Pet Sitting in Winnetka
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winnetka pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Mona saved the day when I had to be away from my two girls, Bella and Sofia. I wasn’t able to walk and feed them on time, so Mona stepped in. I had peace of mind knowing they were in great hands. They absolutely love her! I will be booking her again!”

“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.”

“Ariana is absolutely wonderful! She has been kind enough to watch our cats twice now and we are so happy with her services. She is Very kind, polite, professional, trustworthy, punctual and amazing with our 4 cats. Excellent communication, she goes above & beyond to make sure our kitties are very well taken care of in our absence. Our cats love her & enjoy her company so much. We receive updates tons of photos right after each visit. We will continue to ask Ariana to watch our 4 kitties when we’re away. Thanks so much!!”

About: I've had all ranges of animals from dogs, cats, fish, turtles, and bunnies, and even worked on a farm in high school! I love all animals and am passionate about their care and well-being, and they are my happy place. I have experience in caring for senior animals and babies as well. I have pets at my home, so I am always around animals and care for them daily. I can take care of pets outside of my job pretty much anytime since my schedule fluctuates and I work part-time as well, so I can be flexible towards your needs! :) I make sure the animals have food and water and enrichment time, which is essential for their development and mental stimulation! Making sure to take my dogs to the dog park or playing fetch with them outside, and my cat also likes to play fetch too indoors, and she loves her cat boxes and cat trees! Providing for them is what I do with my life! I pretty much work for them lol
“Molly truly went above and beyond taking care of our cat while we were out of town. She sent us very thorough updates with pictures of how our cat was doing each day and made sure to give him plenty of play-time and attention. When our cat was sick, Molly cleaned up after him which she really didn't have to do, but was very attentive and considerate. She was great with communication throughout the entire process and I could tell she really cared about our cat!”

About: With years of experience as a professional dog walker, I’ve built strong bonds with dogs of all temperaments, ensuring their safety and happiness on every outing. My time as a shelter volunteer, working closely with dogs labeled as “more difficult,” has honed my skills in handling unique behavioral needs with patience and care. Additionally, my personal journey fostering and rescuing animals has deepened my understanding of their emotional and physical needs, making me a compassionate and reliable caregiver for your pets. I work from home full-time so I am very flexible in my availability to care for your pet whenever needed! This also allows me to provide as many potty breaks as your pet needs. As a seasoned professional dog walker and shelter volunteer with a focus on challenging dogs, I bring my expertise to provide exceptional care for your pets, whether in my home or yours. My extensive experience with rescue and foster animals equips me to create a nurturing, safe environment tailored to each dog’s unique needs. With a deep understanding of behavior and a commitment to their well-being, I ensure your pets feel loved and secure, offering personalized attention and care in any setting.
“Kimberly is amazing as always!! Thank you for going above and beyond and for constantly keeping in touch too. Your care is very appreciated by both myself and my fur baby😊”

