House Sitting Chicago
Find a loving house sitter to watch over your pets and your home.
Over 9,366 pet parents in Chicago have booked house sitting
Chicago, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Suzanne did an excellent job taking care of our pup Lucy! She had great communication throughout the weekend and we came home to our house exactly how we left it! I would highly recommend her for any service!”
“Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.”
“Jorie was an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊”
“Eliana was absolutely amazing. My partner and I have a disabled fur baby with a number of special needs, and Eliana was incredibly diligent, asked all the right questions, followed our instructions closely, and took such great care of Miss Bean and our home. We came home to a happy, healthy pup and couldn’t have been more appreciative. I will absolutely be reaching back out for future travel plans. She was a dream to have stay with our fur baby!”
“Faith was absolutely wonderful! She took amazing care of our 1-year-old Portuguese Water Dog, gave her plenty of exercise, and stayed with her throughout the day. She followed all of our instructions and wishes perfectly, and we can’t wait to book with her again! We would highly recommend Faith to anyone looking for a caring and responsible sitter!”
“Xena loved her time with Andres. I was regularly updated with pictures and always felt like Xena was well cared for. I came home to a happy pup all thanks to Andres. Highly recommend.”
“Angela was amazing with George and was able to help us out when we came to town for the night. She’s extremely knowledgeable, kind and timely. Can’t recommend her enough!”
“Jessica was great with watching our 5 month old puppy. She was communicative and did a great job adapting to his behavior. Would not hesitate to work with her again!”
“Amazing!!! Annie is great with out shy dog and went out above to build trust with our dog. Annie was very good about communicating with us. We will definitely be using Annie as a pet sitter again!”
“Allison was great! She was very accommodating and communicative before the stay, and continued to be awesome throughout the stay. She sent pictures and updates throughout the weekend, which I really appreciated. We came home to a super happy pup and a very clean home! I will definitely be using Allison again and can’t recommend her enough! Thank you so much Allison!!”
“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”
“They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!”
“Connie was wonderful! She was very upfront and communicative leading up to our booking which made us feel more and more comfortable as we got closer to our trip. She sent us the perfect amount of updates and our dog Ralph, who is your classic dramatic and clingy dachshund, warmed up to her very quickly. She kept our place very clean and would be happy to book her again/recommend her to our community!”
“I can't say enough about Hunter. Truly. He came through on VERY short notice after another sitter had cancelled with only 48 hours notice before a business trip I couldn't cancel. That should be enough for 6 stars out of five, but he took OUTSTANDING care of our dog. Really really outstanding. Our dog has some strict medicine needs and he did an amazing job. He also stayed at our place and took great care of it. I know it's not easy to have a stranger stay at your house, but Hunter is kind, responsible and trustworthy. Like I said at the beginning, I can't thank or recommend him enough. I will absolutely use him again. A pleasure to work with.”
About: I am trained as a Certified Veterinary Technician that has given me the skills and knowledge to provide safe, attentive care. I’m better equipped to recognize potential health concerns, handle unexpected situations, and know when a pet may need veterinary attention. I truly love caring for animals and meeting new pets, taking the time to learn their unique personalities and needs. I’m patient, attentive, and dedicated to making every pet feel safe, comfortable, and loved while in my care. I currently work part-time at a veterinary clinic four days a week. Your pet must be okay with being alone during normal work hours, but otherwise I can provide plenty of companionship, care, and attention. I do not offer boarding in my home, but I am happy to provide house sitting in your home. I will treat your home with the same respect and care I would my own, leaving everything just as I found it.
“Pablo is such a great sitter for Freyja! He really knows how to handle her German Shepherd energy and we feel so reassured that she is in great hands. He's great at giving updates and we can tell she's having a great time with him. He's going above and beyond taking her on great walks, and she is always relaxe, happy and well cared for when we come back. We can look forward to our trips thanks to knowing she will be well taken care of!”
About: I love animals! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in pet care is from having my own pets and caring for family, friends and volunteering over the years. I currently work from home Tuesdays and Fridays so I’m available anytime those days for walking and play dates. I am available Monday, Wednesday and Thursday after 3:00 and any time on the weekends. I have a Boston Terrier of my own name Jax – love him so much !! I understand the importance of trusting someone to care for your "fur baby". I couldn't imagine my life without Jax. He brings so much joy and happiness to my life. Seeing his little faces everyday just puts a smile on my face! I will walk and care for you pet as if they are my own. I am trustworthy, reliable and always punctual so if you need someone to a walk your dog while you are at work, working late, venturing on a night on the town or just need someone to check in on them and play I am your girl. I will send pictures and videos to let you know they are in good hands.
“Jozelin took great care of our dog, Derby. She was communicative and responsive and sent us great photos of Derby while we were on vacation. I would recommend booking Jozelin to care for your pets!”
The median cost per night for house sitting in Chicago is $50
Pet parents share their Rover experiences - Chicago
Elizabeth is very communicative, reliable and responsive! She made herself available to come for a quick paid meet and greet before the weekend so us and our dog could meet her before we left which made us much more comfortable. Elizabeth sent photo updates each day and made sure we knew they were doing well. We knew our home and dog were well taken care of when we returned! We will definitely rebook Elizabeth in the future and would recommend her to our friends and family.
Bella is GREAT! Socks absolutely loves her and she kept us updated with lots of photos while we were away for just a little over a week, and she took such great care of her. Bella was also really respectful of our home and left everything super clean and tidy. Just an all-around lovely person and we’d happily have her look after Socks again! Thank you!!
Nichole took such good care of our dog Darwin while we were on vacation for a week! It was so evident how much she genuinely cared about him, and it put us at ease knowing he was in such attentive hands. She sent frequent updates and pictures, and was very responsive and communicative anytime we checked in. And when our dog unexpectedly got a bit sick, Nichole handled it calmly, and went above and beyond for him. She also was a great apartment guest and left it extremely clean and tidy!
Our little cat loves Eliza and it makes going away so much easier! We always feel guilty for leaving but I know our baby is loved and cared for when we are gone. Eliza even offered to stay an additional day when we were having trouble with our flight home. I plan to book her again and again!
McKaylee was amazing with Otto! We just moved, so he's still getting used to our new apartment, and she was incredibly patient with him. She took such great care of him and we could tell he was in good hands. We'll definitely be booking her again and we're super grateful for everything she did!
We had such a great experience with Zhanna! She took amazing care of our pup and gave us so much peace of mind while we were away. She was reliable, communicative, and clearly genuinely cared about making sure our dog was happy and comfortable. We got regular updates and pictures, which made being away so much easier!
Emma was an excellent house and dog sitter for our 3 y/o dog! We unfortunately had to book last minute, but Emma was more than willing to accommodate and adapt when our flights kept getting delayed. Our dog is very tied to her routines, which Emma took in stride. It seems like both had a great time during Emma’s stay and Emma left the house in excellent condition. We will definitely be booking with Emma again and would recommend her to all pet parents, especially those to persnickety pups!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Chicago
Select a filter and find qualifying sitters offering house sitting.Sitters in Chicago average 4 repeat house sitting clients
FAQs for House Sitting - Chicago
Frequently asked questions about Rover
The average cost of House Sitting in Chicago on Rover is $56 per night as of October 2026. Most bookings cost between $31 and $98 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 7,701 sitters on Rover offering House Sitting across Chicago. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chicago walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Chicago maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chicago choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chicago. On Rover:
- 92% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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