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.

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Over 21
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.

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Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
1 year of experience
Wadsworth, IL, 60083

“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.”

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Joanne B.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 49 reviews
12 repeat clients
40 years of experience
Kenosha, WI, 53143

“Kim did an awesome job taking care of our 4 cats and was very understanding of our one cat that is a bit ill right now. Great communication with her when we were gone and loved the pics she sent. I would definitely use her again when we go on a trip again. Thank you Kim.”

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Arthur H.
Sitter Profile Image: Robert P.
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Robert P.
from
$12
per visit
14 years of experience
Zion, IL, 60099

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.

Sitter Profile Image: Leah J.
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Leah J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
6 years of experience

“Leah is very dependable, thanks for coming through in a pinch!!”

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Susan B.
Sitter Profile Image: Ethany I.
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Ethany I.
from
$25
per visit
4.0 out of 5 stars
• 4 reviews
2 repeat clients
13 years of experience
Zion, IL, 60099

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.

Sitter Profile Image: Victoria-Anna K.
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Victoria-Anna K.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
4 years of experience
Kenosha, WI, 53944

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.

Sitter Profile Image: Isabella T.
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Isabella T.
from
$25
per visit
5.0 out of 5 stars
• 23 reviews
13 repeat clients
18 years of experience
Beach Park, IL, 60099

“Isabella did a wonderful job! I felt so comfortable while I was away. She took so many pictures of the kitty and made sure he was comfortable and happy!”

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Jennifer C.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Beach Park, IL, 60099

About: Hiya! My name is Jenny and I have a current dog whose name is Kaya. My husband and I just adopted her. She’s 6 years old. I always loved having dogs. They are a real blessing and can be one's best friend. I've potty trained them all and taught them how to shake, sit, turn, stay/wait, come. You know those people who go to parties and hang with the adults? Well you would find me with the dogs 🥳 I work from home most days. Just ask if you have any questions :) I will take dogs on walks during my lunch/break if weather permits I have a fenced yard. We have a good size backyard with a park nearby. With a lot of good walking areas to take them out.

Sitter Profile Image: Karie M.
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Karie M.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
45 years of experience
Pleasant Prairie, WI, 53158

About: I have a deep love for dogs of all breeds and would be thrilled to care for your furry friend while you’re away. With a lifetime of experience as a dog owner, I currently have three Airedales. Over the years, I’ve completed numerous obedience classes with my dogs, and I’m skilled at applying that knowledge to provide quality care. I’m experienced in raising puppies, including training basic commands, potty training, and leash walking. My one-year-old is even competing in dock diving and barn hunting, which highlights my commitment to providing enriching experiences for dogs. I also have extensive experience caring for senior dogs, as my 11-year-old pup requires regular medical attention. In addition, I’m skilled in bathing and grooming, having always groomed my own dogs. I even have a grooming table, so your dog will receive top-notch care if required. As a stay-at-home mom with older adult kids and a flexible schedule, I have plenty of time to walk, play with, or house-sit for your pups with all the attention they deserve. For your peace of mind, I’ll always walk your dog on a leash. If you have a fenced yard, we can enjoy a fun game of fetch. And if your pup needs to be crated when I leave, rest assured they’ll be content and happily exhausted after all the playtime!

Sitter Profile Image: Joshua C.
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Joshua C.
from
$38
per visit
4.8 out of 5 stars
• 20 reviews
9 repeat clients
7 years of experience
Kenosha, WI, 53142

About: Since 2019, I've been committed to the well being of dogs and cats, offering trusted, reliable, and professional care. While my experience may be selective, each client I've served has left glowing reviews, reflecting the quality and dedication I bring to every job. Your pet companion is in good hands with my proven track record of satisfied clients. My current availability for pet services is contingent upon my full time employment, which spans Monday through Friday from 9:00 AM to 5:00 PM, usually. My work is flexible as well. I am able to bring animals to my office. I operate on a hybrid work model, with a predominant presence in the office rather than at home. In my home or at my client's, the pets' safety and happiness are my top priorities. I customize care routines for each furry friend, sticking to their usual schedule for feeding, playtime, and keeping an eye on them. I make sure the environment is safe and comfy, and I'm always up for fun and cuddles to keep them content. I keep the client updated and have a plan in case of any surprises. Basically, I aim to make sure the pets feel right at home, whether they're with me or at their owner's place. I do have a fenced in yard and my own space to keep the pet comfortable.

Sitter Profile Image: Adrianna L.
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Adrianna L.
from
$20
per visit
1 repeat client
8 years of experience
Kenosha, WI, 53142

About: I am a 21 year old college student. I've had dogs and cats since for over 15 years , I would love to walk, take care of, or watch your lovely dog or cat!! I'm a college kid and only have classes 2 days a week. I'm available a majority of the time and would be happy to help! I have a friendly female english mastiff, a fenced yard, tons of food and water bowls, anything your animal will need. We've got two litter boxes as well. As for in your home, I will treat them like my own, with patience and care. I can feed, walk, pet, play, etc.

Sitter Profile Image: Raquel T.
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Raquel T.
from
$27
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
9 years of experience
Kenosha, WI, 53143

About: I’ve been raised around pets my whole life. From a young age I’ve always had a passion for animals. Outside of genuinely loving fur babies, I know how to respect, read and handle them professionally. I also have experience in a veterinary clinic setting as well which is a benefit when handling your babies with care. I am a real estate agent so my schedule is pretty flexible which allows me to care for pets as needed. As long as I have some notice I can work around our pets needs. I make sure all pets are protected and treated as my own. Providing space shelter and attention. I pay close attention to our surroundings to ensure safety and make adjustments as needed.

