Pet Sitting Winnetka
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 55 pet parents in Winnetka have booked pet sitting
Winnetka, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hi! I’ve been a lifelong animal lover, and I’ve had pets all my life — so I know how much pets mean to their families. My girlfriend introduced me to Rover, and since then, I’ve been all in. I currently walk up to 10 dogs a day and board around 2 dogs each month, and I truly enjoy every minute of it. Whether it’s a high-energy pup who needs long walks or a shy cat who just wants a quiet companion, I treat every pet like my own. I know how important trust is when it comes to pet care, and I always go the extra mile to make sure your furry friend feels safe, happy, and loved while you're away. I’d love the chance to meet your pet and give them the care and attention they deserve! Pet care is a major part of my daily routine. I work in real estate, which gives me a flexible schedule and plenty of control over my time. This flexibility allows me to dedicate consistent blocks of time each day to walking dogs, doing drop-in visits, and boarding pets comfortably in my home. Whether I’m caring for pets in my home or in a client’s home, safety and trust always come first. In my home, I create a calm, clean, and pet-friendly environment. I make sure there are no hazards within reach, keep any unfamiliar pets separated as needed, and provide plenty of space for relaxation, play, and personal time. I follow any routines or rules you provide so your pet feels comfortable and secure—just like they would at home. When I care for pets in a client’s home, I treat it with the same respect and care I would my own. I follow all instructions closely, keep your pet’s schedule consistent, and provide regular updates so you can feel confident they’re in good hands. I’m always attentive to their behavior, energy levels, and comfort to make sure they’re safe and happy throughout the visit. Whether it’s walks, playtime, meals, or quiet companionship, I’m committed to providing a trustworthy, low-stress experience for both you and your pet.
“Ella is a fantastic pet sitter. She's reliable and communicates well. I've used her for dog walks, house sitting & drop in visits for my cat. She's always exceeded my expectations. I highly recommend Ella to anyone look for a pet sitter who they can count on.”
“Andrew was wonderful. My two standard Poodles liked him right off the bat. He was communicative, punctual and always happy with a smile on his face even when it rained.”
About: I have had a 3 dogs over the course of my life and 1 in college with my housemates. I have also cared for my senior dog when she was terminal for a year which gave me a lot of different experiences than usual animal care. I treat every dog I see on the street like my own and always stop for pets! I am currently a nursing student looking to make extra money. The program is online so I am available often to help out with whatever you need. I understand how to do the feeding schedules, walking schedules, and daily updates for parents as I take care of my dog at home some days for my parents as well. I can easily crate your dog if needed or help with feeding. I am great at following instructions and will respect your animal and your home accordingly!
About: I’ve been around dogs my entire life, mostly chihuahuas and rescues, so I’m very comfortable with pups who need a little extra patience, reassurance, or understanding. My hands-on experience goes far beyond casual pet care. At Miami University, I was part of Paws for a Cause, where we helped train dogs to prepare them for working with children or future companion roles. This gave me a strong foundation in obedience training, reading body language, and supporting dogs with different temperaments. More recently, I’ve been volunteering with the Evanston Animal Shelter, working with dogs who have a wide range of behaviors and needs. There, I’ve assisted with medication administration, training sessions, enrichment, and helping nervous or high-energy dogs feel more comfortable and confident. I’m also on a path toward becoming a Physician Assistant, which adds to my calm, attentive, and health-focused approach. I’m comfortable managing routines, monitoring for changes, and making sure each dog feels safe and cared for. Overall, I bring a mix of lifelong experience, formal training exposure, shelter work, and genuine love for dogs of all personalities. Your pet will be treated with patience, structure, and plenty of affection. I work full-time as a medical scribe during the day (9–5), so evenings, weekends, and holidays are when I’m most available for pet care. During those times, I’m fully focused on your pet’s needs—whether that’s walks, playtime, feeding, or just keeping them company. My schedule outside of work is very flexible, so I can reliably fit in consistent visits or longer stays. When I’m caring for pets in a client’s home, I follow their normal routine as closely as possible—feeding schedules, walk times, crate routines, and any training cues you use. I take time to get to know your pet’s personality, comfort level, and boundaries so they feel safe and relaxed. I provide plenty of attention, enrichment, and calm companionship, and I always keep water fresh, watch for behavior changes, and send regular updates so you feel connected. If I’m hosting in my home (or doing extended stays), I make sure pets have a quiet, clean space to settle in, regular potty breaks, structured playtime, and a consistent routine. Safety is a top priority, doors secured, no access to anything unsafe, and lots of supervised time. Whether I’m in your home or mine, your pet gets patient, reliable care with the goal of making them feel comfortable, understood, and well-loved.
“Michelle M. is awesome! She was great with our English Mastiffs, managed to help us bathe them despite their hyped-up state. She's very personable and easy to relate to as well. We look forward to having her housesit for us in the future. Thanks, Michelle!”
