95+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Kenwood pickleball Stays, Resort Rentals, & Homes

About Kenwood Vacation Rentals

Discover over 95 amazing vacation rental options in Kenwood 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 Kenwood.

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 1832.66 ft², with prices averaging US $1,013 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 Kenwood.

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Top Pickleball-Ready Accommodation Types in Kenwood

Type Count
Vacation Homes 76
Villas 13
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Kenwood

★ 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 Kenwood with PickleTrip™.

Weather in Kenwood, CA

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

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


Chateau St. Jean Winery
VJB Vineyard & Cellars
Ledson Winery and Vineyards
Remick Ridge Vineyards
Robert Ferguson Observatory
Sugarloaf Ridge State Park
St. Anne's Crossing Winery
Napa Valley Wine Train
Calistoga Hot Springs
Sonoma Plaza
Castello di Amorosa
Graton Resort and Casino
Sonoma Raceway
Robert Mondavi Winery
Oxbow Public Market
Safari West
Uptown Theater
V. Sattui
Domaine Carneros
Sonoma State University

Other Places to Stay in Kenwood, CA


Remick Ridge Vineyards 171 Properties
VJB Vineyard & Cellars 162 Properties
Chateau St. Jean Winery 149 Properties
St. Anne's Crossing Winery 149 Properties
Ledson Winery and Vineyards 141 Properties
Sugarloaf Ridge State Park 89 Properties
Robert Ferguson Observatory 65 Properties

Frequently Asked Questions About Kenwood?

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

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

Discover 18 accommodations with private or nearby pickleball courts in Kenwood. Some of the best destinations to stay and play pickleball are:

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

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

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 95 properties listed in Kenwood 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 95 Kenwood, CA Vacation Rentals

Recently Booked Vacation Rentals in Kenwood