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

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Winthrop Harbor dog sitters

“Kierstin came through accomidating a demanding work schedule for our family. Our puppy has lots to learn and loved the time and care he was given while we were away. It was a great comfort to hear from K that our boy was taken out, played with, feed to a level of comfort that he sometimes fell asleep on her lap 🥰”


“Megan watched our cat Isla. Isla is an extremely shy cat who keeps to herself and she absolutely loved Megan and gave her so much love and attention! We plan on rehiring her another two times already. Highly recommend”


“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: 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.

“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: First of all, I absolutely love dogs. I love all animals, really! I have experience with dogs having grown up with one. While I only have a cat at home, I find myself always checking out dog videos online and I frequently jump at the opportunity to dog sit for friends and family. I am more than willing to help in any way I can. I will play with your dogs and make sure they are walked and taken care of. I do work a full time job from 8am-5pm M-F but I would be happy to help with anything outside of these hours. My coworkers and family would tell you that I am extremely respectful and a very hard worker. I am dedicated to everything I do, and I strive to make sure my job is done correctly. I love to laugh and am a people person. I cant wait to meet your pups and meet you! I hope to see you soon!

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: I have worked in veterinary medicine for 6 years, Animals tend to like me regardless of their personalities. I am as happy on a leisurely walk for a mellow dog who wants to sniff and explore as I am to tire out a dog with boundless energy. I give exceptional pet sitting services for your beloved companions, where I treat your pets like family! I’m Devoted to your pets, happiness, and wellbeing! my compassionate nature and dedication to providing exceptional care make me a standout sitter. I prioritize building trusting relationships with both pets and seniors, and I am committed to creating a safe and comfortable environment for them. I have a full-time job, but I am available for pet sitting before and after work. I am nearby so I’m also available for drop in visits throughout the day. I would love to do in-home care/pet walking overnight days. I can also do weekly and home care for vacations for dogs and cats, and any other pets. I have experience with gerbils, hamsters, rabbits, reptiles.

About: I’ve been around animals my whole life I’ve had both cats and dogs. Just trying to make some extra money while in school. I used to dog sit for family, friends, and neighbors. I am home for the summer after finishing up my last semester of college. Looking for something to do while I’m taking the summer off. I am willing to work around schedules and make times work. I will always be keeping an eye on your animal making sure to give them my 100% attention all times and keeping them busy. Either by playing outside or going for walks.

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.

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.

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 😊

About: I have a love for animals, if you're thinking I'm sure everyone says that but for me it's so true. Not only do I love caring for pets. I've even helped my neighborhood with feral cats and getting them the help the deserve. Look up on Facebook Winthrop Harbor Wild Cats! What does that mean for you? I'm passionate about caring for animals means I will love on and treat your special friend just as you would! My work is flexible and mostly at home. I like to go on walks daily which would fit perfectly for any pup looking for exercise! We have a large yard for easy potty breaks. I have two young children that wear out anyone willing to play. We have a medium crate if needed and a full basement with playroom.
Loving dog sitters in your neighborhood
Search Results


Kierstin C.

“Kierstin came through accomidating a demanding work schedule for our family. Our puppy has lots to learn and loved the time and care he was given while we were away. It was a great comfort to hear from K that our boy was taken out, played with, feed to a level of comfort that he sometimes fell asleep on her lap 🥰”


Megan G.

“Megan watched our cat Isla. Isla is an extremely shy cat who keeps to herself and she absolutely loved Megan and gave her so much love and attention! We plan on rehiring her another two times already. Highly recommend”


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!”


Chasity A.

“We highly recommend this sitter. She is reliable and goes above and beyond her job duties to treat the family and animal with the utmost kindness.”


Sydney P.

“Sydney was very easy to communicate with and always on time! Most importantly my dogs loved her and she took good care of them.”


Breana P.

“Bree was very conscientious, and communicated frequently even though it was a short trip. Dogs were well cared for and happy upon my return :).”


Caileigh M.

“An absolutely perfect experience. I will definitely use Caileigh again”


Selena S.

“Selena was wonderful! My cat Ash loved her and she was very attentive to his needs. Very easy to get a hold of and accommodated all my requests! She is super loving to all pets!”


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.


Delaney W.

“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!”




Kenzie H.
“Kenzie has been watching our dogs for a few years now. She is caring, kind and loving to animals and they tend to gravitate to her when she is in a room. She loves dogs and cats alike and she would be great as a dog sitter on Rover.com”


Katelyn R.

“Katelyn goes above and beyond and truly cares so much! Anyone who gets the pleasure of working with her is lucky! Can’t ask for anyone better to take care of my senior dog.”


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”


Stacey E.
“I was introduced to Stacey through a friend of mine. From the very 1st day of introduction I knew she was the perfect person to take care of my puppy, Royal. There was an instant connection with her and Royal and i knew that she loved her as much as I do. Stacey's skills and knowledge about animals and the pureness of her love for them was the reason I knew I had found the perfect person to care for Royal while I was away. I Highly recommend Stacey!”


Alyssa F.
“Alyssa has been my go to for the care of my pups. Over the past several years when she was in her home state of Illinois she stayed several times ranging from a couple days to a full week. I adopted 2 retired research beagles who required a lot of patience and love while they learn their new lease on life. Alyssa made sure to snuggle, walk and play with them and they absolutely love her. She also sent pictures and videos of all their cuddle times and walks. I would recommend her highly. If you are looking for a pup lover she’s your girl.”


Linsey H.

“Linsey was excellent with our Great Dane!”


Joshua C.
“Josh has cared for our pups several times and they are clearly loved and well cared for. He is responsible and considerate. He's our guy!”


Raquel T.
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.


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! :)”


Ashley J.

About: I have a love for animals, if you're thinking I'm sure everyone says that but for me it's so true. Not only do I love caring for pets. I've even helped my neighborhood with feral cats and getting them the help the deserve. Look up on Facebook Winthrop Harbor Wild Cats! What does that mean for you? I'm passionate about caring for animals means I will love on and treat your special friend just as you would! My work is flexible and mostly at home. I like to go on walks daily which would fit perfectly for any pup looking for exercise! We have a large yard for easy potty breaks. I have two young children that wear out anyone willing to play. We have a medium crate if needed and a full basement with playroom.
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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.
