873+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Dorset pickleball Stays, Resort Rentals, & Homes

About Dorset Vacation Rentals

Discover over 873 amazing vacation rental options in Dorset 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 Dorset.

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 1147.5 ft², with prices averaging US $499 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 Dorset.

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Top Pickleball-Ready Accommodation Types in Dorset

Type Count
Cottages 457
Vacation Homes 209
Holiday Apartments 22
Villas 10

Use these Quick Filters to Find a Vacation Rental in Dorset

★ 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 Dorset with PickleTrip™.

Weather in Dorset, ON

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

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


Dorset Scenic Lookout Tower
Lake of Bays Marine Museum and Navigation Society
Dorset Heritage Museum
Arrowhead Provincial Park
Algonquin Provincial Park
Lake of Bays
Haliburton Forest and Wild Life Reserve
West Gate of Algonquin Park
Deerhurst Highlands Golf Course
Deerhurst Lakeside Golf Course
Hidden Valley Highlands Ski Area
Grandview Golf Club
Bigwin Island Golf Club
Oxtongue Lake
Huntsville Civic Center Algonquin Theater
Lake of Bays Brewing Company
North Granite Ridge Golf Club
Lions Lookout
Muskoka Heritage Place
Bracebridge Resource Management Centre

Other Places to Stay in Dorset, ON


Lake of Bays Marine Museum and Navigation Society 50 Properties
Dorset Heritage Museum 49 Properties
Dorset Scenic Lookout Tower 46 Properties

Frequently Asked Questions About Dorset?

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

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

Discover 9 accommodations with private or nearby pickleball courts in Dorset. Some of the best destinations to stay and play pickleball are:

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

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

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 873 properties listed in Dorset 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 873 Dorset, ON Vacation Rentals

Recently Booked Vacation Rentals in Dorset