69+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Winters pickleball Stays, Resort Rentals, & Homes

About Winters Vacation Rentals

Discover over 69 amazing vacation rental options in Winters 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 Winters.

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 388.73 ft², with prices averaging US $451 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 Winters.

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Top Pickleball-Ready Accommodation Types in Winters

Type Count
Vacation Homes 23
Cottages 5
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winters

★ 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 Winters with PickleTrip™.

Weather in Winters, CA

View the weather forecast for Winters before booking your Winters 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 Winters, CA

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


The Fruit Tree
Morgan's of California
Napa Valley Wine Train
University of California Davis
Calistoga Hot Springs
Cache Creek Casino Resort
Travis Air Force Base
Castello di Amorosa
Robert Mondavi Winery
Oxbow Public Market
Uptown Theater
V. Sattui
Vacaville Premium Outlets
Bottlerock
Napa Valley College
Jelly Belly Factory
Stags' Leap Winery
Downtown Napa Association
Opus One Winery
Lake Berryessa

Other Places to Stay in Winters, CA


Arroz 121 Properties
The Fruit Tree 57 Properties
Morgan's of California 51 Properties

Frequently Asked Questions About Winters?

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

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

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

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 69 properties listed in Winters 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 69 Winters, CA Vacation Rentals

Recently Booked Vacation Rentals in Winters