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%.
“Samantha is amazing! She was very patient and caring with my cat in gaining his trust. She sent prompt updates and photos on how he was doing along with updates on what his temperament was like each day. I would definitely request her services again when I am out of town.”
“Kristen was amazing! She is so kind and caring, and really loved and cared for our dogs as if they were her own. She was very communicative, and helpful to us while we were away. We’d absolutely book Kristen again in the future.”
“If you are looking for a cat sitter your search is over!! Haley was caring, communicative, and went the extra mile to make sure my precious kitty felt safe and loved during my trip away. Thank you Haley!!”
“Ariana was great with our cat! I was worried as he is a sensitive guy & shy with new people but they quickly bonded and he was well taken care of. Thank you Ariana!!!”
“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 is very reliable, communicates well, and takes great photos that always made me feel comfortable that my cat is ok. I booked last minute and she was able to stop in for every visit needed. My cat took a couple of days to come out and when he finally did he was so happy she was there. With Sanaz I can trust that when I come home that my furry best friend is ok.”
“Lexy provided exceptional care for our senior dog! Provided regular updates and pictures/videos. I highly recommend her for anyone in need of a reliable and loving dog sitter!"”
“We have *never* come home from a trip with our cats so happy and unstressed as they were with Kimberly taking care of them. Even our older, anxious cat who usually hides from all pet sitters was happy to come out and see Kimberly during her visits. I also really appreciated how proactive she was with communications, and how understanding she was about the state of chaos our house was in since we are still moving in.”
“Cecilia is trustworthy and extremely dedicated. We were very happy that she was our sitter to our two cats. She communicates well and will go above and beyond for your pets. We love her and will be asking for her services for the future.”
“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.”
“It was such a pleasure trusting our cat to such a caring person! She was punctual and attentive, and constantly sent photo and video updates during her visits. Our cat was happy and calm, and we could go about our business with total peace of mind. Highly recommended from the bottom of my heart!”
About: I love caring for and protecting all animals; dogs, cats, other mammals, reptiles, amphibians, fish, and/or insects. Essentially if it eats, breaths and needs maintenance, I am able to take care of it. I've had several dogs in my life, from small to large sized dogs. I have also owned a couple exotic pets that required unique needs and diets. I have no issue with cleanup or waste removal that may be needed while caring for any extended family member. Not having any other obligations other than "Rover" (besides my GF) I am able to dedicate my full attention on the services I am providing to care for the loved ones I am entrusted to. I have experience and I am able to train, if requested.
“Julia is so sweet and Rocket really loves her! As an over the top dog Mom, I trust Julia 100%. She is professional, polite, responsive and you can see her love for animals. We are so happy to have Julia to come check in on Rocket!”
“Our pup had the best time! We could have not asked for a better sitter for Cody. Would highly recommend her, as she has a lot of experience with pups and German Shepherds in particular ... and it shows!!! ? Also, she was on time, left us great notes on the App including pictures and followed all instructions perfectly.”
About: I’ve taken care of multiple breeds of dogs and I have looked over puppies to senior dogs. I love staying active and getting our little fur friends the attention they need while you’re away. I’m currently working full time so I’d be available anytime on the weekends or early morning/ late nights. I’m looking to make a new schedule so I’m open to making new availability. I have my own apartment with security fences and a very walkable neighborhood with a lot of parks near by for walking and play. Very private apartment very relaxing for any fur friends who might be a little nervous.
The median cost per visit for pet sitting in Winnetka is $25
Pet parents share their Rover experiences - Winnetka
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!!
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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