You Work

Hard For Your Vacation


You Deserve to Make it a Tailored Stay

Imagine walking into your vacation rental home and having groceries and personal care items pre-stocked for you.

Now You Truly Can!

Elevate Your Vacation Arrival Experience 

  • Pre-order groceries and have them waiting in your vacation rental home when you arrive
  • Celebrate the reason for your vacation with a package or have your Airbnb custom set up for your special occassion by one of our Vacation Tailors

Travel Thoughtfully 

When You Plan and Shop Ahead

Easily Order, Travel & Arrive. Leave the Stress Behind.

  • Travel can be stressful enough
  • Skip the grocery line
  • Simply order on our secure site, travel and arrive


We’ll do the rest so you can concentrate on the people and experiences that matter to you most.

Your Tailored Vacation Stay Literally Starts the Moment You Walk Through the Door.

Don’t Spend Your Vacation Time Grocery Shopping.

Spend it on the things you love.

  • Make it a Tailored Stay
Looking Forward to Having Groceries and Celebration Items at Your Next Vacation Destination?

Let us know.

FAQ’s for Vacation Home Property Owners


  • Why does Tailored Stay focus on pre-arrival delivery?

Simply put, because it maximizes convenience, surprise and delight for guests. It allows guests to begin to enjoy their stay experience immediately and frees them from having to spend time at the store after arrival. This translates to happier guests and better reviews for owners.

  •  What do you need from owners and property managers?

Just three things. We need your permission to access your unit before guests arrive, and we need to know the access method and normal cleaning window time. We also request that you mention Tailored Stay in your confirmation message and any other informational e-mails to guests. That’s it.

  • How does Tailored Stay work?

Guests order packages, groceries, household and personal care items, and beverages through Tailored, at least 48 hours in advance. We shop for the guest and place items in your unit before arrival. We charge guests a markup on groceries and a delivery fee. There is no charge to owners.

  • How do you know when guests will arrive?

We ask them as part of the order process. If you know of a change of arrival time or early arrival, please let us know by calling us at (888) 630-STAY (7829).

Tips for Owners

25 Ways TO Get Your Vacation Rental Unit To Stand Out

We interviewed dozens of property owners, scoured the boards like Community Airbnb and Quora, talked to hundreds of guests and this is what they all had to say.

Download a FREE Copy of the Lake Geneva Vacation Home Rental Guide

Includes things to do, emergency & parking tips and space for personalized messages for your guests.

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