Doggy Day Care Winthrop Harbor
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 4 pet parents in Winthrop Harbor have booked doggy day care
Winthrop Harbor, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Byron was very responsive and great at easing Bear's separation anxiety after I dropped him off. Bear even ate his dinner, which he rarely does at a new place. Will definitely use again!”
“Wonderful with my boy! Accomodating and I loved receiving photos and updates during the day. My pup is now happily snoozing away his exciting fun day! Very pleased! Will use again!”
“Great experience from meet and greet to communications ,hosting and pick up. So welcoming and kind to our girl .She updated us with pictures and was very flexible, working with us at the last minute. Will recommend her to anyone looking for care and will use her again .”
“Thank You Kim for your help and guidance. Bailey loves going with you and I do believe she is learning things by you. She is much more calm, relaxed, and attentive. She shares more with her sister since she has been with you and seems to have found her nitch in our family better. You take care of her like family. I can't imagine taking her to anyone else. Thank You Again Kim for being there for Bailey and us :-)”
“Heather took such great care of my girls! She responded quickly, sent lots of updates and the pups were good and tired when I picked them up. I will definitely be getting in touch with her next time I stay in Kenosha!”
“Sunshine and family were so awesome! We have a senior dog who's a little particular and she made him really comfortable. We got lots of cute update pics and pickup and drop-off were smooth & easy. We are from out of state and couldn't meet ahead of time so we really appreciated the warmth and care that Sunshine showed to us and our pup.”
“Thank you Dee for wonderful care you provided to Nikita while we were gone. I felt confident and calm that you would take great care of her! I would love to keep in touch and use your services in the future. I also highly recommend your services to others, especially to highly worrisome and demanding pet owners:)))”
About: My name is Veronique, I am a board certified Animal Care Specialist and Groomer. I am a nature kind of person who believes in giving my pets a life of adventure outdoors. I enjoy playing games with them in the yard or nature walks, swimming.. I do a little bit of basic training such as, sit stay come and many tricks. I have two dogs and 4 cats. I believe in creating a home away from home environment for pets. Unless, required by pet owner for specified reason to use a crate. I would be happy to articulate further details.. Meet my pets I have 4 cats , hearing service dog, young standard poodle and a yellow canary. I groom/pet-sit dog walk. . I play fetch with any Fido boarding with us in a fenced in yard. We take long walks to various trails and beaches. They love fetching for water toys in lake Michigan . We go for walks during late spring-late fall daily. Winter months I only go for shorter walks depending on the temperature. . My focus is for their well-being, mental stimulation as well as physical stimulation. I maintain a clean nontoxic environment. Providing the utmost care is my goal.
“Jordan is an excellent dog sitter! She is very responsible and took care of our 4 month old Cavapoo like he was her own. Her house is very neat and clean and her yard is big. Churro got along so well with her 4 year old dog, Benji. We highly recommend Jordan and look forward to Churro staying with her when we are on vacation soon!”
“We were visiting Dubuque and needed care for our dog while we did a few non dog friendly things. We found Diamond! She was quick to respond and took wonderful care of our dog. Diamond was active with Golde by taking her on several walks. She kept in contact with us the entire time. Highly recommend her and will definitely use her again when in the area.”
About: Hi! I'm Valeria, a freelance designer and proud parent of two mid-sized adopted dogs, aged 6 and 7 years. I adore caring for animals and find true happiness in their company. My dogs bring so many wonderful moments to my life, and I deeply understand the importance of giving them the attention and care they need. I'm also passionate about all sizes of dogs and cats. In addition, my hobby is horse riding, so I'm learning how to take care of horses as well. I’m currently working part time so I will be happy to take care about your wonderful pets! It’s a pleasure for me to spend time with animals! I will focus on the individual and distinct needs of each animal. I firmly believe that every pet is unique and deserves personalized care. By adhering to the specific requirements set by owners, I aim to ensure that each pet feels exceptional and cared for, making their experience wonderful
“Swagata was absolutely amazing in accommodating a last-minute request. I reached out to her late at night due to an urgent appointment the following morning, and she graciously accepted without hesitation. I already knew Tommy was in good hands since he had a great experience with her previously. Throughout the time, Swagata kept me updated with pictures and messages, which gave me complete peace of mind. Her warmth and attentiveness truly show how much she cares for pets. Tommy was happy and relaxed, and I couldn’t have asked for a better sitter. Highly recommend her to anyone looking for reliable and loving pet care. I’ll definitely be revisiting!”
