
Exterior
Beach
Exceptional
(145 reviews)

PRIVATE BEACH on the Chesapeake Bay

Gwynn

8% off
AU$6,195
for 7 nights, 1 home
AU$885 per night
includes taxes & fees
PRIVATE BEACH on the Chesapeake Bay
Exterior
Property grounds
Property grounds
Interior
Very good
(5 reviews)

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Hayes

6% off
AU$5,056
for 7 nights, 1 cottage
AU$722 per night
includes taxes & fees
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
The floating dock makes it easy for swimmers to get in and our of the water.
Enjoy the nature views from the new pier
A favorite spot to enjoy a good read and coffee.
SHADYHURST - a birds eye view
Exceptional
(46 reviews)

Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay

Bohannon

8% off
AU$5,756
for 7 nights, 1 home
AU$822 per night
includes taxes & fees
Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay
Property grounds
Waterfront home with amazing views!
Fully equipped Kitchen with stainless steel appliances
Dining Room table comfortably seats 10
Exceptional
(66 reviews)

The Harbor House - Waterfront Home with Private Pier & Amazing Views!

Onemo

8% off
AU$3,321
for 7 nights, 1 home
AU$474 per night
includes taxes & fees
The Harbor House - Waterfront Home with Private Pier & Amazing Views!
Interior
Property grounds
Living area
Room
Exceptional
(121 reviews)

Charming Quiet Retreat on North River in Historic Gloucester, Virginia

Gloucester

16% off
AU$1,552
for 7 nights, 1 room
AU$222 per night
includes taxes & fees
Charming Quiet Retreat on North River in Historic Gloucester, Virginia
Interior
Exterior detail
Interior
Interior
Exceptional
(44 reviews)

Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!

Gwynn

8% off
AU$3,274
for 7 nights, 1 home
AU$468 per night
includes taxes & fees
Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!
Interior
Interior
Living area
Interior
Exceptional
(19 reviews)

Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home

Gwynn

8% off
AU$4,890
for 7 nights, 1 home
AU$699 per night
includes taxes & fees
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home
Spacious back porch/utility room
Plenty of room to play tag, fly a kite or ride a bike!
The parking area has all the space you need. And it's safe and secure!
Everyone's favorite place to hang out! Words are hard to describe the view
Exceptional
(200 reviews)

Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!

Bohannon

8% off
AU$5,133
for 7 nights, 1 home
AU$733 per night
includes taxes & fees
Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Port Haywood getaway

Learn about the unique charm of Port Haywood with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Port Haywood

Are you searching for attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Port Haywood a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Bay Creek Golf Club (19.4 mi / 31.2 km)
  • Gloucester Golf Club (11.9 mi / 19.1 km)
  • Piankatank River Golf Club (14.6 mi / 23.5 km)
  • Hampton Roads Harley-Davidson (17.1 mi / 27.5 km)

Exploring the natural features in Port Haywood

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Port Haywood. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Bethel Beach Natural Area Preserve (3.9 mi / 6.4 km)
  • Bethel Beach (4.4 mi / 7.1 km)
  • Cuba Island (10.5 mi / 16.9 km)
  • Yorktown Beach (14.6 mi / 23.5 km)
  • Chesapeake Bay (14.9 mi / 24 km)
  • Savage Neck Dunes Natural Area Preserve (17.3 mi / 27.9 km)

How to get to and around Port Haywood

Fly into Newport News, VA (PHF-Newport News - Williamsburg Intl.), the closest airport, located 20 mi (32.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Norfolk, VA (ORF-Norfolk Intl.), which is 34.2 mi (55 km) away.

