Pet Boarding Winthrop Harbor

“They were absolutely amazing! I was nervous to leave my dog because he is big and has a lot of energy but he did such a good job, and they stayed in constant communication with me and sent me pictures which eased my nervousness! They are super friendly and love dogs!”

Kiana R.

“I can’t say enough good things about Jennifer! She took wonderful care of my dog, treating them like family. I received regular updates and photos, which gave me peace of mind while I was away. My pup came home happy, relaxed, and clearly well-loved. It’s hard to find someone you can truly trust with your fur baby, but Jennifer went above and beyond. I will definitely be booking again and highly recommend her to anyone looking for a reliable and caring dog sitter!”

Kim J.

“Valeria is a wonderful dog sitter! She picked up my dog from my cousin’s house nearby and had him while we were traveling overseas. She sent photos of him inside, on walks, and playing. At least 3 a day. She had very specific questions about him and asked permission for types of treats. She was always available to message back and forth about my dog and was very clear about how he spent his days. My dog looked very happy and very well cared-for at her house. I definitely recommend Valeria and will absolutely re-book with her!”

Anuj K.

“I just picked my dog up at Norma’s and I couldn’t be any happier!! Norma sent me several pictures and videos during the week and I could tell my dog was so happy and well cared for. I was relaxed during my week away knowing my dog was in good hands! Thank you again! ??‍??”

Julie R.

“My pet had spent the fantastic days in her house because I felt he didn’t want to go back home with me. I appreciated about what I could get good travel due to her care.”

Seoungwon Y.

“Charity took great care of my dogs and was great at communicating with me.”

Mindy B.

About: I’ve been a devoted dog owner and animal lover for many years. My dog, Chase, was diagnosed with cancer at age 11, and I cared from him through the very end of his journey until he passed away at 12. Caring for him taught me patience, compassion, attention to detail, and the importance of treating every pet like family. In addition to caring for Chase, I’ve pet sat for family and friends for years, with many dogs staying in my home for two weeks or more at a time. I understand that every pet has unique routines, personalities and needs, and I take the time to make them feel comfortable, safe, and loved while their owners are away. Because I work from home, pets in my care are rarely left alone. On the occasional errand or appointment, I use pet cameras to keep an eye on them and ensure they’re safe and comfortable. Providing peace of mind for both pets and their owners is very important to me. My goal is simple: to treat your pet with the same love, attention, and care that I gave my own fur baby. Whether you’re looking for boarding, house sitting, drop-in visits, or walks, my goal is to make sure your pet feels safe, comfortable, and loved while you’re away. I treat every animal in my care like family and look forward to meeting you and your furry friend! Why pet parents choose me: • Work from home, providing frequent supervision •Experience with extended pet stays •Comfortable following special routines and care instructions •Dedicated to keeping pets safe, comfortable, and loved •Regular updates and communication for owners •Treat every pet like family I work from home full-time, which gives me the flexibility to provide frequent attention, supervision, and companionship throughout the day. Pets in my care are rarely left alone and become part of my daily routine. I’m available for boarding, drop-in visits, and walks, and I do my best to accommodate each pet’s schedule, exercise needs, feeding routine, and personality. Whether your pet needs extra playtime, a midday walk, or simply a comforting presence, I am happy to help. Your pet’s safety and comfort are my top priorities. I understand that every pet has unique needs, routines, and preferences, and I will follow your care instructions closely. Because I work from home, I can monitor pets throughout the day and provide plenty of attention and companionship. On the rare occasion that I need to step out, I use pet cameras to keep an eye on them and ensure they remain safe and comfortable. I provide a calm, loving environment where pets are treated like family, and I’ll keep you updated so you can feel confident while you’re away.

“Alyssa is amazing. She LOVES pups and takes care of them like they were her own. She cuddles them, plays with them, walks them, and does whatever you ask her to do. She is a delight to deal with, so positive and loving. I received photos, videos and puppy updates periodically every day. I highly recommend Alyssa. You’d be lucky to have her caring for your pup!”

Colleen J.

“Mary and Norman watched our fur baby while on a week’s vacation and they exceeded our expectations! Not only were they very accommodating with our schedule, they also sent daily updates and made our dog feel right at home - they treated her like their own! Mary and Norman will be the first we call whenever we need a pet sitter.”

