129+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Prince Edward Island
  3. Hamilton

Hamilton pickleball Stays, Resort Rentals, & Homes

About Hamilton Vacation Rentals

Discover over 129 amazing vacation rental options in Hamilton 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 Hamilton.

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 478.47 ft², with prices averaging US $263 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 Hamilton.

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Top Pickleball-Ready Accommodation Types in Hamilton

Type Count
Cottages 69
Vacation Homes 52
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in Hamilton

★ 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 Hamilton with PickleTrip™.

Weather in Hamilton, PE

View the weather forecast for Hamilton before booking your Hamilton 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 Hamilton, PE

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


Cavendish Beach
Avonlea Village
Green Gables Heritage Place
Anne of Green Gables Museum
Prince Edward Island National Park
Shining Waters Family Fun Park
North Rustico Beach
Sandspit Cavendish Beach
Haunted Mansion
Anne of Green Gables Museum
Consolidated Credit Union Place
Summerside Harbor
Brookvale Winter Activity Park
Site of Lucy Maud Montgomery's Cavendish Home
College of Piping and Celtic Performing Arts of Canada
Harbourfront Theatre
Cape Tryon Lighthouse
Port Borden Front Range Lighthouse
Linkletter Provincial Park
Borden-Carleton Visitor Information Centre

Frequently Asked Questions About Hamilton?

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

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

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

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 129 properties listed in Hamilton 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 129 Hamilton, PE Vacation Rentals

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