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

Over 92 pet parents in Winnetka have booked cat sitting
Winnetka, Find top rated cat sitting
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.
“The attention to detail and genuine care for our animals is like nothing else I have seen. Kristen was so communicative and gave our cats extra special attention which they enjoyed while we were away! We would definitely rebook Kristen for the future!”

“Samantha is doing such a great job taking care of my cat Tyler while I’m out of town. I love the thought and attention she puts into her reviews and photos. You can tell she gets along with pets naturally. thanks Sam!”

“Julia is so sweet and Rocket really loves her! As an over the top dog Mom, I trust Julia 100%. She is professional, polite, responsive and you can see her love for animals. We are so happy to have Julia to come check in on Rocket!”

“Ariana is the first sitter I have ever booked on Rover or any other similar service. She set the bar high, and I am so happy to have found her! Responsive, friendly, highly empathetic, and asked great questions. We needed assistance having eyedrops administered to a large, shy cat who does not enjoy the process at all. She suggested a strategy of making him feel comfortable and taking time to coax him out, and it worked! She even helped me in a pinch with an additional last minute drop-in request on the weekend. I would not hesitate to recommend Ariana to anyone, and I plan to use her again in the future for this cat and my other pets. Thank you, Ariana!”

“Zoey did an amazing job taking care of my cat Waffles. Kept me up to date with any issues and took cute photos. Highly recommend Zoey and will be using them again in the future!”

“I asked Kimberly to do everyday check in to Diane this week. She has been very patient with Diane these past few days cause she still barks at her when she arrives but stops once they go outside. She always update me how Diane was doing each day. She's always on time too and very nice.”

“Our pup had the best time! We could have not asked for a better sitter for Cody. Would highly recommend her, as she has a lot of experience with pups and German Shepherds in particular ... and it shows!!! ? Also, she was on time, left us great notes on the App including pictures and followed all instructions perfectly.”

“Kimberly has been very kind and is a great pet care giver. She knows what to do as far making your pet feel very comfortable with love and attention. Thank you Kim for taking care of our 6 year old cat Honey 😊”

“I’ve had Sanaz as Argos’ regular dog walker now and she is so great with him! I appreciate her flexibility and optimism when I have last minute changes. Highly recommend!”

“Cecilia was amazing and I will definitely be hiring her again! She took wonderful care of my cats, and was the first sitter my shy cat came out for on day 1! Her photos were wonderful and showed how happy my cats still were while I was gone, and she also helped by taking in the mail and taking out the trash cans while we were out. Thank you so much, Cecilia!!”
“Caira was wonderful! She was very sweet and I felt comfortable leaving my cat in her care. She even took the time to meet my cat beforehand, which I greatly appreciated. It gave me peace of mind knowing my cat was well looked after. I would happily book with her again.”

About: I love caring for and protecting all animals; dogs, cats, other mammals, reptiles, amphibians, fish, and/or insects. Essentially if it eats, breaths and needs maintenance, I am able to take care of it. I've had several dogs in my life, from small to large sized dogs. I have also owned a couple exotic pets that required unique needs and diets. I have no issue with cleanup or waste removal that may be needed while caring for any extended family member. Not having any other obligations other than "Rover" (besides my GF) I am able to dedicate my full attention on the services I am providing to care for the loved ones I am entrusted to. I have experience and I am able to train, if requested.
“So happy Tiffany helped us out last minute. My doggies had such a good time with her, enjoying their walk and cuddle time. She took great care of them and would be happy to book her again.”

About: We’re a friendly, reliable married couple with 26 years of combined pet care experience, offering personalized, loving care for your furry family members. Our services include daily walks, playtime, pop-in visits, and doggy playdates or daycare. We share our home with our 5-year-old Brittany Spaniel, who’s well-socialized and gets along with nearly every dog she meets. Whether your pup needs a fun day with friends or just a little extra love while you’re away, we’re here to make sure they feel happy, safe, and right at home. Pet care is a full-time part of our lives right now, which means we have plenty of time to give each client’s pet the attention, care, and love they deserve. Our flexible schedule allows us to be fully present for every visit—whether it’s feeding, playtime, or just keeping your pet company. We treat every animal like family and make their well-being a top priority in our daily routine. In our home, we offer a safe and engaging environment with a fully enclosed front and backyard where dogs can play and explore. We share our space with our 4-year-old Brittany Spaniel, who is well-socialized and loves the company of dogs of all sizes. We don’t crate dogs unless they are already crate trained and their crate is provided by the owner. We spend plenty of time playing, interacting, and attending to each pet’s needs based on their unique personality and comfort level. When caring for pets in our clients’ homes, we provide the same personalized attention—whether it’s playtime, feeding, or quiet companionship. We make it a priority to understand each animal’s temperament and routine so they feel secure and happy while you’re away.
The median cost per visit for cat sitting in Winnetka is $25
Cat parents share their Rover experiences - Winnetka
Ariana is an excellent pet sitter! She dropped in on our cat multiple times while we were on a short trip. She was super reliable, sent lots of pictures, and kept us throughly updated after each visit. Our cat was well taken care of, and we came home to a happy kitty. Will definitely book again!

Sanaz was great! She communicated regarding her arrival, departure, and everything in between. Sanaz was very gentle and respectful of my fur baby’s space but still engaged her during the drop in visits. I would recommend Sanaz to anyone looking for a pet sitter!!!
Philip and Lauren were great! They dropped in at the scheduled times took care of everything as we had agreed. We received pics and vids of Lucky so we knew he was fine and messages keeping us up to date. This was our first time using Rover and will definitley be repeat customers. I would recommend Philip and Lauren without hesitation!!

Emily is fantastic! She completed her drop ins at the time scheduled and sent lots of pictures. You could tell my cats were super happy with having her there. Even my super scaredy-cat warmed up to her while I was away my schedule is just all over the place and she was so accommodating to last-minute changes as well which I really appreciate.

Caira was wonderful! She was very sweet and I felt comfortable leaving my cat in her care. She even took the time to meet my cat beforehand, which I greatly appreciated. It gave me peace of mind knowing my cat was well looked after. I would happily book with her again.

We are so happy we found Cecilia to take care of our two cats. It was a huge relief to be able to relax and enjoy our vacation knowing that they were in good hands. Cecilia was super responsive to messages, very reliable and consistent with time, and she even managed to get our very shy rescue cat come out to say hello! The photos she sent every day made us smile and we knew the cats were happy based on their behavior. We would highly recommend and will absolutely be booking Cecilia again next time we travel!

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 cats like family

1. Search
Browse profiles of sitters near you who offer cat 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 cat sitting - Winnetka
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winnetka average 6 repeat cat sitting clients
FAQs for Drop-In Visits - Winnetka
Frequently asked questions about Rover
The average cost for Cat Sitting in Winnetka on Rover is $19.98 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Cat 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 Cat Sitting. For more information on service fees, click here .
As of August 2026, there are 7,492 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 Rover's Trust & Safety page .
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.
A Meet & Greet is a short introductory meeting between you, your cat, 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.
Yes, you can find sitters who have experience with handling special pet needs in Winnetka. On Rover:
- 89% of sitters can help with special care needs
- 93% 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.
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.



















