Dog Sitting Winthrop Harbor

“Hannah was professional and responsive throughout the visits for our plethora of cats. She successfully navigated a power outage at our home and took the initiative to fill water bowls after their bubbler lost power. She communicated throughout the visit and did a great job, our cats were in good hands!”

Casey S.

“Ayla is awesome! Trustworthy and attentive. She brings a good, calming energy that is needed for my very excitable dog. I specifically booked her because of her PM availability. I work 12 hour night shifts I and needed someone to let my dog out for a pee break around 11pm. She also takes great care of my cats when I’m away for the weekend. It gives me great peace of mind to leave my pets in her care!”

Jenimarie D.

About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.

About: I’ve grown up with pets my whole life and have done sitting on the side for family and friends. I have raised my dogs from puppies to now they are 15 and 10 I also got a kitten about a year ago and she’s been enjoying the ride ever since! I am currently in college. I am planning on getting another part time job so I will be sure to communicate with my clients the schedule for that. I take care of my own pets everyday and would love to add yours too. I have grown up with animals my whole life so their routine is my routine. I believe that we owe it to our pets to make sure their needs are met and that they are happy.

“Katy is super! My pup Kia really gets along with her. She is kind and helpful and communicates well. She writes me long blurbs about her time with Kia which I love since I’m not able to be with her throughout the day.”

Roxanne H.

“Abby is just a godsend. Finnegan had surgery and a complication but Abby stepped in to help and was a gift! We love Abby!”

Jennifer H.

About: I’ve taken care of dogs and cats since I was 9 , I’ve personally had about 8 animals in my lifetime and am very passionate about the care and love and attention animals need I’m currently working part time but I will always make sure to make plenty of time to care for your fur babies while you’re away! I’m a very caring and nurturing person your safety of your animal is my top priority. Transparency is very important you will be informed about everything that happens and before it happens

About: I'm Julie (Jules), a graphic designer and creative director. I own a design and branding company in the Chicago/Milwaukee area that services clients locally, nationally and globally. I love all creative pursuits, including writing music for piano and singing. I've always loved all dogs, especially larger breeds (though the smaller pups are super cute and sweet and steal my heart equally!). My pup, Bella, a black lab mix, was a very kind, sweet and gentle dog. She passed in 2016 at age 14, having had a very nice life. I would love to help other fur babies who need caregiving while their humans are away or need a daily walk or check-in. I'm at home working during the week and have access to a wonderful backyard, an amazing neighborhood, and parks nearby. I love all outdoor activities, especially hiking and swimming. Would love to take your pups to the beach or on any sized walk they desire!! :) I offer these services because I love dogs, not to make a living. It's a great win/win to have a sweet fur baby around from time to time. Yes, it's nice to have some extra cash to work on the house, but my primary career more than covers my income needs. I share this info so you can be sure no other dogs will share your pup's time with me.* I keep to a strict policy of one-on-one care and up to two dogs from the same family... if you have more than two, please reach out, and I may be able to make exceptions. My rates reflect this customized care and focus for your sweet puppers! *In mid-2024, I started pairing up dogs that requested having another pup present from a different family. Please let me know if you are open to having a playmate for your pup. If you prefer no other dogs in the home while yours is here with me, I strictly adhere to your preferences and take this quite seriously. I specialize in customized care for dogs with behavioral issues such as not getting along with other dogs. Since my dog passed in 2016, I have been able to devote all my time to your pup when they're in my care. They will be carefully cared for and pampered, with every need catered to. The only thing I won't abide is a pup who isn't house-trained. If your dog/pup has never been left with a sitter before and you'd like to ensure they're a great house guest, I do suggest booking a 1-2 night stay much in advance of your trip so we can see if your pup has any specific issues to call out, and if I'm a good fit for them/you. I have found this to be of great benefit to you and me! I charge a cleaning fee IF your pup has "surprise" issues with incontinence, as this behavior can happen; however, I don't take on dogs with this issue unless we have a solution, like a doggy diaper or pee pads (for puppies). Severe separation anxiety can also be challenging, as my own pup had this issue. If there are situations such as this, I ask that you bring a crate, and the pup must be trained and be OK to be in their crate as needed. If no issues like these exist, they need to have their own bed or spot where they like to sleep. I don't allow dogs to sleep upstairs with me. Snuggling up on the sofa with a couple of pups is one of my favorite things to do. I know most dogs like a comfy bed. As noted above, please bring a fresh bed for your pet, either a cleaned dog bed from home or a new one. I have blankets for the floor and a lovely sofa that I cover with a blanket for the occasional daytime snooze. If you have an elderly dog, I know just what to do to provide the best care. As my dog Bella aged, I learned how to adapt every year. Listening to your dog and providing the best care is my priority. I realized that leaving an ailing or elderly pup in another person's care can be stressful. I would treat your dog like my own and hope to put your mind at rest. I welcome all questions as part of our meet + greet. I only sit for dogs I know or can meet during our meet + greet (unless out-of-town circumstances or timing prevail). I can sit at the last minute only for pups I've sat for previously or know well. If you are traveling from out of town and cannot sync up for a meet + greet, please reach out to discuss your situation. As far as breeds go, I have experience with an extensive range of breeds—larger breeds with special needs like an elevated dog water/food bowl due to how they process food or other breeds that are great with humans and not so wonderful with other dog breeds. I've had great results with training. I have experience with smaller breeds as well. As mentioned, I only sit for house-trained and well-behaved dogs in the home. I book up early... sometimes six months before a planned trip. Please plan ahead to secure your desired dates. I look forward to meeting your amazing pups soon!! Jules I'm home most of the time. I work days and some evenings but make my own schedule. I'm available as needed for all types of customized care. I have a lovely yard for dog play. I would love the same situation if I were dog-sitting in your home. My home is also in a very safe Hales Corners neighborhood. It has a low volume of car traffic and is very quiet.

