House Sitting Chicago
Find a loving house sitter to watch over your pets and your home.
Over 9,483 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.
About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!
“We have 2 cats, one who has always done well with sitters and I knew would be fine, and one who had never been away from us and always hides when guests come over. Maired did great with both of them! She stayed in our house while we were out of town and by the end of her stay both cats were playing, cuddling, eating just like they would if we were there. Our whole goal with getting a sitter was to disturb their routine as little as possible and she did exactly that! We received daily updates and photos while we were away and came back to a clean, well kept home. Highly recommend!”
“We have used Jessica multiple times including an overnight in our home. She is professional, trustworthy, takes wonderful care of our Coco, and is a great communicator with wonderful updates while we are away.”
“Allison is awesome. This was our second time having her watch our two pups so she knew their routine, was great with communication and keeping us updated with messages and pics while we were gone. Once again left the house cleaner than when we left. She’s great- thanks again Allison!”
“Chloe is amazing! She took the time to get to know my girls and make the experience comfortable, safe, and fun for them. I would 1000% her to any of my dog parent friends!”
“Jade is the best! Whenever I have to travel, I immediately see if she’s available to watch my pup. He adores her and she’s great with him. I’ve recommended her to almost everyone who asks me about a good dog sitter.”
“Samantha was great! She really saved us when we were put in a bind by a last minute cancellation by another sitter. She sent us daily updates and pictures of our pups, and endured their puppy energy. We came home to a clean house and happy puppies. We would definitely book Samantha again!”
About: Dogs were the first things I ever knew. I have grown up around animals my whole life and dogs have always been apart of my world. Currently I have 3 dogs back at my home. I have experience with puppies, senior dogs, big breeds, and small breeds. I used to work at a doggy day care and have skills in dog training. I will do whatever it takes to make your pet feel like they being taken care with as much love as you give them when you are home. It is my personal duty to respect their boundaries and do my best work to provide you comfort while you are away too. Your pet will be treated as one of my own. At the moment I am out for summer and free to work! I will start my second to last semester of undergrad in September! At home I take care and love my pets everyday so being so far away from Colorado takes that part of my day away. I love to get comfortable and spend time with your pets. I will treat yours as if they were my own and make sure your furry friends are safe while you are 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.”
“Dana did a wonderful job watching our two cats while we were out of town. He was available on short notice, which we really appreciated, and even took the time to meet with us beforehand so everyone felt comfortable. While we were away, he communicated regularly and sent pictures, which gave us great peace of mind. When we returned, everything was clean and well taken care of and our cats were clearly happy and comfortable. Dana was reliable, thoughtful, and easy to work with. I would absolutely recommend him to anyone looking for a trustworthy pet sitter! Thanks Dana”
“Faith did a fantastic job! She was quick to respond, sent us lots of photos of our dogs while we were away, and handled some issues with frozen pipes while we were out of state. We would absolutely use her again in the future!”
“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!”
About: It's summertime in Chicago and that means you get two for the price of one! I am a work from home graphic designer who loves nothing more than a fluffy companion to supervise my work. And since school is officially out for summer, your buddy will also get to hang out with my husband Rob who is a school teacher on summer break. Since having to say goodbye our precious sausage boy last winter we have lots of love to share with your furry friend. I grew up in a home bursting with feline, canine, rodent, and reptilian companions so I have plenty of experience caring for all kinds of creatures. My last dog was a very anxious rescue pup, so I am comfortable working with pets who need time and patience while adjusting to new situations and new people. I love routine and am more than happy to follow detailed instructions to ensure your pet feels as comfortable as possible while you are away. If you have any questions, or if your pet has any special needs, please feel free to send a message! I work from home and am able to set my own hours, so it is no problem for me to adjust my schedule to fit your pet's needs. I'm a major homebody and perfectly comfortable spending all day hanging out at home keeping your fluffer company. During the summer months my husband Rob will likely accompany me which means double the companionship for your buddy -- with your permission, of course. Weekdays, weekends, evenings, it's all good! The more details you can provide about your pet's preferred routine and expectations, the better. I want to make sure they and you feel comfortable so I'll probably ask a lot of questions during our meet-and-greet. At this time I am only comfortable with animals under 30 lbs. I want to make sure I am able to lift and carry them if needed. Multiple dogs are fine so long as they have good leash manners and won't try to pull me in opposite directions.
