14258+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Vermont

Vermont pickleball Stays, Resort Rentals, & Homes

About Vermont Vacation Rentals

Discover over 14258 amazing vacation rental options in Vermont 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 Vermont.

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 1087.12 ft², with prices averaging US $542 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 Vermont.

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Top Pickleball-Ready Accommodation Types in Vermont

Type Count
Vacation Homes 6899
Holiday Apartments 1572
Cottages 455
Villas 84

Use these Quick Filters to Find a Vacation Rental in Vermont

★ 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 Vermont with PickleTrip™.

Weather in Vermont, US

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

December - February
High 38°F       Low 16°F
March - May
High 66°F       Low 19°F
June - August
High 80°F       Low 58°F
September - November
High 76°F       Low 29°F

Top Attractions Around Vermont, US

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


Mount Snow
Jay Peak Ski Resort
Stratton Mountain Resort
Killington Resort
Okemo Mountain Resort
Stowe Mountain Resort
Sugarbush Ski Resort
Lake Champlain
Killington Peak
University of Vermont
Bromley Mountain Ski Resort
Waterfront Park
Pico Mountain at Killington Ski Resort
Pump House Indoor Waterpark
Church Street Marketplace
Lake Willoughby
Middlebury College
Green Mountain National Forest
Jay Peak
Smugglers' Notch Ski Area
Ben and Jerry's Factory
Quechee Gorge
Bolton Valley Ski Area
Jay Peak Pump House
Norwich University
Magic Mountain Ski Resort
Castleton University
Burke Mountain Ski Area
Shelburne Museum
Shelburne Farms

Other Places to Stay in Vermont, US


Central Vermont- Killington 3,079 Properties
Washington County 2,216 Properties
Rutland County 1,818 Properties
Roxbury 1,522 Properties
Windsor County 1,461 Properties
Killington 1,407 Properties
Windham County 1,285 Properties
Stowe Area 731 Properties
Ludlow 704 Properties
Lamoille County 681 Properties
Mount Snow Valley 608 Properties
West Dover 608 Properties

Frequently Asked Questions About Vermont?

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

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

Discover 585 accommodations with private or nearby pickleball courts in Vermont. Some of the best destinations to stay and play pickleball are:

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

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

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 14258 properties listed in Vermont 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 14258 Vermont, US Vacation Rentals

Recently Booked Vacation Rentals in Vermont