Patty R.

“Kelly, along with her own pooch Maggie, were excellent companions for our puppy's first stay away from home. Kelly was on top of everything, because she's very professional and caring. I really appreciated the photos she sent each day showing that our dog was having a good time. Kelly was always on top of the entire process. Because we were traveling to and from the airport, together we made the drop off and pick up as smooth and quick as possible. Kelly's location, about five minutes from the airport, was perfect too.”

Carol F.

“Chucho had such a great stay with Diamond. He is a senior dog with many needs. He also needed multiple medications. Diamond was great following the care indications we provided and made sure he felt comfy and warm during this cold weather.”

Merari F.

“Tony was great with Archie. He sent photos and videos which I really liked to see. Archie looked like he really enjoyed himself. Would highly recommend Tony. Thanks again for having Archie in your home”

Tricia K.

“Sandy was so great with our boy. She picked him up, sent pictures and was so happy to watch him! She's an incredibly friendly, warm, and kind person. We highly recommend her to anyone looking!”

Lisa & Mark W.

“Angela (and her husband Dave) took such good care of Zoe! This was our first time leaving Zoe with someone else and they really made it easy for us. She sent us pictures often and sent me updates on Zoe. She really made me feel at ease! We’ve already booked another stay over the holidays.”

Patricia C.

“This was the best experience we had with using Rover. Stella and her family were amazing. We received photos every day, and we felt at ease knowing our dog was in good hands. Our dog has recently developed separation anxiety issues at the age of 10, which has been somewhat of a challenge to figure out since it happens when we’re gone, but Stella managed everything without issue, which was a huge comfort.”

Tina L.

“Diana was wonderful with my anxious senior dog, making sure she was comfortable and happy. I would definitely use her services again in the future!”

Molly S.

“Wow, I was very happy with my dog Riri's overall stay. This was my first time using Rover.com, I was a little worried but I am so glad I did. Riri is a rescue, she has separation anxiety. Taking Riri to Aesia's home, she look comfortable and relax, this is rare for her. I am so happy that Aesia enjoyed Riri as well. My husband is in the military, this service is prefect for us because we are new to the area and and it's nice to know we already found someone that Riri feels comfortable staying with if we need a sitter. ”

Melissa L.

“Anna was fantastic with our labradoodle Ollie! She is attentive and kind. Ollie seemed so relaxed and happy to spend the weekend. We will book her again very soon!”

Elizabeth C.

“Highly recommend Rusty. On our meet & greet, he carefully introduced Kali to Banjo both outside and then inside to ensure no personality clashes. He asked many questions to ensure he knew Kali and her needs. On our drop off date, she immediately greated Rusty as an old friend. He took great care of Kali, sending messages & videos daily. His house and fenced yard are perfect for dogs. Kalid came home clean (even tho it rained a lot), happy, and tired! He responded quicky to our frequent txt updates on drop off & pickup times, due to traffic issues. Will book again and recommend him for your doggy care.”

Nancy G.

About: As a lifelong dog lover, I’ve had the joy of raising two dogs from puppies, giving me firsthand experience with everything from potty training and basic training to the high energy and patience that young dogs require. I have been dog sitting for friends & family in Michigan & Illinois for 3 years now. In my professional life, I’m an Occupational Therapist who works with older adults. I regularly help residents safely care for and enjoy time with their beloved pets, so I’m experienced in recognizing changes in behavior, adapting to individual needs, and providing calm, attentive care. I’m also comfortable with senior dogs who may need a slower pace. Because I’m young and active, I love getting outside for walks, playtime, and adventures that help energetic dogs stay happy and engaged. Whether your pup wants a long walk, a game of fetch, or just lots of cuddles and companionship, I’ll tailor my care to their personality and routine. My goal is to treat every dog as if they were my own, so you can feel confident they’re safe, loved, and having a great time while you’re away! I work a normal 9-5 Monday-Friday. Therefore I prefer to do Friday afternoon-Sunday evening stays! This way I am available 24/7 for the pet. I have a fenced in yard (that is also dig proof). I currently have one very friendly dog who would be eager to any pups companion. My dog is allowed on furniture/in beds. We have a lot of sidewalks & trails within our neighborhood for walks. I have multiple security cameras.