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
“Emily is so warm and kind and such a pet lover! I felt so comfortable leaving our puppy in her care (feeding, walking, cuddles). She was always on time, sent the most adorable reports and photos (so nice to stay in touch even when we’re away!) and was great about locking up our home after her visits. Highly recommend Emily! :)”
“Bill was great with our 2 labs. He is clearly a dog lover. We look forward to using him for our dog care needs!”
“Andrew was the best cat sitter! We’re always a little nervous going out of town leaving our elderly cat at home. Andrew is a great communicator, and we felt our cat was in good hands. We would not hesitate to rebook with Andrew the next time we need a cat sitter.”
“Adam helped me out in a pinch and I will definitely use him again. I really appreciate his quick response to my request and the great care he gave my pet.”
“I was in a lurch and needed a cat sitter the day before a trip. Ella did great, despite the fact that that this was last minute and I was disorganized.”
“Rosy did a fantastic job with my cats! We have one who needs medications twice a day and she was able to administer the meds without issue. She also communicated with us daily, sending pictures, videos and good updates via the Rover card. We have one cat who can be a little shy and he was so happy to play with her and even snuggle a little. Rosy is wonderful! Thank you, Rosy.”
“Donna is fabulous. I have a nervous little chihuahua and she is so gentle and loving with her. She goes above and beyond and even takes her to work with her to make her feel comfortable. I don’t trust a lot of people with my dogs, but I trust Donna!”
“Kate did a great job taking care of my two dogs. She followed instructions to the T and was very easy to communicate with. She is reliable and I will definitely be hiring her again with any future dog needs! 100% recommend.”
About: I have taken care of dogs ranging from puppies to older rescued shelter animals. I love assisting with pet training as well as reenforcing positive interactions with all age ranges as well as breeds. I'm currently a student taking summer classes and so my schedule is somewhat flexible and I'm always willing to work with clients who have inflexible schedules! I have a large yard to run animals around in as well as a plethora of trails that I have taken many dogs on for enriching walks. I'm extremely attentive to the needs of animals with special circumstances (anxiety and reactivity) and will always work to meet the needs of your dog as best as possible.
About: Looking to walk and care for some cuties while I search for a job this summer! With 6+ years of experience and a dog of my own, I understand how important it is to know your pet is getting the attention and care they deserve while you’re away. Trust me, I get it. And if that’s the case, I’m your girl! I have always loved animals: I wrote an essay to my parents about why a dog would be good for our family at 11 years old. It worked! I’m open for house sitting, drop-in visits and walks! I will always make sure your pets feel safe and cared for! Giving them all the love they deserve!(: In addition, I am very vigilant when I am taking care of pets in the clients home as far as pet safety and home security. I am dedicated to caring for and protecting client pets and homes. Additionally, I am respectful of the fact that I am a guest in your home.
“Amazing job!!! My cats loved her, and she followed all instructions. I’ll definitely book again if I go out of town!!!”
About: I’ve had dogs throughout my entire life, and currently care for a one year old puppy, a senior rescue dog, and a cat. Since I was 10, I’ve been trusted by neighbors, friends, and family to walk, bathe, feed, and care for dogs of all kinds. I have hands-on experience with everything from energetic and playful puppies to shy, timid senior pets who need extra patience and love. Whether your pet is high-energy or needs a calm, reassuring presence, I’m confident in providing care that fits their unique personality and needs. I’m currently home from college for the summer and working a part-time job from 10 AM - 2 PM. As a pet parent to a young puppy, a senior dog, and a cat, pet care is already part of my everyday routine, and adding more pet care feels natural and fulfilling. Whether it’s a quick walk or a weekend of sitting, I’m happy to fit it into my schedule and treat every pet like they’re my own. I have a fenced in backyard and two social, friendly dogs. I’m a very active person and love to take the dogs out on walks or have playtime. Whether I’m at my home or a client’s, I always prioritize the pets’ comfort, safety, and routine.
“Andrew has been a Godsend! I’ve taken Hudson to his home for day care and Hudson loves it! Andrew is so good with him and I’m so happy I found Andrew!!”
