Find Flexible House Sitters for Chicago Illinois USA

We are perfect housesitters for you...

We are a young retired non-smoker couple from Germany. We are quit, respectful married couple who loves travel and animals. Together, we have remodeled our house and have lots of home maintenance experience. Both of us are More...

Retired college prof, writer, exc. refs, invited back, animal lover, master gardener with myriad skills...

I'm a reliable, resourceful, trust-worthy and creative green-thumbed animal-lover in my early 60's, with 15+ years of experience with long and short term sits (urban, rural and suburban).  Where two are better More...

A very experienced and reliable couple who can take care of your house and pets...

Alan and Carol are a retired couple, very experienced house and pet sitters,  who love to travel, meet new people, and house and pet sit. Alan is a retired business exec and Carol is a retired Event planner. We live in More...

Friend to all living things...

I am new to housecarers, but have been a pet/housesitter on other pet sitting platforms (TH since 2018 and MMH). I have over 50 five-star reviews. 
I am a social introvert, who enjoys spending time with an More...

Wildlife guide/pro photographer in Alaska and Africa seeks house-sit/animal care worldwide...

I'm a multi-skilled professional photographer/tour leader who has been working the last 12 northern summer seasons in remote Alaska as a grizzly bear photography guide and, when the bears hibernate, as a phot More...

Professional Kiwi couple keen to engage in new communities. Flexible on location...

We are an active, non-smoking professional couple house sitting our way around the world. We are embracing this change of pace and loving the experience of different cultures, meeting people from all walks of life, an More...

Feel Secure in Leaving your Home in Responsible Hands...

We are an active,  fit, nonsmoking, retired professional couple who have been married for thirty years enjoying children, grandchildren, the families of nieces and nephews and our beloved pets.

My wife retired&nb More...

Animal-Loving Semi-Retired On-Site Live-In Hotel Manager Couple...

We met in 1997 while living on Maui, Hawaii and since then, we've chosen to live in gorgeous places only. For the past 13 years, we've enjoyed being on-site live-in managers for hotels and destination resorts in Cl More...

Female couple--responsible, experienced, good with animals...

Melissa and Chris are a pair of freelance editors and world travelers who enjoy experiencing new places and new cultures.

We are experienced house sitters who will care lovingly for your home, possessions, animals, a More...

Responsible and active house sitter looking for 1-3 week out of town opportunity in quiet neighborhood...

Lovely to e-meet you! I am a professional and low-key individual in my late 20s looking for an out of town arrangement where I can explore the area and enjoy a change of pace for 1-3 weeks. At home in Vancou More...

Active 69yo woman, college professor, available May - August, Dec-Jan...

I am a single, active 69yo who loves to experience new places. I am an architect and college professor. Nonsmoker.

I'm available during summer and winter breaks.

I also do fiction writing and will use the s More...

Hello! Woof! Meow!...

 My name is Bonita.  I am a 68 year old registered nurse, working an average of 30 to 40 hours a month for a hospice organization in Ft Collins, Colorado.   I was a country girl for at least half o More...

Retired teachers, experienced house sitters with references, ready to care for your home, pets and garden, long term....

We are experienced house sitters with excellent house sitting references available and referee's contact information on request. After retiring from business in 2001, we taught at a university in China for seven and a  More...

Friendly, capable couple...

We are Kate and Leo, a couple in our 60’s recently retired from teaching in Victoria, Australia. We are interested in house sitting and see this as a wonderful way of travelling and experiencing new locales. As part  More...

Early 30s couple with prior house sitting experience that love pets, plants, and travel...

Hi, we're Sydney and Matt, a responsible and experienced house-sitting couple in our early thirties from Washington, DC. We're open to house-sitting opportunities across the USA, generally looking for stays of one  More...

A Gentle Presence in Your Home...

I am a calm, educated, quiet, artistic and spiritual woman who will bring respect and honor for your home. I work remotely as a non-profit executive. My background is in accounting and finance and I hold an MBA degree from More...

Dogs, cats, horses, chickens oh my!...

Active retired farm owners interested in cuddling your perfect best friends.  My husband and I are loving, responsible and dedicated sitters.  We take your trust very seriously. 

We have had  More...

Experienced semi-Retired House/Pet Sitters. Flexible on location and duration - Short or Long term...

We are a caring, mature, healthy, adventurous couple and both non-smokers. We ADORE animals! We have over 15 years house/pet sitting experience in both rural and urban environments. I am a retired primary school teach 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...

Retired Alaskan lady who loves all animals and enjoys traveling....

Most recently I took care of a sweet dog who loved long walks and enjoyed playing with me.  I love all animals and more importantly, they love me! I also have experience house sitting and caring for large and small an More...

Retired Couple to take care of your house and your loved one's, while you go out and play...

I have been a caregiver and have worked in the medical field for 25 years. We have traveled for the last 16 years, mainly to the bahamas, mexico and costa rica on our own , but for the last 5 years mainly in the sta More...

Animal lover...

I am an early retiree who loves to travel. I am very responsible and hard working.  I am friendly and get along easily with others which allows us to make new friends wherever we go.

I have spent the y More...

Professional sitters, we will take the best care of all your fur babies...

We are Naia and Mathias, a strong and fit Italian-Canadian couple with a deep love for animals and a passion for travel. Fluent in English, French, Italian, and Spanish, we're equipped with the linguistic skills to com More...

Active traveler wishing to see more of the world and experience different cultures with the locals. Flexible on location...

I am a peaceful, caring and compassionate person and I have found that caring for people's homes, pets and gardens while they travel is a great way to give to others, locally, across the US, or internationally.

I More...

Active, Working Remotely & Eager to Care...

I am currently working remotely as a mental health counsellor and am excited about the opportunity to explore new places while caring for your home. I am very tidy, organized and enjoy a clean living space. I hav More...

The_world_is_my_home...

I am a retired licensed social worker who is not retired from life! I have a graduate degree in social work, I sing jazz professionally, I am writing a novel and I regularly solo hike the Grand Canyon in my home  More...

Semi retired professional couple looking to experience more of the USA, Canada, Mexico, Asia and beyond!...

We have been fortunate enough to have travelled the world extensively throughout Alaska, USA, Europe, UAE and Asia and are now seeking new experiences in different communities.

We would love the opportunity of h More...

Semi-retired Couple Who Love to Experience New Places are Happy to Care for Your Home, Pets, and Gardens....

We are a semi-retired couple currently living near Stroudsburg, Pennsylvania. We're nonsmokers and drug/alcohol free. Because of our work-at-home job flexibility, we have the freedom to travel and explore other parts o More...

Quality House sitters. Retired couple looking to see more of the world. Flexible on dates and locations, short or long term....

Peter is a retired Australian Army Major. He has all the skills and qualities you would expect from a career in the military. He is a handy man who is capable of doing the chores and small unexpected repairs.

Happy and Healthy Caretaker Extraordinaire...

Hello!  I am excited to help take care of your home and pets.  Cleaning is therapeutic and pets are the best anti-anxiety treatment!
I enjoy traveling to new places  and respect your space.  Plea More...