“Bridget was so amazing! She was very timely and super kind, compassionate, and patient with my senior hounds. Her rover cards were 10/10 also! Hammer and Tank loved her and I definitely will be using her services again when I am out of town!!”

Jami A.

About: I’ve been a house sitter and dog walker for other people for years, while also taking care of family rescues also! Puppies and kitties of all ages and sizes, from Great Danes to Bichon! I’m currently studying so some fur friends to keep me company are very welcome! My days are very busy, so I’m mostly available on night sits, otherwise drop in sits are good! I’m very attentive and caring, good at cleaning up after the pups and cleaning the house. Walking them and very good about handling strong dogs on walks, never getting angry at them.

About: I’ve been around dogs since I was a kid but a few years ago, I started to help my boyfriend in bathing, feeding, walking, and taking care of his dog. Since then, I have also started watching dogs for my friends and family members when they need assistance. I am currently available all day, any day to take care of pets as I work remotely and have flexibility in my day to day schedule. I would care for pets in my home by spending time with them, feeding them, walking them, and making sure that they have fun for the duration of their stay :)

About: I’ve taken care of dogs of all breeds and size's. Friends, neighbors, and family often rely on me to walk, feed, and bathe their pets while they’re away. I’m comfortable with senior dogs, energetic puppies, and pets with special routines. Whether it’s daily walks, playtime, or overnight care, I always treat every pet like my own. I currently have a flexible schedule that allows me to provide morning, midday, and evening visits during the week. Weekends are open for walks, drop-ins, or overnight stays. I’m responsible, communicative, and happy to provide updates and photos so you can relax knowing your pet is in great hands. I live in a pet-friendly apartment that’s clean, safe, and comfortable for your furry friend. I take frequent walks and make sure pets get plenty of exercise and attention throughout the day. I’m very mindful of leash safety, secure entrances, and keeping pets calm in new environments. Whether your dog loves outdoor strolls or prefers cozy naps, I make sure they feel happy, safe, and cared for.

“Michael is great - we have used him a couple of times. He is very responsive when communicating and our two dogs really like him (and they aren't the easiest of dogs to sit for. HIGHLY RECOMMEND.”

Kane C.

“Alex does such a wonderful job taking care of my fur babies. She’s very responsible and shows concern for their welfare, and my animals like her.”

Nancy B.