About: What sets me apart from other sitters is my deep, hands-on experience working with dogs of all ages, sizes, and backgrounds. I volunteered at a local animal shelter throughout high school, logging over 100 hours in one summer, where I helped care for and socialize dogs, including those recovering from neglect or abuse. I also adopted one of these dogs and gave her a safe, loving home. In addition to my shelter work, I founded a high school club called Puppy Club to raise money and collect donations for the shelter. I began college as a pre-vet major, and although I eventually changed my academic path, my passion for animal care has never changed. These experiences have given me the patience, empathy, and responsibility needed to provide thoughtful, dependable care for dogs. This summer I am taking care of my nephew during the days while my sister works until I head off to London in the fall to complete my Master’s degree. I am available in the evenings and on weekends for pet care! Until mid late June I can do weekdays as well!! I prioritize creating a calm, safe, and consistent environment. I stick closely to the pet’s normal routines, including feeding schedules, walks, playtime, and any medications or special instructions. I always take time to get to know each pet’s personality so I can make them feel as comfortable and safe as possible. In a client’s home, I’m respectful of their space and keep things clean and organized. I provide regular updates and photos so owners feel confident their pets are well cared for. I’m also experienced working with dogs who may be shy, anxious, or need a little extra patience, and I approach every situation with empathy and attention to detail.
“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.”
About: I believe in maintaining your pet's routine as closely as possible, minimizing stress and making their time without you feel seamless. I'm not just a sitter; I'm a dedicated, compassionate companion who genuinely loves animals and treats every pet as if they were my own. As a teacher, my summers are completely free, making it the perfect time to dedicate myself to pet care. I live only a half block from a large park and am very close to the lake, which is ideal for long walks. I genuinely love walking, so integrating multiple walks throughout the day for your dog is a pleasure, not a chore. This prime location also offers easy access to plenty of green space for playtime and exercise. Services include feeding, fresh water, walks, playtime, litter box/cage cleaning, medication administration, and plenty of cuddles. I'll also bring in your mail and water plants, giving you complete peace of mind while you're away.
“Michelle was great with our cat! She was super communicative and punctual with her visits. She gave our cat all the attention she so desperately wanted, and left everything just as it was when we left. I would absolutely recommend her to anyone and hope we can work with her again!”
“Jason is great with our pups so we hired him for a week stay…”
“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.”
About: I have basic skills in pet caring such as bathing, grooming, nail trimming, teeth brushing, feeding, playing. If your pet needs to take meds I'll make sure it gets done. I can adjust to your pets liking, whether it's that they like to be touched and would like to play around or would rather be left alone, I can do it. Whether they're younger or older, patience is always a key thing to have with any pet. At the same time, each pet has their own personality and it's important to take notice of it and know how to treat them. I have the belief that a pet is also a member of the family, which is precisely how they'll be treated in my home. Happy pet, happy life :) I work from home, living with my own fur baby and have plenty of love and time to go around to help care for your own fur baby/babies ❤️ I have a fenced in yard with a beautiful tree and plenty of space to run around and have fun in. My home can easily accommodate for cats having plenty of windows and ledges for sunbathing at any time. If interested there is plenty of couch space to snuggle up on
Loving pet sitters in your neighborhood
Search Results
1. Emily G.
“Emily is so warm and kind and such a pet lover! I felt so comfortable leaving our puppy in her care (feeding, walking, cuddles). She was always on time, sent the most adorable reports and photos (so nice to stay in touch even when we’re away!) and was great about locking up our home after her visits. Highly recommend Emily! :)”
2. William G. H.
“Bill was great with our 2 labs. He is clearly a dog lover. We look forward to using him for our dog care needs!”
3. Andrew N.
“Andrew was the best cat sitter! We’re always a little nervous going out of town leaving our elderly cat at home. Andrew is a great communicator, and we felt our cat was in good hands. We would not hesitate to rebook with Andrew the next time we need a cat sitter.”
4. Adam H.
“Adam helped me out in a pinch and I will definitely use him again. I really appreciate his quick response to my request and the great care he gave my pet.”
5. Ella V.
“I was in a lurch and needed a cat sitter the day before a trip. Ella did great, despite the fact that that this was last minute and I was disorganized.”
6. Rosy K.
“Rosy did a fantastic job with my cats! We have one who needs medications twice a day and she was able to administer the meds without issue. She also communicated with us daily, sending pictures, videos and good updates via the Rover card. We have one cat who can be a little shy and he was so happy to play with her and even snuggle a little. Rosy is wonderful! Thank you, Rosy.”
7. Donna C.
“Donna is fabulous. I have a nervous little chihuahua and she is so gentle and loving with her. She goes above and beyond and even takes her to work with her to make her feel comfortable. I don’t trust a lot of people with my dogs, but I trust Donna!”
8. Kate M.
“Kate did a great job taking care of my two dogs. She followed instructions to the T and was very easy to communicate with. She is reliable and I will definitely be hiring her again with any future dog needs! 100% recommend.”
