Top 14 Questions We Get Asked About House Sitting

Disclosure
: This post may contain affiliate links, which means we may receive a commission if you click a link and purchase something that we have recommended. While clicking these links won’t cost you any extra money, they will help us keep this site up and running. Thank you for your support!

Since beginning our full-time pet and house sitting journey about five months ago, we have gotten a lot of great and oddly blunt questions. Like any interesting or unheard of way of life, people are curious about how house sitting works and how we use it to travel full-time with no home base. From close friends to family, to complete strangers. We are constantly answering questions – and we love it! Finding house sitting has changed our life, and it is something almost anyone else could do. We are always chatting it up!

Trusted Housesitters

So, here are actual questions we’ve received and the real, uncensored answers, for all of you out there wondering what the hell we are doing. (And if you need more of a background on why we chose this lifestyle, read this).

1. How do you find the house sits?

We use a great site called TrustedHousesitters.com. There is an annual membership of $119 to join, but then you can sign up and accept as many house sits as you’d like. There are other sites, but we decided to stick to one in order to have all of our reviews in one place and because we like how easy they make the process. We have done seven through this site now, and have never had any problem getting accepted for sits.

house sitting

2. Do you get paid to house sit or do they cover any of your travel?

In short, no. There is no money exchanged and we pay our own way to get there. However, we feel like we get a huge benefit in getting to stay in a nice home in a place we wanted to visit for free. Sometimes, they will even let us use their car – saving us even more! And since the homeowners are getting their home and pets looked after for free, they usually show their appreciation. We are often treated to home cooked meals, dinners out, stocked fridges, bottles of wine, and we even got awesome event tickets once! Plus, some really great snuggle sessions. We love this win-win setup.

Trusted Housesitters

3. What’s your longest sit so far?

We stayed in Oahu, Hawaii, for a little over three weeks and it was glorious! With how busy this area was, we really enjoyed having plenty of time to relax between venturing out with the tourist crowd.

Trusted Housesitters

4. Do you ever miss any of the pets?

We know we are returning our fluffy pals to their loving parents, so although we do miss them, we usually aren’t too sad to leave since they will be in good hands. But, we also haven’t done too many really long sits. So, it will likely get more difficult to say goodbye the longer we stay. However, we did have a perfect little pal in Fort Collins, CO, that I cried when we had to leave, even after a short sit. We just had a really special connection with her! And we will make it a point to go back and see her and her sweet parents any time we are within a few hours of them. She is even the wallpaper on my phone because her little face makes me so happy! Overall, we are just thankful for our time with these precious souls and excited to give little pieces of our hearts to the next ones.

favorite house sit

5. How do you decide which sits work for you?

At first, we weren’t very picky because we knew we needed reviews in order to get more sits in the future. But now that we have gotten a better feel for things (and a handful of five-star reviews), we do have some preferences. Our biggest preferences come down to location and length of sit.

We only do sits in places we want to go. And we don’t like to do short stays unless we are just filling a gap between sits, since we’ve realized it is a hassle to unpack for a week or less. Plus, if we are flying in or driving a long distance, even the coolest stay isn’t worth the trouble for one week. Ideally, we stay at least three weeks, but are flexible if a cool opportunity arises.

Before applying, we also read through the homeowner’s post carefully since they will often give clues as to what to expect. While the happiness and safety of the pets are our main concern, we don’t want to be their 24/7 nanny and have to watch them at all times. With so many options out there, we avoid the ones that sound like a major hassle or that would prevent us from enjoying the area at all.

molokai memories kalaupapa

6. Are you worried about owners being weirdos?

This question has taken many forms, from “Are you worried they will video tape you while you are there?” to “What if they are hoarders or something?” While we are yet to connect with anyone that gives us a weird vibe, we honestly don’t put much thought into this. We feel we have good intuition when it comes to reading people. Plus, we have a very, “we’ll deal with whatever is thrown at us when that happens” outlook. And it doesn’t help us or the people we are house sitting for to show up with unfair, made-up ideas of how weird they might be. Plus, if they pull out a stuffed animal and start to explain how we will need to go about feeding it during our time there, we can just leave … quickly.

