65+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Port Haywood pickleball Stays, Resort Rentals, & Homes

About Port Haywood Vacation Rentals

Discover over 65 amazing vacation rental options in Port Haywood with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Port Haywood.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1504.29 ft², with prices averaging US $323 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Port Haywood.

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Top Pickleball-Ready Accommodation Types in Port Haywood

Type Count
Vacation Homes 41
Cottages 10
Villas 1

Use these Quick Filters to Find a Vacation Rental in Port Haywood

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Port Haywood with PickleTrip™.

Weather in Port Haywood, VA

View the weather forecast for Port Haywood before booking your Port Haywood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Port Haywood, VA

PickleTrip offers a large selection of top attractions around Port Haywood . Research things to do on your vacation before you visit Port Haywood.


Water Country USA
Buckroe Beach and Park
Fort Eustis
Langley Air Force Base
Yorktown Beach
Cape Charles Beach
Colonial National Historical Park
Patrick Henry Mall
Newport News Park
Mary Immaculate Hospital
Yorktown Victory Center
Deltaville Marina
Carter's Grove Plantation
Lee Hall Mansion
Langley Speedway
Hampton Roads Iceplex
Rosewell Ruins
Bay Creek Golf Club
Hampton Roads Harley-Davidson
Deltaville Maritime Museum

Other Places to Stay in Port Haywood, VA


Bavon 29 Properties

Frequently Asked Questions About Port Haywood?

What are the top vacation rentals, resorts, and hotels in Port Haywood with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Port Haywood. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Port Haywood!

How many pickleball-ready properties have private pools in Port Haywood?

Discover 1 accommodations with private or nearby pickleball courts in Port Haywood. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Port Haywood is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Port Haywood? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Port Haywood?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 65 properties listed in Port Haywood in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 65 Port Haywood, VA Vacation Rentals

Recently Booked Vacation Rentals in Port Haywood