Dog Boarding in Winnetka

Armando was easy to get in touch with, and provided a video of my pup while I was away. He was very helpful and saved my last minute booking!

Marcella was fantastic! So accommodating and communicative, we’ll be back soon!

Alexis and Melissa kept me updated throughout my pups stay. I could tell they took great care of him and had a great time. I would definitely use them again :)

Annabelle and Ben were amazing with my shy, anxious girl. They took the time to make her feel comfortable and I could tell she was in such good hands. She also got along very well with their sweet pup, Ranger. I really appreciated the updates and photos too. Highly recommend and would definitely book again.

My dog had a great stay with Gaya! She got lots of walks and even a field trip in the car one day. I heard she (my dog) was pretty well behaved - even when another dog stayed as well. I received lots of pics and messages and felt very comfortable that my dog was in good hands.

Yana is the sweetest! Always sent updates about the dog and took really good care of him. He came back in a happy state and will definitely book her again! Thanks YANA!! Highly recommend her

I highly recommend Kiyarash as a pet sitter. From the very beginning, the booking process was smooth and stress-free—he responded immediately and confirmed right away, which made everything so easy. Our puppy stayed with him for 5 days, and throughout the entire time he went above and beyond to make sure we felt connected by sending frequent updates and photos. It was very reassuring to know how our puppy was doing during the stay. What stood out the most is the way he interacts with pets , He doesn’t just “watch” them; he spends real time playing, engaging, and making them feel truly comfortable, as if they were at home. His gentle and caring personality really shines through, and it gave us complete peace of mind knowing our puppy was in such good hands. It’s clear that he genuinely cares about animals, and we are so grateful to have found someone this trustworthy and reliable. We will definitely be booking with him again in the future. Thank you so much for taking such wonderful care of Playita🩷

Our pup always has a wonderful time and Ori is great. This stay we had a mixup and didn't get all of our items on pickup. Ori went out of her way to deliver the items to us when we realized it. Thank you so much!

Watched my boy Jackson! He was so happy Susan sent pictures making sure I knew how he was doing every couple days. Excited and look forward to using her again! Thanks so much Susan!

Thank you so much for watching Lady for the weekend. Hector and his family couldn’t be more loving, we felt so happy that our pup was in good hands. We got updates throughout the weekend that kept us at ease, especially being that it was our pups first time without us. If u are considering leaving your pup I would definitely recommend Hector and his family.

Melissa and Christopher are my go-to sitters every time! They take fantastic care of our dogs and I never have to worry while I’m gone. I know they are not only in safe hands, but also getting good love and affection. Their house is an ideal set up for dogs, too. They have plenty of space and a wonderful, fenced in yard. They’re the best sitters!

Lucas and Martina are the BEST! They are very kind, caring and patient. I am so happy I found them. They took care of Beamer treating like their own. They were absolutely amazing with our baby boy.🐶 They were reliable, communicative and have love for pups. My dog looks very happy and comfortable when with them. And so, If you are looking for the BEST one I highly recommend Lucas and Martina. Thank you so much for your taking good care of Beamer.😘 I will definitely book again. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

I was so lucky to find Arthur and Hayley who are wonderful sitters. They are so easy to communicate with, quick to respond and very kind people. My dog, who can be a bit anxious, was very relaxed and comfortable right away because of their warm welcome. Their home is cozy and clean and they have outdoor space as well. They introduced Lilly slowly to their dog who is very sweet. I appreciated this because Lilly is very tiny and sometimes afraid of bigger dogs. They followed all of my instructions and tried their best to feed Lilly who is a very picky eater. They took her on plenty of walks and Hayley sent lots of updates and great pictures. They genuinely love dogs and it shows from the moment you meet them. I can't recommend them enough.

Second time leaving my husky with Linh. Bandy loves it at her place, it’s like a doggie vacation. She took Bandy running and sent lots of pictures and updates. Highly recommended!

Renata was a great host for our little Talula. She sent pictures and was accommodating to our dynamic schedule. Talula had a great time and we will definitely rebook.

I can’t recommend Daniela enough! She went above and beyond and drove him to the vet for a hot spot treatment. She made sure Yogi was happy, comfortable, and well cared for. She followed all instructions perfectly and also added her own thoughtful touches that really stood out. We received regular updates with pictures! It gave us such peace of mind knowing he was in such capable and caring hands. It’s clear that Daniela truly loves what she does and it showed in the way she cared for Yogi. Thank you Daniela!!

I really appreciated the amount of photos sent and updates! I felt reassured that Ori was being well taken care of. Easy to reach and responsive.

Eryk V June 12, 2025 We couldn’t have asked for a better experience. ILSE took such wonderful care of our Pixie, making us feel completely at ease while we were away. The daily updates with pictures were thoughtful and reassuring, and it was clear Pixie was happy and well-loved. We’re so grateful and would absolutely book again!