Dog Sitting in Chicago

Book a Chicago dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Chicago dog sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Valeria P.
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Valeria P.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Chicago, IL, 60607

Valeria did a great job! Did everything that was asked & made sure our cats were taken care of! Would definitely recommend

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Marissa B.
Sitter Profile Image: Vitaliy D.
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Vitaliy D.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60608

Vitaliy is the most thoughtful pet caregiver we’ve ever worked with. He was able to come care for our kitties on short notice and we are very grateful. He was very thorough with their care, even with things we forgot to mention, and is excellent at communicating. Next time we need someone to take care of our cats, we hope he will be available because we had nothing but peace of mind knowing our kitties were being taken care of by Vitaliy.

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Amanda M.
Sitter Profile Image: Kristi T.
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Kristi T.
from
$25
per visit
5.0 out of 5 stars
51 reviews
15 repeat clients
17 years of experience
Lower West Side, Chicago, IL, 60608

The best, as always! I had accidentally unplugged my kitty's automatic feeder after moving it and Kristi caught it + re-programmed it during her drop-in. Thank you sooo much!

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Raimi W.
Sitter Profile Image: Emily D.
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Emily D.
from
$17
per visit
5.0 out of 5 stars
9 reviews
2 years of experience
Bridgeport, Chicago, IL, 60608

About: Hi! I’m Emily — a dependable and caring animal lover based in Chicago. I’ve had medium to large dogs my whole life, so I’m very comfortable handling different energy levels, personalities, and needs. I also volunteer at PAWS Chicago, where I spend time caring for and working with dogs of different temperaments. This has given me experience reading dog behavior and helping them feel safe and comfortable in new environments. I currently don’t have a dog of my own at home, which allows me to give my full attention to the pets I’m caring for and be flexible with scheduling. My family dog Bella likes to come for a visit here and there for a few days in a row. She will not be with on our walks or home visits. I offer dog walking, drop-in visits, and house sitting, and I’m happy to adjust to your dog’s routine, energy level, and personality. Whether your dog needs a long walk, playtime, or just some company, I’ll make sure they feel safe, comfortable, and cared for. I’m very responsive, detail-oriented, and will keep you updated with photos and messages so you always know how your pet is doing. I treat every pet like they’re my own and aim to make the experience stress-free for both you and your dog. Feel free to reach out with any questions — I’d love to meet you and your pup! I work in education so during the school year Monday-Friday I am free after about 4pm. I open on the weekends. During June-August I have a free schedule I provide a safe, calm, and attentive environment whether I’m in your home or out on walks. I always follow each pet’s routine closely, including feeding, walking, and any specific instructions you provide. I’m experienced with medium to large dogs and comfortable handling different energy levels and personalities. I prioritize safety on walks by using secure leashing and staying aware of surroundings, and I always make sure pets feel comfortable and cared for. I’m also very communicative and will send regular updates and photos so you feel confident while you’re away.

Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
1 year of experience
Chicago, IL, 60616

Chauntrell is communicative and reliable. Would book again!

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Haden K.
Sitter Profile Image: Paola T.
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Paola T.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Chicago, IL, 60608

About: I’ve had dogs since I was a kid, i had a Yorkshire Terrier, and a Shitzu. I’ve been relied upon by family to feed, walk and bathe their dogs when they’re out of town. I’m currently working full time, giving me plenty of extra time in the day to take care of doggies and kitties around town. Send me a message, and I'll respond a promptly as possible. I will treat your fur baby as I treat my own. I’ll make sure they have water, play with them, cuddle, and I'll make sure they get their steps in for the day.

Sitter Profile Image: David K.
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David K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
154 reviews
48 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

Continues to be my favorite sitter. Super reliable and communicative. David clearly cares about all animals and totally understands a person’s love for their pets and always sends detailed updates! Will definitely be contacting David again!

