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Top rated Chicago house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicole came in clutch with a last minute house sitting for our two cats, one of which is sick. She did such a great job looking after them and administering oral medication. Extremely communicative, attentive to detail, and truly caring for our pets. Went above and beyond. Highly recommend and we are excited to work with Nicole again soon!”
“Jade did a wonderful job. She clearly really cared about my dogs and sent plenty of updates. My apartment was incredibly clean after she left. Would hire again in a heartbeat.”
“Fiona was absolutely amazing! She took such good care of my dog and catered to his needs and schedule. She was very responsive, easy to work with, and left the apartment tidy. Highly recommend!”
“Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog 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.”
“Mairead is an amazing sitter. She took such great care of my dog who had just gotten diagnosed with cancer. Another sitter cancelled on me with 18 hours’ notice. I reached out to Mairead and she swooped in like Superman. I couldn’t be more grateful. She was diligent and communicative. Look no further than Mairead for all your sitting needs.”
“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!”
“Needed a sitter last minute and Carson was quick to respond. He was friendly, courteous, and respectful of my space and provided excellent care for Bella. Highly recommend if you’re in need of a sitter that you can trust.”
“My dog immediately loved Anastasiia! My dog is super friendly but the way she immediately like Anastasiia was very comforting for us. And sure enough, we found Anastasiia to be super super sweet, thoughtful and very considerate, as well, kept us well updated with frequent photos! We are super happy to have finally found an amazing puppysitter again!”
“Took amazing care of our dogs while we were away for 10 days! She kept us up to date regularly and took some of the best pictures. She also got them comfortable with short outdoor walks which we plan to keep up now that we’re back. Would highly recommend her for your pet care needs !”
“Pablo stayed at our home for over a week to watch our dog Bently and we were so impressed. He went above and beyond and Bently absolutely loved him. He provided us with frequent updates, took care of our plants and cleaned up a mess when Bently got sick. We would strongly recommend Pablo for anyone considering him.”
“Such a sweet and amazing sitter! Super communicative, caring, and made me feel completely at ease the whole time. My dogs were so happy and well taken care of. Would absolutely book again!”
“Samantha was marvelous! I’m always nervous leaving my 9yo wheaten terrier, as she’s been known to get kind of cranky and snarly around other dogs. However, Samantha assured me she felt comfortable with my high-maintenance fuzzy friend. She sent regular photos and updates throughout my week-long trip, and always responded quickly whenever I’d reach out. My place was very clean when I returned and, most importantly, my dog seemed happy and relaxed. I’ll definitely reach out to Samantha again for upcoming trips!”
“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!”
“Connie was great! Our dogs really enjoyed her and we actually ran into her on a walk with them coming back to our apartment, and the dogs were willing to keep walking despite seeing us!”
“Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?”
“Andrea was everything we could have asked for in a pet sitter. We have one, crazy puppy and two cats. The dog and cats do not get along well and Andrea was able to handle the difficulties of the situation with confidence and ease. We were gone for a whole week and there was never an issue. She was always happy to chat before the stay and eager to learn what each of our pets need to be happy, she genuinely cares. We already asked her to come back! I would highly recommend her services.”
Over 8,950 pet parents in Chicago have booked house sitting
Chicago pet parents share their Rover experiences
Reshunda watched my two dogs while I was out of the country. She was very communicative, punctual, and responsive. Even before the dog sitting began, she asked great questions, such as how best to care for our dogs in times of thunderstorms. We love our dogs, but they have their difficulties, and Reshunda was very patient and thoughtful and worked hard to give them everything they needed to feel safe and comfortable. Thank you so much, Reshunda!
Marquette was phenomenal with Parsnip! Leaving your little one behind is never easy, but Marquette made us feel completely at ease the entire time we were away. She was incredibly attentive, communicative, and gave Parsnip all the care and affection she could ask for. We will absolutely book with Marquette again next time. Thank you!
Alex immediately put me at ease with her kindness. Gomi is the sweetest! Alex was so accommodating and flexible which is so appreciated. She sent such cute pictures and videos of Bmo, she looked like she was having a great time. Thank you so much for everything!!!
Life saver! Had to leave for a work trip and Alex came over to my apartment and stayed for a couple weeks with my dog max. She was very responsive with texts and updates and when I came back the apartment was even cleaner than when I left it. Very knowledgeable and will definitely be booking again- thank you so much!
Emily was INCREDIBLE!!!! She was so loving to my dog and cat, sent amazing updates and pictures ♥️, and went above and beyond to stay and help out when my return flight went through delays and cancellations. I cannot thank her enough and will be using her again next time I leave town!!!
Lifesaver!! Due to some emergency travel issues, we needed Gianni just stay with our dog for an extra night. This was during horrible storms in Chicago. She acted quickly, changed her plans and was able to stay another night with our dog. Cannot thank her enough.
Mairead is a modern day Snow White. I returned to two happy and well cared for cats. Even my neighbor's cat stopped by to visit. And my millipede, which I hadn't seen for a month, made an appearance! I am especially grateful that Mairead provided expert care to my one cat that requires medication and a specific diet. I would 100% book with her again.
Allison has been an amazing dogsitter for our dog, Max. This is the third time we’ve worked with her, and she continues to exceed expectations every time. She’s reliable & communicative, and most importantly Max is always happy and well taken care of when we return. It gives us real peace of mind knowing he’s in such great hands. Highly recommend Allison!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Chicago is $50
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 house 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.
Sitters in Chicago average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chicago on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 7,881 house sitters in Chicago. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Chicago house sitters respond in under an hour.
House sitters in Chicago have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chicago.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chicago house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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