Sisters pickleball Stays, Resort Rentals, & Homes
About Sisters Vacation Rentals
Discover over 737 amazing vacation rental options in Sisters 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 Sisters.
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 1542.54 ft², with prices averaging US $446 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 Sisters.
Top Pickleball-Ready Accommodation Types in Sisters
| Type | Count |
|---|---|
| Vacation Homes | 522 |
| Holiday Apartments | 57 |
| Cottages | 5 |
Use these Quick Filters to Find a Vacation Rental in Sisters
★ 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 Sisters with PickleTrip™.
Weather in Sisters, OR
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Frequently Asked Questions About Sisters?
What are the top vacation rentals, resorts, and hotels in Sisters 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 Sisters. 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 Sisters!
- Enjoy Our Family Friendly Home In Tollgate
- Premier Black Butte Golf Course Home w/hot tub and sauna
- Home with a private hot tub, shared pool, & National Forest at your backdoor
- 8+ Acre Waterfront Home w/Mountain Views & Pickleball Fun! Close to Town.
- NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
- Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!
- Lovely setting on Aspen Lake
- Golf Course/Lodge Style/large/clean/comfortable/5 BR
- Serene Home on Glaze Meadow - Black Butte Views - Hot Tub - Air Conditioning
- Getaway Golf Course Home - Private Hot Tub, Cozy Firepit, King Beds, Bunks, A/C
How many pickleball-ready properties have private pools in Sisters?
Discover 46 accommodations with private or nearby pickleball courts in Sisters. Some of the best destinations to stay and play pickleball are:
- JJ Ranch 40 acres 5 bdrm 3 bath private pool, sauna, soaking tub Mountain Views
- Aspen House 21
- Oasis In The Pines - Private Pool
- South Meadow 23
Which vacation rentals, resorts, or hotels in Sisters is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Sisters? 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.
- Private Hot Tub and EV charger - Partridge Foot Cabin at Black Butte Ranch
- Aspen House 21
- The Scout Boutique Cottages
How many PickleTrip vacation rentals or resorts are available in Sisters?
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 737 properties listed in Sisters 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.
