House Sitting Chicago
Find a loving house sitter to watch over your pets and your home.
Over 9,377 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.
“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!”
“This was our first time having Emily watch our fur babies and we couldn't be happier! She was fantastic!! Just came home to find 3 very happy pups and she also left the house and plants in amazing shape. We were gone for 10 days and received lots of great updates and pictures. We felt super comfortable leaving the pack in her care and will definitely request her again in the future. Thanks so much Emily!!”
“We always appreciate Samantha! Our dog is picky about new people but has really warmed up to her. We trust her to keep him comfortable and safe throughout our trips, and she always leaves our place spotless. We love the daily updates as well!”
“Victor was amazing watching over Paco. (For a whole week!) Very communicative and I felt at ease as I enjoyed my trip away from home receiving updates throughout my time away. Would highly recommend Victor to anyone looking for a dog/house sitter.”
About: I grew up with cats and dogs. I had to help take care of them as I grew up. I always enjoy being around animals. I tend to get along very well with them upon first meeting; they tend to love me as much as I love them. I understand first hand how much an animal can miss their people and family. It is very important for a person to not only take care of their physical needs but their emotional needs as well.
“Alli is absolutely phenomenal!! She always gives fantastic updates and has excellent communication. My home is always kept super clean and organized. Atlas always loves Alli when she visits!”
“Stephanie was an awesome house sitter for my energetic pit mix. She was very easy to communicate with and took great care of my dog and apartment. I will definitely be booking again!”
About: I’ve always had a dog in my household and understand the need for love, play, and care. My parents have a samoyed and border collie, which are highly active dogs, and I make it my priority to spend time with them outside whenever I visit home. I’m currently unemployed so I’m available from 9-4 during the weekdays. I can also do weekends, but my schedule changes every so often but can be worked out! I have plenty of toys, trees, scratchers, and space to watch your pets. I do not use plug-in scents, candles, or any harsh cleaning chemicals.
“Sage was great with Regina! She was so comfortable with him and seemed at ease when we got home. He was communicative throughout the evening and we were never stressed that she wasn't taken great care of. Will be reaching out to Sage again for sure.”
“I genuinely cannot say enough good things about Cornelia! She is incredibly communicative, always keeps me updated, and makes being away from home so much easier. My cat absolutely adores her (to the point where I’m starting to think he prefers her over me). Even my neighbor went out of her way to tell me how lovely she is! I’ve booked Cornelia twice now, and both times I’ve come home to a house that was somehow in better shape than when I left it. It’s the little things that really set her apart. She’s checked for street-cleaning signs, moved my car, brought in packages and kept me informed, and watered my plants. She’s incredibly thoughtful, reliable, and proactive, and genuinely cares about both my cat and my home. At this point, Cornelia feels more like family than a pet sitter. I honestly can’t imagine trusting anyone else with my cat and home, and she will absolutely be my go-to for every trip going forward. Could not recommend her more!”
About: I’m patient and dedicated to making sure your pets are comfortable and cared for while you are away! I’m a fur mom as well and understand the worry when we are away from our babies. I am a lover of all animals and they are in good hands with me! I am detail oriented and will follow any instructions given and include fun activities with your pets. They are like children in my eyes! Spending time with animals is one of my favorite things to do. I am not working right now so I am very flexible. I have a lot of free time and would love to spend it pet-sitting! I am very attentive and will follow any directions given. I know what it feels like to be away and worrying about the fur babies so I will make sure the communication is clear and follow what I’m told :)
“Liz is great! From our first intro meeting to her overnight stay with my kitty, she was a super clear communicator and I knew Woolliam would be very happy in her care. Thanks, Liz!”
“Amazing as always! Im able to enjoy my vacations thanks to the peace that Andres provides when looking after Xena. I can easily tell she has fun with him by the way she gets so excited to see him.”
“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.”
About: Growing up my family always had multiple pets at once. All the way from different aquariums, to guinea pigs, cats and dogs. I’ve been a proud dog mom to my son bandit for 12 years, i’m 23 now. In my late teens I worked at a pet store for about two years, during that time I accumulated vast knowledge of different types of animal friends. My whole life has been filled of all different types of pet care ! Recently, in July, I moved here from Florida. I’ve been a licensed barber there for two years, and I’m currently in the process of transferring my license to Illinois, which will take a long time. So I currently have open availability. I plan to provide pet care in my clients’ homes, so I can keep their pets comfy in their familiar environment. In doing so, I will make sure to follow their normal feeding, walking, potty, and play routines as closely as possible. I will also make sure they receive plenty of care and supervision just as i would want for my own.
