Dog Boarding in Winthrop Harbor

Heather and her family were fantastic! Our boys got so much love and attention from them and we got amazing updates throughout the stay. Absolutely incredible all around.

I cannot say enough great things about Dee. We have used her twice now and she is THE BEST! She is my only go-to sitter when needed. Thank you, Dee!

Lucy took great care of our big buddy Arney. Her home felt like home. She sent lots of pictures and videos with summaries of how their day went. She treated him like family and could not have asked for a better dog sitter. Best dog mom ever!

Jennifer and family were amazing with my pups!! I was extremely nervous about leaving my babies but with Jennifer's updates and pics, I felt much better just after the first day. The kids played, cuddled and snuggled my pups and they soaked it up. You never expect anyone to take the same care and love that you do but they were so great! I came home to happy pups & feel so much better about traveling and leaving my babies and knowing they're safe and loved. You can trust your babies with Jennifer and her family!!

Jordan is absolutely amazing! Communicative, sends pictures, always provides updates and a perfect home for you to send your furbaby! Look no further. Reach out to her today.

My dogs both love staying with Charity. I’m so glad I can trust her to take care of them while I’m out out town.

Truly amazing! I was constantly receiving text and pictures about my Joy I am very happy with how she was treated. This was my first time leaving my puppy, and I felt very comfortable knowing my joy was safe and taken care of very well, I would definitely recommend.

We had an amazing experience with our dog sitter! She took such great care of our dog while we were on vacation and kept us at ease the entire time. We especially appreciated the daily photo updates—it was so reassuring to see our dog happy and well cared for. She made sure our dog got plenty of walks, attention, and love. It was clear our dog was comfortable and happy with her. We would absolutely recommend her services and will definitely be booking with her again!

Zoey was so happy and comfortable with Kelly and her family! We missed her but felt comfortable leaving her with them. We appreciate you folks treating Zoey like family 🩷

Very very sweet lady and truly charismatic. She stopped by for a meet and greet and my dogs loved her right away. Her property is set in a rural setting with beautiful views of a pond and horse pastures. Very clean with good and calming energy from Valerie. Please book her! You won’t be disappointed.

Rusty was amazing! You took great care of our three dogs all weekend! Randy was sure to keep us updated all weekend with frequent updates and even video updates! It was greatly appreciated to get those updates proactively and consistently! Will definitely book again in the future! Thanks Rusty!!

Diane took great care of our dog who is still just a puppy and needed extra attention, care and supervision. She also sent us photos of our dog during her stay and she always looked comfortable and happy. Will definitely use Diane’s service for dog boarding again when the need arises.

Riri loves Aesia, and her little pup too!!! She will be staying over again very soon!! So glad we found Aesia, on Rover.com it is quick and easy.

Jayne was the reasons I didn't have to worry about ozzy during my two-night trip out of town. I had requested pictures of him as I miss him a lot when I'm away and I started getting them as soon as I left ozzy at her apartment. She took him to the dog park twice and he felt right at home! Jayne was so sweet, reliable and responsive. Will be using her again for sure.

We are so thankful for Elisa. This is our third booking with her. She gave us so much peace of mind leaving our dog with her for a whole week. We appreciate the updates on our dog’s eating, sleeping, and snuggle time with Elisa. She went out of her way to help our dog feel at home.

Gage was a great puppy sitter! Ramsey seemed to like him instantly (which doesn't always happen!). Gage was very flexible with my crazy schedule and responsive to messages. I appreciated the daily pictures. Ramsey came back a happy pup.