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. A booking fee of 11% and taxes will apply.
“Daysha is a fantastic dog walker! She has been walking my dog, Monkey, 2x per day and sends lots of updates. I trust her 100% with Monkey as she is so loving to her.”
“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.”
“Sanaz is so kind, attentive and very responsible and has already bonded with our English bulldog, Rosie. She keeps us constantly updated and has eased our worries about leaving Rosie during the day.”
“Linh was amazing with my fur babies on such short notice! She brought so much love, play, and even some fun training. Her passion for animals truly shines, and I felt at ease knowing they were in her care. Already booked again :)”
“Katherine took excellent care of my two cats, Cassie and Colby. She was always prompt and always sent me pictures after each visit she did. She was very concerned that they were not only feed but that they were loved and comforted during her visits with them. My cats are shy and skiddish but she took great care of them and they looked well nourished and great when I came home. I would definitely recommend Katherine for any pet sitting needs you may have. She really cares about the animals she is visiting.”
“Jayline was great! She asked really good questions during our meet and greet that made me feel really confident that she would take good care of my kitties. I loved all of the photos she shared from her visits, she brought in some mail and packages for us, and the cats did seem to enjoy having her take care of them! 100% would use her again!”
“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 😊”
About: I recently lost my childhood dog of 16 years, gucci, and wanted to fill that gap. I’m so excited to give your beloved dog some extra love and a new friend! I’m currently studying for my board exam for the next few months so i’m flexible! Feel free to message me for any dates or questions :) I’ll always respect your space and will be attentive to your dog’s needs. I’m happy to go over your dog’s unique habits and any personality traits to make them happy :)
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
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: I have 10+ years of pet care experience, from friends and family, to neighbors and even strangers, I love helping people with their pet care needs! I have experience with cats and dogs, big or small! Whether it's grooming, play time, bathroom breaks, I'm here to help! I currently work part-time so I'll have plenty of time to give your pet the attention they need. My schedule is pretty flexible so I can work my schedule around your needs. Your pet is special to you, and I plan to give them the care and respect they deserve. Whatever special or extra needs your pet has I will do my best to fulfill those needs.
About: Hey! My name is Yana, and I am an active enthusiast and animal lover! I’ve been surrounded by dogs since I was 7 years old, and I truly understand and respect their unique personalities. My family and friends have always counted on me to care for their dogs whenever they couldn’t. I’m confident in walking, feeding, and bathing dogs. I have experience with the following breeds: Pugs, Rottweilers, German Shepherds, Yorkshire Terriers, Pomeranians, Miniature Schnauzers, Alabai, Lapdogs, and Maltipoos. Since I’m not currently working, I have plenty of time to play with, feed, and walk your pups! I’m available for boarding all week long. Don’t hesitate to reach out—I’d love to care for your furry family member! I live in a condo, but we have a fenced yard for safe outdoor time. Although I don’t currently have any pets of my own, I have plenty of free time to keep your fur baby company and provide long, loving walks.
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 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 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. I have fenced yard house and i don’t have animals at my house. 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 🫶🏻
“I just adopted Tarzan a week ago and I had to go out overnight.I really worried about Tarzan staying byhimself. Molly accepted my request very last minutes and did really great job. I am very happy to find Molly.”
“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.”
“Courtney was amazing. She troop our babies in a walk and gave them lots of love and took care of them so well while we were on a trip. We got updated everyday and notes and photos and all the kind words from hee everyday. Thank you so much Courtney.”
About: I've been a dog lover ever since I was a kid. I have had dogs growing up, taking care of them and taking care of my friends' or neighbors' dogs when they needed it. I also used to volunteer at an animal shelter, and I've gotten extra pet experience from there. I'm currently on summer break, so I'll have plenty of time to take care of your pups and ensure they are doing okay. I'm available for boarding on weekdays and weekends. Just please let me know 3 days in advance. :) I will maintain the pet's usual schedule for feeding, exercise, and medication. Provide regular updates to the client, keep the pet's living area clean, and respect the client's home and rules. As for boarding, I have a fenced backyard and a front yard. I have two pets of my own, so please let me know how they are with other dogs, as I want to provide a safe environment for all.
About: I have had dogs and cats since I was 10 and I’ve dogsat for my aunt before. I love seeing animals happy and seeing the pet parent happy too. I currently am a student and a part-time worker and I manage my time very well. I always like to keep myself occupied with activities. I have patio where my dogs an cats can go outside and just do them, Then later that day I walk my dogs to make them more happy
About: I’ve grown up taking care of a dog from his adult to senior age; I’ve volunteered at animal shelters before adopting another animal. My precious dog, Milo, had epilepsy and I learned how to properly care for his condition. I am a sponge and a quick learner and open to any animal that may need my services. I’m currently working gigs to save up for a travel trip! I want to work as much as possible and so I am wide open in availablility and enthusiasm. I made sure to walk Milo everyday, so he stayed happy and exercised. I am very attentive and your animal’s happiness and comfort will be my utmost priority, along with respecting your home and space.
Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Daysha C.
“Daysha is a fantastic dog walker! She has been walking my dog, Monkey, 2x per day and sends lots of updates. I trust her 100% with Monkey as she is so loving to her.”
Kimberly H.
“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.”
Sanaz S.
“Sanaz is so kind, attentive and very responsible and has already bonded with our English bulldog, Rosie. She keeps us constantly updated and has eased our worries about leaving Rosie during the day.”
Linh T.
“Linh was amazing with my fur babies on such short notice! She brought so much love, play, and even some fun training. Her passion for animals truly shines, and I felt at ease knowing they were in her care. Already booked again :)”
Katharine J.
“Katherine took excellent care of my two cats, Cassie and Colby. She was always prompt and always sent me pictures after each visit she did. She was very concerned that they were not only feed but that they were loved and comforted during her visits with them. My cats are shy and skiddish but she took great care of them and they looked well nourished and great when I came home. I would definitely recommend Katherine for any pet sitting needs you may have. She really cares about the animals she is visiting.”
Jayline P.
“Jayline was great! She asked really good questions during our meet and greet that made me feel really confident that she would take good care of my kitties. I loved all of the photos she shared from her visits, she brought in some mail and packages for us, and the cats did seem to enjoy having her take care of them! 100% would use her again!”
Kimberly A.
“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 😊”
Gabrielle S.
“I know Gabrielle was just so sweat with my Cesar and Cleo, she clearly knows her stuff and is very trustworthy. Will continue to use her services in the future.”
Angelica R.
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
Philip & Lauren M.
“Phil is great with dogs. He has dog sat my baby Ludo who is 13 years old and she loves him so much. Dogs would be in safe under his watch.”
Brooke D.
“Brooke is a fantastic pet sitter! She pays a lot of attention to my dog, follows my instructions and often goes the extra mile with him without being asked. I was really sick earlier this year and she volunteered to take my dog into her home until I recovered. She kept him for more than two weeks and he loved being with her and didn't want to come home! She is highly accessible, sends pictures of her time with him, and highly recommend Brooke to anyone who wants a caring, helpful, attentive pet lover. In the past she has also taken care of my cat with either same devoted attention and my cat loves her. I also had a geriatric dog that needed special care before he passed and she took excellent care and was a comfort as he was near the end. Definitely recommend with the highest confidence. She is awesome!”
Yana S.
About: Hey! My name is Yana, and I am an active enthusiast and animal lover! I’ve been surrounded by dogs since I was 7 years old, and I truly understand and respect their unique personalities. My family and friends have always counted on me to care for their dogs whenever they couldn’t. I’m confident in walking, feeding, and bathing dogs. I have experience with the following breeds: Pugs, Rottweilers, German Shepherds, Yorkshire Terriers, Pomeranians, Miniature Schnauzers, Alabai, Lapdogs, and Maltipoos. Since I’m not currently working, I have plenty of time to play with, feed, and walk your pups! I’m available for boarding all week long. Don’t hesitate to reach out—I’d love to care for your furry family member! I live in a condo, but we have a fenced yard for safe outdoor time. Although I don’t currently have any pets of my own, I have plenty of free time to keep your fur baby company and provide long, loving walks.
Beray Z.
“I highly recommend Beray! She is a remarkable young lady and has a way with dogs. She is a very friendly and trustworthy caregiver. Your dogs will love her!”
Geena C.
“Geena was amazing!!!! She was prompt, reliable and my dogs were happy to see her. I recommend her to anyone looking for someone dependable she is your girl.”
Molly S.
“I just adopted Tarzan a week ago and I had to go out overnight.I really worried about Tarzan staying byhimself. Molly accepted my request very last minutes and did really great job. I am very happy to find Molly.”
Gabriella F.
“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.”
Courtney K.
“Courtney was amazing. She troop our babies in a walk and gave them lots of love and took care of them so well while we were on a trip. We got updated everyday and notes and photos and all the kind words from hee everyday. Thank you so much Courtney.”
Melissa V.
“Melissa is very caring for animals in general. She’s also a very responsible person. She has 3 dogs of her own and she loves and takes care of them all the time. She takes care of my dog whenever I have to leave for a couple of day.”
Brianna L.
About: I have had dogs and cats since I was 10 and I’ve dogsat for my aunt before. I love seeing animals happy and seeing the pet parent happy too. I currently am a student and a part-time worker and I manage my time very well. I always like to keep myself occupied with activities. I have patio where my dogs an cats can go outside and just do them, Then later that day I walk my dogs to make them more happy
Fabian A.
“Fabian is truly one of the most caring and attentive people I know, not just with people, but with pets too! He took amazing care of my dog Meg while I was away for a weekend, keeping her active, loved, and always comfortable. I could tell how much she enjoyed her time with him, and I know she already misses him! I really appreciate his help and will definitely be asking him to walk Meg more often.”
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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
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Why Choose Rover?
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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.
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 Aug 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 Aug 2025, there are 2,794 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, 86% 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 2,794 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, 93% offer medication administration, and 93% 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.
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