9. Cooper S.
“I can't recommend Cooper enough as a reliable and compassionate pet caregiver. He has cared for my 13-year-old Golden Retriever (who is very particular in his old age) and my 115-pound German Shepherd (who has very bad separation anxiety) on numerous occasions. His patience, understanding, and ability to handle pets with different needs is truly impressive. Dogs love him and become excited in his present. Whether providing comfort to an elderly dog or managing a high-energy, anxious pup, Cooper goes above and beyond to ensure their well-being. He truly cares for all animals and treats them like family. I can not recommend Cooper enough!”
10. Olivia I.
“Olivia’s a terrific pet sitter—she came highly recommended to us. We’ve used her many times when we’ve been out of town as well as just for daily walks when he was recovering from an injury. Olivia’s cared for our dog both in our house and at her home. She treats our dog as if he were hers. She loves to be active with him —takes him in on long walks, dog parks and to the beach. She has gone above and beyond what we’ve requested in every interaction.”
11. Olivia V.
“Amazing job!!! My cats loved her, and she followed all instructions. I’ll definitely book again if I go out of town!!!”
12. Claire C.
About: I’ve had dogs throughout my entire life, and currently care for a one year old puppy, a senior rescue dog, and a cat. Since I was 10, I’ve been trusted by neighbors, friends, and family to walk, bathe, feed, and care for dogs of all kinds. I have hands-on experience with everything from energetic and playful puppies to shy, timid senior pets who need extra patience and love. Whether your pet is high-energy or needs a calm, reassuring presence, I’m confident in providing care that fits their unique personality and needs. I’m currently home from college for the summer and working a part-time job from 10 AM - 2 PM. As a pet parent to a young puppy, a senior dog, and a cat, pet care is already part of my everyday routine, and adding more pet care feels natural and fulfilling. Whether it’s a quick walk or a weekend of sitting, I’m happy to fit it into my schedule and treat every pet like they’re my own. I have a fenced in backyard and two social, friendly dogs. I’m a very active person and love to take the dogs out on walks or have playtime. Whether I’m at my home or a client’s, I always prioritize the pets’ comfort, safety, and routine.
13. Andrew G.
“Andrew has been a Godsend! I’ve taken Hudson to his home for day care and Hudson loves it! Andrew is so good with him and I’m so happy I found Andrew!!”
14. Grace F.
“Grace is excellent with dogs. She volunteered at the local SPCA and worked with socializing the dogs. She was assigned to that job due to her natural rapport with the dogs. She loves dogs and is very good with them. She is also very responsible. Recommend highly.”
15. Stephen M.
“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.”
16. Melissa V.
“Melissa is an amazing responsible pet sitter!! She goes above and beyond when she watches my cat, Bella Nola. She treats her like she's her very own pet. She's even bought her toys when she's watched her! I never worry about Bella Nola when she's in Melissa's care. Melissa is fabulous!”
17. Michelle M.
“Michelle was great with our cat! She was super communicative and punctual with her visits. She gave our cat all the attention she so desperately wanted, and left everything just as it was when we left. I would absolutely recommend her to anyone and hope we can work with her again!”
18. Jason A.
“Jason is great with our pups so we hired him for a week stay…”
19. Anna D.
“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.”
20. Sandra M.
About: I have basic skills in pet caring such as bathing, grooming, nail trimming, teeth brushing, feeding, playing. If your pet needs to take meds I'll make sure it gets done. I can adjust to your pets liking, whether it's that they like to be touched and would like to play around or would rather be left alone, I can do it. Whether they're younger or older, patience is always a key thing to have with any pet. At the same time, each pet has their own personality and it's important to take notice of it and know how to treat them. I have the belief that a pet is also a member of the family, which is precisely how they'll be treated in my home. Happy pet, happy life :) I work from home, living with my own fur baby and have plenty of love and time to go around to help care for your own fur baby/babies ❤️ I have a fenced in yard with a beautiful tree and plenty of space to run around and have fun in. My home can easily accommodate for cats having plenty of windows and ledges for sunbathing at any time. If interested there is plenty of couch space to snuggle up on
Over 53 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 $20
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.
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 Jun 2025 was about $20 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 Jun 2025, there are 2,121 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, 88% of Winnetka pet sitters respond in under an hour.
Pet sitters in Winnetka have an average of 13 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 2,121 pet sitters in Winnetka on Rover, so you’re sure to find the perfect match for your pet! In Winnetka, 94% of pet sitters offer daily exercise, 96% offer medication administration, and 88% 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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