5589+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Colorado Springs pickleball Stays, Resort Rentals, & Homes

About Colorado Springs Vacation Rentals

Discover over 5589 amazing vacation rental options in Colorado Springs 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 Colorado Springs.

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 1177.9 ft², with prices averaging US $308 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 Colorado Springs.

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Top Pickleball-Ready Accommodation Types in Colorado Springs

Type Count
Vacation Homes 3531
Holiday Apartments 752
Cottages 158
Villas 54

Use these Quick Filters to Find a Vacation Rental in Colorado Springs

★ 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 Colorado Springs with PickleTrip™.

Weather in Colorado Springs, CO

View the weather forecast for Colorado Springs before booking your Colorado Springs 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 Colorado Springs, CO

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


Garden of the Gods
US Air Force Academy
Pikes Peak
Cheyenne Mountain Zoo
Cave of the Winds
Broadmoor World Arena
Seven Falls
University of Colorado-Colorado Springs
Pikes Peak Center
Glen Eyrie Castle
Peterson Air Force Base
Cheyenne Mountain State Park
Red Rock Canyon
Broadmoor Golf Club
Colorado College
Old Colorado City
Manitou Cliff Dwellings
Colorado Springs Pioneers Museum
Memorial Hospital Central
Memorial Park

Other Places to Stay in Colorado Springs, CO


El Paso County 3,851 Properties
Central Colorado Springs 1,535 Properties
Downtown Colorado Springs 987 Properties
Teller County 913 Properties
East Colorado Springs 650 Properties
Woodland Park 370 Properties
Southwest Colorado Springs 252 Properties
Florissant 235 Properties
West Colorado Springs 209 Properties
Broadmoor 203 Properties
Monument 197 Properties
Woodmoor 197 Properties

Frequently Asked Questions About Colorado Springs?

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

How many pickleball-ready properties have private pools in Colorado Springs?

Discover 108 accommodations with private or nearby pickleball courts in Colorado Springs. Some of the best destinations to stay and play pickleball are:

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

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

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 5589 properties listed in Colorado Springs 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 (16) 
Neighborhood Property Count
Central Colorado Springs Vacation Rentals in Colorado Springs, Colorado 1535
Downtown Colorado Springs Vacation Rentals in Colorado Springs, Colorado 987
East Colorado Springs Vacation Rentals in Colorado Springs, Colorado 650
Broadmoor Vacation Rentals in Colorado Springs, Colorado 203
Briargate Vacation Rentals in Colorado Springs, Colorado 146
Skyway Vacation Rentals in Colorado Springs, Colorado 52
Rainbow Valley Vacation Rentals in Colorado Springs, Colorado 50
Old North End Vacation Rentals in Colorado Springs, Colorado 49
Rockrimmon Vacation Rentals in Colorado Springs, Colorado 49
Village Seven Vacation Rentals in Colorado Springs, Colorado 43
Spring Valley Vacation Rentals in Colorado Springs, Colorado 36
Mountain Shadows Vacation Rentals in Colorado Springs, Colorado 29
Rustic Hills Vacation Rentals in Colorado Springs, Colorado 399
Pleasant Valley Vacation Rentals in Colorado Springs, Colorado 1125
Park Vista Vacation Rentals in Colorado Springs, Colorado 396
Kissing Camels Vacation Rentals in Colorado Springs, Colorado 755

People Also Ask

There are 5589 Colorado Springs, CO Vacation Rentals

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