Pet Sitting in 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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Top rated Winthrop Harbor pet sitters

“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.”


“This was my first time using this app and I am so happy with my experience with Jadyn! She was communicative, timely in her responses and making sure that I was always in the loop. Her sweet and caring nature towards my pup was evident. Most importantly, she is patient, understanding and kind towards my pups’ needs. I couldn't have asked for a better dog sitter! Thank you! ☺️”



“Caitlin is wonderful! She took terrific care of my fur baby while I was away and left such detailed reviews. I will definitely be using her again in the future. Amazing care for my pet. I highly recommend Caitlin! ?”


“Many thanks to Tara on her first visit with my good girl Capri! Although this was the first time I have used Rover and the first time Capri has had a "stranger" come in to take care of her needs, it ended in kisses and trust. Tara communicated with me clearly before, during and after her visit. I couldn't be happier as a first-time client and I'll be using Rover and Tara again in the future!”


About: I've always had an animal in the house from fish to rabbits to dogs and more. Whenever a family member needs a pet sitter, I'm their first call and I'd love to be yours as well! I'm available between 10 am-2 pm Monday, Wednesday & Thursday, between 6:30 pm-9 pm Mon.-Fri. and between 8 am-10 pm, Saturday & Sunday. I'm a school bus driver therefore these hours are firm. ☺️ I am comfortable giving medications and bottles if needed, along with crating. I love going for walks with my furry friends and am always up for some extra training and cuddles!

About: Ever since I can remember I've always had a dog in the house. I have cared for mainly large to small breed dogs for the last 48 years. I have 2 children who will Be overjoyed to play in our fenced in backyard with your fur baby or take them for a neighborhood walk. We have a park a block away as well. I have a deep belief that dogs are part of the family and should be treated as such. We will follow any rules that you put down after all they are part you are part of your family. You can always call and video chand video chat with your pet. I would be happy to send you texts with pictures as well. Thank you for this opportunity I am a stay-at-home mom and work from home. My availability is almost almost 24/7 So any certain feeding times or walking times it isn't a problem problem or inconvenience Our furry little friends are part of our family and will be treated as such. Any rules that you may have I will of course follow. But if you allow animals on the furniture so do I, if you'd only feed at certain times I will do my due diligence and stick to your routine. My children and myself love Dogs and can't wait to help care for yours while you are away. You can always call and video chand video chat with your pet. I would be happy to send you texts with pictures as well. I work from home , so i'm generally always here. I like to bring your fur baby with me when I leave to pick up my kids from school, so that they don't feel abandoned in a new environment. We believe that your Fur baby is part of the family and we allow them on the furniture. Of course if you agree to that. My yard is completely fenced in all around. I don't even have a handle on the outside so nobody can open it unless I let them.

“My baby had such a good day with Kyleigh! It was my first time leaving him home alone to go to work and her care for him calmed my nerves. She visited him three times and my puppy had no issues, absolutely loved her! She sent me pictures that made my heart melt! Highly recommend Kyleigh!”


About: I am a firm believer that our pets are our family, and each individual pet deserves individual care, respect and love! I am meticulous with details and ensure that a beloved pet’s routine is kept as consistent as possible under my care. I’ve owned cats since I was 8yrs old, and also had hermit crabs, Leopard geckos, and tarantulas. My family never had space for a dog, so I walked and played with my neighbors dogs while growing up. Once I reached my 20s, I’ve volunteered for years at no-kill shelters back in TN, trained on how to clean, socialize and care for dogs. I have just moved to Northern Illinois and wasn’t able to transfer my job up here. So I want to make my job caring for your family! I am available Saturday - Wednesday. I am very detail oriented and respect every pet owner’s instructions and wishes to the letter. Pets deserve consistency with their established routines! In the absence of instructions or an emergency, I have years of hands-on pet care to fall back on and use reliable judgement so your pet will always receive the best care possible.

About: I have taken care and self trained dogs from small to large breeds. And I would love to take care of your pup while your away. I am always home on the weekend and home by 12 or sooner on the week day. Your pup is not going to be left alone. My partner works from home and is all in on helping make sure your fur baby has a happy safe time here. I have a fenced is yard. So we can play outside for a little bit plenty of water and a baby pool if they want to cool off.

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!

