50+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Gloucester pickleball Stays, Resort Rentals, & Homes

About Gloucester Vacation Rentals

Discover over 50 amazing vacation rental options in Gloucester 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 Gloucester.

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 177.01 ft², with prices averaging US $138 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 Gloucester.

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Top Pickleball-Ready Accommodation Types in Gloucester

Type Count
Vacation Homes 31
Holiday Apartments 10

Use these Quick Filters to Find a Vacation Rental in Gloucester

★ 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 Gloucester with PickleTrip™.

Weather in Gloucester, ON

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

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


Canada Aviation and Space Museum
Cosmic Adventures
Petrie Island Park
Place D'Orleans Shopping Center
Millennium Sports Park
Princess Louise Falls
Pine View Municipal Golf Course
White Sands Golf Course
Hiawatha Park & Conservation Area
Canadian Tire Centre
University of Ottawa
Casino du Lac Leamy
Rideau Canal
Parliament Hill
Carleton University
Byward Market Square
Nordik Spa-Nature
Shaw Centre
Algonquin College
Canadian Museum of History

Other Places to Stay in Gloucester, ON


Canada Aviation and Space Museum 322 Properties
Cosmic Adventures 158 Properties
Cardinal Heights 95 Properties
Beacon Hill South - Cardinal Heights 84 Properties
Pine View Municipal Golf Course 73 Properties
Beacon Hill North 71 Properties
Orleans 55 Properties
Princess Louise Falls 55 Properties
Cardinal Creek 53 Properties
Place D'Orleans Shopping Center 51 Properties
Orleans Village - Chateauneuf 49 Properties
Chapel Hill South 37 Properties

Frequently Asked Questions About Gloucester?

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

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

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

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 50 properties listed in Gloucester 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 (9) 
Neighborhood Property Count
Ottawa Division Vacation Rentals in Ottawa, Ontario 715
Industrial Park Vacation Rentals in Ottawa, Ontario 153
Chapel Hill South Vacation Rentals in Ottawa, Ontario 37
Cardinal Creek Vacation Rentals in Ottawa, Ontario 53
Beacon Hill South - Cardinal Heights Vacation Rentals in Ottawa, Ontario 84
Orleans Village - Chateauneuf Vacation Rentals in Ottawa, Ontario 49
Beacon Hill North Vacation Rentals in Ottawa, Ontario 71
Orleans South West Vacation Rentals in Ottawa, Ontario 37
Hiawatha Park Vacation Rentals in Ottawa, Ontario 34

People Also Ask

There are 50 Gloucester, ON Vacation Rentals

Recently Booked Vacation Rentals in Gloucester