About: I’ve been an animal lover my entire life and grew up in a home where we always had pets around. I’m very comfortable caring for both dogs and cats of different personalities and energy levels. I’m patient, attentive and affectionate, and I understand how important it is to have someone you can genuinely trust with your pet. I’m happy to help with walks, feeding, playtime, companionship and following any specific routine or instructions your pet is used to. I currently have a very flexible schedule and plenty of availability throughout the week, including weekdays and weekends. This gives me lots of time for walks, drop-in visits, playtime and keeping your pets company. I can also be flexible with timing and will do my best to accommodate your pet’s normal routine. Your pet’s safety and comfort are my priority. I’m very attentive and will carefully follow all instructions regarding feeding, walks, medications, routines and any special needs. When caring for a pet in their own home, I’ll respect both their space and your home and make sure they receive plenty of attention and companionship. I’m also happy to provide regular photos and updates so you can feel comfortable while you’re away.
“Jorie was great with my anxious dog Bear! She was patient, calm, and gently assertive where needed and he felt very comfortable with her. He can be reactive with strangers and she handled him well. Bear fell into his normal routine quickly, and relaxed at home during the house sit.”
“Kelso house-and-dogsat for our 3 hounds for 4 nights and was a pleasure to work with. We got updates and photos, and we didn’t have to worry about things at all, which is exactly what we wanted! Will use them again.”
“Jade took such good care of my dog Clio while I was gone! She sent lots of picture updates and was very considerate staying at my house. Left the place super neat. I would definitely recommend her!”
The median cost per night for house sitting in Chicago is $50
Pet parents share their Rover experiences - Chicago
Zhanna was absolutely wonderful! She was super friendly, caring, and easy to communicate with. Toby and Mela both loved her and seemed so happy and comfortable with her. It gave me such peace of mind knowing they were in good hands. I would definitely recommend Zhanna to anyone looking for a kind and reliable pet sitter, and we’d happily book with her again! 🐾
We booked Lynette on short notice for a week-long stay with our two Shibas, and she exceeded every expectation! She handled their quirks and initial separation anxiety with so much patience, kindness, and intuition. We loved getting great photo updates every single day! When one of our pups had a small accident the morning of departure, Lynette handled it immediately with total transparency, washing the sheets and all the towels without being asked. She left our home immaculate and our dogs completely happy and relaxed. Lynette is trustworthy, proactive, and a fantastic sitter—she will be our first call next time we travel!
Jessica is absolutely amazing. My wife and I have both a Pomeranian 7yo and 21 yo Cat who we have never left alone -even a night. In Mr. Cats entire 21 yo life he has only been without us for 3 days 10+ years ago, and without me (who he is strongly strongly bonded to) 7days this past Febrauary. So, needless to say we were very anxious about leaving them- especially our wise elder Mr. Cat, but were soon relieved when we saw the type of person Jessica was and how she treated our boys She sent tons of entertaining updates that we would always look forward to, and great videos. Our house was immaculate when she left- probably cleaner than when she got there 😆. Consistent walks were always done- and our stubborn Pomeranian even seems to be walking better. Overall we couldn't imagine a better person to recommend than Jessica. We are now able to finally travel without fear of leaving two our kids at home. Thank you❤️
We were gone for almost a week, and Arsema took such wonderful care of our little guy! She kept us informed of any health concerns she noticed and was incredibly accommodating, even helping us get medication we hadn’t originally discussed to make sure he was feeling his best. She sent us tons of videos and updates, and it was clear how happy and comfortable he was with her. She spent plenty of time playing with him, taking him on walks, and making sure he was well cared for. We would absolutely book with Arsema again! Thank you so much for taking such great care of our little boy and giving us peace of mind while we were away!
Eliana watched our two pups in our home for the weekend. She was very responsible and good with the dogs. Both of the pups are barkers and take a minute to warm up to new people. Eliana was patient with them and gave them space while they got comfortable. As a result they were cuddling her by the end of the day. She followed our walking and feeding requests and gave the pups lots of attention and playtime. She was tidy and respectful of our home - it was just as clean or cleaner than we left it. Overall great experience and we look forward to working with her again!
Mairead is so attentive and always sends plenty of updates, which gives me peace of mind while I’m away. I can tell my cats are very comfortable with her and she always leaves my place clean which is much appreciated. I’m so grateful to have someone I trust taking care of my cats. Highly recommend!
Stephanie took such great care of our dog Whiskey and our place!! She helped us out last minute and was so wonderful!! Stephanie sent us pictures and updates and we really appreciated the great communication!! Whiskey loved his time with her and we would love to have her back in the future!!
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.
How to book house sitting
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 is $56 per night as of October 2026. Most bookings cost between $31 and $98 per night. On Rover, 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 7,628 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.
Tip: 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 87% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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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