Welcome to The Chill Pickle
A one-of-a-kind, classic vacation rental with a private pickleball court and personality!
Not your average vacation rental.
Welcome to The Chill Pickle, your go-to Branson vacation rental for group getaways, girls' weekends, and pickleball-loving crews. Nestled in the trees just minutes from downtown, this short-term rental features a private pickleball court and sauna - all yours during your stay. Whether you're visiting for a tournament or just here to chill, The Chill Pickle brings together wellness, fun, and unforgettable vibes.
Why Book The Chill Pickle?
Private Pickleball Court
with fencing and lights for evening play!
Modern Amenities
a infrared sauna builds in a mini Branson wellness retreat!
A Layout Designed With the Guest In Mind
Comfortable Mattresses
Full Kitchen
RV / Boat Parking
Privacy
In-House Entertainment
Arcade Games
Pool Table
Video Game Corner
Fooseball
Movie area
Friendly, Local Hosts Who Know And Love Branson
No faceless management company - Kelly and Jeramie live nearby and care deeply about your stay.
Chill Together.
Play Together.
Stay Different.
Reviews
Madisen's Review
Booked a last-minute stay for a wedding at Sycamore Creek.
Great location.
Lots of activities at the house.
Wish we could have stayed longer.
Sean's Review
House had everything we needed to cook for ourselves and the pickleball court is great and well lit!
Responsive host, clear instructions, super clean, friendly, great location!
Adrik's Review
Good location in Branson, loved the pickleball court and theme around the house. Worked well for our family vacation.
We loved the Chill Pickle! Definitely will keep it as an option in the future!
FAQs
Quick Answers for Your Hassle-Free Vacation Planning
How do I book a vacation home with The Chill Pickle?
Book directly through our website or contact our team via phone or email for assistance.
Are pets allowed in the vacation homes?
We have a number of pet-friendly options available. Please specify your need for a pet-friendly rental during your search or inquiry, and well find a suitable match for you and your furry friends.
What if I need to cancel or change my booking?
Cancellation and modification policies vary by rental. Please contact us as soon as possible for assistance.
Are there any additional fees I should be aware of when booking?
All fees will be clearly detailed during the booking process; there are no hidden charges.
Can I get local recommendations or help booking local activities?
Absolutely! Our 24/7 concierge service can assist with reservations and recommendations for dining, tours, and more.
Book your Branson pickleball rental directly and save.
Availability fills fast, especially during tournament weekends and summer breaks.
OR
Rent the Court
Not staying overnight? You can still play like a champ.
HOURLY RENTALS
Weekdays: $30 / hr
Weekends: $40 / hr
Two hour minimum. Same day bookings only,
For full-day rentals and private events,
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Branson's one-of-a-kind, classic vacation rental with a private pickleball court and personality!
© 2025 The Chill Pickle Branson - All Rights Reserved
We're on a mission to bring joy, one stay at a time.