About: Hi! While your gone away you can be sure your dog will get the love and care of a full family, we are up at 7am for a health breakfast and by 9 we’re out to hike a 1.5 mile trail full of wild life and beautiful views for your pup to see and experience. By 11 we’re back home for a bit of rest before lunch. Then comes nap time! The long walk usually tires the doggies out. After a few hrs they are up again for more playtime, usually hands on with the family, games like tug and fetch. This leads us to dinner around 6 and a bit more attention before our 8:30 bed time. Every day your pup is with us is an adventure they will be sure to enjoy just as much as the vacation your taking! My wife works from home and I walk dogs and manage the boarding 24/7. It’s always been a dream job if mine to be able to spend all day taking care of dogs and now I’m finally living that dream! I have a huge fenced in yard but the dogs will only be out there to use the bathroom. Maybe later in the day for some fetch but mostly the dogs will be inside with us. Also our morning walk is about 1-2 hrs long and that take a lot out of the dogs leaving them easy to manage most of the rest of the day.

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: Greetings! My name is Rachel. I am 32 years old. I am currently a Veterinary Technician at Beach Park Animal Hospital. I have been working there 11 and a half years. Prior, My goal is to extend my experience in animal care to those in need. I am comfortable caring for dogs, cats, and any exotics. I am also experienced in administering any medication for special needs pets. Feel free to contact me with any questions! Just need help administering medications, SQ fluids? Maybe a nail trim or anal gland expression? I can offer these addition services that can be included in the drop-in visit fee. Questions? Please reach out and ask! My experience administering medication I am comfortable administering oral, injectable (subcutaneous, intramuscular, and intravenous), ear, and eye medications. At this time, I do not offer over night services, but am available during the week, and most weekends. I am available most every morning and evening for drop in visits. I do not currently offer in (my) home pet sitting; but will travel to your house to complete your needs. This will provide your pet with additional comfort in being in their own environment.

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.
Loving pet sitters in your neighborhood
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Kim K.Star Sitter

“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.”


Jadyn P.

“This was my first time using this app and I am so happy with my experience with Jadyn! She was communicative, timely in her responses and making sure that I was always in the loop. Her sweet and caring nature towards my pup was evident. Most importantly, she is patient, understanding and kind towards my pups’ needs. I couldn't have asked for a better dog sitter! Thank you! ☺️”


Tabitha H.

“Came through for us when an emergency arose. She logged each dogs activities and took some pictures of them playing. I will definitely hire her again!”




Caitlin C.
Star Sitter


“Caitlin is wonderful! She took terrific care of my fur baby while I was away and left such detailed reviews. I will definitely be using her again in the future. Amazing care for my pet. I highly recommend Caitlin! ?”


Tara S.Star Sitter

“Many thanks to Tara on her first visit with my good girl Capri! Although this was the first time I have used Rover and the first time Capri has had a "stranger" come in to take care of her needs, it ended in kisses and trust. Tara communicated with me clearly before, during and after her visit. I couldn't be happier as a first-time client and I'll be using Rover and Tara again in the future!”


Sierra B.
“Sierra is a very loving lady. She loves animals of all kinds! I know she will do well with your company! Any questions please contact me.”


Sunshine L.Star Sitter
“Hello! I want to tell you a little bit about my friend Sunshine. I met Sunshine quite a while ago and she owned 2 dogs. Having grown up with dogs my entire life I am very watchful of other pet owners and how they treat their babies (yes my pets are my babies/children). Sunshine gave her dogs so much love and care! Sunshine is a friendly, trustworthy, meticulous, dependable, and detail-oriented person. I wish she lived closer to me at times so I could have her pet-sit my current 2 girls and not have to worry about them. Finding someone you can trust with your babies is difficult, but please be open-minded and trust Sunshine. You and your babies will love her!! Brent”


Kyleigh R.

“My baby had such a good day with Kyleigh! It was my first time leaving him home alone to go to work and her care for him calmed my nerves. She visited him three times and my puppy had no issues, absolutely loved her! She sent me pictures that made my heart melt! Highly recommend Kyleigh!”


Elizabeth C.

“Elizabeth was excellent in responding to my need of a sitter. We had everything taken care of by 1st thing in the morning. I'm happy to see my cats ate well while I was gone.”


Jessika H.

