Pet Sitting Winthrop Harbor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 24 pet parents in Winthrop Harbor have booked pet sitting
Winthrop Harbor, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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’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.
“Cait was so amazing with my two kitties! She was super communicative and sent the best pictures and videos. She even cleaned up the carpet when one had a nervous tummy and threw up…she went above and beyond and I will definitely book her again!!”
“Marcy was amazing! She was so helpful and transparent with everything. She went out of her way to stop by my vet when my pup was having tummy troubles while I was gone and kept me updated every step of the way. I highly recommend her services! Would definitely love to have her again!”
“Christine is amazing! She is incredibly down-to-earth and a true animal lover. All of my cats came out to greet her, which absolutely never happens on the first visit. She was very responsive, shared lots of great photos, and gave us complete peace of mind while we were away. I highly recommend her!”
“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.”
“Sunshine and her children took wonderful care of Leila. I enjoyed all the pictures she provided us of playtime and cuddle time. Sunshine was dependable and communicated with us every visit. She allowed us to have a stress free vacation. I would definitely recommend her for your fur baby. Thank Sunshine!!!!”
About: Whether your pup enjoys long walks, playtime, belly rubs, or simply relaxing with someone nearby, I’ll make sure they feel comfortable, safe, and loved while you’re away. My goal is to provide a calm, loving environment where your pet receives plenty of attention, affection, and exercise. I am retired so have plenty of time to play with and walk your fur babies as much as needed. I can play with your dog in our fenced in yard or walk them on the Bike Trail, which is just a block away from our home. I’ll tailor my care to each dog’s individual personality and routine. I know how important consistency is, so I’ll follow your feeding schedule, medication instructions, exercise needs, and any special requests. I like to text or email regular photo updates and messages so you can relax knowing they’re having a great time, communication is just as important as 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.”
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 had pets most of my life… I’ve had dogs, cats, bunnies and guinea pigs. I’ve house sat which included farm animals. I am patient and willing to give all my love to any animal even if they aren’t mine. I am a student so I would come between classes, before classes, and after to take care of any pets. I do not have a full time job. I want to work with whatever you have at your house. I will make sure that all of your rules are followed, and that your fur babies are well taken getting care of.
About: I have experience working with all kinds of animals, as I grew up on a rescue farm. We rescued dogs of all ages and cats from multiple litters! I’m currently working full-time in a hospital, but I am looking for some extra work outside of it on the weekends and some weekdays. This is a great activity to decompress with animals and make extra money! I will ensure that I keep the clients home safe and secure when leaving. I will respect boundaries and ensure that I go and do my job, taking care and playing with your pets!
About: Hi! I’ve cared for pets for years through feeding, walking, playtime, and providing companionship. I understand that every pet has unique needs, and I strive to make them feel safe, loved, and comfortable while their owners are away. I currently work part-time, which allows me to maintain a flexible schedule and dedicate quality time to the pets in my care. I strive to provide reliable, attentive care through walks, playtime, feeding, and plenty of companionship. Your pet’s safety and comfort are my top priorities. I have a secure, fenced yard where dogs can play and exercise safely. I also have young children in the home who have been taught to be gentle and respectful around animals, helping create a loving, family-friendly environment for pets in my care.
“She did an amazing job with my dog. I am so grateful that I was able to transition back to the office with absolute confidence that Charlee would be well taken care of. Jessika went above and beyond to ease my mind! Charlee loves her already! 🥰”
About: From the beginning, my wife and I have shared a love for pets, especially dogs. I formed a home where our first child was a furry, four-legged friend. This beloved first canine child strengthened my love and taught me profound parenting skills, and I have passed that legacy on to our two teenage children and our three-year-old son. I formed a home where the love for our dogs is genuine and sincere. That's why caring for your puppies is my responsibility, and I take it very seriously. I have extensive experience caring for all types of dogs, breeds, and ages, and we carefully study their different and unique personalities and needs. I treat them with love and respect. From the moment your dog enters our home, he/she becomes another member of my family. Rest assured that he'll share unique and memorable spaces with each member of my family and will be a part of my family routine without exception. My home is a loving, personalized, safe, and warm home for your dog. Depending on your needs, I accommodate and strive to make our four-legged friend feel at home with us.
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.
“Teri was an excellent catsitter and really helped put our minds at ease that our cat would be well cared for while we were away. Teri was very commutative and flexible and we appreciated the detailed daily updates about our cat. We would definitely recommended and rebook with her!”
“Jahaira is super on top of everything and makes travel easy - so glad to have found her! She has watched our guinea pigs multiple times and goes above and beyond to make sure they are happy & healthy. Would highly recommend to anyone who wants to rest assured that their pets are in caring hands.”
“Isabella was great with our two huskies, she was always there to take care of them, play with them, spend time with them, overall be a great caregiver for my not so little ones. We appreciate Isabella’s work ethic and will absolutely be reaching out in the future when we are in need of a great sitter!”
The median cost per visit for pet sitting in Winthrop Harbor is $20
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.
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 - Winthrop Harbor
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winthrop Harbor average 7 repeat pet sitting clients
FAQs for Pet Sitting - Winthrop Harbor
Frequently asked questions about Rover
The average cost for Pet Sitting in Winthrop Harbor on Rover is $16.65 per visit (as of September 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 September 2026, there are 3,979 sitters on Rover offering Pet Sitting across Winthrop Harbor. 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 Winthrop Harbor 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 Winthrop Harbor. On Rover:
- 92% of sitters can help with special care needs
- 97% 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 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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