29+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Nova Scotia
  3. Lunenburg
  4. Chester Basin

Chester Basin pickleball Stays, Resort Rentals, & Homes

About Chester Basin Vacation Rentals

Discover over 29 amazing vacation rental options in Chester Basin 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 Chester Basin.

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 888.07 ft², with prices averaging $314 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 Chester Basin.

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Top Pickleball-Ready Accommodation Types in Chester Basin

Type Count
Vacation Homes 14
Cottages 8
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Chester Basin

★ 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 Chester Basin with PickleTrip™.

Weather in Chester Basin, NS

View the weather forecast for Chester Basin before booking your Chester Basin 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 Chester Basin, NS

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


Oak Island
Saint Margarets Bay
Bridgewater Mall
Shore Club Dance Hall
Chester Golf Club
Fisheries Museum of the Atlantic
Swiss Air Flight 111 Memorial Bayswater
Bluenose II
Chester Playhouse
Saint Margarets Bay Look Off Park
Pearl Theatre
St John's Anglican Church
Bayswater Beach Provincial Park
Hubbards Beach
Cleveland Beach Provincial Park
Lunenburg Visitor Information Centre
Halifax and Southwestern Railway Museum
Mahone Bay Swimming Pool
Cocoa Organic Spa & Boutique
Have A Yarn

Frequently Asked Questions About Chester Basin?

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

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

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

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 29 properties listed in Chester Basin 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 29 Chester Basin, NS Vacation Rentals

Recently Booked Vacation Rentals in Chester Basin