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About Jon & Elena

In 2006, after working 10 years in an office for a company I love I (Jon) took a long planned year sabbatical to travel. At the conclusion of that I made a decision to build a location independent business that I could run while continuing to travel and able to live all over the world. Somewhere along the way I also managed to convince Elena to sign on to this plan.

We've both lived long-term in California and Hawaii. Two beautiful places we love, however we still love exploring new places. For the last several years we've been continuously traveling while still operating each of our businesses remotely. Jon owns a web development agency and Elena owns a subscription box business.

Over the last few years we've mostly opted for staying in Airbnb's, however we've also readily provided long term house sitting for friends in need of someone caring for their pets, plants, pools, pipes (from freezing).

We're both in our 40s and we've slowed down the pace of our travels a lot over the last decade. We've gone from spending a couple weeks somewhere, to spending a month or more each place we go. We both really do work a lot from where ever we are, taking evenings to explore the local food and weekends to exploration of local sites.



    Will consider placements on very short notice.

    Minimum: 2 weeks

    Maximum: 3-4 months


    Will consider any opportunity.

    Continents: All, even Antarctica

    US States: All

    US Regions / Cities: All

    Languages: English, Spanish, a little of a few others

    Travel Notes

    Countries Visited: 28

    Favorite Cities: Ronda, Spain; Florence, Italy; Chiang Mai, Thailand; Tokyo, Japan

    Travel Blogs: Jon and Elena, Wandering Jon


    We love exploring new places and meeting new people, however we also love to go slow and spending time at “home” working online and relaxing. That makes us wonderful house sitters able to spend a lot of time watching and caring for property and pets! We treat the places and animals we watch with the same exceptional respect we treat our own home and pets. We endeavor to treat you the same way we’d want to be treated by someone house sitting for us not bothering about the little stuff and updating you as needed about the rest.
    Becky & Sam, Albuquerque, NM, 2016 & 2017: Jon & Elena have taken excellent care of our home and dogs for extended periods of time on two occasions. Not once did we worry about the safety and wellbeing of our dogs or the security and condition of our home. They took care of the home and dogs as if all were their own. Our dogs absolutely adore them and would go home with them if they could, I'm sure! They handled any situation that came up just as we would have done ourselves (pool maintenance, yard maintenance, dog issues, etc). I would absolutely recommend Jon & Elena as house/pet sitters with total confidence, as they are responsible, mature, smart, self-sufficient and were always willing to take on unexpected issues if they arose without panicking and needing to concern us with the details that we obviously couldn't deal with from afar. We have an older home that has issues from time to time and Jon & Elena always took everything in stride and we trust them without condition. Our home and dogs were always in the best of hands with Jon and Elena and we plan to continue to rely on them for future house/pet sitting needs for as long as they are willing!

    Airbnb Reviews

    Please do look over our AirBNB reviews. We alternate profiles and over the last 5 years since occasionally we travel separately, but we currently each have 17 independent glowing reviews form property owners covering stays from days to months. View the Airbnb profiles for Jon and Elena.
    "Mrs. Rego and husband were like family to me. They stayed for 16 nights taking care my place with love. I recommend this couple 100%." - Danny, New York, NY "Jon and his wife Elena were a delightful couple that stay at my home. Our communication and booking went smooth. and without any complications. Friendly respectful and very tidy couple. I certainly will recommend Jon and Elena anytime to any other host." - Sara, Miami, FL "This was my first time hosting on airbnb, and Jon and Elena were wonderful guests! I would love to have them anytime." - Becky "It was a pleasure having Elena in my house, I felt as if she was a close family member and not a guest. She kept her room and bathroom clean and in perfect order. She is a sweet young lady and was respectful of the house rules and very communicative. I highly recommend Elena, she is a five star guest." - Sandra, Miami, FL "I absolutely loved meeting Elena and her partner. They are perfect guests: easygoing, always kind and polite, extremely respectful, and home is clean, every time! I couldn't ask more. I warmly recommend the to all the community's hosts. Super guests, 5 stars!" - Mirta, Rome, Italy "Elena was an absolute gem of a guest. She was very respectful of the house rules. And was very flexible and patient with a slight hiccup that occurred during the check-in process. I would be more than happy to have Elena visit again. - Nelson, Austin, TX