47+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Vermont
  3. Middlebury - Warren
  4. Weybridge

Weybridge pickleball Stays, Resort Rentals, & Homes

About Weybridge Vacation Rentals

Discover over 47 amazing vacation rental options in Weybridge 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 Weybridge.

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 754.01 ft², with prices averaging US $434 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 Weybridge.

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Top Pickleball-Ready Accommodation Types in Weybridge

Type Count
Vacation Homes 21
Holiday Apartments 9
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Weybridge

★ 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 Weybridge with PickleTrip™.

Weather in Weybridge, VT

View the weather forecast for Weybridge before booking your Weybridge 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 Weybridge, VT

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


Pulp Mill Covered Bridge
UVM Morgan Horse Farm
Sugarbush Ski Resort
Lake Champlain
Fort Ticonderoga
Middlebury College
Green Mountain National Forest
Mad River Glen Cooperative
Little Pico Mountain
Camel's Hump State Park
Lake Dunmore
Sugarbush Resort Golf Club
Charlotte Village Winery
Ole's Cross Country Center
Middlebury College Snow Bowl Ski Area
Vergennes Opera House
Branbury State Park
Brandon Music
Moss Glen Falls
Star Trek: Original Series Set Tour

Other Places to Stay in Weybridge, VT


Pulp Mill Covered Bridge 34 Properties
UVM Morgan Horse Farm 25 Properties

Frequently Asked Questions About Weybridge?

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

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

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

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 47 properties listed in Weybridge 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 47 Weybridge, VT Vacation Rentals

Recently Booked Vacation Rentals in Weybridge