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%.
“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”
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 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: 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.
“Almira was amazing! Had a family emergency and had to leave town super fast so had coworkers tag team watching my dog. Turned complicated so I looked at rover to see if anybody can help super last minute and Almira absolutely saved the day. Thank you so much for everything! Will definitely be contacting you again.”
About: It's your doggy's world and I just live in it. I am in tune with dog's body language & communication on all levels. I have worked with many different types of dog breeds, sizes and ages. I was also fortunate enough to also work with dogs that were blind, deaf, from a rescue and dogs that were saved from slaughter houses in Korea. I am also experienced in puppy and behavioral training. We will always be on an adventure wether it’s the dog park, beach, hike or just a simple trail all depending on your dog’s age and what activities your dog is able to handle. This is my full time job so I will always be with your baby. I am also CPR &first aid certified with insurance. I can't wait to met your 4 legged furry best friend :) Let’s book a meet & greet! See you soon :) I am full time dedicated to your baby! Dogs are welcome with me everywhere. We will always be productive depending on your dog’s energy level. I will definitely treat your dog as if it’s my own. They will be spoiled with healthy freeze dried treats, doggy froyo and all the yummy stuff. My home is safely fenced. I’m not only a lot of fun but train necessary methods for important things like sitting and waiting when home doors open, learn to sit and wait when car doors are open and most importantly RECALL. I want your dog to know who to run back to in any situation no matter where we are.
“Astrum watched our border collie while he was dealing with allergies and had hurt one of his paws. She kept us updated on how he was doing and took great care of him. Super reliable and great with the dog!”
“Juliana was nothing short of amazing! She took such wonderful care of our cats, giving them so much love and attention while we were away. It was such a relief knowing they were in such caring and capable hands. We came home to happy, well cared for kitties! She gave all the pets!! and that means everything. Highly recommend Juliana to anyone looking for a loving and reliable sitter! Will 100% rebook.”
About: Every pet is taken care of to their specific personality, preferences, and needs. Building their trust and happiness at their pace for creating fun memories together! I’m available for pack hikes, walks, and drop in pet sitting. Morning pick ups and drop offs about 2-3 hours total depending on hike and routes for all other dogs in the group. Pack hikes for new dogs are at a slow and welcoming pace! Instead of just putting random dogs together, I set them up with other dogs who I know love making new friends and can match their pace so they get the routine down and feel comfortable with the process. Then we build up from there so they are excited and expecting their daily hike outdoors with their dog friends!
“We have never left Pete and Molly before and we were a little nervous. Thank goodness for Lila!! She was available last minute, checked in every visit and cared for them like we would. Lila is a very warm, friendly and personable young lady! It’s no wonder dogs love her!! I would recommend her to anyone who loves their animals like we do and wants to give them the best care :)”
About: Ever since I was born, I’ve had a dog in my life. I’ve cared for dogs for as long as I can remember. All of my dogs have lived long lives and were cared for, loved, and spoiled. Dogs are my passion. I’m very intuitive when it comes to dogs needs and can sense when they are requiring extra care. I make sure water bowls are clean no film in the bowl and my dogs get filtered water, if your dogs are in my home they will get the same care. I love to take my dogs on long walks, and to visit dog parks. The dog park in my opinion is the happiest place on earth! I will care for your pets as if they were my own children. Attention to detail, and 100% focus on your pets is what I will guarantee. I am excited to meet your beloved pets and witness their unique personalities! I am available every day of the week and any time. Dogs are my passion and I give nothing but love. My schedule is pretty open! I am a home and dog owner so I know how to care for pets and the home properly. I have house sat before and have experience babysitting animals.
About: Senior dogs and dogs with special needs have a special place in my heart. I take the time to learn each dog’s routine and quirks, moving at their pace and learning what makes them feel safe and comfortable. 〰️ I’ve shared my life with dogs since I was little, growing up with German Shepherds and learning early that every dog has their own personality, preferences, and way of experiencing the world. Every dog has their own way of communicating, and I love taking the time to learn their language; they are conscious, beautiful souls. I also have bachelor’s and master’s degrees in biology, where I was able to study animal behavior and communication. 〰️ I’m based in the San Fernando Valley, and my flexible schedule allows me to serve families throughout the San Fernando Valley, Santa Clarita Valley, and Antelope Valley. My Rover profile may be new, but my experience with dogs isn't; I'd be grateful for the opportunity to meet your best friend. My goal is to learn what makes your dog feel safe, comfortable, and loved, so you can leave knowing they’re with someone who truly enjoys caring for them. When I'm not with the doggies, I'm in the classroom as a substitute teacher in either the AV or SFV. I get to choose when and where I work, allowing me flexibility in my schedule for dog care. I like to spend as much outside time as possible with the dogs (weather permitting) and do mentally stimulating activities (especially with my senior babies). Activities like "where's the toy", "which hand is the treat in", etc. Little things to keep them mentally engaged. I love being outside, and I love long walks, so me and the doggies tend to make a good team.
“Emily went above and beyond taking care of our (timid) cats. She put a lot of effort into encouraging them out of their hiding spots and getting us pics every day. She gave us total peace of mind, even managing the house temp during a heat wave. She is great with communication, always providing details and quick to respond to our questions. When we returned from our two week vacation, the cats' room was pristine- litter, water and food areas totally clean. Emily even dealt with an ant infestation promptly and we were able to resolve the issue from abroad quickly. We'll definitely be booking her next time. Thank you, Emily!”
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: I've grown up with cats and dogs my whole life. I would catsit and dogsit for friends in college. I have volunteered at animal shelters and dog rescues many times and enjoy it so much! I am working part-time at the moment, so I have free time in the late mornings and early afternoons. I can't wait to meet your fur children! I am very respectful of everyone’s home. I’ll follow whatever instructions you give me. I currently don’t have pets of my own, so I’m happy to spend time with yours.
“I have been using Roma for several years now for my pets. Currently we have 2 cats at home that love Roma. I have peace of mind while I'm away that they are loved, fed, plenty of play time, and cat boxes are clean. I always enjoy receiving photos of their time together. I highly recommend Roma for excellent pet sitting service. She had become our friend!”
The median cost per visit for pet sitting in Winnetka is $25
Pet parents share their Rover experiences - Winnetka
Madelyn is very friendly, easy going and attentive. We arranged a meet and greet to confirm she felt comfortable with a large dog. Charlie loved her and appreciated her presence! She provided frequent updates during her check in visits. I would definitely recommend her!
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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