Weston pickleball Stays, Resort Rentals, & Homes
About Weston Vacation Rentals
Discover over 6 amazing vacation rental options in Weston 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 Weston.
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 1499.54 ft², with prices averaging US $610 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 Weston.
Top Pickleball-Ready Accommodation Types in Weston
| Type | Count |
|---|---|
| Vacation Homes | 3 |
| Holiday Apartments | 2 |
Use these Quick Filters to Find a Vacation Rental in Weston
- Pool
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- Pet Friendly
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- Eco-friendly
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★ 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 Weston with PickleTrip™.
Weather in Weston, MA
View the weather forecast for Weston before booking your Weston Vacation Rentals to confirm your best time to go.
Top Attractions Around Weston, MA
PickleTrip offers a large selection of top attractions around Weston . Research things to do on your vacation before you visit Weston.
Frequently Asked Questions About Weston?
What are the top vacation rentals, resorts, and hotels in Weston 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 Weston. 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 Weston!
- 18 Mi to Boston - Stylish Unit in Upscale Enclave!
- Spacious vacation townhome unit with a pool
- A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.
- 18 Mi to Boston - Stylish Unit in Upscale Enclave!
- Comfortable 4 Bedroom Home with a Large Deck
- Elegant, clean, spacious, king bed, fast internet
How many PickleTrip vacation rentals or resorts are available in Weston?
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 6 properties listed in Weston 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.
