4561+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Keystone pickleball Stays, Resort Rentals, & Homes

About Keystone Vacation Rentals

Discover over 4561 amazing vacation rental options in Keystone 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 Keystone.

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 921.93 ft², with prices averaging US $553 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 Keystone.

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Top Pickleball-Ready Accommodation Types in Keystone

Type Count
Vacation Homes 1185
Holiday Apartments 896
Villas 54
Cottages 13

Use these Quick Filters to Find a Vacation Rental in Keystone

★ 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 Keystone with PickleTrip™.

Weather in Keystone, CO

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

December - February
High 38°F       Low 2°F
March - May
High 55°F       Low 18°F
June - August
High 75°F       Low 34°F
September - November
High 67°F       Low 19°F

Top Attractions Around Keystone, CO

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


Keystone Ski Resort
Keystone Conference Center
River Run Gondola Ski Lift
Keystone Lake
Ranger Ski Lift
Montezuma Express Ski Lift
Peru Express Ski Lift
Outpost Gondola Ski Lift
Keystone Ranch Golf Course
Argentine Ski Lift
Summit Express Ski Lift
Wayback Ski Lift
Santiago Express Ski Lift
Norski Sport Rental
A-51 Ski Lift
Ruby Express Ski Lift
Outback Express
Discovery Ski Lift
Breckenridge Ski Resort
Vail Ski Resort

Other Places to Stay in Keystone, CO


Wayback Ski Lift 6,593 Properties
Outback Express 6,569 Properties
West Keystone 6,020 Properties
Keystone Lake 5,967 Properties
Keystone Conference Center 5,966 Properties
Elk Crossing 5,956 Properties
North Keystone 5,941 Properties
Elk Run 5,616 Properties
River Run 2,957 Properties
Mountain House 721 Properties
Lakeside Village 456 Properties
Summit Cove 45 Properties

Frequently Asked Questions About Keystone?

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

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

Discover 229 accommodations with private or nearby pickleball courts in Keystone. Some of the best destinations to stay and play pickleball are:

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

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

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 4561 properties listed in Keystone 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 (6) 
Neighborhood Property Count
River Run Vacation Rentals in Keystone, Colorado 2957
Mountain House Vacation Rentals in Keystone, Colorado 721
Lakeside Village Vacation Rentals in Keystone, Colorado 456
Summit Cove Vacation Rentals in Keystone, Colorado 45
Elk Run Vacation Rentals in Keystone, Colorado 5616
Elk Crossing Vacation Rentals in Keystone, Colorado 5956

People Also Ask

There are 4561 Keystone, CO Vacation Rentals

Recently Booked Vacation Rentals in Keystone