2130+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Valparaiso
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Valparaiso pickleball Stays, Resort Rentals, & Homes

About Valparaiso Vacation Rentals

Discover over 2130 amazing vacation rental options in Valparaiso 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 Valparaiso.

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 422.6 ft², with prices averaging US $404 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 Valparaiso.

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Top Pickleball-Ready Accommodation Types in Valparaiso

Type Count
Holiday Apartments 1478
Vacation Homes 341
Villas 7
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Valparaiso

★ 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 Valparaiso with PickleTrip™.

Weather in Valparaiso, CL

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

December - February
High 87°F       Low 41°F
March - May
High 73°F       Low 33°F
June - August
High 50°F       Low 24°F
September - November
High 72°F       Low 27°F

Top Attractions Around Valparaiso, CL

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


Vina del Mar Casino
Acapulco Beach
Cau-Cau Beach
Flower Clock
Port of Valparaiso
Luna Beach
Quinta Vergara Amphitheatre
Valparaiso University
Quinta Vergara
Federico Santa Maria Technical University
Aquapark Aviva
Mirador Paseo Gervasoni
Emiliana Organic Vineyards
Wulff Castle
Indomita Casablanca and Maipo Vineyards
Palacio Presidencial de Cerro Castillo
Turri Clock Tower
Estadio Playa Ancha
Valparaiso Sporting Club
Caleta Horcon
Caleta Abarca Beach
TeatroMuseo del Titere y el Payaso
Open Air Museum of Valparaiso
Museo Artequin
El Encanto Beach
Playa Las Salinas
Matetic Vineyard
Casas del Bosque Winery
El Sol Beach
La Sebastiana Museum

Other Places to Stay in Valparaiso, CL


Valparaiso 4,023 Properties
Vina del Mar 3,407 Properties
Valparaiso 623 Properties
Concon 417 Properties
Renaca 359 Properties
Puchuncavi 147 Properties
Cerro Alegre 122 Properties
Cerro Concepcion 122 Properties
Placeres 70 Properties
Quintero 64 Properties
Maitencillo 59 Properties
Casablanca 46 Properties

Frequently Asked Questions About Valparaiso?

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

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

Discover 134 accommodations with private or nearby pickleball courts in Valparaiso. Some of the best destinations to stay and play pickleball are:

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

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

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 2130 properties listed in Valparaiso 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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There are 2130 Valparaiso, CL Vacation Rentals

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