173+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Australia
  2. New South Wales
  3. Sydney
  4. Windsor Downs

Windsor Downs pickleball Stays, Resort Rentals, & Homes

About Windsor Downs Vacation Rentals

Discover over 173 amazing vacation rental options in Windsor Downs 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 Windsor Downs.

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 685.02 ft², with prices averaging US $273 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 Windsor Downs.

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Top Pickleball-Ready Accommodation Types in Windsor Downs

Type Count
Vacation Homes 112
Holiday Apartments 17
Villas 15
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Windsor Downs

★ 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 Windsor Downs with PickleTrip™.

Weather in Windsor Downs, AU

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

December - February
High 99°F       Low 68°F
March - May
High 98°F       Low 44°F
June - August
High 78°F       Low 36°F
September - November
High 93°F       Low 50°F

Other Places to Stay in Windsor Downs, AU


Windsor Downs Nature Reserve 117 Properties

Frequently Asked Questions About Windsor Downs?

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

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

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

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 173 properties listed in Windsor Downs 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 (6) 
Neighborhood Property Count
Marsden Park Vacation Rentals in Sydney, New South Wales 33
Riverstone Vacation Rentals in Sydney, New South Wales 57
Berkshire Park Vacation Rentals in Sydney, New South Wales 116
South Windsor Vacation Rentals in Sydney, New South Wales 110
Bligh Park Vacation Rentals in Sydney, New South Wales 103
Londonderry Vacation Rentals in Sydney, New South Wales 74

People Also Ask

There are 173 Windsor Downs, AU Vacation Rentals

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