186+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Ancaster pickleball Stays, Resort Rentals, & Homes

About Ancaster Vacation Rentals

Discover over 186 amazing vacation rental options in Ancaster 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 Ancaster.

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 796 ft², with prices averaging $218 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 Ancaster.

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Top Pickleball-Ready Accommodation Types in Ancaster

Type Count
Vacation Homes 88
Holiday Apartments 70
Villas 3

Use these Quick Filters to Find a Vacation Rental in Ancaster

★ 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 Ancaster with PickleTrip™.

Weather in Ancaster, ON

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

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Ancaster, ON

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


Fieldcote Memorial Park & Museum
Creations Art Gallery
McMaster University
FirstOntario Centre
African Lion Safari
Hamilton Convention Centre
Mohawk College
Royal Botanical Gardens
Mohawk Racetrack
Glen Eden Ski and Snowboard Centre
Wild Waterworks
Lake Ontario
Canadian Warplane Heritage Museum
Wayne Gretzky Sports Centre
OLG Casino Brantford
Albion Falls
Tim Hortons Field
Dundurn Castle
Burlington City Hall
Coronation Park

Other Places to Stay in Ancaster, ON


Creations Art Gallery 56 Properties
Fieldcote Memorial Park & Museum 48 Properties

Frequently Asked Questions About Ancaster?

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

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

Discover 2 accommodations with private or nearby pickleball courts in Ancaster. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Ancaster 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.

How many PickleTrip vacation rentals or resorts are available in Ancaster?

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 186 properties listed in Ancaster 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.


People Also Ask

There are 186 Ancaster, ON Vacation Rentals

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