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: I have been an animal lover my entire life. I got my first pet at age 4 and have been taking care of cats and dogs ever since. I currently own 3 cats that are keeping me on my toes. I have experience administering medications when took care of my diabetic cat. I'm currently unemployed, so you have my undivided attention. I'm hoping to make pet sitting my next full time gig. I currently have full availability I currently live in a 2 BR apartment in a gated community, with a dedicated dog walking area. I will gladly let your dogs out in your yard, if that's what you're comfortable with or walk your doggo in his/her favorite stomping grounds. I'm totally flexible.
About: I’ve taken care of my family’s pets like dogs and cats while they’re gone and follow their instructions on when to walk, feed, and play with them. My schedule is currently free since I am a student and it is summer so I’m on break meaning I have time to tend for all of your animals needs! I have a big backyard where your pets can run around in to their hearts content. It is enclosed with a gate so they won’t be able to run out.
“Geena is amazing with both our small and big dog. They’re both a little bit rumbustious and she definitely handles them with grace and love. You can really tell she loves dogs and takes her job watching over them very seriously. She’s also trustworthy and i felt very comfortable and safe having her come inside my home and watching our dogs. Im very grateful to have found a dog sitter who my dogs look forward to having come over.”
About: My first pet was a pigeon that I basically raised since they was a little featherless peep. I also thought them to fly! I was 12 years old. Since then, I have worked as a professional pet sitter in Long Beach, CA with a small company (shout out Happy Tails to You) and for Wag! (another app). I have experience working with dogs and cats of all sizes and temperaments. I try to adjust to each pet's personalities. I also adjust to each pet parent's preference and do not mind reading and following your step-by-step instruction for taking care of your pet. I actually prefer a manual as there no one who knows your pet more than you! When I am not dog sitting, I am working with adults and kids with developmental disabilities as a behavior consultant. AND when I am not working, I am hanging out my two cats and dog! I am available early mornings (before 9am), afternoons (after 2pm), evenings, and weekends. I work a part-time job that is flexible with my schedule (I work on-site and remotely). When I am in your home, whatever instructions you provide, I will follow. The more details the better, as no one knows your pets more than you. I also try to work with your pet's personality and needs. I don't mind looking after pets with special needs or need extra care.
About: What sets me apart is the level of care and attention I bring to everything I do. I'm an active person who genuinely loves spending time outdoors, so taking dogs on fun, engaging walks is something I truly enjoy, not just a job. I'm dependable, detail-oriented, and believe every dog deserves individualized care. Whether that means sticking to their usual walking routine, making sure they get plenty of exercise, or giving them extra patience and affection, I'll treat your dog as if they were my own. While I don't have professional dog training experience, I have cared for and trained my own puppy, which taught me the importance of consistency, positive reinforcement, and paying attention to a dog's unique personality and needs. I'm committed to providing a safe, reliable, and enjoyable experience so you can have peace of mind while your pup is in my care. Pet care fits seamlessly into my current routine. I have a flexible schedule and full availability throughout the week, which allows me to dedicate my time and attention to each dog I care for. I genuinely enjoy being active and spending time outdoors, so dog walking is something I look forward to every day. As I'm exploring my next career opportunity, I have the flexibility to provide dependable care, accommodate different schedules, and give each pet the attention they deserve. Whether it's a daily walk or a last-minute booking, I'm committed to being reliable, responsive, and making sure every dog has a safe, fun experience. When caring for pets in a client's home, my priority is making them feel safe, comfortable, and well cared for while respecting the routine they're used to. I know how important communication is, so I'll provide updates and photos after each visit so you can have peace of mind knowing your pup is happy and in good hands. I'll also treat your home with the same respect and care I would my own.
“Molly is so wonderful in caring for our slightly complicated family of pets. I appreciate her attention to detail and care she takes with all of our animals. It is a huge relief to not have to worry about their care when we go out of town.”
“Mona is very responsive to the many needs I had and flexible with her time. She takes great care of Penny and always ready to go above and beyond to help me out when the need arises.”
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!”
About: I have taken care of cats and dogs since i was a teenager. I have walked all sizes of dogs and taken care of all types of cats. I am a cat owner myself of a senior cat who is 17 that i have had since he was a kitten and a 2 year old tuxedo cat both of who are adorable. I love all animals. I’m currently unemployed so my schedule is very flexible. I am looking to take on pets as i love animals and have time to help care for them right now I will ensure the pets are fully fed and taken care of. I will follow any specific instructions and give updates through the day. Your pets are in good hands.
About: I absolutely love pets. I get so excited when I’m around dogs. If I could, I would have like 10!!! I make sure your dog gets fed, walked, and also I love playing and making them happy! I can also walk your dog around parks and open areas if you like. I’m available mainly between 4-10pm everyday. If you’re travelling and need your dog to be fed and taken care of everyday I can do that too. I live in Woodland Hills and I’m able to travel up to 5 miles around my area. I also have a small 8yr old pomeranian who is very calm and loves to be around other dogs too. Contact me if you have any questions, we can work what’s best for your needs :)
“Kim looked after my cat for a few days and the entire experience was great. Very easy to coordinate with and responsive. Highly recommend to anyone in the area looking for a sitter!”
About: I have always enjoyed being around animals ever since I was a little kid. I have owned and cared for rabbits, dogs, fish, turtles and parakeets. I work full time as an educator so most of the year I am only available weekends. However I am currently available during weekdays due to spring break. I would be happy to care for your pet in my home or at your home if that is your preference. I have one dog at home which would be kept in a different area.
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: 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.
The median cost per visit for pet sitting in Winnetka is $25
Pet parents share their Rover experiences - Winnetka
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!!
Andrew was amazing! He helped me out last minute, and I was so thankful he was available. He took great care of my dog, kept me updated, and made everything so easy. It gave me so much peace of mind knowing my dog was in good hands. I’d definitely book with Andrew again. Thanks so much!
Emily is fantastic! She completed her drop ins at the time scheduled and sent lots of pictures. You could tell my cats were super happy with having her there. Even my super scaredy-cat warmed up to her while I was away my schedule is just all over the place and she was so accommodating to last-minute changes as well which I really appreciate.
Caira was wonderful! She was very sweet and I felt comfortable leaving my cat in her care. She even took the time to meet my cat beforehand, which I greatly appreciated. It gave me peace of mind knowing my cat was well looked after. I would happily book with her again.
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
It's that easy! All payments are processed through Rover's secured platform
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 Drop-In Visits - Winnetka
Frequently asked questions about Rover
The average cost for Pet Sitting in Winnetka on Rover is $21.4 per visit (as of August 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 August 2026, there are 16,123 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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