45+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Virginia
  3. Machipongo

Machipongo pickleball Stays, Resort Rentals, & Homes

About Machipongo Vacation Rentals

Discover over 45 amazing vacation rental options in Machipongo 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 Machipongo.

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 805.97 ft², with prices averaging US $285 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 Machipongo.

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Top Pickleball-Ready Accommodation Types in Machipongo

Type Count
Vacation Homes 28
Cottages 12
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Machipongo

★ 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 Machipongo with PickleTrip™.

Weather in Machipongo, VA

View the weather forecast for Machipongo before booking your Machipongo 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 Machipongo, VA

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


Barrier Islands Center
Chatham Vineyards
Barrier Island Museum
Cape Charles Beach
Chesapeake Bay Bridge-Tunnel
Kiptopeke State Park
Eastern Shore of Virginia National Wildlife Refuge
Bay Creek Golf Club
Northampton Shopping Center
Eyre Hall
Holly Grove Vineyards
Cape Charles Museum & Welcome Center
Bethel Beach
Savage Neck Dunes Natural Area Preserve
John Custis' Tomb
Gwynn's Island Musuem
Bethel Beach Natural Area Preserve

Other Places to Stay in Machipongo, VA


Barrier Islands Center 31 Properties
Barrier Island Museum 31 Properties
Chatham Vineyards 31 Properties

Frequently Asked Questions About Machipongo?

What are the top vacation rentals, resorts, and hotels in Machipongo 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 Machipongo. 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 Machipongo!

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

Looking for a fun and active getaway with pickleball courts in Machipongo? 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 Machipongo?

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 45 properties listed in Machipongo 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.


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There are 45 Machipongo, VA Vacation Rentals

Recently Booked Vacation Rentals in Machipongo