About: I have professional experience caring for different types and sizes of dogs, through fostering as well as previous employment as a walker. I am a dog lover and working part-time from home. My husband also works from home and we are both able to care for the needs of your dog, and we have a large dog door and a fenced-in yard for outdoor activity. We have a dog-friendly brown mixed Shar Pei, Rufus, who enjoys dog friends, walks in our lovely neighborhood, and going to the Gillson dog beach. We would welcome a Meet and Greet, thank you! I work part-time from home and can easily cater to whatever your pet needs are. We are a family open to all caring for your dog. We have a fenced-in yard with a dog door, and I can provide daily walks. I have cared for many different breeds and sizes.
About: My first pets were 2 rats. I took care of them exclusively, bathed them, fed and cleaned up after them. The family cat Simba was mainly my responsibility with occasional help from family, and I would take care of our family dog Bentley when I was home for summers from college. I've helped care for several other animals when babysitting children, and occasionally dog sat overnight for other families over a 3 day weekend period. I've also loved my time volunteering at the local dog shelter where I walk, clean up after, and play with all the dogs up for adoption until they find their forever families. Also enjoyed a 6 week program at a dog shelter in Athens, Greece in 2024! I’m working part and full time depending on the week, but have most availability on weekends and later in the afternoons. Happy to do house sitting as long as the dogs can be alone for up to 6 hours on the days I work! I care for all pets as if they were my own, making sure they have all the attention and care they need and then some.
“Donna is friendly and reliable as always! We trust her to take care of our cat every time we leave town. She communicates well and we know kitty is in good hands.”
About: My family has had dogs since I was 5 years old - ranging from weimareners to toy poodles! I love pets and have extensive experience walking, feeding, bathing my own and friends/families pets. I am home for the summer from college and in the process of finding my first full time marketing role. Besides a few calls a day, I have time to care for your pet wether that means walking, feeding, bathing, or just watching them! I will not be housing dogs in my own home. I promise to keep your home clean and keep everything in its place when I am walking your dog!
“Parisa did a fabulous job taking care of our pet bunnies. She followed all the instructions and took a great care of our bunnies. She is detailed oriented, caring and a very punctual. We would definitely reach out to her again in the future. Totally recommend her.”
“Anna took care of my two pups while I was out of town. They are 14 and 11, so it made us feel much more at east to know they were comfortable in their own home in Anna's care. She communicated with us regularly and sent photos of the pups enjoying their meals. Anna even took in packages for me and kept an eye on the house. We would definitely use her again and highly recommend her to anyone.”
“Stephen and Donna did an excellent job walking our Great Pyrenees mix several times over a few weeks. You could feel their love for dogs from the moment we met them and they were very communicative and kind throughout the whole process. Our boy enjoyed and looked forward to his walks with them and we would definitely recommend and use their services in the future.”
“Isabella has been wonderful and adapted to my flight changes during the government shutdown. She took get care of my fur baby and will definitely be using her in the future!!!”
About: I grew up with dogs, cats, and lizards. I have worked at an animal sanctuary, I have worked with disabled animals, and will give your pet the attention and love they deserve. I just graduated from the university of Vermont with a bachelor's degree in philosophy, I am taking a few months off of my regular 9 - 5 to take time for myself so I have a very open schedule. There is no time too early or too late for me to come help, just let me know what works best for you and your animal. I will feed, play with, walk, and spend time with your animal to make sure that they feel loved and cared for. I have no problem staying the night if your animal gets anxious without people around or making multiple visits within a single day.
“Can’t say enough good things about Camila. Quick to respond to my request, flexible to setup a meet and greet, great with the dogs, sent pictures and was very informative about how they were doing and arrived within the agreed upon appointment time. I would absolutely recommend her and use her again.”
The median cost per visit for pet sitting in Winnetka is $20
Pet parents share their Rover experiences - Winnetka
Donna and Stephen were absolutely fantastic with Jax! From the moment I left him, I felt completely comfortable knowing he was in such caring and attentive hands. They treated Jax like he was one of their own, and I especially loved receiving pictures throughout his stay. Seeing how happy and comfortable he was gave me such peace of mind and let me know he was being well cared for and having a great time. It means so much to find people you can truly trust with your fur baby, and Donna and Stephen are definitely those people. Jax gives them five paws! 🐾🐾🐾🐾🐾 I would absolutely recommend them and will definitely be using them again. Thank you both for taking such wonderful care of Jax! ❤️
Angie and her daughter Josie were very sweet and thoughtful. I hired them to do drop-in visits twice a day for recently-adopted kitty. I was concerned that Peep would regress from being left only a month after we adopted him, but he thrived under their care. I would happily hire them again!
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.
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!
Absolutely recommend Rebeca! You can tell she really cares about dogs and loves what she does. My dog Snoopy has anxiety & is very shy at first but he felt at ease with her as soon as he met her during the meet and greet. She was so gentle, patient & sweet with him right away. I felt completely at ease knowing he was in such caring hands. I will def be booking with her again!
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.
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 pet sitting
2. Meet In Person
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3. Book & Pay
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Popular requests for pet sitting - Winnetka
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winnetka average 7 repeat pet sitting clients
FAQs for Drop-In Visits - Winnetka
Frequently asked questions about Rover
The average cost for Pet Sitting in Winnetka on Rover is $27.75 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 12,206 sitters on Rover offering Pet Sitting across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winnetka stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winnetka. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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.
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.
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