Frequently asked questions

What is the best area to stay in Port Haywood when booking a holiday rental?
For an enjoyable stay in Port Haywood, Virginia, consider the charming surroundings of Mathews County. This area offers a delightful blend of coastal beauty and local culture, making it an appealing choice for holiday rentals. You can find a variety of properties, ranging from quaint cottages to larger family homes, providing options for all types of travellers.One of the top attractions nearby is the stunning Bethel Beach, which offers visitors picturesque views and opportunities for relaxing strolls along the shore. Additionally, the Mathews Maritime Museum is a fascinating spot where you can learn about the area's rich maritime heritage. The local eateries and shops add to the charm of the neighbourhood, providing a taste of the community's welcoming spirit.
Where are the best areas for renting a beach house in Port Haywood?
For renting a beach house in Port Haywood, the area along the Chesapeake Bay offers a delightful experience for travellers seeking coastal getaways. Properties located near the waterfront provide easy access to sandy beaches and picturesque views of the bay. Many of these rentals come equipped with amenities such as spacious decks for outdoor dining, barbecues for summer cookouts, and fully equipped kitchens, great for families or groups looking to enjoy extended stays by the sea.Additionally, the nearby Gwynn's Island features a range of charming beach houses with direct beach access, ideal for swimming, fishing, or simply relaxing by the water. Many homes in this area often have private docks, allowing guests to bring their boats or kayaks, and some come with outdoor showers to rinse off after a day spent enjoying the sun and surf.In terms of local attractions, the area is rich in maritime history, with opportunities to explore nearby lighthouses and nature reserves. Rentals in this region frequently offer amenities such as fire pits for evening gatherings and proximity to local seafood markets, enhancing the overall beach experience.
What is the most popular type of holiday rental accomodation in Port Haywood?
In Port Haywood, holiday houses are the most common type of holiday rental, with about 12 available in the area. These houses typically provide spacious rooms, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Additionally, there are several cottages scattered throughout the neighbourhood, offering a quaint and charming alternative for travellers seeking a cozier stay. Many of these cottages come with outdoor spaces, great for enjoying the serene surroundings.
Are there any family house rentals in Port Haywood?
In Port Haywood, Virginia, there are several family-friendly house rentals available, making it an excellent choice for groups seeking a relaxing getaway. The area offers spacious homes that often include amenities such as fully equipped kitchens, large living areas, and outdoor spaces for children to play.Visitors can enjoy close proximity to the beautiful Chesapeake Bay, where activities like boating, fishing, and kayaking are popular. Additionally, the nearby Gwynn's Island offers scenic views and opportunities for beach outings, enhancing the overall experience for families.
Are there pet-friendly house rentals in Port Haywood?
In Port Haywood, there are several pet-friendly house rentals available, making it a great choice for travellers wishing to bring their furry companions along. The area offers a variety of properties, including charming cottages and spacious family homes, many of which come equipped with amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas.Port Haywood is located near the picturesque Chesapeake Bay, where visitors can enjoy scenic views and outdoor activities. The nearby Gwynn's Island, accessible by a short drive, features beautiful beaches ideal for strolls with pets. Additionally, the local parks provide ample opportunities for walking and exploring nature.
Are there any remote work holiday rentals in Port Haywood?
In Port Haywood, Virginia, there are approximately 18 holiday rentals that cater to remote work needs. This quaint area, located near the picturesque Chesapeake Bay, offers a serene setting for those looking to blend work and leisure. Many of these properties come equipped with reliable Wi-Fi, ensuring that guests can stay connected and productive during their stay.Travellers can expect a variety of amenities, such as comfortable workspaces within the accommodations, alongside features like fully equipped kitchens for convenient meal preparation. The tranquil surroundings provide an excellent backdrop for breaks, with opportunities for outdoor activities like fishing or kayaking in the bay. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Port Haywood?
In Port Haywood, popular rental amenities include outdoor decks or patios that provide lovely spaces for relaxation and enjoying the surrounding natural beauty. Most holiday rentals come equipped with kitchens, allowing guests to prepare their own meals comfortably during their stay. Onsite parking is also a common feature, making it convenient for travellers with vehicles. Families will appreciate the availability of children's books in many rentals, adding a thoughtful touch for younger guests. Additionally, many properties boast fireplaces, superb for creating a warm and inviting atmosphere during cooler evenings.
When is the best time to visit Port Haywood for a holiday rental?
The best time to visit Port Haywood for a holiday rental is during the peak season from March to May, with April being particularly popular among travellers. This vibrant time of year welcomes visitors eager to explore the picturesque landscapes and serene waterfront, making it ideal for outdoor activities such as kayaking, fishing, and birdwatching.Spring in Port Haywood brings mild temperatures, typically ranging from 10 to 20 degrees Celsius. Visitors can enjoy comfortable conditions for sightseeing and leisurely strolls along the charming streets, with the added bonus of witnessing the blooming flora that enhances the area's natural beauty.For those seeking a more budget-friendly option, December offers a quieter experience. While the temperatures may dip to around 0 to 5 degrees Celsius, the tranquillity of the off-peak season allows for peaceful explorations of the local sights without the bustling crowds.
What are the top attractions in Port Haywood?
In Port Haywood, Virginia, visitors can enjoy a blend of natural beauty and local charm. The area is known for its proximity to the Chesapeake Bay, providing opportunities for boating, fishing, and waterfront activities. The nearby Gwynn's Island is a lovely spot for exploring coastal scenery and enjoying beach time.For those interested in history, the nearby town of Mathews features the Mathews County Museum, which offers insights into the region's heritage and maritime history. Additionally, the charming local cafes and shops in the area provide a taste of the community's culture.
Are all fees included in the Port Haywood holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Port Haywood holiday homes with parking?
Stayz offers a wide selection of holiday homes in Port Haywood with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Port Haywood holiday homes?
You can find great discounts on holiday homes in Port Haywood on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Port Haywood holiday home booking on Stayz?
To find Port Haywood holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Port Haywood?
A long-stay holiday home in Port Haywood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Port Haywood holiday home?
Book your Port Haywood holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Port Haywood?
Prices for holiday homes in Port Haywood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Port Haywood to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.