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 183 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 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: I’ve been caring for and training dogs for 27 years (though I’m not a certified trainer). My Husky was my first and only friend when I moved to LA. Unfortunately she’s no longer with us but she was always there to cheer me up! In her old age I learned all about administering medications as part of her standard care. So, I’ll be there for your pup the way Barley was there for me. I recently started my own business and am excited for the flexibility it brings. I’m available 7 days a week, so if it’s weekday or weekend away you can count on your pet getting only the best love and care. I have a fully fenced in backyard at my home. Even my escape artist Husky was safe to play without running away. I even have a small, safe play pen on the patio which my indoor cat is obsessed with!
About: My wife and I have grown up loving dogs and have always had a special connection with animals in general! I grew up with two small dogs, and my wife had two big dogs, we love them more than anything. We honestly can't imagine life without them. Caring for them has given us so much experience understanding the needs, personalities and routines of different dogs. Our experiences as dog owners has taught us the importance of patience, consistency, and making sure pets feel safe, comfortable and loved while their owners are away! I'm currently self employed, and work from home! I make my own schedule so I have plenty of time to spend with your animals. Your pets safety and comfort are my top priority. I know how important it is to trust someone with your animals! I will always take the time to learn your pets routine, personality and individual needs so that they feel comfortable and secure while you're away.
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 do accept last-minute requests and will always try my best to accommodate you and your dog’s needs whenever possible.🙌 I’ve been around dogs for most of my life and started pet sitting while I was in high school. I’ve been an active Rover sitter for almost a year now. I’m comfortable administering certain medications to dogs and cats, including oral medications, eye drops, ear drops, ear cleanings, and nail trims. Our family dog, Mila, has a history of seizures, so I’m also familiar with seizure protocols and know how to respond appropriately if one occurs. My overnight rate includes basic care and simple medications, such as pills, eye drops, topical creams, ear drops, ear cleanings, teeth brushing, grooming, etc. While I’m typically a homebody, I may need to step out during the day for scheduled walks or drop-in visits with other clients. I always guarantee that I’ll be staying overnight in your home and provide thorough physical and mental enrichment for your pups. If your pet requires constant care throughout the day, I offer this for an additional $100 on top of my overnight rate. And on weekends only. Constant care applies to stays that require me to be on the premises for 21+ hours per day. Short outings of 1–2 hours to help other clients do not fall under constant care and won’t incur the additional fee.😊 I am currently working full time in simi valley. Typically 11am-6pm however my schedule is highly flexible. If given notice I can call off at times that pet care is desired:) While your pup is in my care, I am more than happy to focus solely on your pup according to wants and needs you mention. If your dog needs to be active, I’d love to incorporate their needs to be physical and get a workout along with them!:)
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.
“Sanaz was very diligent and quickly formed a relationship with my senior cat. She was able to give him his medication and subcutaneous fluids, which was essential. I highly recommend her!”
“Zoey did INCREDIBLE with our very needy, somewhat bipolar, cat. Despite his attempts and successes at drawing blood, she was always so attentive to him and giving me all the updates (which I love). I definitely recommend Zoey and will reach out to her when we go out of town again!”
“Keyla is very sweet, patient and did above and beyond in taking care of my two dogs. She was very patient and understands what needs to be done. I'm so glad I picked her to take care of my dogs. She is also always on time and was able to adjust to my schedule. Thank you so much Keyla.”
About: I take pride in providing the best care for each animal in my home. I love being active with all animals, whatever may look like for them. Walks, play time, cuddles, you name it, I'm there! I have given excellent puppy through senior care for all breeds of dogs and cats. Having extensive experience working with all kinds of personalities. I am a stunt double for tv and film so I don’t work every day a normal 9-5. Since our SAG strike a year ago work has been slower and my other love is caring for animals and my dog. Besides my daily workout, I’m free the rest of the day to care for my dog and (now) your furry friend! I can easily accommodate any needs your dog may have with communication from the owner and make your dogs stay easy and stress free for them and you! Communication is huge for me and super important so you will always be kept up to date through pictures and video throughout their stay. I encourage and questions or concerns you may have because I want us to always be on the same page and make it a good experience for everyone! :)
“Shanneal is an amazing dog sitter. She went over and above for my fur baby. My dog was completely happy with her attention to him. Always kept me updated on what was going on and plenty of pictures. I would recommend her 100%. Will definitely be my go to for Syd.”
“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 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.
The median cost per visit for pet sitting in Winnetka is $25
Pet parents share their Rover experiences - Winnetka
Molly was fantastic! We have continually had issues finding someone who is reliable and caring and it seems that has changed. From the first meet and greet Molly was incredibly sweet and caring and we knew the dogs would be in great hands. We were able to spend the day completely stress free knowing the dogs would be in great care. Would 100% recommend and would book Molly again without hesitation. Thanks again!
Kimberly was spectacular. She took incredibly great care of our two Siberian huskies. They loved her and seem to wait each day for her to come. It gave us great comfort on our vacation to have such a wonderful person taking care of our two Siberian huskies. We plan to use Kimberly every time we go on vacation. She is a dog watching superstar.
Sanaz was totally reliable. She sent photos for each visit, cleaned my cats’ many litter boxes, and kept things clean (which I don’t even do). When I came back, the water bowls were clean and full and the automatic feeders were filled. Plus my cats liked her! I think one actually has a crush on her.
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!
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.
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 is $21 per visit as of November 2026. Most bookings cost between $17 and $42 per visit. On Rover, 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 November 2026, there are 16,208 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 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:
- 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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.
Connect anywhere with the Rover app
