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

“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!”


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.

“Teri was so great with Finn. We appreciate her caring ways. We know he was in great hands. And she helped us last minute, which we really appreciate.”


“Milton loves her!”



“Caitlin is amazing! She wrote us a report each day on our kitties and what she saw around the house. She even vacuumed twice when she saw what a mess they make with litter everywhere! She’s great and we will definitely book her again!”


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


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.

“Tara was fantastic! She was available on short notice and was very accommodating. She sent great pictures and I can tell Stanley had a great time. Thank you!”


“Jamie was fantastic! Responded on a short notice due to me having to leave town. My two pets were very well taken care of and played with. Lots of updates and pictures were sent and I greatly appreciate it. Really gave me peace of mind when I was out of town that my dogs were well taken care of and happy!”



About: I’ve been caring for my 17 year old puggle since the 3rd grade. I also have experience with big dogs, as I had a mastiff too! I’m skilled in walks, baths, feeding, and cleanups, and I treat every dog with love, care, and patience. I have experience with many different dog personalities, as my household has fostered dogs for a couple years now too! No matter the size, your pup will feel at home with me! I’m a college student home for the summer before returning to Washington DC in August. My DoorDash job gives me a flexible schedule, so I can easily work around your dog’s needs. Whether it’s walks, playtime, or feeding, I’ll make sure your pup gets the love, time, dedication, and care they deserve! I can provide pet care in your home, and depending on your preference, or your pups! If I care for your pet in your home, I’ll stick to your routine and ensure your dog feels comfortable and loved while you're away. I focus on giving lots of attention, play, and care, just like I would for my own dog!

About: I’ve taken care and owned dogs from great danes to yorkies, with my cat included, I love all animals and can’t wait to meet yours! I am currently working full time in pleasant prairie wed-fri with rotating weekends, little do they know I have every morning free to hang with your pals! My pets are absolutely spoiled, my beagle has a huge fenced in yard with a great diet and my cat won’t eat anything that’s cheap sadly, but they get endless amounts of love and playtime.

“Tabitha is great! I'm so impressed, my Lulu is getting bonded to her!”


“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!”


About: Hi, I'm Aunt Joy, your caring and dependable sitter and companion for your lovable pets! I provide compassionate and dedicated pet sitting services tailored to meet the unique needs of your pets. With over six years of experience in caring for animals with diverse backgrounds and requirements, I’m committed to ensuring that your furry (or scaly!) companions feel safe, loved, and well taken care of in your absence. My Journey & Expertise My journey in pet care started with a special bond formed with my in-laws' pets, including Penny, a rescue Chihuahua-Dachshund mix with a tough past, and Lisle and Clive, two cats who needed extra love and attention due to their own challenges. Penny had experienced abuse, Lisle was blind since kittenhood, and Clive had faced similar hardships and is at the sunset of his life with a cancer and dementia diagnoses. Their stories sparked my passion for providing gentle, compassionate care to animals of all kinds. Over the years, I've expanded my experience, caring for a wide range of pets—from anxious cats to playful pups, and even aquatic creatures! Whether it's administering special care, offering comfort during transitions, or setting up intricate aquarium environments, I approach every pet with patience, dedication, and a focus on their well-being. My Services Include: In-Home Pet Sitting: Whether it’s for a weekend getaway or an extended trip, I provide personalized in-home sitting, offering your pets the comfort of their familiar surroundings while you’re away. Specialized Care for Anxious Pets: Whether your pet has a history of trauma or needs extra attention, I provide a calming, understanding approach to ease their anxiety and provide the care they need. Aquarium Setup & Care: With experience managing diverse fish tanks, I’m skilled in setting up aquariums and providing ongoing maintenance. I can help with treatments, water quality, and even troubleshooting common aquarium challenges. Veterinary Support & Emergency Assistance: I maintain an online vet care subscription to provide support for any medical questions or emergencies that may arise during my care. Your pet’s health and well-being are my top priority. Why Choose Me? Experience: I have years of hands-on experience caring for pets with special needs and those from difficult backgrounds. I understand the nuances of their care. Personalized Attention: Every pet is unique, and I tailor my services to fit your pet’s personality and requirements. Trustworthy & Reliable: Your pets are family, and I treat them with the utmost care and respect. You can count on me to be there when you need me most. Comprehensive Care: From the basics to more specialized needs (including vet care and aquarium management), I have the knowledge and resources to handle it all. Testimonials "It’s clear that Joy truly cares about the pets in her care. Our rescue dog, Penny, warmed up to her immediately, and I could rest easy knowing she was getting the extra love and attention she needed." – Krista "Our fish tank was a disaster when we first set it up. Joy helped us set everything up perfectly and even treated our fish when they needed it. We couldn’t be happier!" – Hadi8 I'm semi-retired so I will have plenty of time taking care of your pets and bonding with them. Even though I may have advanced notice required listed, if you find yourself in a last minute situation, please feel free to reach out. The pet gods may be in your favor where I might get a cancellation, or I might be able to accommodate your pet. I am also fine with last minute cancellations. I am here for you and your pets 🐶 🐕 😺 This is the best job I had so far and would not hesitate to come out of retirement to do this! It's a great way to get out of the house! Every pet has different needs. I will work with you to understand their needs and will set up a communication plan that fits your needs and give you peace of mind. I have access to an online vet service at no additional cost to you. In the rare event of an emergency or other concern, I am able to get a consultation and recommendation so you will get the full picture if anything arises and further escalation is required.

