Colorado Springs pickleball Stays, Resort Rentals, & Homes

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!

• Easy Walk to Shops, Restaurants and parks. Pet Friendly with fenced backyard.
• The Best VRBO In Colorado Springs. Our Reviews Prove It. Near All The Venues
• Summer is here! Hiking, biking, white water rafting, golf, pickleball, sunshine!
• 88 m² House ∙ 1 bedroom ∙ 4 guests
• Genuine Santa Fe Adobe Casita
• 5 King Beds — Family Fun, Downtown, Gourmet Kitchen, Outdoor Living, Foosball
• 5 bd 4 bth, AC, fireplace, hikes, waterfalls, salt water hot tub, walk to town!
• Tranquil Palmer Divide Residence-Sleeps 10 in beds, family friendly, clean.
• Tackle Mountain Lodge: Loft, Activities, Relaxation, and No Chores!
• Large estate with indoor pickleball, XL hot tub, sauna, golf & VIEWS galore!

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

Discover 115 accommodations with private or nearby pickleball courts in Colorado Springs. Some of the best destinations to stay and play pickleball are:

• Boutique Tiny Home! Hot Tub near Pikes Peak
• Great Wolf Lodge Colorado Springs
• 213 m² House ∙ 5 bedrooms ∙ 12 guests
• “Shady Pine” Glamping + Outdoor Tub & Hot Water

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 ? 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.

• Genuine Santa Fe Adobe Casita
• Euro Cottage - Downtown Convenience BBQ Fire Pit
• 318 m² House ∙ 5 bedrooms ∙ 22 guests

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 5938 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.

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