406+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Ontario
  3. Kingston

Kingston pickleball Stays, Resort Rentals, & Homes

About Kingston Vacation Rentals

Discover over 406 amazing vacation rental options in Kingston 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 Kingston.

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 694.69 ft², with prices averaging US $233 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 Kingston.

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Top Pickleball-Ready Accommodation Types in Kingston

Type Count
Vacation Homes 120
Holiday Apartments 68
Cottages 55
Villas 1

Use these Quick Filters to Find a Vacation Rental in Kingston

★ 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 Kingston with PickleTrip™.

Weather in Kingston, ON

View the weather forecast for Kingston before booking your Kingston 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 Kingston, ON

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


Queen's University
Kingston Waterfront
Leon's Centre
Kingston Penitentiary
Fort Henry
Grand Theatre
Canadian Forces Base Kingston
GaNoneoque Boat Line
Kingston City Hall
Lake Ontario Park
Invista Centre
Thousand Islands National Park
Thousand Islands Bridge
St. Lawrence Islands National Park
1000 Islands Tower
Kingston Family Funworld
Kingston Mills
Bellevue House National Historic Site
Canada's Penitentiary Museum
King's Crossing Outlet

Other Places to Stay in Kingston, ON


Sunnyside 171 Properties
Inner Harbour 168 Properties
Rideau Heights 166 Properties
Thousand Islands 135 Properties
Front of Yonge 109 Properties
Adolphustown 107 Properties
Wolfe Island 70 Properties
Greater Napanee 67 Properties
Howe Island 57 Properties
Gananoque 55 Properties
Napanee 51 Properties
Frontenac Islands 33 Properties

Frequently Asked Questions About Kingston?

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

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

Discover 20 accommodations with private or nearby pickleball courts in Kingston. Some of the best destinations to stay and play pickleball are:

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

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

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 406 properties listed in Kingston 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 (4) 
Neighborhood Property Count
Sunnyside Vacation Rentals in Kingston, Ontario 171
Rideau Heights Vacation Rentals in Kingston, Ontario 166
Bayridge West Vacation Rentals in Kingston, Ontario 84
Auden Park Vacation Rentals in Kingston, Ontario 92

People Also Ask

There are 406 Kingston, ON Vacation Rentals

Recently Booked Vacation Rentals in Kingston