Cat Sitting Winnetka

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 48
pet parents in Winnetka have booked cat sitting

Winnetka, Find top rated cat sitting

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: Anna D.
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Anna D.
from
$22
per visit
4.9 out of 5 stars
• 39 reviews
17 repeat clients
16 years of experience
Winnetka, IL, 60093

“Anna took care of our cat, Jovie, for 10 days while we were away, and we couldn’t be happier with the experience. From the start, her communication was excellent-she reached out before we booked to come over for a meet and greet where she asked thoughtful questions and made sure she fully understood Jovie’s needs. During our time away, Anna kept us updated regularly through Rover and text, which gave us a real peace of mind. Jovie was unsure of Anna at first (she can be shy with new people), but Anna was so patient and caring. She took the time to build her trust, play with her, and make sure she felt safe and cared for. We were so grateful for the attention and effort Anna put in! We can’t recommend her enough!”

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Amanda H.
Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$32
per visit
4.9 out of 5 stars
• 29 reviews
8 repeat clients
15 years of experience
Wilmette, IL, 60091

“She was pleasant, punctual and performed well the tasks that I wrote out.”

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Stephen D.
Sitter Profile Image: jacqueline b.
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jacqueline b.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Highland Park, IL, 60035

“For anyone looking for a sitter go ahead and just hire Jacqueline now! Jacqueline dropped everything to come and meet my cat and then take over watching her for 10 days when our previous sitter cancelled at the very last minute. She truly loves animals and was so happy to take care of my cat! She provided amazing detailed daily feedback on my kitty, was immediately responsive to any messages I sent her, and really just made me feel that my cat was in great hands when I was away. I can’t recommend her more! Absolutely hire her now!”

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Shannon E.
Sitter Profile Image: Amy L.
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Amy L.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
33 years of experience
Glenview, IL, 60025

About: I have been an animal lover my whole life and have had pets since I was 5 years old. I currently have two cats who I am the primary care giver. My late dog, Mara (a black lab), became diabetic when she was 11. For the last 3 years of her life, I administered her insulin shots twice a day. From March 2019-March 2020, I volunteered at CARE Skokie and have watched friend’s cats and dogs over the years while they were away. Animal welfare means a lot to me and I understand the importance of providing consistent and loving care. I would love to have the opportunity to be of service to you and your four-legged family member(s)! I recently resigned from my job in Wealth Management and am focusing on doing things that are more fulfilling and I love animals. I am currently working part time at a local garden shop and have a flexible schedule that allows me time to tend to your pet(s) as needed! I grew up with a dog and have two cats at home who I am the primary care giver for. I am an advocate for all animals to be well taken care of and understand the importance of their needs being met through consistency and loving care.

Sitter Profile Image: Taylor W.
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Taylor W.
from
$12
per visit
4.8 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Skokie, IL, 60076

“There was one missed visit out of 5. Taylor was apologetic & took care of the dogs as scheduled for the rest of the visits.”

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Marilee E.
Sitter Profile Image: Lisa T.
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Lisa T.
from
$27
per visit
5.0 out of 5 stars
• 50 reviews
25 repeat clients
20 years of experience
Glenview, IL, 60026

“This was our second time having Lisa sit for our cat and everything went perfectly again. The communication is always great and our cat gets along great with Lisa. We will book again!”

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Mark S.
Sitter Profile Image: Arianna C.
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Arianna C.
from
$23
per visit
5.0 out of 5 stars
• 26 reviews
13 repeat clients
15 years of experience
Rogers Park, Deerfield, IL, 60015

“Arianna did great with Porkchop! She was punctual to his feeding times and he looked happy and healthy when we returned. We will keep her in mind for future bookings!”

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Jennifer A.
Sitter Profile Image: Catherine A.
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Catherine A.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Evanston, IL, 60201

About: From zoos to animal shelters to animal hospitals, I’ve worked with all animals and I just can’t get enough with them! Whatever your pets needs, basic and specials, they will be in good hands with my excellent service, attention to detail, and reliability. I split time between the Evanston/Wilmette area and Des Plaines so let me know what you need and I’ll let you know if it’s feasible depending on the service! I work full time at an animal hospital. I rotate Saturdays and Mondays, working a morning shift one day and the other off. T-FR full 8 hour days. I have had plenty of success in petsitting with this schedule. If the gig is close enough to work, I can do a midday visit. If the gig is farther from work, then I will not do a midday visit. Keep this in mind when booking if your dogs need three walks a day. I stay overnight no problem! With dog walking or pet checkins, I will do them whenever fits with my schedule! Evenings and weekends are pretty much open. I make sure to keep a very clean space so that pets can’t get into anything, and I leave your home looking as though no one was even there. I always double check doors and fences and gates. I do like to brainstorm pet-safe enrichment for them too (comes from my zoo background). I keep their food and water bowls clean, and for dogs we do a lot of walks. 3-4 a day. If allowed, I like to take dogs for field trips like to forest preserves and dog beaches for extra exercise and a change of scenery. For nervous cats, I let them come to me. Normally with time they get a little more comfortable but I won’t force it. I send lots of video and photo updates to pet owners.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$14
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
15 years of experience
Northbrook, IL, 60062

