112+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Vermont
  3. Central Vermont- Killington
  4. Cavendish

Cavendish pickleball Stays, Resort Rentals, & Homes

About Cavendish Vacation Rentals

Discover over 112 amazing vacation rental options in Cavendish 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 Cavendish.

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 1211.39 ft², with prices averaging US $397 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 Cavendish.

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Top Pickleball-Ready Accommodation Types in Cavendish

Type Count
Vacation Homes 58
Holiday Apartments 16
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Cavendish

★ 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 Cavendish with PickleTrip™.

Weather in Cavendish, VT

View the weather forecast for Cavendish before booking your Cavendish Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Cavendish, VT

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


Killington Resort
Okemo Mountain Resort
Killington Peak
Bromley Mountain Ski Resort
Pico Mountain at Killington Ski Resort
Quechee Gorge
Magic Mountain Ski Resort
Jackson Gore Ski Resort at Okemo
Bellows Falls Opera House
Quechee Gorge Village
Pico Peak
Vermont Country Store
Paramount Theater
Rutland Regional Medical Center
Weston Playhouse
Viking Nordic Center
Suicide Six Ski Area
Weston Priory
Mt Ascutney State Park
Upper Valley Aquatic Center

Other Places to Stay in Cavendish, VT


Proctorsville 44 Properties

Frequently Asked Questions About Cavendish?

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

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

Discover 2 accommodations with private or nearby pickleball courts in Cavendish. Some of the best destinations to stay and play pickleball are:

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

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

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 112 properties listed in Cavendish in 2026, 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 112 Cavendish, VT Vacation Rentals

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