262+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Odessa pickleball Stays, Resort Rentals, & Homes

About Odessa Vacation Rentals

Discover over 262 amazing vacation rental options in Odessa 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 Odessa.

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 837.65 ft², with prices averaging US $204 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 Odessa.

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Top Pickleball-Ready Accommodation Types in Odessa

Type Count
Vacation Homes 109
Holiday Apartments 55
Cottages 11

Use these Quick Filters to Find a Vacation Rental in Odessa

★ 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 Odessa with PickleTrip™.

Weather in Odessa, ON

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

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


Queen's University
Kingston Waterfront
Leon's Centre
Kingston Penitentiary
Fort Henry
Grand Theatre
Lake Ontario
Canadian Forces Base Kingston
Kingston City Hall
Lake Ontario Park
Invista Centre
Thousand Islands National Park
Frontenac Provincial Park
Kingston Family Funworld
Kingston Mills
Bellevue House National Historic Site
Canada's Penitentiary Museum
King's Crossing Outlet
Wolfe Island
The Grand Theatre

Frequently Asked Questions About Odessa?

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

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

Discover 10 accommodations with private or nearby pickleball courts in Odessa. Some of the best destinations to stay and play pickleball are:

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

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

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 262 properties listed in Odessa 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 262 Odessa, ON Vacation Rentals

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