Dog Boarding Winnetka

“I appreciated Melisa and Alexis daily review and they followed my pet’s routine. He was a bit nervous as it was his first time boarding but they kept on sending me pictures and updates every few hours. I appreciated that they let me know about his anxiety his first night, with restless sleep and offered to correct what was causing his anxiety which worked the 2nd night. He slept better and I really appreciated their proactiveness with it. I am at ease now knowing that I found a loving family to take care of my lil Cinco when I need it. Thank you so much Melisa and Alexis.”

Aissata B.

“Anebelle and Ben were amazing. They accommodated tedious different diet needs of our two dogs. They treated our dogs like their own; cuddling with them in bed, taking them on long walks, and keeping them entertained through out. Annabelle and Ben’s kids also made our dogs feel at home and showered them with affection. Annabelle also made sure to send daily updates with pictures and videos, allowing us to enjoy our vacation guilt-free. Needless to say, Annabelle and Ben will be our go to”

Emily K.

“Patricia is an experienced, caring, and dedicated sitter! 10/10 recommend. She cared for my 2 small dogs (including my 5 year old who has anxiety) for a week and kept me regularly updated. I would book with her again!”

Cindy Z.

“Loved the great well kept and wide space for the dogs to rip and run! Armando took his time letting dogs get acclimated to the new environment.”

Charles H.

“It is clear that Anna loves dogs and understands their behaviors and mannerisms. She was able to administer my dogs medication. She was responsible and reliable. I would book her again in a heartbeat. Thank you for all the comforting updates and the many pictures and videos.”

Marie W.

“Mariia took such great care of our pup! We received pictures every day and she was so responsive. We’d love to book with her again, we can tell our dog loved his stay!”

Meghan C.

“Marcella is awesome she is a very caring and nurturing individual! She is really great with animals. I will definitely be using her in the future for all my animals! Thank you so much Marcella! 😊”

Jose Luis E.

“Ryan and Abbey were wonderful with Oreo!! They updated me on how he was doing, which was so nice! The communication was great - very easy and responsive! When I picked Oreo up, he looked very comfortable at their home, which is so reassuring to me. A home away from home for your dog!! Thank you, Abbey and Ryan!!”

Nicole S.

“Renata is wonderful to my boy! I trust her completely to give my Willie the best care. Will continue to use her excellent dog sitting services!”

Caiti S.

“Great experience with Ori and her husband! Oliver was comfortable and it's great to know we have someone we can trust to watch our pup in the future!”

Cory N.

“Ziggy had a great time with Arthur & Hayley! We received lots of updates throughout the stay, and they were very communicative during the entire process. Easy decision!”

Peter Z.

“Jordan was very happy when I picked him up. Susan also was very mindful of the items I brought to her and no items were missing or broken when I picked up Jordan. She also took him out for a walk and breakfast with her dog Max and this is great as I want Jordan more socialized with humans in a restaurant setting. I hope Susan is available again the next time Jordan needs a sitter. Thank you!”

Marc M.

“Everything went great! The sitter was very attentive and responsible. My puppy made friends with her dogs and had a great time playing with them. The schedule was followed perfectly, which gave me peace of mind. Thank you so much — I’d be happy to book again.”

Elizaveta F.

About: What sets me apart is that caring for dogs isn't a side job—it's my full-time profession. As a professional dog trainer, I bring a deeper understanding of canine behavior, communication, and safety than the average sitter. Because I work from home, your dog receives consistent supervision, structure, and personalized attention throughout the day. My goal isn't just to provide a place for your dog to stay—it's to give them a safe, enriching experience where they feel comfortable, confident, and genuinely at home. Hi! I'm Carter, a full-time professional dog trainer with over four years of experience in dog training, boarding, and behavior. Working with dogs isn't a side job—it's my career and my passion. Because I train dogs full-time from my home, I'm able to seamlessly integrate every dog into my daily routine. Your dog won't spend hours alone waiting for me to get home from work. Instead, they'll receive consistent supervision, companionship, exercise, and individualized attention throughout the day. My home features a fully fenced yard where dogs can safely run, play, and explore under close supervision. At night, dogs sleep in my room with me, helping them feel comfortable, secure, and part of the family. As a professional trainer, I understand canine body language and behavior, allowing me to safely care for dogs with a wide range of personalities, energy levels, and needs. Whether your dog is outgoing, shy, or requires extra patience, I'll tailor my care to help them feel safe and at home. My goal is to provide a structured, loving environment where your dog can enjoy their stay while giving you complete peace of mind. I'll also keep you updated with photos and messages so you always know how your pup is doing. * 🐾 Full-time professional dog trainer with over 4 years of hands-on experience. * 🏡 Dogs are supervised throughout the day—I work from home full-time. * 🌳 Fully fenced yard for safe outdoor play and exercise. * ❤️ Dogs are treated like family and sleep in my room, not in isolated kennels. * 👀 Experienced in reading canine body language and preventing conflicts before they happen. * 🦴 Structured daily routine with exercise, enrichment, play, and rest. * 🐕 Care is tailored to each dog's personality, age, energy level, and individual needs. * 📸 Frequent photo and video updates so you can stay connected during your dog's stay. * 🤝 Safety, trust, and clear communication are my highest priorities. * 🛡️ Calm, clean, and low-stress home environment designed to help dogs feel comfortable and secure.

About: I have always enjoyed being around animals ever since I was a little kid. I have owned and cared for rabbits, dogs, fish, turtles and parakeets. I work full time as an educator so most of the year I am only available weekends. However I am currently available during weekdays due to spring break. I would be happy to care for your pet in my home or at your home if that is your preference. I have one dog at home which would be kept in a different area.

“Van and Austin were everything we could ask for in caretakers for our George (55lb Vizsla). They were transparent, attentive, communicative, and caring with both us and George, and they provided the necessary balance of exercise and relaxation that an active dog needs. Will 10/10 be contacting them again for help in the future!”

Evan S.

“Our dog was happy, so we were happy to see our pet satisfied! Thank you so much, Sonia. Hope to see soon! Definitely I will advise to choose Sonia as a sitter for your pet!”

Julya H.

“Our dog really enjoyed her time there. We received daily updates with pictures and videos from Rachel. Our dog came back happy and well-taken care of. We will definitely book Rachel and Preston's services next time we are in need of a dog-sitter!!”

Ivan K.

“Madlena did an excellent job taking care of Enzo. She was very attentive and showed compassion while caring for my dog. I would definitely book her again. Thank you so much.”

Chris G.

“Dana is fantastic. My wife and I are a first time rover users, who were in a pinch and had to travel across the country at the last minute. Dana was able to accommodate us and looked after our best pal Blanche for 6 nights. While we were gone, Blanche made some new four legged friends and received exceptional care--Dana was so kind as to send multiple photo and video updates each day we were gone (which my wife LOVED). I'm hoping to switch Blanche over for Doggy Day Care once we run out of days at our current spot. I highly recommend Dana--leaving Blanche with her gave us peace of mind, which isn't always easy to find.”

Ian B.