“Sarah stayed at my house for a week over the holidays and was communicative, followed instructions, and my cat warmed up to her quickly. She left the place clean and tidy. Super appreciated her help!”

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Connie P.
Sitter Profile Image: Colleen B.
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Colleen B.
from
$40
per visit
5.0 out of 5 stars
• 10 reviews
15 years of experience
Loop, Glenview, IL, 60025

About: I have had cats, dogs, and fish for the past 15 years. I have boarded, walked, and sat many animals including the ones listed above. I have also done feedings and administering medications. I always like to get detailed notes and a walk through of the care you need so the pets are well taken care of throughout my time with them. I am currently open to any times and days. I am in school and am doing it completely online and asynchronous. I can work with you separately to figure out the best schedule. I am always wanting a walk through and detailed sheet of paper describing schedules and everything I need to know. I will also send frequent updates including pictures. I have administered medications before and ask to be shown how to administer so they don’t miss a day.

Sitter Profile Image: Phoenix B.
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Phoenix B.
from
$23
per visit
4.9 out of 5 stars
• 33 reviews
16 repeat clients
25 years of experience
Glenview, IL, 60026

“Caroline really made an effort to play with the cats and make them feel comfortable!”

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Noha F.
Sitter Profile Image: Scott J.
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Scott J.
from
$23
per visit
5.0 out of 5 stars
• 143 reviews
33 repeat clients
40 years of experience
Mount Prospect, IL, 60056

“Scott has taken care of my cat twice now and does an excellent job. He feeds and spends time with Quinn and administers her insulin shots since she is diabetic. We are so thankful he takes such good care of our girl!”

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Erin W.
Sitter Profile Image: Curtis K.
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Curtis K.
from
$15
per visit
5.0 out of 5 stars
• 46 reviews
12 repeat clients
16 years of experience
Uptown, Chicago, IL, 60640

“Curtis was so patient with my cat Ruby! I know she can get anxious when I'm not around and he was able to handle all of her big feelings. I definitely recommend Curtis especially if you have a cat who struggles being around new people.”

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Bao L.
Sitter Profile Image: Ariel R.
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Ariel R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 70 reviews
24 repeat clients
4 years of experience
Chicago, IL, 60660

“Ariel was wonderful and gave us total peace of mind while we were away taking care of our kitties. Will absolutely book her again when we travel and would recommend her for cat care! Thank you Ariel!!”

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Sydney L.
Sitter Profile Image: Amina K.
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Amina K.
from
$23
per visit
4.7 out of 5 stars
• 12 reviews
4 repeat clients
7 years of experience
Park Ridge, IL, 60068

About: I’ve grown up surrounded by animals, thanks to my dad owning a small veterinary clinic. I’ve worked at a vet clinic for several years during high school, gaining hands-on experience and learning to care for pets of all kinds. Being the youngest in my family, I’ve always been known as the most compassionate when it comes to animals. Whether it’s walking or sitting, your furry friend will be in loving, experienced hands with me! Book now for personalized care that puts your pet first! I currently have a flexible schedule and plenty of availability, allowing me to accommodate different pet care needs, including walks, drop-in visits, and pet sitting. I enjoy spending time with animals and am happy to work with pet owners to maintain their pets' daily routines and ensure they receive attentive, loving care. I’d be happy to do drop-in visits, house/pet sitting, and dog walking. I would ask for a schedule/routine that your pets are used to and so I can ensure your pets to be comfortable as possible!

Sitter Profile Image: Kylee L.
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Kylee L.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Morton Grove, IL, 60053

About: I’ve spent some time in high school training service dogs for injured war vets! I also have worked in quite a few doggy day cares! I grew up with dogs and have loved them since infancy! I’m currently working a pretty flexible job allowing me more time to ensure your loved fur babies can be properly taken care of! I have a pretty open weekly routine so I have so much time to put towards pet care! I have 1 dog and 2 cats I care for them by making sure all they’re needs are met between both my cats one’s high energy one’s chill I make sure my high energy girl is played with and stimulated mentally every day, same for my dog we go on long walks twice a day!

