2566+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Aspen

Aspen pickleball Stays, Resort Rentals, & Homes

About Aspen Vacation Rentals

Discover over 2566 amazing vacation rental options in Aspen 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 Aspen.

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 860.92 ft², with prices averaging US $2,399 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 Aspen.

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Top Pickleball-Ready Accommodation Types in Aspen

Type Count
Vacation Homes 724
Holiday Apartments 343
Villas 10
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Aspen

★ 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 Aspen with PickleTrip™.

Weather in Aspen, CO

View the weather forecast for Aspen before booking your Aspen 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 Aspen, CO

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


Aspen Mountain
Buttermilk Mountain
Aspen Highlands
Maroon Bells
Aspen Skiing Company
Silver Queen Gondola
Summit Express Ski Lift
Aspen Recreation Center
The John Denver Sanctuary
Aspen Art Museum
Wagner Park
Ski School Magic Carpet Ski Lift
Independence Pass
Silver Circle Ice Rink
Maroon Lake
Aspen Golf and Tennis Club
Ski Butlers
Panda Peak Ski Lift
West Buttermilk Express Ski Lift
Wheeler Opera House

Other Places to Stay in Aspen, CO


Maroon Lake Scenic Trail Head 4,270 Properties
Crater Lake Trailhead 4,270 Properties
Maroon Lake 4,270 Properties
Grottos Trailhead 2,299 Properties
Red Mountain 2,287 Properties
Knollwood 2,146 Properties
Mountain Valley 2,087 Properties
Downtown 1,671 Properties
Starwood 262 Properties
Brush Creek Village 158 Properties
West End 118 Properties
Woody Creek 31 Properties

Frequently Asked Questions About Aspen?

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

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

Discover 96 accommodations with private or nearby pickleball courts in Aspen. Some of the best destinations to stay and play pickleball are:

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

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

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 2566 properties listed in Aspen 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 (11) 
Neighborhood Property Count
Downtown Vacation Rentals in Aspen, Colorado 1671
West End Vacation Rentals in Aspen, Colorado 118
Red Mountain Vacation Rentals in Aspen, Colorado 2287
Mountain Valley Vacation Rentals in Aspen, Colorado 2087
Brush Creek Village Vacation Rentals in Aspen, Colorado 158
Knollwood Vacation Rentals in Aspen, Colorado 2146
Starwood Vacation Rentals in Aspen, Colorado 262
Meadowood Vacation Rentals in Aspen, Colorado 2288
Oklahoma Flats Vacation Rentals in Aspen, Colorado 2283
Maroon Creek Vacation Rentals in Aspen, Colorado 2250
North Forty Vacation Rentals in Aspen, Colorado 769

People Also Ask

There are 2566 Aspen, CO Vacation Rentals

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