74+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Vermont
  3. Stratton

Stratton pickleball Stays, Resort Rentals, & Homes

About Stratton Vacation Rentals

Discover over 74 amazing vacation rental options in Stratton 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 Stratton.

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 1335.25 ft², with prices averaging US $596 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 Stratton.

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Top Pickleball-Ready Accommodation Types in Stratton

Type Count
Vacation Homes 53
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Stratton

★ 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 Stratton with PickleTrip™.

Weather in Stratton, VT

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

December - February
High 39°F       Low 12°F
March - May
High 65°F       Low 17°F
June - August
High 80°F       Low 50°F
September - November
High 76°F       Low 25°F

Top Attractions Around Stratton, VT

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


Stratton Mountain Resort
American Express Ski Lift
Stratton Mountain Summit Gondola Ski Lift
Villager Ski Lift
South American Ski Lift
Solstice Ski Lift
Snow Bowl Ski Lift
Tamarack Ski Lift
URSA Express Ski Lift
Shooting Star Ski Lift
Sunrise Express Ski Lift
Stratton Golf School
Mount Snow
Bromley Mountain Ski Resort
Magic Mountain Ski Resort
Mount Equinox
Brattleboro Bowl
Orvis Fly Fishing
Bennington Battle Monument
Weston Playhouse

Other Places to Stay in Stratton, VT


Stratton Mountain Summit Gondola Ski Lift 427 Properties
Villager Ski Lift 425 Properties
American Express Ski Lift 422 Properties
South American Ski Lift 422 Properties
Tamarack Ski Lift 414 Properties
URSA Express Ski Lift 388 Properties
Sunrise Express Ski Lift 384 Properties
Solstice Ski Lift 384 Properties
Snow Bowl Ski Lift 377 Properties
Stratton Mountain Resort 371 Properties
Shooting Star Ski Lift 355 Properties
West Wardsboro 128 Properties

Frequently Asked Questions About Stratton?

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

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

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

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 74 properties listed in Stratton 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 74 Stratton, VT Vacation Rentals

Recently Booked Vacation Rentals in Stratton