Cat Sitting Winthrop Harbor
Book a cat sitter to stop by your home to feed and play with your cat.

Over 6 pet parents in Winthrop Harbor have booked cat sitting
Winthrop Harbor, Find top rated cat sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I’ve worked hands-on with animals for over 12 years through shelters, rescue organizations, fostering, and TNR work. I’ve cared for everything from neonatal kittens to senior and special-needs animals, including medication administration and post-op recovery care. I’m calm, reliable, and experienced with animals that may be nervous, shy, energetic, or need extra patience. My goal is always to make pets feel safe, comfortable, and cared for while their owners are away. With my current work schedule, I’m available early mornings (5–6 AM) before work, again around noon, and throughout the evening. I make pets a top priority and can also provide late-evening check-ins to help pets settle in comfortably for the night. Based on your pet’s normal routine and comfort level, I can accommodate leash walks, supervised backyard time, or longer walks and exercise as needed.
“I’ve used Jessika’s services a few times now and she’s always been so amazing with my boys. I genuinely get sad when she’s not available to watch them because they just adore her and are so comfortable with her. She gives them lots of attention and leaves very helpful visit notes so I know exactly what’s going on when I’m gone. I highly highly recommend her for anyone who needs a pet sitter!”

“Kim took wonderful care of our cat and dog. Neither of them is quick to warm up to new people, but she was communicative, prompt, and patient. It gave us so much peace of mind while we were away. We’re really grateful and would happily recommend her to anyone looking for great pet care.”

“Liz took the best care of our two dogs. One of our dogs is a bit nervous and she was great about the needs of each dog with different personalities. It was our first time to be away during the night without the dogs and they were perfectly fine with Liz making several stops throughout the day. We will definitely ask for Liz to care for our dogs in the future. She’s very good about communicating and prompt with all the requested visits. I highly recommend Liz. She is so nice and professional.”

“Faith is fantastic. She is so attentive to detail and truly cares for animals. I am so grateful for her help this week on a last minute request. She is a life saver. Highly recommend!”

About: My family used to own 7 dogs when I was a preteen! 6 were chihuahuas and one was a pit bull, so I feel comfortable with any dog size. I would feed, walk, wash, and play with them. Now, I help my friends with their dogs whenever it’s needed. I know when they need space and when they want to be playful. I have a lots of energy, so I can ply with your pup for a long time! I’m a full-time student and work part-time for two days a week, but it only takes up in the morning. On any day of the week, I am available at any time after 4pm, and before 11am except on Tuesdays, Fridays, and Sundays. I’m always observing, partially because of admiration, but also watching out for any signs of discomfort. I can recognize when they need space, are uncomfortable, anxious, or threatened. I’m cautious when it comes to interactions while walking and will walk across the other side of the street from another dog for precaution.
About: I’ve cared for a variety of pets of all ages, from energetic puppies to independent cats. I am comfortable caring for senior pets, ensuring they get the proper attention and care they need- as long as instructions can be provided to maintain routines and medical needs. I treat every pet as if they were my own, providing gentle care, companionship, and a safe environment. Wether it’s keeping up with a puppy, a shy cat, or providing extra comfort for an aging pet, I would be honored to be trusted with your furry family members. I currently am a full time Software Engineering student at Loyola University! Currently, most of my coursework is online other than Tuesdays and Thursdays. This limits my availability on those days for additional pet care. My flexible online schedule allows me to dedicate plenty of time to care for pets throughout the week, ensuring they receive attention and care they deserve. I can easily accommodate feeding schedules, playtimes, and check-ins, making pet care a natural and enjoyable part of my routine. I provide a safe, comfortable, and pet-friendly environment for all animals in my care. My home has a large yard with fencing where I can comfortably walk one’s pet outdoors while remaining safe. I have two cats and one dog in the home, so I do carefully manage introductions and limit interactions if needed to ensure all pets are comfortable. For dogs, I can crate or pen if needed, providing them with personal space, or allow them to roam safely on a leash outside while ensuring they are well cared for inside. For cats, I prioritize an stress-free environment, providing personal space and ensuring quiet areas to retreat to. I understand feline body languages and can understand shy, playful, or independent cats to ensure their comfort.
“Extremely happy with Christine. This is the first time I've had a drop in visit for my pets in 10 years. Christine reassured me and even came to visit my fur babies before. She brought an ease and I felt complete trust that they were in good hands. I was given many updates every visit and pictures. She was thoughtful and always on time. My pets were very comfortable with her. Which made my trip less stressful. I would definitely recommend Christine and I will happily recommend her and have her back again in the future.”

“Stephanie has been great! This is the second time she's watched my greyhound Chuck in 3 weeks now. She's very communicative and even once was able to change his food on the fly (he's having some belly issues) while I was out of town. She has the utmost concern for the animal's well being. 10/10 would recommend and will definitely be booking again.”

