Downtown pickleball Stays, Resort Rentals, & Homes
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- 2558 ft² House
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Luxury Places to Stay in Downtown
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- 26210 ft² House
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Top-Rated Villas with a Pool in Downtown
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Pet-Friendly Villas in Downtown
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- 1894 ft² Hotel
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Large Private Villas in Downtown
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Wheelchair Accessible Holiday Homes in Downtown
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Downtown Villas, Airbnb and Holiday Homes Under $200
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- 725 ft² House
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Instantly Bookable Villa Rentals in Downtown
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Book a Last Minute Place to Stay in Downtown
About Downtown Vacation Rentals
Discover over 2751 amazing vacation rental options in Downtown 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 Downtown.
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 831.67 ft², with prices averaging $2,172 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 Downtown.
Top Pickleball-Ready Accommodation Types in Downtown
Type | Count |
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Vacation Homes | 743 |
Holiday Apartments | 386 |
Villas | 10 |
Use these Quick Filters to Find a Vacation Rental in Downtown
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★ 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 Downtown with PickleTrip™.
Weather in Downtown, CO
View the weather forecast for Downtown before booking your Downtown Vacation Rentals to confirm your best time to go.
Other Places to Stay in Downtown, CO
Frequently Asked Questions About Downtown?
What are the top vacation rentals, resorts, and hotels in Downtown 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 Downtown. 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 Downtown!
- Ritz Carlton Club 3BR/3BA suite w/Slopeside Mountain View - SKI IN/SKI OUT!
- Up to 50% Off-Downtown Aspen One Bed with Pools, Hot Tub, Gym, Grills, Shuttle!
- Downtown Aspen Studio - walk to everything!
- Great Summer Savings! 15% off 3 nights or more
- A/C & The Only 3 King Bedroom; 3 En Suite Baths On Aspen Mtn, Steps To Lil Nell
- PENTHOUSE "CHATEAU ROARING FORK", AC, ALL DAY SUN, VIEWS-AVAILABLE FOOD-WINE
- Incredible views in open 2 bedroom condo in Aspen Core! Walk to Gondola.
- Gondola Plaza adjacent with treehouse views over Aspen
- Aspen Mountain Residences [Formerly Hyatt Grand Aspen] at Owner Direct Rates
- Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
How many pickleball-ready properties have private pools in Downtown?
Discover 108 accommodations with private or nearby pickleball courts in Downtown. Some of the best destinations to stay and play pickleball are:
- Downtown Aspen | 4 Bedroom | Walk to Lift
- Mountain Queen #1
- 96 m² Apartment ∙ 2 bedrooms ∙ 4 guests
- Aspen CO | Aspen Mountain Ski In, Ski Out Condos | 3 Bedroom 9905
Which vacation rentals, resorts, or hotels in Downtown 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.
- Downtown Aspen | 4 Bedroom | Walk to Lift
- Modern 2 BR in Aspen Core Walk Everywhere
- 86 m² Condo ∙ 2 bedrooms ∙ 4 guests
How many PickleTrip vacation rentals or resorts are available in Downtown?
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 2751 properties listed in Downtown 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.