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Sarah L.
Sitter Profile Image: Lana H.
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Lana H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60605

I was a bit nervous leaving Pili for the first time, especially because I was going to be gone for a few days. Lana met Pili and they became friends right away, she is caring and updated me of their playtime. I feel more comfortable with upcoming trips because I know that my kitty 🐈‍⬛ will be well taken care of.

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Flor G.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$20
per visit
5.0 out of 5 stars
48 reviews
21 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Lauren is the best pet sitter of them all! She took such good care of my dogs in her home. They were so happy! She took them on walks and let them sleep with her at night and easily managed their very different personalities. She also drove to my house to stop in on my cat to make sure she wasn’t lonely. I highly recommend her as a sitter and would definitely use her again! ? ? ?

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Tiana N.
Sitter Profile Image: Ericka J.
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Ericka J.
from
$25
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
2 years of experience
Bridgeport, Chicago, IL, 60608

Ericka helped us while we were on vacation by checking on our cat, making sure she had fresh food/water and a clean litter box. She sent us pictures of our kitty and gave us updates at every check-in. Would definitely recommend her!

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Jen Y.
Sitter Profile Image: Vitaliia I.
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Vitaliia I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
28 reviews
25 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60607

Vitaliia has done an excellent job caring for our shy dog, letting him go at his own pace and making him feel comfortable. She has been great at communicating with us. Very happy to have her as a weekly friend for him to hang with! Thank you, Vitaliia!!

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Anne C.
Sitter Profile Image: Nicole K.
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Nicole K.
from
$15
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Chicago, IL, 60608

1st time away from my kids for more than two nights & also this was my 1st time using Rover. Anxiety is running super high but everything went off without a hitch. Nicole was extremely professional an took great care of my kids! I will be using Rover & hoping that I can book Nicole again.

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Freddie D.
Sitter Profile Image: Katie C.
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Katie C.
from
$20
per visit
5.0 out of 5 stars
29 reviews
6 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60605

About: I am a highly experienced and passionate caretaker for furry friends. With 3 dogs and 1 cat of my own, I have a lifetime of experience in taking care of animals. I am particularly knowledgeable in geriatric care and puppy training, ensuring that animals of all ages receive the specialized care and attention they need. Pet care is essential in my household and is a top priority for my daily routine to ensure my fur-babies are well-fed, nurtured, happy, and healthy! At the moment, I have 3 dogs (Mini Aussie, Geriatric Chihuahua, and a Geriatric Lab) with one orange cat! I love animals naturally and enjoy spending time energetically with animals and catering to their needs.

Sitter Profile Image: Lillian M.
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Lillian M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

About: I’ve spent the last 11 years caring for my elderly Chow Chow, and during that time I’ve also watched lots of other dogs, including two golden retrievers. I’m experienced with everything from playful pups to seniors who need gentler care. I also volunteer at local shelters walking dogs big and small, which has taught me how to build trust quickly and handle every kind of temperament. I’m calm, patient, and I always make sure each dog feels safe, loved, and full of treats. 😘 I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on all weekdays and some weekends, just ask! When I’m caring for a dog in their home, my goal is to make sure they feel completely safe, comfortable, and loved while you’re away. I follow their normal routine as closely as possible with the same feeding times, walks, and favorite spots. I’ll make sure that everything feels familiar and stress-free. I’ve spent over a decade caring for my senior Chow Chow, so I’m especially patient and gentle with older dogs or those who need a little extra attention. I’ve also watched younger, energetic pups like golden retrievers and volunteer regularly at shelters, so I’m confident handling dogs of all sizes and temperaments. I always make sure pets get the right mix of exercise, play, and calm time. I send photo updates and messages regularly so you can relax knowing they’re happy and in good hands. Your home will be left just as you found it — clean, secure, and filled with tail wags.

Sitter Profile Image: Jade T.
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Jade T.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
51 reviews
13 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

Jade was quick to respond to my request for sitting and overall had great communication and detailed check-ins. My very shy and hesitant kitty loved her too. Overall a great experience and will be booking again!