Sitter Profile Image: Emily F.
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Emily F.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
12 years of experience
Kenosha, WI, 53143

“My brother had surgery and we needed a daily drop in for his elderly cat asap. Emily was able to start right away. She did a great job. We will use her services in the future.”

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Colleen D.
Sitter Profile Image: Lilyan Y.
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Lilyan Y.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Waukegan, IL, 60085

About: I’ve had a multitude of pets since I was born. I’ve had to care for pets ranging from 16 years old and as young as 2 minutes old. I love all animals and I am great at handling any challenges that may come. I’m available over night Friday-Sunday, and in the evening Monday and Tuesday. I am a full time engineering student, I work part time on Wednesday and Thursday, and I occasionally babysit children. I only care for pets out of my clients homes. I am great at following instructions and any pet care needs you may require! I have a lot of love and energy so I’d be glad to take your pet for a walk.

Sitter Profile Image: Amna A.
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Amna A.
from
$27
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Park City, IL, 60085

“This was our first time with Amna and she did an amazing job! She was consistently early to the drop in visits and was very communicative with us while we were away. Our cats were very comfortable with her, even from the first time they met her. We felt at ease being away from home knowing Amna was taking care of our kitties and we couldn’t recommend her more! :)”

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Hillary M.
Sitter Profile Image: Payton A.
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Payton A.
from
$17
per visit
10 years of experience
Kenosha, WI, 53142

About: I’ve taken care of dogs, pigs, chickens, and cats. My whole entire life I have had to take care of special needs animals as well. During the week, I am available anytime during the week I’m available all day long! I am available on the weekends as well! Let me be your safe space for animal sitting! I will be able to provide to your animals all day long on the weekends, afternoons on the weekdays, ensuring that they are fed watered taken out walked and cleaned if need be

Sitter Profile Image: Bob and Francine A.
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Bob and Francine A.
from
$36
per visit
4.9 out of 5 stars
• 45 reviews
29 repeat clients
30 years of experience
Gurnee, IL, 60031

About: We are animal lovers who would love to have your dog or cat stay overnight, for a weekend or a week! We currently have three dogs and 4 cats. We also have various foster dogs at any given time. Some are a little shy but they are all socialized and well behaved. We prefer to take the dogs on a walk when meeting but the interaction is entirely dependent on you and your dogs comfort level since you know your best friend best. We have a fenced in backyard perfect for running and playing. We try to walk the dogs several times a week. Although we have a crate, we don't use it unless your dog is not house broken or if your furry friend needs some alone time while eating. Come on by for a "bark, sniff and greet". We have plenty of doggie beds and cat perches so that your furry friend will feel right at home. We treat all dogs like family so you have no worries while on vacation! I work from home part time so I am available to take care of your furry friends. My personal dogs love other dogs and are very eager to greet new dogs. I have a fenced in yard that backs up to a creek. My neighbors on one side have chickens and on the other side the neighbor has a dog.

Sitter Profile Image: Nicholas W.
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Nicholas W.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
15 years of experience
Lake Forest, IL, 60045

“Was great at being on time and cleaning up after the kitties. I had a ton of extra things that came up after I had left, but he did everything no problem! Highly recommend him!!!”

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Cyrus C.
Sitter Profile Image: Taylor T.
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Taylor T.
from
$35
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Bristol, WI, 53104

About: I have grown up around dogs, horses, and farm animals. I am experienced in all sorts of types of dogs from small to large and puppy to senior. With my equine and farm animal background I am more than capable of looking after them as well. I am certified in canine and feline CPR as well as recently graduated with a bachelor’s of science in equine science making me well rounded in all types of animal care, including medical and emergency care. I am currently working part time with a very flexible schedule making me have much availability to look after your pets! I love driving also so if you are longer distance away that is no problem! I always have pride in leaving my spaces that I am in better than I when arrived! Your pets health and happiness are my number one priority.

Sitter Profile Image: Hannah L.
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Hannah L.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Kenosha, WI, 53144

“Hannah was professional and responsive throughout the visits for our plethora of cats. She successfully navigated a power outage at our home and took the initiative to fill water bowls after their bubbler lost power. She communicated throughout the visit and did a great job, our cats were in good hands!”

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Casey S.
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The median cost per visit for pet sitting in Winthrop Harbor is $20

Pet parents share their Rover experiences - Winthrop Harbor

1 / 1
5.0 out of 5 stars

Absolutely wonderful with my boys while I was out of town. My nervous one was super comfortable with her, which is always huge for me. Lots of notes and pictures to keep me updated. Will definitely book again.

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Erin M.
Drop-In Visits
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How to book pet sitting

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Sitters in Winthrop Harbor average 7
repeat pet sitting clients

FAQs for Pet Sitting - Winthrop Harbor

Frequently asked questions about Rover

The average cost of Pet Sitting in Winthrop Harbor is $17 per visit as of November 2026. Most bookings cost between $17 and $19 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 3,918 sitters on Rover offering Pet Sitting across Winthrop Harbor. 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 Winthrop Harbor. On Rover:

  • 88% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% 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.

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