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 172 pet parents in Winnetka have booked pet sitting
Winnetka, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
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.
“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!”
About: I have fostered cats since 2020 and have volunteered at my local animal shelters since 2018. I am familiar working with cats and kittens of all ages and needs (bottle feeding - seniors) and can confidently give medicine and clean pets with extra needs. I have worked with small dogs throughout this time (helping stimulate/play and clean them up) and have taken care of young puppies <1 year overnight with around the clock care. I am completely free on weekends from 4am-10pm and am flexible with my hours especially if overnight care is needed. I work full time on weekdays and have a flexible schedule which allows me to work remotely from 7am-4pm. I am free for visits and caregiving 4am-6am and 4pm-10pm on weekdays. I am comfortable and willing to respect your animal’s boundaries where needed, and I will do whatever I can to ensure your pet is safe. I understand some pets are shy and some are more social, and am comfortable working with all types of personalities to cater to their needs as necessary. I can supervise eating/bathroom use as necessary and provide extra stimulation and play time whenever needed.
About: After working at several high quality pet supply companies, I know a great deal about pet nutrition and pet care. I have owned dogs and cats my entire life. I have experience with large dogs, we always had/have German Shepherds, and small dogs, as well as cats. I can take care of seniors, adults, and puppy’s; I have experiencing administering pills, and putting additives into the pets food. I can bring my lifelong pet ownership experience into caring for your lovely pet. I love learning new things about different breeds and different personalities. No pet, like no person, is the same nor should they be treated the same. I am excited to get to know your pet and their unique way of living life! I’ve just moved back to LA from spending 6 years in the United Kingdom, so your pet will be my full focus as I’m not otherwise employed currently. I take care of your pet(s) as if they are my own. I take any special requests seriously and have clients who have used me for years and trust me in their homes. I understand how serious that is, and take respect to the highest level, paring that with safety.
About: I’m a reliable, attentive, and caring dog walker and sitter who treats every pet like my own. I prioritize safety, consistency, and making sure dogs feel comfortable, happy, and well-exercised. I’m great with different temperaments, follow instructions closely, and communicate clearly with owners. Whether it’s a quick walk or an overnight stay, I make sure pets are well cared for and owners feel fully at ease. I work in the restaurant business waiting tables at night. So I’m free during the day whenever someone needs me to walk their dog or come over to let them out. Always on time. Or even a little bit early. Very patient willing to walk dogs and let them out when needed. Non aggressive with the pets
“Rachel is great! My dogs can be pretty rambunctious, and she was super patient with them which I really appreciate. I also loved all the updates and photos she sent, as well as being super communicative with her visits.”
About: What sets me apart is the genuine love and patience I have for every dog I care for. I treat every pup like my own, while making sure they feel safe, comfortable and loved. I’m attentive to their individual personalities, routines, and needs, whether they’re playful puppies, energetic adults, or sweet seniors. I’m also happy to provide plenty of walks, playtime, cuddles, and basic reinforcement of good behaviors. My goal is for both you and your pup to feel completely comfortable and confident while you’re away. I’m around animals for most of my days, so caring for pets is a natural part of my routine. My schedule is fairly open and flexible depending on the day, which allows me to accommodate different pets’ needs, routines, and care schedules. I’m happy to work with you to find a schedule that works best for you and your pet. I make sure every pet gets the care and attention they need, including regular walks, meals on their normal schedule, playtime, and plenty of love. I make sure they get their energy out and feel comfortable and happy while in my care. I also follow each pet’s individual routine and any specific instructions you provide.
“Lauren was the best!! took care of my kitties, snakes, and scorpion!! super communicative and went above and beyond to make sure the babies are well cared for. would definitely book again:)”
“Sanaz did an amazing job watching over our two corgis! She was very attentive and did such a great job at communicating with us during her visit, sending us photos and videos of the dogs. This was our first time using rover and we will definitely be using her services again !”
