Find Flexible House Sitters for Chicago Illinois USA

Reliable, Dog Loving, Non-smoking, Professional Couple...

Hello! We’re Kim & Tristan, dog lovers and adventurers originally from Colorado and Alaska, and currently living in California.

We know how hard it can be to leave your home and furry loved ones behind when More...

RETIRED MILITARY LOOKING FOR NEW PLACES TO EXPLORE...

Hello, I spent almost twenty three years in the US Army and lived many places across the USA, Europe and Asia. After retiring six years ago I moved to Florida and completed several degrees along with my comm More...

Swiss woman will take care of your home, garden and animals...

Retired, experienced sitter,  64,  very motivated and reliable with many interests. I shall look after your place and animals with much love and care.

Personal assistant, secretary and massage therapist, comp More...

Ready to housesit...

I am a certified health coach and can work from anywhere. I have nothing tying me down, and I am ready to get out and have new experiences. My work history will show I am reliable and responsible. LOVE pets and all animals More...

Full-time, Experienced Housesitting, Petsitting and Caretaking Couple in Mexico, Europe and the U.S....

We are a responsible, reliable, mature, energetic couple in our late 40s, originally from the United States but have been house sitting throughout Mexico, Europe and the United States for the past 10 years. We have profess More...

Quiet, reliable pet lover who enjoys exploring new places...

I have recently come across the option of pet / house sitting as an interesting way to explore other places while doing my remote work and also some writing projects.

I have always been an animal lover and currently  More...

Trusted, Experienced Pet and House Sitter Ready to Take Care of Your Home...

Hello!

My name is Doug Murray and I'm a very experienced house and pet sitter. I'm a writer by trade and I travel extensively.

My income comes from remote work for some of Canada's largest media com More...

Professional Couple available to take care of your pets/home...

We are a professional couple that lived overseas for almost 5 years and we are now living in Columbia, Missouri. We would love to take care of your home and pet(s) so that we can check out the United States and Canada.  More...

A reliable handywoman with veterinary tech experience and good judgement, looking for opportunities for quiet study time....

I am a self-employed seasonal berry farmer in Moncton, NB, with a very broad set of skills and experience in animal care, yard and home maintenance and renovation.

Why housesitting?

*Much sought after*mature quiet, professional woman, promises to deliver conscientious house, and kind - loving pet care...

Hello! My name is Antonia, a single fifty-something Canadian residing in the "City of Waterfalls". Non-smoker, non-drinker, non-meat eater (but i More...

40-year-old teacher and writer eager to see the world, meet your pets, and sit your house....

Who I am:

I am a teacher in Denver, Colorado and my husband works in solar. I don’t smoke, never have. I enjoy reading, skiing, hiking, leisurely walks, and experiencing new places and faces. I More...

Reliable 43 yr old non-smoking female with common sense looking to love your loved one!...

Hello,  

My name is Kathryn Osgood and I am a 43 yr old full time freelance pet sitter/lover,  photo editor and personal assistant.

I grew up in the countryside of Vermont spending my summers  More...

Responsible & non-flakey. Neat and tidy. Former homeowner....

Hi everyone. I'm a teacher who is taking time off to enjoy travel. I have no children or pets of my own that may take me away from a housesitting commitment. As a former homeowner, I understand what it takes to maintai More...

Love goes around; gladly, happily, warmly, responsibly, lovingly and always with the BEST PET CUDDLES POSSIBLE...

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Please, IMPORTANT NOTE: I am fully Vaxxed. If you are not, please plan to mask and social distance or avoid crossing paths and provide a video walk-through for the sit,  More...

Respectful and competent housesitting couple...

One of us has recently retired from post of dual head teacher and is now looking forward to making the most of life through new experiences and travel. The other has spent their past life self-employed as a struc More...

Mature. Responsible. Multilingual...

While I love to travel, I am a terrible tourist. I prefer to live in a community, absorb the history and the culture, make friends, and create memories. I have few needs or possessions, and am able to run my book publishin More...

I am currently writing a novel and want to travel for cultural exposure....

I have experience in caring for many different types of animals. On my own, I have had horses, dogs, cats, chickens, reptiles, and fish. I also grew up with indoor exotic birds. I love traveling, animals and new cultural e More...

I am an Airbnb Superhost! Mature, responsible, impeccably clean and quiet single gal. Lover of animals and gardening....

Hi, I'm Tracy! 

I'm a 51years young, healthy and active, smoke/alcohol/drug free single gal looking to explore new locations, cultures, homes and enjoying meeting people from all over the world. Bef More...

Early 50's Female Couple, International Housesitters Since 2013, former Resort Manager & Australian Federal Police Agent...

Hi there! We are NatnJodie :) 

We are originally from Australia, and international House Sitting was our full-time lifestyle from early 2013. 

We now have a home base in Mexico, and like to call ourse More...

Reliable animal loving couple for your pets and home!...

We are a non smoking couple from the Netherlands. Leon worked as a journalist,  retired a few  years ago, Anja is selfemployed,  and still works occasionally in urban development. We live i More...

Remote-working cat lover!...

Hello! My name is Evan, and I'm a 24 y/o cat-lover and entrepreneur.

I've had cats my whole life, so I'm quite comfortable taking care of / cleaning up after them. I'm eager to get a ca More...

Responsible, mature, well-traveled, dog loving, cat respecting, sheep and chinchilla liking and traveling writer...

I'm a writer who is in the process of writing a travel memoir. I've sold my house, furniture, and car in order to do this. As a homeowner I understand how you can love an inanimate object. Therefore, I will treat y More...

Down to earth, adaptable and culturally savvy animal lovers with vast experience...

We are Jody & Trent and would like to tell you about ourselves! We are a fit, active, non-smoking, and responsible Canadian couple, both of us owning our own company.

We are also homeowners experienced in all the More...

SELF-EMPLOYED, Experienced House/ Pet sitter and animal-lover with European and US citizenship...

I have a ton of experience pet and house sitting worldwide!  Ask me anything and we will be honest and true! No question is an un-welcomed one. I absolutely love animals. I take pride in what I do and if you More...

Triple Citizen...

I am a young 58 year old widow (married 28 years to a wonderful guy who passed away 9 years ago) who is a Licensed Mental Health Counselor and Clinical Supervisor by profession.

I sold my home on Whidbey Island,  More...

Enjoy playing with dogs and cats, traveling, learning, and volunteering....

Enjoy playing with dogs and cats, traveling, learning, and volunteering.  As a consultant and teacher, I am retired but still have some business every now and then. Willing to experience new cultures.  I am from  More...

Mature, Organized, Reliable, Outdoorsy, Animal Friend...

(Update May' 23) I just renewed my membership and looking for some new adventures, primarily Western US but not necessarily so. 

I enjoy travelling and exploring, doing some hiking and photography along the  More...

Caring for homes and pets since 2011. We will love them like our own. ?...

Hi,

Housesitting has really changed my life.  I have had numerous adventures around the world.  Met wonderful people.  Stayed in so many lovely homes and communities.  I happen to meet my husband  More...

Veterinarian available to care for your home and pets...

Hello,  

I am a female veterinarian working in Chicago, IL who is now an empty nester.  With my children grown and on their own, I have much more time to travel.  I enjoy visiting different countries ou More...

People call me aunt nancy mostly...

Hello!  My name is Nancy. I did my first house sitting job for an old friend in my twenties.   I took care of her pet cat and the house for periods of time when her and her husband would travel. Whether it w More...