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Kaylee C.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
from
$17
per visit
5.0 out of 5 stars
17 reviews
14 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

Sitter Profile Image: Lillian S.
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Lillian S.
from
$13
per visit
5.0 out of 5 stars
1 review
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I have grown up around dogs, more specifically, small breeds. That is where most of my experience is in. I can administer some medications, put leashes/harnesses on, and put them in a crate if needed. I love getting to play with dogs and sitting with them while giving them plenty of love. I will treat them as my own pet, so you do not have to worry about them while you are away. I am currently in collage and am looking for something to do over the summer. Once this semester is over, I will be available to drop in anytime of the week during the day. I would love to fill this summer with meeting some amazing pets! I will be focused more on being at the client's home so I will follow all instructions left for me. I can help to give some medications as needed. I will make sure their litter boxes are emptied, refill water, and feed them on time. One thing I love doing is sending pictures to the owner that way they know their pet is in good hands!

Sitter Profile Image: Beatrice D.
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Beatrice D.
from
$20
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
2 years of experience
Bridgeport, Chicago, IL, 60608

Lucy loves when Beatrice visits! She’s super easy to communicate with and always follows any requests we may have. We’ll continue to use her services!

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Michaela M.
Sitter Profile Image: Carmela S.
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Carmela S.
from
$15
per visit
2 years of experience
Near West Side, Chicago, IL, 60607

About: I’ve been caring for animal friends since I was young! I grew up on a farm, where we cared for cats, dogs, chickens, and goats. Moving to the suburbs, and now, the city, my desire to care for pets has persisted, as I continue to extend myself to my school and church community! I’ve since cared for their dogs and cats for as long as 3 weeks at a time. I’m currently working remotely during the summer months, so I am completely flexible for any bookings. This will also allow me to attend to pets who may need extra or more frequent attention and care. I have extra space in the home to set up play/beds/anything your pet needs to feel comfortable. I also have a fenced dog park and live in a walkable, private neighborhood for regular walking, and a large dog park for play and socializing with other dogs.

Sitter Profile Image: Yaneris A.
Verified Enhanced Background Check
Yaneris A.
from
$20
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Chicago, IL, 60608

About: I've always had a sweet spot for pets. I took care of and trained my childhood dog for 6 years, and now I'm doing the same for my current dog. I've taken care of my friends' dogs when they are away. In addition, I have been training my own dog with a professional trainer, which allowed me to better understand and manage dogs during walks and plays in the park. I'm a graduate student that always takes time to walk my dog. During weekends, I mostly work from home or have more time to walk around the neighborhood and go to the parks. I have harnesses if your dog needs them for a more comfortable walk. My dog is really friendly and adapts to the energy level of other dogs, to make them feel comfortable and also helps them to socialize.

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Chicago dog parents share their Rover experiences

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5.0 out of 5 stars

Daphnay was awesome with Zena. She followed all of our instructions for Drop-in visits, sent reports and updates after each visit. We'd definitely book with her again. Thanks so much again, Daphnay!

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Chent & Princess S.
Drop-In Visits
5.0 out of 5 stars

Tierney was great! She was able to help me last minute and take off my pup for a weekend and seems like she and my dog did so well together!

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Miles W.
Drop-In Visits
5.0 out of 5 stars

Anna was amazing! Took great care of our pup, gave him his meds and took him for a stroll and gave lots of updates.

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Anna C.
Drop-In Visits
5.0 out of 5 stars

Nikki's service was exceptional when taking care of my beagle. She communicates very clearly, is punctual, and provides great photos of my pup on the walk. Nikki assisted me for 3 days coming by twice a day to feed my pup and take him for a walk. I definitely recommend her services and I will be requesting her again when the need arises. 5⭐️⭐️⭐️⭐️⭐️

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Seth W.
Drop-In Visits
5.0 out of 5 stars

Yingyue couldn’t have been better. She took amazing care of our elderly dog with specific medical needs and also accommodated a last minute schedule change. She was excellent!

