5271+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Australia
  2. New South Wales
  3. Sydney
  4. Woollahra

Woollahra pickleball Stays, Resort Rentals, & Homes

About Woollahra Vacation Rentals

Discover over 5271 amazing vacation rental options in Woollahra 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 Woollahra.

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 426.17 ft², with prices averaging US $476 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 Woollahra.

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Top Pickleball-Ready Accommodation Types in Woollahra

Type Count
Holiday Apartments 3855
Vacation Homes 1022
Villas 17
Cottages 9

Use these Quick Filters to Find a Vacation Rental in Woollahra

★ 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 Woollahra with PickleTrip™.

Weather in Woollahra, AU

View the weather forecast for Woollahra before booking your Woollahra 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 Woollahra, AU


Akira Boutique 4,737 Properties
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Frequently Asked Questions About Woollahra?

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

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

Discover 284 accommodations with private or nearby pickleball courts in Woollahra. Some of the best destinations to stay and play pickleball are:

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

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

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 5271 properties listed in Woollahra 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
Paddington Vacation Rentals in Sydney, New South Wales 120
Bondi Junction Vacation Rentals in Sydney, New South Wales 64
Bellevue Hill Vacation Rentals in Sydney, New South Wales 45
Double Bay Vacation Rentals in Sydney, New South Wales 39
Edgecliff Vacation Rentals in Sydney, New South Wales 4750
Centennial Park Vacation Rentals in Sydney, New South Wales 4500

People Also Ask

There are 5271 Woollahra, AU Vacation Rentals

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