Dog Sitting in Winthrop Harbor
Book a Winthrop Harbor dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winthrop Harbor dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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.
“Delaney has been so wonderful to work with! She is very reliable, trustworthy, and flexible! She does a great job communicating with us and she is so good to our dogs! I would highly recommend!”

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’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: Worked at a few veterinary hospitals when I was younger. Pet sitting fits my busy mom life and I adore it. Super comfortable with any kind of animal and able to administer medication (even i.v) properly. Also able to recognize any signs of illness or injury in pets while you are out. This is all I do. Giving these pets all of my attention and professionalism is part of my everyday routine. Knowing they are with someone like me will make your day easy. I’ll care for your pets in your own home. This way they are very comfortable in their own environment. Safety and affection are my priorities while they are in my care. Whether it’s a potty break or a walk or even just a check in, they’ll know they are cared for.
“Chasity is caring, knowledgeable, passionate, and very reliable. She gives me real peace of mind knowing my dogs and home are in good hands. She’s even helped with my dog’s jumping behavior, which has improved so much in two days. I’m grateful for everything she does.”

“This was the second time that Swagata took care of Jojo. She's truly amazing with Cats!! She came for drop-in visit, she followed all the instructions and also spent some playtime with Jojo... I was so glad that she did... I will 100% recommend her if you're looking for a caring pet sitter...”

About: I grew up with friends referring to my home as a zoo because we had so many pets! Being responsible for family pets at a young age taught me responsibility and how rewarding it is to care for a furry friend. I grew up to work at the medical center of an animal shelter and learned the skills to work with young to senior pets, outgoing and shut down, in n good health and poor. I treat my dog like my kid and will do the same for your pet I'm currently a full time parent to facilitate taking my son to various therapy appointments which allows a lot of flexibility in my schedule. I remember the stress of being at work and worrying about how long my senior dog had been home alone. I would love to help remove that stress from your life. I'm very particular about a sitter following instructions on how to care for my pup to make sure he is as safe and happy as possible. On walks I always ask other person parents to give us space to avoid any unnecessary negative interactions. Any instructions or preferences you have for your pet will be followed to the letter!

About: Whether it's time for a pet session or for the zoomies, I love engaging with and getting to know dogs of all types and personalities. I grew up with 2 dogs, a Labradoodle and Beagle for whom I was the primary caretaker. I found great joy in caring for my dogs who had very different personalities, and I learned a lot about how to handle a multi-pet home. I have continued to grow my knowledge in multi-pet home dynamics with the combination of my household and my partner's. We now live happily with 1 cat and 2 dogs. I'm excited to lend a helping hand to other households who are navigating routine with their fur babies. I’m primarily available during the day Tues-Fri as I set my own work schedule. My animals at home are well trained and flexible, so coming to care for yours is a welcome addition to my daily pet care routine. I can occasionally make Mondays and weekends work as needed. I respect every pet owner as the expert on their own pet. I am happy to follow any and all instructions to give your animal the best pet care I can and provide a sense of normalcy and routine for your beloved pets.
“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! ☺️”

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.
About: I’m the most patient person when it comes to animals! I have two dogs of my own, Luna my Pug & Chopper my German Shepherd/Husky! I also have a bunny, Twix. I love training them to do new tricks as well as spending every possible second with them whether it’s blowing bubbles for them or cuddling on the couch watching Bluey! I currently do not work so I’m able to watch dogs all day, everyday! I love spending all the time in the world with my animals. I have a fenced yard as well as two super sweet babies to keep your pup company! I also have many toys and activities to do with the dogs.
About: I have cared for dogs of all ages from puppies to seniors for over 20 years. You can expect your dog to be loved on while you are away! I’m a full time teacher and am currently available afternoons, nights and weekends! My schedule will open up starting June 13th. I can’t wait to meet and care for your pet! I will care for your pet as if they are my own! I will make sure they are fed, exercised and given the attention they deserve while you are away!
About: I have had pets all my life and love pets of all kinds! A dog owner forever, I am a recent cat lover and am happy to help your furry cats as well. I have experience in quick visits and long-term care for dogs and cats! I work on a school schedule, so I am available all evenings and weekends! I can always do morning care as well prior to the start of my work day. I have a friendly dog and cat who get along with all animals. I am able to crate your dog or provide a secluded space if needed! A private dog park is on my property.
About: Hi, I’m Christine! I’ve been a devoted pet parent for over 30 years, and my love for animals is truly at the heart of everything I do. From playful pups to curious cats and every animal in between, I believe each furry (or feathery!) friend deserves love, care, and a whole lot of fun. I currently have an 8 year old Plott Hound who is recovering from her second TPLO surgery. I spend devoted time with her every day completing her physical therapy exercises and doing all I can to optimize her recovery and golden years ahead. She has been a major part of my life and we have had lots of adventures together! She has road-tripped with me to 21 different states and lived for 6 years in the high desert mountains of AZ. I pride myself on being patient, flexible, and truly attentive to every animal’s individual needs. Whether it’s a leisurely stroll or a playful adventure, I can’t wait to be a part of your pet’s journey! I am a certified wellness instructor and make my own client schedule- so- I have lots of flexibility and can work with most client’s individual needs. I am flexible and adaptive to each individual pet’s needs and environment. I love walking and am happy to give extra time to take in the sniffs- or enjoy a snuggle!
“Veronique was wonderful with my two huskies- I am always super concerned when I leave them alone & stress over their care. She was great at keeping me updated, sent me consistent updates, photos and videos. It’s important for me that my dogs connect with their sitter and it seems my two connected very well with Veronique. I’d absolutely recommend her and would totally book future sitting appointments with her. Thank you much for caring for my big boys 🐶 🐶”

About: I have been taking care of animals since I was a little girl. As a kid I would scoop up tadpoles from a small pond and try to raise them. One day while play in the woods I found an abandoned kitten and brought her home. We named her Grace and took care of her until she was adopted. Our pet growing up was a pug named Kenya. She had a litter of 3 pups which I cared for until they were adopted. Currently I am a proud owner of a male goldendoodle named Crispy who I walk everyday rain or shine! He is a emotional support animal who is such an essential part of my mental health. My day job is a program coordinator. I connect veterans with community resources to help improve their quality of life. I guess you could say that I am a person who cares for all life. I am pretty flexible. I am currently available mornings and afternoons, and I am available for boarding as well. I am also available on weekends if needed. Pets safety is highly important. I do not have a fenced in yard however I walk my dog multiple times a day securely on a leash. I always make sure that the leash is secured before opening the door. I will do the same for your precious animal
“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!”

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Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winthrop Harbor.
Rover makes it easy to find Winthrop Harbor dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.