“Love Jennifer! She’s amazing with my dogs. She’s so reliable and dependable. She’s my go to because she treats the dogs so well. She’s great with communication on how they’re doing too. ♥️♥️”
About: I have had dogs all my life (and cats occasionally!) They need us so much - they are innocent souls like our children that depend on care & love. I work from home so I'm available at all times with great opportunity to hold/care and insure they are feeling calm & secure, well fed, and welcome at all times. I have had my own dogs/cats for 40 years. My dog, Julia, is 2 yrs. old and extremely well trained in all aspects. I live in an apartment that is 50 feet from a back open area of trees & ponds. I also have a fenced dog play area for those who are not accustomed to being leashed and need to run. I currently work from home so I may provide constant oversight & care. My dog, Julia, is extremely friendly without any aggressive behaviors. I can crate your pet should you feel that's required per your specifications. I live in a clean & welcoming apartment with my Pomeranian, Julia. We have a dog park/run/free roam area that I use constantly. In many cases, I feel it's important to bond with your pet by spending personal attention to them upon arrival. Giving a soothing voice, providing calming energy, toys, bones, & cleanliness is incredibly important for their care.
About: I have always had pets in my life and loved and cared for everything from small rodents up to horses and cows. I have handled medical treatments and first aid on many animals and have worked closely with my vet often acting as an assistant for medical calls. I am comfortable with all ages of animals and can provide separate space in my home if needed. I am insured. I am a stay at home mom and home most of the time to care for my family and pets. Your pets are a priority and become part of our family while they are here! I am also willing to accommodate caged pets, (mice, rats, hamsters, gerbils, guinea pigs, rabbits, snakes, bearded dragons, etc.) We have a VERY large fenced in yard and our dog Monroe loves everyone, however, not all dogs love his intense energy. We have crates available when needed. I have always been the trusted dog sitter for my friends and family when they are vacationing. I look forward to making your pet feel at home with us and giving them tons of love and cuddles. I am a full time pet sitter/care giver. Pets with me get lots of love, play and cuddles and are treated like members of the family while they are with us. MOST of the time I am not away from the home for more than 2 hours at a time. In order to protect all of my clients and their pets, I require all pets in my care to be up to date on vaccines and flea preventative. Please make sure they are up to date. Any dog over 9 months of age must be spayed or neutered. I am insured. I have crates available, gates to keep dogs separated as needed and a large fenced in yard.
“First time leaving our dog with a sitter. Whole family was a little apprehensive, since we didn't know what to expect with how our dog would behave. Florence kept us updated with text, pictures and videos. We felt at ease to see that our baby looked comfortable, behaving and getting along well with Florence's dog. We were also glad to see that she was safe and happy. Thank you Florence for taking great care of CC!”
“Kim is patient and loving and Frankie enjoyed his long walk and time playing in the large fenced in yard. We are so happy that we found Kim to watch our puppy when we have family outings. Thank you so much!”
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: I grew up with a dog and loved him very much. He passed away, and the family has not yet gotten another, but I miss caring for a dog. I love all dogs and cats of any size and any animal, for that matter. I am incredibly attentive to animals and always love giving them care, even when they are not mine. I am almost always home and able to pet sit through the day and overnight. I am currently in college, but taking classes online, so I am constantly available to tend to your pet's needs. I am a very active person who can take your pet on walks or runs more than once each day if need be. If your pet enjoys resting, I will also do it with them as I complete work on my computer and will pay close attention to them or snuggle with them if it's what they like. I will care for each pet depending on their specific needs, whether they need to have walks, use the bathroom often, or receive personal care. My home is very safe for pets, as it was already set up for a dog in the past with carpeted stairs and a yard to play in. The yard has a fence around part of it, but it is still open, so if I take your pet outside to play, I will use a leash and keep them in the yard safely separated from any danger. The only other person living in the home will be my mother, who is also an animal lover, but is generally at work during weekdays.
“Our dog gets so excited when she sees we’re taking her to “Tía Lorena’s house!” Lorena and her family are so lovely and welcoming, and we always pick up a tired, happy dog at the end of the day.”
The median cost per day for doggy day care in Winthrop Harbor is $40
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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your dogs like family
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Popular requests for doggy day care - Winthrop Harbor
Select a filter and find qualifying sitters offering doggy day care.Sitters in Winthrop Harbor average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Winthrop Harbor
Frequently asked questions about Rover
The average cost for Doggy Day Care in Winthrop Harbor on Rover is $33 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 1,165 sitters on Rover offering Doggy Day Care across Winthrop Harbor. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winthrop Harbor commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 1,165 sitters in Winthrop Harbor, 86% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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