Pet Boarding in Chicago

“Coalie loved her time with Angel! Angel sent daily pictures and videos of her playtime and walks and was quick to respond when I would check in.”

Dan P.

“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”

Kurt S.

“It was so great to have our pup stay with Chad for the second time! Chad is so easy to communicate with and clearly takes such good care of our boy - all the love and play time for him we could hope for while we’re away! We will definitely look to rely on Chad and his wife as our regular pup sitters whenever possible!”

Kristen and Daniel

“Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.”

Andrea S.

“Sam took great care of my boy Kimi when I was out of town. I appreciated the daily updates, pictures and videos! She made sure Kimi stayed warm when snow storm hit and made Kimi felt like being at home. Would definitely choose Sam again if I need a sitter in the future!”

Guanjin C.

“Lan was wonderful with our dog, Teddy! Teddy has a lot of personality quirks in addition to separation anxiety, so leaving him with someone new can be stressful for me, but Lan was so attentive and sent regular updates on how he was doing that I immediately felt at ease. She was so great with Teddy, we look forward to leveraging her services again!”

Vanessa O.

“Kyla was the first stranger I’ve ever trusted to keep my Dylan and I am so glad I chose her! She took great care of him while I was away and he warmed up to her instantly. I am very appreciative and will be booking again in the future.”

Dajae R.

“Diana & Scott were wonderful! I felt super comfortable leaving my elderly dog with them and could tell she was very well taken care of! Also they sent great pictures! Would definitely recommend them!”

Kody S.

“Steven was great! He has a calm disposition and Jessy loved him. He took her on a walk and played fetch and kept me updated with photos! Would definitely use him again.”

Rachel A.

About: Growing up with a sweet chocolate lab and a sassy golden retriever for 10+ years has taught me much of what I know about dogs today. After all, they are family! While your pup is away from theirs, know that they’ll be shown great attention, patience, and fun in my care. Whether your dog is big or small, shy or playful, they are always welcome to strut in the riverwalk with me! I have a fully remote office job so I’m pretty flexible for walks and care. Specifically, I’m free Mondays - Fridays in the mornings or afternoons. I’m also available on weekends upon request! I live in a 2 bedroom apartment with a doorman and a small green space on the ground floor. I’m very nearby to the riverwalk and lake as well!

“It’s Jolie’s second time staying with Monica and Calvin and Jolie had a great time! As usual, Monica and Calvin sent pictures and detailed updates every day. They are very experienced with dogs and sincerely care about dogs. Jolie is a senior dog and needs extra care and attention and Monica and Calvin were so patient with her. I know Jolie is in good hands with them. :)”

Veronica K.

“Ruben is a first-class boarder, and I couldn't be happier with Luna's stay with him. He was always amazingly quick to reply to every message and kept me updated with pictures. Luna and I both look forward to the next time!”

Frank V.

About: Your Best Friend in Downtown Chicago Hi there! I’m a recently retired professional and a lifelong dog lover, currently enjoying an active and fulfilling lifestyle in Downtown Chicago (60601 area). After a rewarding career, I am now focusing my time on my true passion: providing top-tier care, safety, and companionship for dogs. My experience is deeply personal. I am the proud owner of a 100-pound "gentle giant" whom I rescued from a shelter eight years ago. Raising her has been one of my most rewarding journeys; it taught me the importance of patience, positive reinforcement, and how to truly understand the unique personality of every dog—especially those who may have had a rough start. Today, she is an incredibly well-socialized and gentle host who loves making new friends. Whether your pup is a high-energy athlete, a shy rescue, or a senior who prefers a slow stroll, I have the experience and heart to cater to their specific needs. What We’ll Do Together My location is a paradise for urban pups! My routine is built around being outdoors, and I typically walk my own dog at least three times a day. When your pet stays with me or joins me for a walk, they will enjoy: Park Playtime: We are located just steps away from a local dog park for social interaction and fresh air. Scenic Strolls: I am just a 5-minute walk from the beautiful Lake Shore sidewalk path, offering refreshing lake breezes and plenty of mental stimulation. Personalized Attention: Because I am retired, your pet isn't just a "stop" on a list. They become part of my day, receiving focused attention, consistent supervision, and plenty of companionship. Availability & Commitment Since I am fully retired and live right here in the neighborhood, I offer exceptional availability. Unlike sitters with a 9-to-5 or a long commute, I am home throughout the day. This means: Constant Supervision: For boarding and daycare, your pet will rarely be left alone. Flexible Scheduling: I can easily accommodate specific feeding times, medication windows, or last-minute walk requests. Professional Reliability: I treat every guest dog with the same level of care and safety I give my own. You can expect regular "Rover Cards" with photos and updates, so you can rest easy knowing your furry family member is thriving in a safe, experienced home. I look forward to meeting you and your pup for a "Meet & Greet" to ensure we are a perfect match! As a recently retired professional, my daily routine revolves around staying active and enjoying the outdoors. I am very disciplined with my own dog’s schedule, and we head out for at least three walks every single day. Being located in 60601, I take full advantage of our local dog park and the beautiful Lake Shore path. Your pet will simply be joining our established, healthy, and consistent routine. Whether it's a brisk morning walk or a relaxed afternoon stroll, I have the flexibility and the passion to ensure your dog gets all the exercise, fresh air, and attention they need throughout the day.

“Iwona took great care of Ivy while I was out of town. Ivy can be a little anxious in new settings but seemed very comfortable with Iwona and seemed relaxed when I picked her up. Iwona was also very communicative and quick to respond to requests for updates.”

Brynn W.

“Sheila watched Louie for the first time this weekend and it was a great experience. She was very responsive and super understanding when we had to adjust pick up time due to a flight delay. I felt great while away knowing Louie was in good hands. Will definitely book again for future trips.”

Sarah P.

About: Hello! I’ve been both a cat and dog owner, so I know how important it is to find someone you can truly trust with your furry family member. I spend lots of time with my playful pup, Santi — we go on multiple walks a day and love trips to the dog park! My goal is to make your pets feel safe, comfortable, and loved while you’re away, and I’ll care for them like they’re my own. I work from home, which means I’m able to give your pet plenty of attention, care, and exercise throughout the day. With my own friendly 2-year-old cockapoo, I’m very used to keeping dogs active, comfortable, and on a consistent routine — whether that’s walks, playtime, potty breaks, or lots of cuddles and companionship. I live in a newly built apartment building that’s super secure. We have a huge dog park across the street and our residential neighborhood offers grassy areas for the best walks. Ill do my best to accommodate your dogs needs - just let me know what’s needed!

“Sarah B was so nice and accommodating. This is the first time my pet has stayed with a sitter and my mind was completely at ease. Thanks Sarah!”

Anne S.

“Bear was so well taken care of with Maria! She sends pictures and videos everyday and accommodates all his special needs. I even last minute had to extend my boarding and she was able to do so with no issue. I know Bear is in good hands whenever he’s with Maria!”

Faith L.

“Grace was a great dog sitter for us & Huey. We needed a dog sitter last minute and Grace agreed to take Huey for a long weekend. We received daily updates and photos. I definitely recommend Grace!”

Kara S.

“Ami was great and very responsive to my request for a last minute dog sitter. My dog had a great time, and she made sure to share plenty of photos during the stay!”

William P.