About: I have owned and loved dogs and cats my entire life. I am currently a Canine Handler/Trainer/Decoy for Dunlap Security and Dog Training. I specialize in obedience and personal protection/k9 decoy work. I have also had experience working with Chasing Tails 4 U Inc. as a dog handler/ play supervisor. I especially love the big mastiffs and bully breeds but am comfortable around all dogs big and small. I look forwards to working with your Dogs and Cats At the moment this is my full-time job. 24hrs of my day is dedicated to dogs and becoming a dog trainer and decoy. I’m at your service I am available to take dogs to dog parks beaches etc. of play dates where I come take your pet todo a day full of fun dog activities.

About: My name is Dorothy and I LOVE all animals! I have personally raised: 8 breeds of dogs ranging from Lhasa-Poo to Rottweiler (male and female), birds, reptiles, and fish for over 20 years. I am comfortable with any dog breed/size, cats, birds, bunnies, fish, reptiles and more !! I am very experienced in administering medicine and senior care. I treat every fur-baby, feather-baby, or fin-baby as my own! I provide whatever your pet needs to stay comfortable, safe, and happy in his own home. I am currently not working so my schedule is pretty open.. I am currently not working so my schedule is pretty open.. wide Open schedule. I have no pets or children in my home. I can easily crate if needed. I have no pets at all or children in my home.

“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”

John L.

About: Growing up I’ve always had animals in my life. I love spending time with them and feel as if they are my own. Many of my friends and family have cats and/ or dogs. I love playing and watching them while they are out of town! I do not have any pets of my own because of my roommate situation, but I am hoping to hang out with your pets! Hi! My full time work schedule consists of 3 12 hours shifts per week so I have about 4 days off. I am very flexible. I grew up with animals and I have cat-sit multiple of my friends cats while they were on vacation. My family and I also have a family dog! We have had him for 7 years now and I am very familiar with cleaning litter boxes, food bowls, walking dogs, and playing with both animals. I am also a HUGE walker, I love walking near the lake and around town. If your dog needs to get some extra steps in I am the perfect person for the job!

About: I’ve enjoyed animals my entire life. I had a dog growing up, and I fell in love with dogs and horses. I went to college for equine related activities. I’ve watched my friends pets and pets of contacts through church in the comfort of their home. I treat your pets as if they were my own. I’m able to walk your dogs, administer medicine and take note of their behavior. I always keep owners updated on how their pets are doing while they’re away unless they don’t want to be notified. I even send photos to keep owners updated and at ease. I’m currently working part time and have plenty of time to walk and play with your pets. Animals make me happy, and I love them. I currently don’t have a place that allows pets, but I’d be happy to take your pets to a park. I can also take them to a public walk path if a park is overwhelming and not a good fit.

About: I've had a love/passion for dogs since I was born into this life. Growing up, I've always had a dog in the house, so it easily became the norm for me. I have experience with a wide variety of breeds, including doberman, pitbulls, great dane, labs, boxers, beagles, and mutts. I truly love them all. I'm open to taking care of all breeds. I don't discriminate! One thing I will note is that I specialize in high energy/working dogs and am very familiar with larger breeds. Just to give you a quick example, I raised a Doberman from a puppy which led to me learning A LOT throughout the process. Doberman are a working breed and require plenty of mental and physical stimulation & I think I cracked the code! I’ve developed a deep understanding of what high-energy dogs need to thrive. I'm good at stimulating their minds, keeping them active and most importantly, happy. I'm not a certified dog trainer, but I do understand the importance of balancing their physical and mental well-being, and I'm dedicated to ensuring each dog has a great time with me! I'm very engaging and mindful, so whatever your dog may need, whether it's staying active outside or relaxing at home, I will do my best to provide. That's a promise. When it comes to availability, I am free at the moment. You can contact me any time and I will get back to you asap. I will make sure you feel comfortable with leaving your pets with me. To ensure you of this, I will send you daily photos & videos to show you how good of a time they're having! Also, you can give me a call ANYTIME. I know what it's like to drop my dogs off at a pet sitter's house, so my job is to give you the relief of knowing that your pets are in great hands. I can guarantee you this🙂