About: I’ve taken care of different animals along 15 years like: dogs, cats, fish, and reptiles. With my years of experience you get gentle and responsible care for your fur babies. They will be well taken care of like my own. When I’m not caring for seniors, I’m caring for people’s fur babies. Looking after others has always been my passion and I treat every animal with the same patience, kindness, and love I’d want for my own family. I treat every home with the same respect and care I would my own. I follow your pet’s routine as closely as possible, including feeding, walking, and play time to help them feel safe and comfortable. I’ll make sure your home is left just as I found it. my goal for both you and your pets to have a complete parade of mind while you are away
“Ariana has been my cat sitter several times, and she’s always fantastic. Most recently, she cared for my cat for five days and went above and beyond by watering my garden too. I always come home to a happy, well-cared-for kitty. She’s reliable, thoughtful, and truly great at what she does. I highly recommend her!”
“Quick and easy communication and was on time for every visit! Our dogs loved her and we are so thankful Molly was able to help. Cleaned up a few accidents, and made great notes so we always knew what was going on. Would recommend to everyone”
“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 genuinely love animals, every where I go I make pet friends! I’ve been taking care of animals of my own and of those close to me for a couple of years! I am currently part-time so my hours and availability varies. Any accommodations I am happy to make just let me know ! DM with any questions or concerns. I currently have a gated property, front gate as well as back yard gate for all needs ! Big back yard and front yard plenty for all your fur kids needs !
“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!”
About: I’m caring and patient with dogs. I have a lot of experience with students and dogs. I will care for them like my own children. Available all weekends anytime, weekday evenings, and holidays. Usually on the weekdays I’m available after 5 pm on weekdays. You can talk to me and we can schedule a time. I’m a preschool school teacher. I care for my client’s dogs the same way I care for my students. We will have fun :) :)
About: I have had many pets of all kinds. I love them all. As well as my own pets I have experience with other animals from volunteering at the West Valley Animal shelter as well as pet sitting for family and friends. I am very passionate about animal welfare. I’m happy to help with feeding, walks, playtime, cuddles, and just keeping them company. My goal is to make sure your pets feel safe, comfortable and loved while you’re away, giving you peace of mind they’re in good hands. I am currently not working so my schedule is very flexible. I am available for walks, drop-ins, and pet sitting. I love to hang out with my own pets and would love to hang out with yours too! I have two dogs, one cat, and two birds. The dogs and cat have access to a doggy/cat dog that leads to the back yard which is fenced in.
About: Hi🐾 my name is Beray, i am 22 years old veterinary technician and a 1st year veterinary medicine student! In my free time i like to read (or study), watch movies, swim and cuddle with dogs❤️ 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 their furry babies happy!! I have experiences with puppies and senior care. You will be receiving really nice photos of your pups🐶 I am at home 24/7 if needed (feel free to ask I don’t even leave for 5 minutes) no problem with that, home is fun with a furry baby we can play fetch, cuddle, watch movies!!! I know that all doggies need different care. For puppies, 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 have a nice fenced backyard; we mostly play there and hangout i don’t let them out unsupervised. 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 🫶🏻
The median cost per visit for pet sitting in Winnetka is $25
Pet parents share their Rover experiences - Winnetka
Kristen has been wonderful!!! Genuinely! You can really tell that she loves animals and goes above and beyond to make sure they are taken care of. I just moved to this neighborhood and I’m really glad I met Kristen to hire for pet sitting in the future. Would recommend!!
Cecilia was wonderful with Abraham! She was very informative and had great communication throughout. Abraham loved her, and I was so happy that he ate for her right away (he normally doesn’t eat for a few days after I leave). I would definitely recommend her and will be using her in the future.
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!
Kylie did a wonderful job in caring for our dogs while I was unable to during surgery. She provided top quality care to our senior dogs and most especially to my daughter’s dog, Koda. During the time we were away, Koda was struggling with eating and standing on his own. Every morning, Kylie would help him to relieve himself and would also spoon feed him so he could eat. With her kindness, Koda was able to be strong enough to wait for my daughter to come home. Kylie was truly exceptional and is an amazing caretaker for animals.
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!!
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
Schedule a free in-person Meet & Greet to find the perfect fit
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 6 repeat pet sitting clients
FAQs for Pet Sitting - Winnetka
Frequently asked questions about Rover
The average cost for Pet Sitting in Winnetka on Rover is $21.4 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 16,250 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:
- 89% of sitters can help with special care needs
- 94% 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.
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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