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Anna C.
Drop-In Visits
5.0 out of 5 stars

Hallie was friendly and fantastic as a drop in sitter! She went above and beyond and took "Lady" on long walks, even though we said walks were optional and ensuring that pee pads were washed and dried! "Lady" was not anxious when we returned home after a few days and that certainly speaks to her feeling well loved in our absence. Lots of photos from each visit were greatly appreciated. We will certainly be contacting Hallie again!

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Donna W.
Drop-In Visits
5.0 out of 5 stars

Nataliia did everything I asked as a first time rover user! Guinness was happy with his time and I definitely recommend Nataliia!

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Lauren M.
Drop-In Visits
5.0 out of 5 stars

Dara was great with Hershey, my 13-yr-old Dachshund! Excellent communication and flexibility with a last minute request. Would highly recommend her services!

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Samantha M.
Drop-In Visits
5.0 out of 5 stars

Mia was so great with my dog Georgia! She sent videos and pictures to let me know she was safe and was easy to get ahold of for any of my questions! Would 100% use her again.

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Mady M.
Drop-In Visits
5.0 out of 5 stars

Stephanie was amazing and saved me with a last-minute booking. I had a work event pop up on a Wednesday morning and booked with her on Tuesday afternoon. She did so well with our two young huskies. Would definitely use again.

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Andy H.
Drop-In Visits
5.0 out of 5 stars

Vitaliia was fantastic with our senior dog! Our dog required a little bit of extra care and Vitaliia was very patient and understanding of those needs. She was very responsive and provided great updates! I would recommend and trust Vitaliia with your pups!

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Abigail D.
Drop-In Visits
5.0 out of 5 stars

Alexa was kind, professional, and wonderful with our puppy! We felt very comfortable leaving him with a sitter for the first time and he enjoyed spending the morning with her. Alexa was perfect at every step of the process!

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Wesley D.
Drop-In Visits
5.0 out of 5 stars

I needed a last minute dog walker while I was out of town and hadn’t used Rover in years. Caitlin followed all my instructions, was timely, and sent me plenty of updates! I would absolutely have her help with my dog Tucker again!

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Sarah K.
Drop-In Visits
5.0 out of 5 stars

Myla loved Rachel. She followed directions well and was thorough, we’ll look forward to working with her again.

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Shannon M.
Drop-In Visits
5.0 out of 5 stars

Lauren was fantastic! Very communicative, professional and courteous, my dog Lotus loves her, which makes things easier for me, which is great. Will definitely book again

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Chris C.
Drop-In Visits
5.0 out of 5 stars

Thank you for taking care of Kaia. It seemed like our dog had a great time with her doing a brief walk and some cuddle time. We definitely recommend Annie and looks forward to using her services again.

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NORMA L.
Drop-In Visits
5.0 out of 5 stars

Sylvia was very friendly and responsible with my mini dachshund, Mila. She took great care of her, communicated promptly, and maintained such a positive attitude throughout. I felt completely at ease knowing Mila was in good hands. I would absolutely trust her again and highly recommend her!

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Zhenya E.
Drop-In Visits
5.0 out of 5 stars

Jason picked up 2 last minute drop-ins for my Pop Tart and was very communicative! Definitely recommend!

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Nicole C.
Drop-In Visits
5.0 out of 5 stars

Kass takes amazing care of our two small dogs during the week while my wife and I are both working in the office! We appreciate her attention to our dogs and helping out while we were both out of country. We highly recommend Kass for your dog care needs and continue to work with her regularly.

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Lawrence L.
Drop-In Visits
5.0 out of 5 stars

She took great care of my pup! She also took great pictures of my dog while completing the services which made me feel better while I wasn’t home and did an amazing job giving my dog her oral medication. Highly recommend!

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Maggie M.
Drop-In Visits
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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Chicago dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Chicago.

Rover makes it easy to find Chicago dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.