The Best Time to Begin Your Vacation Rental

A lot goes into your vacation rental’s availability. It takes time to get a home prepared for reservations. If you’re buying a home, the process can be extended as you search the market, work through closing and furnish the home.

However, knowing a good starting date can get you up and running with little to no time between listing and your first reservation.

Before You List

One small aside before we jump into it: My first piece of advice is to get the home completely ready before you list it on sites like Airbnb or Vrbo. You never know if someone will make a reservation for that night (I’ve seen it happen), so you don’t want to scramble to finish projects, clean or stage the home before guests arrive. 

Spring is Best

As many of us know from the traffic flow through Colorado Springs and Woodland Park, summer time is peak tourism season in the Pikes Peak region. This is why I suggest new vacation rentals come “on the market” just before summer in February-April. If you’re closing on a home, shoot for this time frame!

You’re likely to get some weekend reservations for February and April, and you may see a little uptick in March for spring break. Spring is also when I see an influx of summer reservations hit our books. Preparations for summer vacations begin in the spring, especially for those traveling to Air Force Academy or college graduations. Your summer calendar will start to fill in, and if you have some reservations (and reviews) from the spring to entice potential bookers, your summer will book up nicely!


Beginning your short term rental during the summer can be effective, but stressful. The demand from travelers may leave you scrambling to get things done before people arrive. Make sure you have a plan for resetting the home after each reservation, or you may find your calendar filling up faster than you can handle. This is where having a manager with a team comes in handy! We have the resources to get your home listed quickly (to take advantage of the remaining summer season), and we can take care of back-to-back or last minute reservations when they start rolling in!

The spring and summer months should help you build lots of good reviews to keep those winter reservations coming in!

Fall and Winter

If you start your short term rental during the fall or winter, you may long for those long lines of summer tourists! As school starts, the demand for vacation rentals goes down. You may find some holiday and weekend reservations, but expect to do a lot of the heavy lifting financially during the fall and winter the first year.

Top 5 Reasons to Book Directly with a Property Manager


In a world with Airbnb and VRBO, everyone can rent out their home.

It’s a great way to earn money back on your investment, and one I wholeheartedly support! But not every VRBO or Airbnb experience is created equal.

So much of what makes a vacation rental great is the host, or in our case, the manager. Many homeowners have full-time jobs and may even live across the country from their rental! That’s where renting from a vacation rental manager can take your vacation from good to great, and your vacation home from a simple place to sleep, to a place with incredible memories.

Need another reason to find a vacation rental manager in the city you want to visit? Here’s my top five!

1.  It’s My Job 

As a vacation rental manager, it’s my full-time, 24/7 job to take care of these properties and those in them! I have the time, the resources, and the experience to tell me what each house will need to be fully stocked and ready for guests.

2. Get What You Expect 

It can be hard to sift through pages and pages of houses, and get a good feel for the home. Give me a call and I can answer your questions. I know the houses inside and out, so let me walk you through them, and tell you exactly what you can expect when you get there.

3. Customer Service 

As my guest, I’m here for you. Do you want me to set up a reservation for you? Do you need me to bring you groceries so you can sit back and relax? Let me know! I want to help make your stay memorable and relaxing. If there’s something I can do to help, I will! Not to mention, I live, work and play here, so ask me questions. I can help you make the most of your visit.

4. Save on Fees 

Like other vacation rental managers, we have our homes on listing sites like Airbnb, VRBO, Flipkey and more, but we know the service fees from those sites can be a drawback. So give us call, and we can save you the fees when you book directly with us.

5. Maintenance 

Neither you nor I want anything to go wrong during your stay, but if something happens, I’m on it. I do everything I can to resolve issues quickly. I don’t want you to go without anything, and as a manager, I have the time to focus on a problem and get it resolved. I can’t guarantee that everything will be working 100-percent of the time. Things happen–even in a vacation rental. But know that I won’t put off an issue, and I will do everything I can to make it right for you.