Trusted Housesitters

7. What if they cancel on you?

This is another one of those things we just can’t control, so we don’t worry about it. However, we do not travel anywhere that we wouldn’t be willing to go on a vacation. So, if something did fall through, we’d apply to other sits asap and make the best of it. We have savings and credit cards for such situations. But fingers crossed this never happens.

house and pet sitting

8. Is living in someone else’s house uncomfortable?

Surprisingly, not at all. We settle in really quickly, probably because we don’t have much stuff. After we find a place for our couple of bags and laptops, we are good! Sometimes it takes a little while to adjust to where they put things in their kitchen or the pet’s schedule, but after a few days we’ve usually adapted. The only part that can be uncomfortable is feeling a little like we are invading their space if we get to the sit early or stay late (at their request or invite) and are all there together. But, this has also led to a lot of fun and new friendships! We just don’t sprawl out and get totally comfortable like we do when we are alone.

Molokai

9. What do you do between sits?

We are still figuring this out, but it has been a mix of crashing with friends and hotel or AirBnB hopping. Since the latter can get expensive, we try our best to minimize our time between sits. We like to have at least a day or two in addition to travel time, just in case, but not more than that if we can help it. In the future, we want to look into camping in order to stick to an even tighter budget.

mystic hot springs

10. What’s the craziest situation you’ve been in so far?

Buddy encountered a bear while out on a trail with a dog we were watching! They went for a hike on the owner’s property, so the dog was off-leash (per the owner’s request). When the dog saw it, she rushed at it and barked until Buddy had backed away enough (yelling at her to come the entire time, of course). Her owners were psyched to find out she was such a good protector, since they were yet to be in a similar situation.

Trusted Housesitters

11. Where’s all your stuff?

We have one small box with valuables and other keepsakes that stays safely with our family. Otherwise, all our clothes and other belongings either come with us on trips or stay in our trunk. Everything we own in the world can fit in our Subaru and we continue to downsize. It is kind of amazingly freeing and even addictive to live so minimally.

packing light
Funny enough, we realized after about 15 minutes we brought too much. haha

12. Will you sit for me?

A lot of friends and family have asked this since we started house sitting. Our honest answer is maybe, but probably not. We began this lifestyle as a way to travel to new places we want to see. Likely, the people we know also live somewhere we’ve already lived or visited. It is also unlikely that we’d want to hang out in said place without them there since we probably only visit because of them. However, if we have to be nearby for a family function or other reason, we always love a house sit over a hotel! And, we do genuinely appreciate the offer! We know it is a big deal to trust us with your pets and home. Also, if you have kittens to snuggle, like one of our Colorado friends did when we were recently back for a visit, we will bump you to the top of the list!

Trusted Housesitters

13. How long are you going to do this for?

First of all, why do people always ask this? All we hear is, “So … when are you coming back to reality and stopping this foolish ‘living your best life’ thing?” We have no plans to stop. Simple as that. Call us crazy if it makes you feel better … we kind of are.

Trusted Housesitters

14. Where to next?

We are SO glad you asked…

baums going to Europe

Finding house sitting has changed our life. We are always chatting it up! So, here are actual questions we've received and the real, uncensored answers. #housesitting #petsitting #travel #budggettravel #digitalnomad
Previous article3 Can’t-Miss Maui Drives
Next articleHighlights of Our Kauai Friendcation
Brooke travels full-time with her husband Buddy while working as a freelance writer and editor. In addition to writing content for TrailingAway.com to pair with Buddy's great photos and videos, she also contributes to other blogs and publications. When not traveling, hiking or writing, most of her time is spent working as the Editor of Winnebago's lifestyle blog, WinnebagoLife.com, where she gets the privilege of working with a very talented group of contributors. Brooke and Buddy also house/pet sit while traveling as a way to spend time with animals and really get to know a new area.

3 COMMENTS

  1. Very helpful information. We want to travel to England, Scotland, Ireland and this is the route that appeals to us most for long term travel and really getting to know a place. Look forward to receiving your blog on a regular basis.

  2. This one was a very fun read! I’d missed it since I’ve been going back through your Canada articles; glad I read it 🙂 Looking forward to all your Europe adventures!

    • Thanks a bunch! I’m trying to chip away at what we’ve done in Europe so far. So much to tell! 🙂 Hope you found some helpful tips in our Canada posts, your photos have been making us a bit nostalgic. We love that area of Canada you’ve been exploring! Hope we can cross paths next year. Would love to catch up in person!

LEAVE A REPLY

Please enter your comment!
Please enter your name here