Sitter Profile Image: Ian B.
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Ian B.
from
$20
per visit
4.4 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Chicago, IL, 60640

About: Since I was a teen, I've always been the go-to person asked to pet sit for people when they went on vacation. I've done it for 10+ years. I recently graduated from law school in May, and I am currently studying for the BAR. I would love to make some money on the side, caring for your special guys and girls! Currently, I have full availability because my sole focus is studying for the BAR. So I can make myself available at any time day or night! I love animals, and I recognize how much they crave attention, especially when they're missing their owner. I would love to provide that necessary attention in your absence. I will make sure that your place is the same as it was when I got there. With a fresh litter box cleaning for cats.

Sitter Profile Image: Teagan B.
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Teagan B.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Edgewater, Chicago, IL, 60640

About: Throughout my life I have had a wide range of pets. I have had a couple dogs, cats, some rabbits, and a snake at one point. I spent a good part of my youth riding and caring for horses. I love all animals and want to do my best to assist you in caring for your beloved pet. I am currently in the mental health field and would like to walk dogs on the side for extra money and the extra cuteness of course! I will care for your pet however I am instructed to do so, but overall just keeping your pet happy, safe, and occupied for the time you are gone.

Sitter Profile Image: Jolette C.
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Jolette C.
from
$17
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Edgewater, Chicago, IL, 60660

“Amazing! Communicates very well and sent lots of pictures. Jolette made sure to clean up before she left and even drew a little picture of my cat to welcome me back. Everything went perfect while I was away”

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J D.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$23
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
1 year of experience
North Park, Chicago, IL, 60659

“Anna is the best called her last minute to check on the cats and she was at my house within the hour. Truly the best cat sitter ever I only use her!”

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larissa r.
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The median cost per visit for cat sitting in Winnetka is $22

Cat parents share their Rover experiences - Winnetka

1 / 1
5.0 out of 5 stars

Angela and Josie did their usual stellar job. It’s comforting to know that Peep is in such good hands!

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Poppy B.
Drop-In Visits
5.0 out of 5 stars

Donna and Stephen took the best care of our cat while we were gone for a week vacation! Every photo we received he looked so happy to see them, and we were able to fully enjoy our trip knowing he was in such good hands. 100% would recommend!

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

Jiayi was terrific! She kept Me updated with excellent photos of the cats and chores completed, feeding, litter, taking in mail. She was very thorough with daily communication. The Cats are happy and calm and the house is as I left it. I would definitely use her again!

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

Rosy was great! Both of my cats need pills and one is particularly adept at hiding in general, so we were worried about how he would react. She tried various strategies to get a pill in him, and even though it was unsuccessful in the end, I really appreciated her tenacity. She sent pictures and very reassuring updates after each visit.

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

Katie did a wonderful job with my kitty! She was very nice and easy to communicate with and followed all instructions with no issues. I really appreciate her going the extra mile to make sure my cat was comfortable and well taken care of. I would absolutely hire Katie again and highly recommend her if you’re looking for a cat sitter!

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

Anna was great with my cat! She spent extra time with her to get more playtime in. She was very respectful of my place and did everything I asked. Will definitely have her back!

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

We love Kelly so much and feel comfortable traveling knowing Kelly has our fur babies taken care of! So grateful to have met her through Rover!

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

Thank you again Isabela for taking care of Ali. I know she was well taken care of on your visits. I always look forward to the pictures and knowing everything thing is fine. I have total peace of mind knowing Ali is in good care.

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Cheryl B.
Drop-In Visits
5.0 out of 5 stars

Marta was great! She was very easy to communicate with and followed our schedule perfectly. Would 100% use again when I need a sitter.

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Robert O.
Drop-In Visits
5.0 out of 5 stars

Kaitlin was very caring and attentive to our indoor/outdoor cats! She was able to connect with them quickly- even our very shy female- and made sure they had all they needed. She is very responsive and reliable, providing regular updates and quick feedback to any questions.

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Charlotte B.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book cat sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for cat sitting - Winnetka

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Sitters in Winnetka average 7
repeat cat sitting clients

FAQs for Cat Sitting - Winnetka

Frequently asked questions about Rover

The average cost of Cat Sitting in Winnetka is $28 per visit as of October 2026. Most bookings cost between $19 and $39 per visit. 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 5,594 sitters on Rover offering Cat Sitting across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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 .

Yes, you can find sitters who have experience with handling special pet needs in Winnetka. On Rover:

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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.

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.

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