535. How to Plan Your 2026 Holiday Pricing Without Leaving Money on the Table
Thanks For Visiting
Airbnb Superhosts Annette Grant & Sarah Karakaian
4.9 • 589 Ratings
🗓️ 22 January 2026
⏱️ 15 minutes
🔗️ Recording | iTunes | RSS
🧾️ Download transcript
Summary
If you haven’t looked at the 2026 calendar yet, this episode is your wake-up call.
In 2026, major holidays fall on Fridays and Saturdays — and that one detail changes how guests book, arrive, and leave. If you price holidays the same way you always have, you risk blocked calendars, forced turnovers, or sitting empty on some of the biggest revenue weekends of the year.
In this episode, Sarah and Annette walk through the 2026 holiday calendar and explain exactly how different holiday placements affect demand, guest behavior, minimum stays, and turnover flow. This is not about guessing — it’s about planning ahead so your calendar works for you.
You’ll learn:
- Why Saturday and Friday holidays require completely different strategies
- How Valentine’s Day, President’s Day, and ski weekends can create hidden risk
- What makes the 4th of July especially tricky in 2026
- Why Halloween doesn’t always increase demand
- How Friday holidays like Christmas and New Year’s Day create multiple booking opportunities
- The biggest pricing mistakes hosts make when they focus on the holiday date instead of the full booking window
If you want to protect your time, your team, and your revenue in 2026, this episode is required listening.
Resources mentioned:
Thanks for Visiting Bootcamp: Join the waitlist!
Transcript
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| 0:00.0 | You're listening to the thanks for visiting podcast. |
| 0:08.3 | We believe hosting with heart is at the core of every short-term rental. |
| 0:12.6 | With Annette's background in business operation and Sarah's extensive hospitality management |
| 0:17.4 | and interior design experience, we have welcomed thousands of guests from over 30 |
| 0:22.2 | countries earning us over a million dollars and garnering us thousands of five-star reviews. |
| 0:28.0 | We love sharing creative ways for your listing to stand out, serve your guests, and be profitable. |
| 0:34.9 | Each episode, we will have knowledgeable guests who bring value to the short-term |
| 0:38.7 | rental industry, or we will share our stories of our own experiences so you can implement |
| 0:43.7 | actual improvements to your rentals. Whether you're experienced new or nervous to start your own |
| 0:50.3 | short-term rental, we promise you'll feel right at home. |
| 1:09.3 | Hello, welcome back to another great episode. My name is Sarah Caracan. I'm Annette Grant, and together we are. Thanks for visiting. |
| 1:11.7 | Let's start this episode like we do each and every week, |
| 1:14.0 | and that is sharing one of you are incredible listeners who head on over to STRshare.com |
| 1:19.6 | so that you can share everything about your property, |
| 1:22.0 | and we can celebrate you here on the podcast. |
| 1:24.3 | Annette, who are we sharing this week? |
| 1:26.6 | This week we are sharing the underscore |
| 1:29.3 | Cherry Cabana, the Cherry Cabana. Do I say the because of the Ohio State University? |
| 1:36.1 | Oh, that's part of your, it's just part of why, you know, how I do things. |
| 1:41.2 | Love a couple of things about this property. They are in Wisconsin, Dora County. |
| 1:47.9 | And the first thing I love is in their social media profile, they say, Northern Door Vacations for |
| 1:55.2 | direct bookings. That's the only thing they say. So it's like, go there, book direct. There's a lot of you out there that have |
... |
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