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Wedding & Event Friendly Short-Term Rentals with Helen Christopher

Join the conversation with Stacey as she interviews Helen Christopher. Helen and her hubby purchased a former girls camp and turned it into STR business that hosts weddings, birthday parties, and more. She reveals what inspired her to venture into the short-term rental business and how she transitioned from being a teacher to a short-term rental business owner. In addition, she shares how she navigates self-doubt and the tips she uses to get wedding clients & guests.


 Key Highlights

[03:25] Know our guest; Helen Christopher, and know where she’s located 

[06:10] What inspired Helen to venture into the short-term rental business?

[08:33] Transitioning from being a teacher to a short-term rental business owner

[11:11] Did she have any background experience when she started the STR


[13:07] How she navigates self-doubt

[17:36] How Helen’s property setup enabled her to get into the wedding market and the tip she uses to get wedding clients & guests

[20:27] What she personally does and what she outsources when hosting weddings

[22:46] Challenges she experiences from the foraging behavior of the squirrel

 named ‘Fred’

[24:55] How she creates personal time away from the short-term rental business

[26:13] Helen’s advice to people thinking of transitioning away from their 9-5 job

 into the short-term rental business

[28:18] The lightning round:

●       What’s your favorite place to vacation? Burlington

●       What’s one place you’ve never been to that you want to

 visit? Alaska

●       What’s one thing you know now that you wished you knew when you

 started out in short-term rentals? Building a team  

●       What’s the best piece of advice you’ve ever been given? Take it one day

 at a time

●       What’s one thing and/or person that you are grateful for today? My


[33:04] How to link with Helen Christopher


Notable Quote

●     “The feeling of uncomfortableness can be very scary, but when you learn to be ok with that and to embrace it and really learn to lean into your vision, amazing things happen.” [27:27]


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Let’s Connect!

Follow Helen Christopher on her;

●     Website:

●     Instagram:

●     Facebook:



Let’s Connect!

●     My Facebook group (Female Short-Term Rental Investors)

●     My personal website (

●     My Free Masterclass: How I Went From A W2 to An STR Dream Life in 5 Simple Steps:

●     The Short-Term Rental Society (