About: I am a big animal lover. I plan on treating and taking care of your sweet fur baby as if he or she or they are mine because that how I would want someone to take care of my fur babies. I understand the worries leaving them with a pet sitter because I am a pet owner and have had a lot of anxiety leaving my pet with a person even if it a person I know and trust. I can provide special care if needed I had blind fur babies before as well have had a lot of senior and puppies that needed a lot of attention , care and love. I have two shih-tzu one young (Gerber) and one senior( Toby). I require all pets be up to date with shots as well flea treated. I currently have a part time and only work about 2days a week. If that. Due to working short hours and day I am blessed being able to be home most of the time with my own dogs. As well be able to have this side hustle of taking care of people fur kids. I have a fenced back yard and currently saving for the fenced in front yard. I actually have a double fenced back yard section to help to get my own pets safe. I did it because I find my big back yard great for exercise and play time but I love having a decent side section double fence just for sense of security.

About: I have cared for dogs and cats of all sizes and temperaments throughout my whole life. I have some experience assisting pets recovering from surgery, that require specific/scheduled care, and those who are physically healthy, but perhaps are just very slow to trust. I am more than happy to meet your pet where they are, and to assist with their needs as much as you are comfortable. Due to seasonal lay-offs at my workplace, I am currently available all throughout the day. I am happy to make trips throughout the day if needed, and/or multiple days throughout the week. I take my dog for regular walks, and am happy to do the same for yours. I also do my best to present a calm and controlled energy with animals, in an attempt to let them grow more comfortable with me at their own pace. I am prepared to be patient if your pets are more shy, and playful if they are more energetic and friendly. Every dog and cat is different, and I do my best to match their energy and respect their boundaries, while ensuring I am also meeting their needs.
About: I’ve taken care of dogs for over 13 years. I have 6 dogs of my own who are well cared for and get all of my love and attention. Dogs to me are like children who need to be well kept. I do my best to keep your fur friends happy as can be along with their owners. I do not discriminate against any breeds. I love and care for any animals as if they were all the same. I believe in quality service and I strongly recommend a person like me for the job. Things will get done Professionally and correctly. If any one has any questions or concerns I am free and willing to answer any of them at any time of the day. I am currently a college graduate looking for some extra side cash to save up for law school. I am currently a school bus driver for special needs children Monday through Friday. I have prior dog care experience. I my self care for six of my own dogs. I do not discriminate against size or breed of one’s animal. I quite honestly find joy in interacting with animals, it puts a smile on my face like no other job could.

About: I’ve taken care of dogs since I was young. I still have both of my childhood dogs, Piper and scout. And I’ve helped my friends and family with their pets sense I was about 10! I currently work three days a week, and fortunately I get out of school at 11am everyday so I have plenty of time fluffy friends! I’ve lived my whole life with two fur babies so I’m well trained! I’m always down for a walk or a quick check in to snuggle and take care of your pets!
About: I have a love for animals, if you're thinking I'm sure everyone says that but for me it's so true. Not only do I love caring for pets. I've even helped my neighborhood with feral cats and getting them the help the deserve. Look up on Facebook Winthrop Harbor Wild Cats! What does that mean for you? I'm passionate about caring for animals means I will love on and treat your special friend just as you would! My work is flexible and mostly at home. I like to go on walks daily which would fit perfectly for any pup looking for exercise! We have a large yard for easy potty breaks. I have two young children that wear out anyone willing to play. We have a medium crate if needed and a full basement with playroom.
The median cost per visit for cat sitting in Winthrop Harbor is $22
Cat parents share their Rover experiences - Winthrop Harbor
Abby did a great job checking in for our two cats during a long trip. Both cats were very happy and healthy during that time and we were so pleased to see them relaxed when we got home from our trip. It really made us feel good to know that our babies were the best of care! Highly recommend Abby!

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 Rover works

1. Search
Browse profiles of sitters near you who offer cat sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Winthrop Harbor sitters!Sitters in Winthrop Harbor average 7 repeat cat sitting clients
FAQs for Drop-In Visits - Winthrop Harbor
Frequently asked questions about Rover
The average cost for Cat Sitting in Winthrop Harbor on Rover is $19.98 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Cat 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 Cat Sitting. For more information on service fees, click here .
As of July 2026, there are 1,848 sitters on Rover offering Cat Sitting across Winthrop Harbor. Enter your ZIP code to see which available sitters are closest to your home.
Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.
House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.
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.
A Meet & Greet is a short introductory meeting between you, your cat, 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.
Yes, you can find sitters who have experience with handling special pet needs in Winthrop Harbor. On Rover:
- 92% of sitters can help with special care needs
- 97% 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.
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.