“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.”
“Kieanji was an amazing sitter! She was communicative, responsive and attentive. My cat was quite glad to have her company. I felt assured that Kieanji had it all covered so that I could relax and enjoy my time away. Kieanji upheld my pet’s needs and routine. Kieanji also took the time and care to clean my home and restore order so that I arrived home to a clean house. Such a nice touch! Thank you Kieanji! Would absolutely recommend!”
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.
About: Fun fact about me is I’ve taken Webster to 3 countries in four years and stayed a month in each place. (Mexico, Costa Rica and Canada) Being around my dog Webster is how I energize myself for the day and decompress after a long day. That’s all there is to it! I work full-time, but I’m an early riser and I’m always done with work by 5 PM. So if you ever get stuck in traffic or need someone to step in after work, and care on evenings and weekends, I’m happy to be there for your pup! I follow the lead of the dog. I am there to make their lives better and I pick up signals for how they want to be cared for. Some dogs want to go on a vigorous walk, while others need the mental stimulation and a good smell session. This is the approach I take with all dogs and what their owners communicate with me,
“Nicole was the absolute best with your boy Chico. He need alot of specialized attention and is reactive with other dogs and she navigated everything like a pro. She left our home spotless and was so respectful while staying. We got so many pictures and updates - it was the first trip I had where I didn’t have anxiety about how Chico was doing. She even trimmed his nails and got him a bandana - can’t say enough great things. Will 1000% book with Nicole again”
The median cost per night for house sitting in Chicago is $50
Pet parents share their Rover experiences - Chicago
Jessica was amazing! I have a French Bulldog that I’ve historically boarded when traveling, but she gets anxious there so I was looking for an alternative. I was nervous to try house sitting but Jessica’s thorough communication, attention to detail when following the notes I provided, and the very strong relationship she quickly built with my dog put me at ease! She gave her plenty of walks, playtime, and pets while keeping her safe in doing so.
Meg was absolutely amazing with my Frenchie! She stayed over for us and took such great care of her, sending regular updates and photos so I always knew she was happy and well taken care of. It gave me so much peace of mind being away knowing she was in such good hands. I couldn’t recommend Meg enough and will definitely be book with her whenever I can!
Caroline had the unfortunate experience of dealing with Polly Pockets seizures. She did a great job and followed the protocol to keep her safe. I’m very grateful for her quick thinking and actions. Giving meds and keeping alert for an epileptic puppy is a lot…she handled it like a champ.
Shan was an excellent communicator and took such great care of our little guy. We were a little nervous traveling across the country for her first stay and she put all of our fears at ease. We received regular updates around feedings, walks, play time. He is a ball of energy and she made sure to regularly walk and play with him. We came back to a very happy boy!
Eliza was absolutely wonderful with our cat! We booked house sitting and pet sitting, and when we got back home our place with perfectly in order, cleaned litter box, and a happy garden. We got so many cute update photos of her playing with and petting our sweet cat! Would highly recommend.
We had such a wonderful experience with Trina! She took such great care of Winnie and made us feel completely at ease while we were away. She was incredibly kind, attentive, and communicative, and we loved getting updates and photos throughout the stay. It was clear that our pup was happy, comfortable, and very well cared for. We’re so grateful for how much love and attention she gave our dog, and we would absolutely trust her again. Highly recommend her to anyone looking for a sitter who will treat your pet like their own! ❤️
Gabriela was such a blessing to us during an unexpectedly busy week. She stayed with our dog for one day and did a fantastic job walking her and keeping her company. We have a chihuahua mix whose personality is quite spicy — Gabriela handled her with ease. 100% would book with Gabriela again.
Anastasiia is so thoughtful and takes such good care of my dog Biscuit! Biscuit was injured and she handled her meds and routine with the utmost care, and even brought her a little toy to make her feel better. I am so grateful to have Anastasiia take care of my pup!
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 for House Sitting in Chicago on Rover is $55.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 7,791 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 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chicago. On Rover:
- 93% of sitters can help with special care needs
- 94% 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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