Dog Sitting in Winthrop Harbor

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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.

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Sitter Profile Image: Swagata H.
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Swagata H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
32 reviews
8 repeat clients
9 years of experience
Waukegan, IL, 60085

We had Swagata watch our puppy for multiple days while at work since she wasn’t old enough to be left alone all day. Swagata was very accommodating and helpful, she sent lots of pictures and our puppy was always happy and well cared for. We will absolutely have her care for our puppy again in the future.

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William & Abigail 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: Kyleigh R.
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Kyleigh R.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
1 year of experience
Kenosha, WI, 53142

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!

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Katelyn O.
Sitter Profile Image: Isabella T.
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Isabella T.
from
$22
per visit
4.9 out of 5 stars
20 reviews
10 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: Christine S.
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Christine S.
from
$27
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Gurnee, IL, 60031

Christine helped out on short notice, was flexible and reliable, the dogs responded well to her and we’re happy to have her on our team!

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Betty V.
Sitter Profile Image: Jennifer C.
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Jennifer C.
from
$17
per visit
3 years of experience
Kenosha, WI, 53143

About: I care for and walk my 70 lb Doberman every day, so I’m very comfortable handling larger dogs and giving them the attention, exercise, and care they need. He’s not just my dog he’s family and I bring that same love and responsibility to every animal I care for. I’m a true animal lover and often pet sit for friends and family while they’re out of town. I’m now excited to extend my services and provide the same dependable, caring experience to other pet parents. I’m available early mornings, and I’m flexible during the day on Mondays and Fridays. On Tuesdays and Wednesdays, I’m available after 4:00 PM, and my evenings are flexible. My dog has full access to my home, and I also have a backyard dog run that spans the perimeter of the yard. I’m flexible and happy to work with your preferences and your pet’s needs.

Sitter Profile Image: Rachel D.
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Rachel D.
from
$20
per visit
5.0 out of 5 stars
2 reviews
12 years of experience
Winthrop Harbor, IL, 60096

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.

Sitter Profile Image: Rachel W.
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Rachel W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
8 years of experience
Kenosha, WI, 53142

Rachel was great, accommodated my last minute request and my little guy had a blast with her.

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Andrew F.
Sitter Profile Image: Delaney W.
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Delaney W.
from
$35
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Pleasant Prairie, WI, 53158

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!

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Catherine H.
Sitter Profile Image: Marissa C.
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Marissa C.
from
$28
per visit
3 years of experience
Pleasant Prairie, WI, 53158

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.

Sitter Profile Image: Liliana B.
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Liliana B.
from
$35
per visit
5.0 out of 5 stars
19 reviews
9 repeat clients
10 years of experience
Beach Park, IL, 60087

Millie had a great time with Liliana. She was caring and fun. Liliana helped me out in a pinch and was able to drop in on Millie at the last minute. I'd definitely work with Liliana again.

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Jennifer S.
Sitter Profile Image: Jadyn P.
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Jadyn P.
from
$20
per visit
5.0 out of 5 stars
110 reviews
37 repeat clients
12 years of experience
Kenosha, WI, 53142

Jadyn was very responsive and responsible and did a great job caring for our cat when we were away for 10 days. Would definitely recommend. Thank you Jadyn!

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Jason A.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$30
per visit
5.0 out of 5 stars
5 reviews
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: Aracely D.
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Aracely D.
from
$15
per visit
2 years of experience
Waukegan, IL, 60085

About: Hi, I'm Chelly! I've always been an animal lover and have had the privilege of loving and caring for so many fur babies at Yuppy Puppy in Lake Bluff for about 2 years! I'm based in the Lake County and North Shore area, but if you're a bit farther out, don't worry, I'm always open to finding the perfect fit. Whether your pup needs a walk, your cat wants a friendly check-in, or you need someone to house sit while you're away, I am ready to help! I love working with animals of all ages and backgrounds, playful puppies, curious kittens, wise seniors, and even pets who need medications or a little extra love. I'm here to attend to your pets and your needs as an owner! :) I have a dog of my own, a sweet doodle named Bambi, and she ignites my love for dogs every single day. I know your pet is truly family and I promise to care for them as if they were my own, showering them with love and sending you plenty of photos so you always know how they're doing. 🐾 ♡ I have an extremely flexible schedule to fit all pet parent needs! I am currently a student in online summer school, but am available Monday-Saturday, 6:00 AM - 5:00 PM. I'm always willing to work outside this schedule for the right person, so don't be afraid to ask. :) When I’m house sitting, my goal is for your pet to feel like they’re hanging out with a friend, not just someone filling in. I pay close attention to the little rituals, favorite toys, bedtime snuggles, and those everyday quirks that mean so much to your pet. I’ll do my best to keep their world steady and familiar, so they can truly relax while you’re away. Your home will be treated with respect, and your furry companion will get plenty of love until you return. I always pay attention to detail, making sure doors are secure, gates are latched, and your pet can explore safely. Whether we’re out for a sunny walk or just lounging at home, I’m watching for every tail wag, ear perk, or sign that your pet needs something. With experience caring for both mellow seniors and energetic pups, I’m flexible and patient, ready to adapt to whatever makes your pet happiest. Your pet will always be treated like family! :)

Sitter Profile Image: Stephanie A.
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Stephanie A.
from
$19
per visit
30 years of experience
Zion, IL, 60099

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!

Sitter Profile Image: Grace D.
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Grace D.
from
$14
per visit
8 years of experience
Pleasant Prairie, WI, 53158

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.

Sitter Profile Image: Veronique S.
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Veronique S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
45 years of experience
WAUKEGAN, IL, 60087

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 🐶 🐶

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Adonay G.
Sitter Profile Image: Pamela W.
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Pamela W.
from
$22
per visit
50 years of experience
Kenosha, WI, 53140

About: I love dogs and love to play with them. I grew up with dogs and I have always had a dog or two. I’m home all day and can give your dogs the attention they need. I will take your dog to the dog park, beach or just for a long walk. I have a fenced in yard that they can play in too. A small pool too for the hot summer months. My lab Addison would love a playmate to keep her busy during the day. During the winter months we still like to go to the dog parks if that’s something your doggie likes. I’ve been through some dog classes with my dogs so I know a thing or two about teaching them the tricks of discipline. We can work on some tricks too. Addie and I would love to help you take care of your babies!

Sitter Profile Image: Angel L.
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Angel L.
from
$18
per visit
34 years of experience
Zion, IL, 60099

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.

Sitter Profile Image: Hannah L.
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Hannah L.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Kenosha, WI, 53144

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.

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Over 16
pet parents in Winthrop Harbor have booked dog sitting

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The median cost per night for dog sitting in Winthrop Harbor is $20

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Sitters in Winthrop Harbor average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Winthrop Harbor on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winthrop Harbor dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 4,092 dog sitters in Winthrop Harbor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Winthrop Harbor dog sitters respond in under an hour.

Dog sitters in Winthrop Harbor have an average of 15 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog 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 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

There are 4,092 dog sitters in Winthrop Harbor on Rover, so you’re sure to find the perfect match for your dog! In Winthrop Harbor, 97% of dog sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

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.