About: I have experience with volunteering at multiple animal shelters where I have been able to handle dogs of all different sizes and difficulties. This has given me training and experience with all different types of situations that I could encounter as a dog walker/sitter. I have a deep passion for dogs and I will treat your dog as if they were my own family. I work from home so my schedule is very flexible. Any time of day will work for me as long as I am not already booked. I can do pet care within the clients home, which I have had a lot of experience with. I have the availability to stay over in a clients home if that is needed. I can check in with the client as much as they would like me to in order to ensure their pet is safe and happy.
About: Loving dogs is my biggest passion in life, so for the last 20 years I've dedicated myself to being a fantastic dog mom, foster mom, and care provider to my clients and their beloved dogs. From 3 lb chihuahuas to 160 lb mastiffs, I will provide the most loving and compassionate care to your furry best friend. Whether your dog likes to walk the neighborhood, or utilize a sling or stroller, we'll hit the town and get those noses sniffing and brains working. I can handle meals (including hand feeding), medications, and potty needs without issue. And I love to come up with new enrichment activities to keep your bestie's brain in tip-top shape. My specialty is Senior and Special needs pups who need a little (or a lot) of TLC, be that help with mobility, feeding, or medication. I'm experienced with dogs who have seizures, diabetes, kidney disease, neurological disorders, and mobility needs. And I love them all the more for it! I can assure you I will care for your baby as though they are my own. I am a full-time pet caregiver, so your pet is my number one priority. I am responsible and trustworthy, so you never need to worry about missed potty breaks, or late medications. My own dog gets three dedicated walks a day plus play time and enrichment activities. I offer the same dedication to your loved one. I am with your fur-baby the entire time they are entrusted to my care. For home visits to your home, I utilize the time to make sure your pet is happy and comfortable. From walks to potty breaks, a treat (if allowed), and an enrichment activity, to making sure their paws and privates are clean, and their bowl is filled with fresh water, I want your pet to look forward to my visit! And if your pup does daycare or boards with me they will be treated like family I keep your friend on YOUR schedule as to not disrupt their desire for routine, but they will get numerous walks, trips to the park (on-leash only), enrichment activities like puzzles, and are most definitely allowed on the furniture (unless you'd prefer them not to be.) Coming to my home should feel like going to camp, and coming home with lots of fun stories to share with you.
“Almira was amazing! Had a family emergency and had to leave town super fast so had coworkers tag team watching my dog. Turned complicated so I looked at rover to see if anybody can help super last minute and Almira absolutely saved the day. Thank you so much for everything! Will definitely be contacting you again.”

“Yana was fantastic. We knew immediately that our 3 cats were in great hands. She has a strong attention to detail plus she was able to get 2 of them out for treats! We wouldn't hesitate to hire Yana any time we are going out town.”

“Gabriella did a fantastic job taking care of our cats. She was very professional, and responsive. Our cats seemed less stressed when we returned. We will definitely try to book Gabriella in the future.”

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 4-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.
About: So many friends and neighbors wanted me to take care of their dogs when i was just a kid cause they knew that i can understand their language. I was taking care of dogs and cats just as a hobby only for people i knew, but decided i can help more pet owners and make everyone’s life easier!! I have experiences with puppies and senior care. I know that all doggies need different care. I am very good at potty training and obedience training. I also have first aid training🤍 Please read the following before booking either of these services: Day Care means: Between 0-10 hours Boarding means: Between 10-24 hours All of the pets i take care, they are my babies too!! They are all welcome for hugs and most importantly LOVE! For summer period i am free every day and i can start working really early if my client needs. I don’t like to go for walks so late for me and my client’s safety. We can I have a fenced backyard; we mostly play there and hangout together. I only walk with leash, sometimes dogs see rabbits or squirrels and chase after them. We don’t want anyone to get hurt or scared 🫶🏻
About: My girlfriend and I work from home and are able to provide full time care for your pup! We have a large fenced in area that is great for play dates! Both my girlfriend and I work from home on an alternating schedule so one of us will always be home to care for your pup! Our dog is an inside/outside dog that is free to go in and out as he pleases. We keep our doors open all day so they never have issues trying to get out into the yard.
Over 121 pet parents in Winnetka have booked pet sitting
How Rover works

1. Search
Read verified reviews by pet parents like you and choose a 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 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 pet sitting in Winnetka is $25
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 pet 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 Winnetka average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winnetka on Rover as of Nov 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Nov 2025, there are 3,069 pet sitters in Winnetka. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 85% of Winnetka pet sitters respond in under an hour.
Pet sitters in Winnetka have an average of 12 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winnetka.
Rover makes it easy to find Winnetka pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 3,069 pet sitters in Winnetka on Rover, so you’re sure to find the perfect match for your pet! In Winnetka, 99% of pet sitters offer daily exercise, 92% offer medication administration, and 91% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.




