Our Story
Built on the Belief That Travel Should Feel Personal
Tailored Stays was founded to give travelers a better alternative to the big booking platforms — one where every property is handpicked, every guest is treated like a person, and the experience is designed to exceed expectations.
Meet the Founder
Anson
Anson is a Colorado-based property manager and short-term rental operator who started Tailored Stays after experiencing firsthand how impersonal the big OTA platforms had become — for both guests and property owners.
The vision was simple: build a portfolio of exceptional properties, manage them with genuine care, and give guests a way to book direct without the platform markup. Every property in the Tailored Stays portfolio is personally selected and managed with hands-on attention.
Today, Tailored Stays operates in three markets — Denver, the Colorado Mountains, and Crystal Beach, TX — with a growing portfolio of properties that consistently earn five-star reviews.
What We Stand For
The Tailored Stays Difference
Handpicked Properties
Every home in the portfolio is personally vetted for quality, location, and guest experience. No cookie-cutter listings.
Personal Attention
Guests work directly with the local team — not a call center. Every stay gets the attention it deserves.
Transparent Pricing
Book direct and save 10%. No hidden OTA fees, no surprise charges. What you see is what you pay.
Local Expertise
Deep roots in Denver, the Colorado Mountains, and Crystal Beach, TX. The team knows these markets inside and out.
Common Questions
About Tailored Stays
Who is behind Tailored Stays?
Tailored Stays was founded by Anson, a Colorado-based property manager and short-term rental operator. Anson personally selects every property in the portfolio and oversees the guest experience from booking to checkout.
What markets does Tailored Stays operate in?
Tailored Stays manages vacation rentals in Denver, CO, the Colorado Mountains (near Breckenridge and Keystone), and Crystal Beach, TX on the Bolivar Peninsula.
Why should I book direct instead of using Airbnb or VRBO?
Booking directly at book.tailoredstays.co saves you 10% compared to OTA platforms. You also get direct communication with the local team, flexible scheduling, and no platform service fees.
How do I contact the Tailored Stays team?
You can reach the team at [email protected] or use the contact form on the homepage. The team typically responds within a few hours.
Ready to Book Your Stay?
Browse our handpicked properties and book direct to save 10%.
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