2098+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Holland pickleball Stays, Resort Rentals, & Homes

About Holland Vacation Rentals

Discover over 2098 amazing vacation rental options in Holland 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 Holland.

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 1302.29 ft², with prices averaging $547 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 Holland.

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Top Pickleball-Ready Accommodation Types in Holland

Type Count
Vacation Homes 1257
Cottages 268
Holiday Apartments 168
Villas 69

Use these Quick Filters to Find a Vacation Rental in Holland

★ 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 Holland with PickleTrip™.

Weather in Holland, MI

View the weather forecast for Holland before booking your Holland 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 Holland, MI

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


Oval Beach
Hope College
Holland State Park
Saugatuck Dunes State Park
New Holland Brewing
Dutch Village
Windmill Island
Kirk Park
Veldheer Tulip Gardens
Holland Community Aquatic Center
Tunnel Park
Pigeon Creek Park
Knickerbocker Theatre
Laketown Beach
The Lost City
Saugatuck Center For the Arts
Fenn Valley Vineyards
DeGraaf Nature Center
Saugatuck-Douglas Historical Society
Forever Curious Children's Museum

Other Places to Stay in Holland, MI


Ottawa County 755 Properties
Saugatuck 573 Properties
Butler Street 573 Properties
Kalamazoo Lake 573 Properties
Fennville 249 Properties
Douglas 235 Properties
Clyde Township 224 Properties
Macatawa 65 Properties
West Olive 62 Properties
Laketown Township 55 Properties
Port Sheldon Township 26 Properties
Port Sheldon 25 Properties

Frequently Asked Questions About Holland?

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

How many pickleball-ready properties have private pools in Holland?

Discover 127 accommodations with private or nearby pickleball courts in Holland. Some of the best destinations to stay and play pickleball are:

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

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

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 2098 properties listed in Holland 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.

Nearby Neighborhood (3) 
Neighborhood Property Count
Ottawa Beach Vacation Rentals in Holland, Michigan 227
Waukazoo Woods Vacation Rentals in Holland, Michigan 283
Holland Historic District Vacation Rentals in Holland, Michigan 151

People Also Ask

There are 2098 Holland, MI Vacation Rentals

Recently Booked Vacation Rentals in Holland