Bend pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Bend
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Top-Rated Villas with a Pool in Bend
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Pet-Friendly Villas in Bend
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- 1964 ft² House
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Large Private Villas in Bend
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Wheelchair Accessible Holiday Homes in Bend
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Bend Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Bend
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Book a Last Minute Place to Stay in Bend
About Bend Vacation Rentals
Discover over 8549 amazing vacation rental options in Bend 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 Bend.
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 1716.44 ft², with prices averaging $394 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 Bend.
Top Pickleball-Ready Accommodation Types in Bend
Type | Count |
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Vacation Homes | 6232 |
Holiday Apartments | 393 |
Cottages | 97 |
Villas | 27 |
Use these Quick Filters to Find a Vacation Rental in Bend
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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 Bend with PickleTrip™.
Weather in Bend, OR
View the weather forecast for Bend before booking your Bend Vacation Rentals to confirm your best time to go.
Top Attractions Around Bend, OR
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Other Places to Stay in Bend, OR
Frequently Asked Questions About Bend?
What are the top vacation rentals, resorts, and hotels in Bend 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 Bend. 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 Bend!
- JULY, 1 Week AVAILABLE! Happiness Is Just Around The Bend, Caldera Springs
- Award winning Downtown Cottage Retreat-Fall stays available. EV charger-
- Exceptional Home Near SR Village/ Best Rates!/Hot Tub/SHARC /Wi Fi/AC
- Riverfront Cottage– Walkable Old Bend Stay
- Premier Black Butte Golf Course Home w/hot tub and sauna
- 4 Bdrm Suites, Tesla/EV Charger, HotTub, 10 REC aka SHARC Passes. -10% off 7 nts
- Quelah Condo 106, Best Views of Lake Aspen, Air-Conditioned!
- Beautifully Remodeled, Steps to Fort Rock Park, A/C, SHARC Passes, Hot Tub.
- Family fun for all ages. Hot Tub, Bikes, Arcade, Private, Pets ok, SHARC, AC.
- Home with a private hot tub, shared pool, & National Forest at your backdoor
How many pickleball-ready properties have private pools in Bend?
Discover 319 accommodations with private or nearby pickleball courts in Bend. Some of the best destinations to stay and play pickleball are:
- 5 STAR SUNRIVER CONDO NEXT TO SHARC - CLOSE TO VILLAGE & FT ROCK PARK -SLEEPS 6
- Luxury on Lassen
- 465 m² House ∙ 5 bedrooms ∙ 14 guests
- Brasada Ranch | 2 Full Suites | On Golf Course
Which vacation rentals, resorts, or hotels in Bend is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in ? 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 Bend?
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 8549 properties listed in Bend 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 |
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Century West Vacation Rentals in Bend, Oregon | 370 |
Broken Top Vacation Rentals in Bend, Oregon | 299 |
Oregon Water Wonderland Vacation Rentals in Bend, Oregon | 197 |
Southern Crossing Vacation Rentals in Bend, Oregon | 146 |
Orchard District Vacation Rentals in Bend, Oregon | 127 |
Overlook Park Vacation Rentals in Bend, Oregon | 124 |
Old Bend Vacation Rentals in Bend, Oregon | 119 |
Larkspur Vacation Rentals in Bend, Oregon | 94 |
Mountain View District Vacation Rentals in Bend, Oregon | 55 |
Mountain View Vacation Rentals in Bend, Oregon | 55 |
Old Farm District Vacation Rentals in Bend, Oregon | 53 |
Southwest Bend Vacation Rentals in Bend, Oregon | 52 |
Deschutes River Woods Vacation Rentals in Bend, Oregon | 34 |
RiverWild Vacation Rentals in Bend, Oregon | 33 |
River Terrace Vacation Rentals in Bend, Oregon | 31 |
Awbrey Butte Vacation Rentals in Bend, Oregon | 835 |