Chittenden County pickleball Stays, Resort Rentals, & Homes
About Chittenden County Vacation Rentals
Discover over 824 amazing vacation rental options in Chittenden County 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 Chittenden County.
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 950.48 ft², with prices averaging US $394 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 Chittenden County.
Top Pickleball-Ready Accommodation Types in Chittenden County
| Type | Count |
|---|---|
| Vacation Homes | 352 |
| Holiday Apartments | 250 |
| Cottages | 63 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in Chittenden County
★ 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 Chittenden County with PickleTrip™.
Weather in Chittenden County, VT
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Top Attractions Around Chittenden County, VT
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Other Places to Stay in Chittenden County, VT
Frequently Asked Questions About Chittenden County?
What are the top vacation rentals, resorts, and hotels in Chittenden County 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 Chittenden County. 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 Chittenden County!
- Lake Champlain Great Camp - Rustic Luxury, Sunsets, Lawn, Beach, Amenities!
- Large and Cozy, Scenic Walks, Private Entry, Jacuzzi Tub
- Lakeside cottage w/mountain views, canoes, firepit, enclosed porch, bbq, beach
- 176-acre private estate and historic farmhouse on the shores of Lake Champlain
- Private Lakehouse with Great Swimming and Epic Sunset Views
- Charming 3B/R Cottage on Malletts Bay
- Onion City Retreat: a place to relax and rejuvenate.
- Elegant Ski-in Ski-out House at Bolton Valley Resort
- 3-bedroom cottage just 10 minutes from Burlington
- Secluded and lavish 6BDR lakehouse in private cove with outdoor (year round) hot tub & steam sauna
How many pickleball-ready properties have private pools in Chittenden County?
Discover 21 accommodations with private or nearby pickleball courts in Chittenden County. Some of the best destinations to stay and play pickleball are:
- Mansfield Manor, the perfect place to relax & enjoy Vermont to the fullest. New!
- Home2 Suites Williston Burlington, Vt
- Luxury home on Lake Champlain, with pool, hot tub, kayaks, and much more
- Green Mountain Suites Hotel
Which vacation rentals, resorts, or hotels in Chittenden County is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Chittenden County? 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.
- Enjoy a vacay on the lake and bike path! nNow booking for 2026!
- Finlays Cove on the Lake
- Lang House On Main Street
How many PickleTrip vacation rentals or resorts are available in Chittenden County?
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 824 properties listed in Chittenden County 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.