“Amazing human and absolutely fantastic service. Jessika went above and beyond for my fur babies and I would rehire her immediately with no hesitation at all.”


Angel L.
“I’ve have the privilege of being Angel’s mum, and she is one of the best people I know. She has a caring and loving heart and has always loved animals. She has shown great care and responsibility for all the animal companions we’ve had. She is a protective, fierce, and loyal friend. Whoever chooses to have her watch over or walk their furry friends will be rewarded with compassionate and dependable service.”


Isabella T.

“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!”


Ariana Y.
About: I have taken care and self trained dogs from small to large breeds. And I would love to take care of your pup while your away. I am always home on the weekend and home by 12 or sooner on the week day. Your pup is not going to be left alone. My partner works from home and is all in on helping make sure your fur baby has a happy safe time here. I have a fenced is yard. So we can play outside for a little bit plenty of water and a baby pool if they want to cool off.


Karie M.
“Absolutely thrilled with the dog-sitting experience Karie provided! Lim, our 170 lb Russian Terrier, and Putin, our 90 lb Lab, were in the best hands possible. Lim can be a gentle giant and like a big puppy, while Putin is friendly but can be a handful with his energy and he likes to steal food off any countertop or pantry. However, Karie handled them both effortlessly, making sure they were well cared for, happy, and comfortable. The communication was great throughout, and we loved getting regular updates with pictures and videos. Both dogs were treated like family—Lim had his walks and playtime, while Putin enjoyed his exercise and snuggles. We really appreciated how the sitter paid attention to their individual personalities and needs, ensuring they were both well cared for, despite their size and differing temperaments. Returning home, it was clear our dogs were relaxed and had been treated with so much love. I highly recommend this sitter to anyone looking for someone who is attentive, responsible, and loving toward dogs of all sizes. We will absolutely be using her again!”


Nicholaus G.
“Hiring Nick was one of the best decisions I’ve made for my dog—and for my peace of mind. From day one, Nick showed an incredible level of professionalism, kindness, and genuine care for my pup. He didn’t just walk my dog, he connected with him, learned his quirks, and made every outing an adventure. He is always on time, communicates clearly, and sends updates and photos that always put a smile on my face. He’s gone above and beyond more than once such as staying a little extra when my dog seemed anxious, or bringing in a package when I was out. If you’re looking for someone who treats your dog like family, who is dependable, trustworthy, and truly loves what he does, you don’t need to look any further. Nick is hands-down the best dog walker I’ve ever had.”


Byron G.Star Sitter
“Byron is a great person. His wife Martha and their kids are fantastic with all dogs. Sometimes I need help with my two little furry friends and ask them. Always, my babies are excited to share a great time with Gomez family. I’m so grateful with this family”


Delaina K.

“Delaina has been so wonderful with my hyper pup! Will be using her services all summer!!”




Blakely D.


“I am so thankful for Blakely!! Crosby loves her so much!! She is mindful about the walks with Crosby and tended to his needs!! Thank you so much!”


Rachel D.

“Rachel is a dependable and caring animal lover. She is studying tor be a veterinarian technician, then continuing on to become a veterinarian. Rachel has several animals of her own, including her dogs Gracie and Maddie, as well as several rabbits. Rachel has a great work ethic and would be a responsible caregiver to your pet. Lisa D.”


Mariadelaluz Z.
“When I was a patient at the hospital near Maria. She has taken care of my babies every-time I have needed to leave them. In the time of most need, I was comforted to know that my fur babies were safe and happy. For a small fee I was also able to have her to bring my babies to see me for a visit helping my stay in the hospital easier.”
Over 13 pet parents in Winthrop Harbor have booked pet sitting
Popular requests near you
Select a filter and find qualifying Winthrop Harbor sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winthrop Harbor is $22
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Sitters in Winthrop Harbor average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winthrop Harbor on Rover as of Aug 2025 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 269 pet sitters in Winthrop Harbor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Winthrop Harbor pet sitters respond in under an hour.
Pet sitters in Winthrop Harbor have an average of 16 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winthrop Harbor.
Rover makes it easy to find Winthrop Harbor pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 269 pet sitters in Winthrop Harbor on Rover, so you’re sure to find the perfect match for your pet! In Winthrop Harbor, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 81% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
