2912+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Big Sky pickleball Stays, Resort Rentals, & Homes

About Big Sky Vacation Rentals

Discover over 2912 amazing vacation rental options in Big Sky 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 Big Sky.

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 1225.7 ft², with prices averaging US $792 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 Big Sky.

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Top Pickleball-Ready Accommodation Types in Big Sky

Type Count
Vacation Homes 1320
Holiday Apartments 182
Villas 11
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Big Sky

★ 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 Big Sky with PickleTrip™.

Weather in Big Sky, MT

View the weather forecast for Big Sky before booking your Big Sky 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 Big Sky, MT

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


Big Sky Resort
Yellowstone Park West Entrance
Chico Hot Springs
Grizzly and Wolf Discovery Center
Big Sky Town Center
Hebgen Lake
Big Sky Golf Course
Yellowstone Park Zipline
Playmill Theatre
Two Top
Yellowstone IMAX Theatre
Yellowstone Big Gun Fun
Lone Peak
Yellowstone Historic Center
Earthquake Lake Visitor Center
Cliff Lake
Ousel Falls Park
Great Whirligig
Historic Crail Ranch
Little Bear School House Museum

Other Places to Stay in Big Sky, MT


Gallatin County 3,315 Properties
Moonlight Basin 1,696 Properties
Big Sky 1,606 Properties
Big Sky Meadow Village 1,325 Properties
West Yellowstone 679 Properties
West Entrance Yellowstone 604 Properties
Big Sky Resort 193 Properties
Emigrant 158 Properties
Gallatin Gateway 90 Properties
Saddle Ridge 80 Properties
Powder Ridge 77 Properties
Spanish Peaks 70 Properties

Frequently Asked Questions About Big Sky?

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

How many pickleball-ready properties have private pools in Big Sky?

Discover 38 accommodations with private or nearby pickleball courts in Big Sky. Some of the best destinations to stay and play pickleball are:

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

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

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 2912 properties listed in Big Sky 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.

Nearby Neighborhood (16) 
Neighborhood Property Count
Saddle Ridge Vacation Rentals in Montana 80
Powder Ridge Vacation Rentals in Montana 77
Spanish Peaks Vacation Rentals in Montana 70
Lazy Acres Vacation Rentals in Montana 62
Big Horn Vacation Rentals in Montana 36
Antler Ridge Vacation Rentals in Montana 1120
Horse Butte Vacation Rentals in Montana 158
Porcupine Park Vacation Rentals in Montana 225
Lost Trails Retreat Vacation Rentals in Montana 424
Skywood Preserve Vacation Rentals in Montana 651
Cascade Highlands Vacation Rentals in Montana 645
Riverview Ranch Vacation Rentals in Montana 536
Ramshorn View Estates Vacation Rentals in Montana 310
Big Sky Mountain Village Vacation Rentals in Montana 1346
Bear Paw Ponds Vacation Rentals in Montana 725
Buck Ridge Ranch Vacation Rentals in Montana 28

People Also Ask

There are 2912 Big Sky, MT Vacation Rentals

Recently Booked Vacation Rentals in Big Sky