About: Hi, I’m Ellie! & I’m known for making friends with all kinds of pets and farm animals. Over the years I’ve cared for various breeds of cats and dogs since I was in middle school and have mainly house sit and boarded for friends,family, and coworkers and recently expanded my services to Rover. I have one fur baby of my own named Archie. I’m in the Lake Bluff area and am able to do boarding, house sitting, walks, and drop ins. My schedule is flexible and am able to make accommodations as needed. Note: Please let me know your dogs temperament ahead of time. & If your dog has any allergies, medical conditions, medications, or have any triggers. Thank you 😊

“Always dependable, on time, and very easy to work with. She’s the best.”


About: I’ve always loved animals and have had 4 of my own. For the past two years I worked in a dog grooming salon so I’ve worked professionally with dogs and know how to take care of them pretty well. I’m working a part time job right now so my schedule usually depends one the day. I’m usually free after 4 on the weekdays and free on the weekends it just depends on the day. I have a fenced backyard so they won’t be able to get out and if i’m at a clients home i’ll watch them extra closely.

“Tanya was amazing to my kitty cats! Very attentive and detailed! Always updating me and loving my cats as I do! Will gladly use her anytime to watch my animals!”


About: I understand the importance of being a trusted, punctual, loving caregiver. Pets are family, and you want the best for your family. I have many years of pet care & pet sitting. I am entrusted with the care of sick cats and dogs, administering medicines and assisting the owner with vet visits. I've been taking care of Buster, a lab, for 10 years. He goes camping with us and is a loving part of my family. My own cat Charlie who passed at 17 in 2024 was a super senior who I cared for 24/7 until his passing. Please know your pets will be safe and spoiled with love. Being retired (but still young and active..lol). I have an abundance of time and love for animals, and the flexibility to fit seamlessly into your schedule. Being mindful of the fact that I am in someone's home, the home and pet(s) will be treated with respect and lots of love while following the client's instructions for care, and providing the client with updates.

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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1. Jessika H.

“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!”


2. 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.”


3. Teri T.

“Teri was so great with Finn. We appreciate her caring ways. We know he was in great hands. And she helped us last minute, which we really appreciate.”


4. Kim K.

“Milton loves her!”




5. Caitlin C.


“Caitlin is amazing! She wrote us a report each day on our kitties and what she saw around the house. She even vacuumed twice when she saw what a mess they make with litter everywhere! She’s great and we will definitely book her again!”


6. Delaina K.

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


7. 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.”


8. Tara S.

“Tara was fantastic! She was available on short notice and was very accommodating. She sent great pictures and I can tell Stanley had a great time. Thank you!”


9. Jamie K.

“Jamie was fantastic! Responded on a short notice due to me having to leave town. My two pets were very well taken care of and played with. Lots of updates and pictures were sent and I greatly appreciate it. Really gave me peace of mind when I was out of town that my dogs were well taken care of and happy!”




10. Shelby W.
“Shelby is an animal lover. This is right up her alley. She has always had a dog in her life. There have also been a few cats in the family. I don't think you'll be disappointed with her.”


11. Amanda W.
About: I’ve taken care and owned dogs from great danes to yorkies, with my cat included, I love all animals and can’t wait to meet yours! I am currently working full time in pleasant prairie wed-fri with rotating weekends, little do they know I have every morning free to hang with your pals! My pets are absolutely spoiled, my beagle has a huge fenced in yard with a great diet and my cat won’t eat anything that’s cheap sadly, but they get endless amounts of love and playtime.


12. Tabitha H.

“Tabitha is great! I'm so impressed, my Lulu is getting bonded to her!”


