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 181 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: Hello! I have experience with senior dogs and special needs pups (my current pup has epilepsy). I understand the importance of being timely with meds, cleaning up messes, noticing if anything is off, providing structure, and showing so much love. I look forward to taking excellent care of your dog(s). I’m currently out of work and waiting for a new job to begin, so I have plenty of time to make sure your pet gets their food and meds at the right time, and to make sure they feel safe and loved with me. I am cognizant of dogs who try to escape, so I am careful when entering your home and meeting your pet(s). I don’t make loud noises or sudden movements, waiting for your pet(s) to sense my calm before I proceed. I am respectful of your space and your possessions whenever I am in your home.
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
“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: 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.
About: I’ve been taking care of dogs for over 6 years and I’ve been taking care of cats for over 4 years. I’ve dog sitters for family, friends, and friends of friends. I’ve done house visits and overnight stays. So I’m very familiar with taking care of pets. Pet care fits easily into my routine since I only work three days a week, which gives me plenty of time and flexibility to care for animals on my days off (4 days a week). I enjoy planning my days around feeding, playtime, and walks, and I always make it a priority to give pets the attention and comfort they need. I’m able to adjust my schedule to keep them happy and cared for. I make sure to follow their usual routines for feeding, playtime, and rest so they feel comfortable and secure. In the past, clients have provided written instructions which make it easy to follow throughout the day. I give them plenty of love and attention, while also respecting any specific instructions from the owner. My goal is always to create a safe, calm environment where pets feel at ease. So if your pet requires specific attention, I am more than capable of following those instructions.
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: My least favorite part about vacation is having to say goodbye to my pups and making sure they’re in good care. I hope to make your time away from home stress free and enjoyable for your pet, sending pictures and consistent updates on their wellbeing. I am a true animal lover and have been caring for pets for several years. I hope to get to meet your dog soon! Your pet can expect walks, pets or whatever activity they enjoy most. I work from home and am available for frequent check ins and picture updates! I have a fenced backyard with lots of plants to sniff. I have two older friendly dogs that would love to keep your pup company.
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: I ve taken care of dogs since I was a teenager Friends and family always relied on me to take care their fur babies when needed. I really really love dogs. And they feel my love. I guarantee they feel safe and comfortable with me I have experience from tiny to big breed I am currently full time at home taking care of my elderly parents. I lost my dog in March. So I have all my love to give to your dog. I have a big fenced yard. I feed them play with them and go to walks. I can easily crate your pet if it’s asked. Also I can take care senior dogs give medication injection.
About: I have taken care of many dogs. I used to have a Samoyed and a multipoo myself for many years previously. I love how affectionate dogs are. I am great at sticking to feeding schedules. I enjoy petting and playing with a dog kindly and gently. I have a big backyard that is fenced where a dog can run and play safely. I work part time, not everyday, and just a few hours a day, so I am a great companion to your sweet lovable pet. I am gentle, caring, loving, warm hearted. I am very empathetic to pets because they are loving beings. I will often take them for bathroom breaks, pet, and feed on schedule. I want the pet to feel safe and happy and the owner to relax and enjoy their time away. I have a fenced backyard. I accept cats or small dogs only. The pet will have space to run and play. I am gentle with my voice and my affection to the pet. I have a big heart and am also good at keeping a feeding schedule. I am warm hearted and responsible.
“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.”
About: I started as a Rover pet owner for services and now have the freedom to provide those services. I am patient and careful when caring for dogs because I know they are someone’s family and dog’s have the sweetest hearts. When I first moved to LA in 2018, I overcame my fear of dogs and lived with the sweetest pitbull, JoJo. Now, I have two of my own small dogs— they are my world. My schedule is very flexible. I am currently not working and have plenty free time (until my next opportunity begins). I prefer to stay busy so hopefully this will increase productivity. I am protective of my dogs and would ensure your dog’s compatibility with mine before walking them together or sitting in my home. Otherwise, I’m happy to care for your’s solo during walks or drop-in visits. My dogs are **flea-free** and healthy. My yard is very safe and I have a **FUN SPLASH PAD OUTDOORS** for them to play in during hot weather. I imagine many dog parents on this app care for their fur babies as much as I do, and I will be incredibly mindful of your needs / requests.
About: I’ve always had dogs growing up so i grew up a dog lover! I recently got a kitten and i’m in love with her. I’ve always been around animals and taking care of them. I work part time and have time to give other pets care when needed. I start school in August so my time will be less but for the summer i am free. I have two dogs in the back and a cat in the house. I’ve always grown up tasking care of the dogs my family have. Currently I take care of my cat for the most part bathe her when needed, feed her 3 times a day, and provide enrichment.
About: Im good about following instructions/preference. I can apply medication. Im a well grounded person and I love pets. I have a dog with a good temperament. I take my dog on long hikes every weekend. You will have nothing to worry about and I can send you daily update pics/videos. My apt is clean and organized. ** Please make sure your pet is well mannered, has all the shots, is house potty trained (uses pee pad/tray) - if he/ she is not please bring dog diaper, is treated for fleas and bring all the supplies I will need for your furry baby - food, poop bags, leash and treats. ** Book me and go enjoy your trip. If you should have any questions you can just message me and I will get back with you shortly. Also, Im good under pressure and if your pet requires a vet. I can handle it. Thank you xoxo I do have a full time job, but my office is 10 mins away. I do come home during my lunch. 7am to 4pm work time. I would walk in the morning, afternoon n evening. My apt is gated and my dog is friendly. Im careful when I come and go. I have big area where I can section he/ she off.
About: I’ve always taken care of dogs via Fostering programs, my friends animals and walking my neighbors dogs; I’ve always loved staying active with a furry friend by my side 🤠. I currently work M-F in office so I am only available early mornings and evenings during the week and then, weekends+ Holidays I have open availability ☺️ Weekends are available for overnight care at client’s home. My apartment is not very pet friendly but I can always check for walks, bathroom breaks and meal times as needed. The safety and trust I provide is punctuality and loyalty to one’s pet and not over scheduling my services so that your pet gets the quality and one on one care they deserve😊✨💖
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.
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.
How to book pet sitting
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 Pet Sitting - Winnetka
Frequently asked questions about Rover
The average cost of Pet Sitting in Winnetka on Rover is $21 per visit as of October 2026. Most bookings cost between $17 and $42 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 16,205 sitters on Rover offering Pet Sitting across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , 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:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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