13. Marcelina B.

“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!”


14. Darby O.
About: Hi, I'm Aunt Joy, your caring and dependable sitter and companion for your lovable pets! I provide compassionate and dedicated pet sitting services tailored to meet the unique needs of your pets. With over six years of experience in caring for animals with diverse backgrounds and requirements, I’m committed to ensuring that your furry (or scaly!) companions feel safe, loved, and well taken care of in your absence. My Journey & Expertise My journey in pet care started with a special bond formed with my in-laws' pets, including Penny, a rescue Chihuahua-Dachshund mix with a tough past, and Lisle and Clive, two cats who needed extra love and attention due to their own challenges. Penny had experienced abuse, Lisle was blind since kittenhood, and Clive had faced similar hardships and is at the sunset of his life with a cancer and dementia diagnoses. Their stories sparked my passion for providing gentle, compassionate care to animals of all kinds. Over the years, I've expanded my experience, caring for a wide range of pets—from anxious cats to playful pups, and even aquatic creatures! Whether it's administering special care, offering comfort during transitions, or setting up intricate aquarium environments, I approach every pet with patience, dedication, and a focus on their well-being. My Services Include: In-Home Pet Sitting: Whether it’s for a weekend getaway or an extended trip, I provide personalized in-home sitting, offering your pets the comfort of their familiar surroundings while you’re away. Specialized Care for Anxious Pets: Whether your pet has a history of trauma or needs extra attention, I provide a calming, understanding approach to ease their anxiety and provide the care they need. Aquarium Setup & Care: With experience managing diverse fish tanks, I’m skilled in setting up aquariums and providing ongoing maintenance. I can help with treatments, water quality, and even troubleshooting common aquarium challenges. Veterinary Support & Emergency Assistance: I maintain an online vet care subscription to provide support for any medical questions or emergencies that may arise during my care. Your pet’s health and well-being are my top priority. Why Choose Me? Experience: I have years of hands-on experience caring for pets with special needs and those from difficult backgrounds. I understand the nuances of their care. Personalized Attention: Every pet is unique, and I tailor my services to fit your pet’s personality and requirements. Trustworthy & Reliable: Your pets are family, and I treat them with the utmost care and respect. You can count on me to be there when you need me most. Comprehensive Care: From the basics to more specialized needs (including vet care and aquarium management), I have the knowledge and resources to handle it all. Testimonials "It’s clear that Joy truly cares about the pets in her care. Our rescue dog, Penny, warmed up to her immediately, and I could rest easy knowing she was getting the extra love and attention she needed." – Krista "Our fish tank was a disaster when we first set it up. Joy helped us set everything up perfectly and even treated our fish when they needed it. We couldn’t be happier!" – Hadi8 I'm semi-retired so I will have plenty of time taking care of your pets and bonding with them. Even though I may have advanced notice required listed, if you find yourself in a last minute situation, please feel free to reach out. The pet gods may be in your favor where I might get a cancellation, or I might be able to accommodate your pet. I am also fine with last minute cancellations. I am here for you and your pets 🐶 🐕 😺 This is the best job I had so far and would not hesitate to come out of retirement to do this! It's a great way to get out of the house! Every pet has different needs. I will work with you to understand their needs and will set up a communication plan that fits your needs and give you peace of mind. I have access to an online vet service at no additional cost to you. In the rare event of an emergency or other concern, I am able to get a consultation and recommendation so you will get the full picture if anything arises and further escalation is required.


15. Ellie A.
“Ellie was great! She was very gentle and patient with my socially anxious pup. She was really communicative and accommodating. My pup loved her! Thanks Ellie! :)”


16. Caileigh M.

“Always dependable, on time, and very easy to work with. She’s the best.”


17. Marissa C.
About: I’ve always loved animals and have had 4 of my own. For the past two years I worked in a dog grooming salon so I’ve worked professionally with dogs and know how to take care of them pretty well. I’m working a part time job right now so my schedule usually depends one the day. I’m usually free after 4 on the weekdays and free on the weekends it just depends on the day. I have a fenced backyard so they won’t be able to get out and if i’m at a clients home i’ll watch them extra closely.


18. Tanya E.

“Tanya was amazing to my kitty cats! Very attentive and detailed! Always updating me and loving my cats as I do! Will gladly use her anytime to watch my animals!”


19. Trina R.
“We met Trina 10 years ago, she is very friendly, reliable and trustworthy. Buster gets so excited when he sees her, we all Love her”


20. 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.”
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!
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 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.
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 May 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 May 2025, there are 231 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, 89% 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 231 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 80% 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.
