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    Simply Waggable

    5.0 (14 reviews)
    Open Open 24 hours

    Services - Simply Waggable

    Dog walking

    Pet sitting

    Simply Waggable Photos

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    Review Highlights - Simply Waggable

    Then when we were gone, we got daily updates from Jamie about how the cats were doing and some pictures.

    Mentioned in 14 reviews

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    Chicago Pet Sitters - We're looking up! Happy Tuesday!

    Chicago Pet Sitters

    (160 reviews)

    Bucktown

    We just had our first Chicago Pet Sitters experience and we are beyond thrilled with their service…read moreand relieved that we found a pet sitting company as detail oriented, friendly, and reliable as they are. We went on a long weekend and Rachel came 3 days in a row to watch our cats. Here's what I loved: An app notification when they arrived The ability to chat with the sitter separately from the admin team A very detailed report of the visit Tons of pictures - not just of the cats but of their water bowls, food bows, and litter box Rachel went above and beyond by bringing some packages up to our apartment - we live in a 4th floor walk-up so that was totally appreciated I have pretty bad anxiety so travel has always been tough because I worry about everything going wrong while I'm gone but that is all out the window because now we've found Chicago Pet Sitters. Not sure how we've survived without them before. A+. 5 stars. 100% recommend.

    We have been clients of Chicago Pet Sitters for 3 years now. We moved to a new home recently and…read moretransitioned to a new dog walker for our Corgi Leia. We have always had amazing dog walkers and I have written multiple positive reviews. Kellyn, Leia's current walker, is so amazing too ! I can't say enough wonderful things about her. She does not just take Leia on daily walks, she takes her on adventures!Whether it's to the fire station, to visit other doggie friends, or to make a new friend who happens to be walking by, Leia is in such good hands with Kellyn. Our son even calls her Leia's best friend! Kellyn even filled in and checked in on our 13 yo cat Archie while we were on vacation recently! She does it all!! Many thank to Kellyn and the Chicago Pet Sitters Team for taking such good care of our girl, Leia and kitty, Archie.

    River East Cat Sitters - nuff said

    River East Cat Sitters

    (20 reviews)

    Near North Side

    Thank you to Ruby (sitter) and Leah (owner) for their excellent care of our cat Daphne. Ruby played…read morewith Daphne and gave her attention / love while we were away, and we could not be more grateful. Each visit, Ruby texted us a photo and update to keep us assured of Daphne's safe care. We love our cat dearly (ok, I'm obsessed with her...), so to find trustworthy, fellow cat-lovers who are dedicated to cat care has made our trips away from Chicago a lot less stressful. Leah is professional and organized with a contract listing time / home-visit preferences, and we appreciated that Ruby came by before we left to understand Daphne's routine and care. Highly recommend!

    My cat is older and a bit quirky (he likes to groom himself in the bathtub with running water) so I…read moredecided to try River East Cat Sitters during two recent trips out of town. I have to say this is by far an outstanding, compassionate, and professional cat sitter service. When I initially contacted Leah (the owner) by email-she recommended Susan (who my cat absolutely adores). The Initial Visit- The initial visit with Susan was at my apartment and was free of charge. She came over to meet and greet me and my cat and to talk about my cat's needs and routine. She was able to see the food, water fountain, litterbox, etc. The Cat Care- Upon notifying River East Cat Sitters when I went out of town-Susan came to care for my cat daily. She spent a half an hour each visit with him. Since my cat is shy-I was expecting for him to just remain under the table-but NOPE-he loved her visits and she even turned on the water in the tub for him to get his little head wet and groom himself. He was so well adjusted and happy with Susan that when I returned from each visit-it was just like I had never left. He was content, happy, well fed, and well adjusted. The Fees- It costs $18.00 per half an hour visit. You can pay via Paypal on their web site. I left a tip for each visit on the table for Susan as well. River East Cat Sitters also offers mail pickup and other minor services for a nominal fee. The Business- Is licensed and bonded. A contract is provided and signed before the date of service and clearly outlines the roles and responsibilities of River East Cat Sitters. Why Susan is the BEST- FYI-Ask for Susan! She is truly amazing! She left a welcome home note for me when I returned from each of my trips. She also sent daily text messages and pictures of my cat! It was very comforting and reassuring! TRULY STELLAR SERVICE!

    Uptown Pet Services - The text and photo we get after every Cat Visit.Very thoughtful and reassuring!

    Uptown Pet Services

    (34 reviews)

    Uptown

    My girlfriend and I brought home an 8 week old puppy and knew we'd need a dog walker to join our…read morelittle family once we had to go back to the office. (we were lucky enough to get nearly a month of puppy leave.) It was hard finding someone we felt we could trust, but Jack and his crew came highly recommended from my best friend. And sure enough, as soon as I met Jack I knew he was the one for us. We work in social media so we have weird hours and our schedules change day to day. Jack is always flexible and incredibly accommodating. We literally couldn't raise Theo without him and his team. A BIG plus for us is that Jack and co. only take one dog out at a time, so I know that Theo is safe and getting one on one attention. I know "wag" is a thing, but I see those walkers with 4 dogs at a time and I shudder. What if one dog turns on the other? Also, we love that a quick text and picture is standard and included in the incredibly reasonable pricing. Spencer seems to be the walker who takes Theo out the most, and his pictures are always amazing. We cannot thank this crew enough for taking care of our little guy. It's such a relief knowing we have them in our lives.

    I really can't say enough good things about Uptown Pet Services! Jack is such a gem, and I know our…read morecat is in great hands with him. The people who work for him (Spencer, Josh, and any others who I don't know) are also great, and our cat loves them (and she is a VERY picky judge of character!) They're very flexible, have helped us out on very short notice before, and have even helped us out with special requests. I could go on and one, but these folks are the best!

    Bow Wow Meow Purrfessional Petcare

    Bow Wow Meow Purrfessional Petcare

    (67 reviews)

    Bridgeport

    Four years ago, Miranda killed my dog. It was not intentional but it was negligent. I avoided…read morewriting a review because I didn't want to write it from a place of anger but four years later I think about this everyday and I will never get over it. I feel that it's unfair to not share my experience with others so they can make their own choices. I had 2 dogs and one was a very selective dog, meaning he didn't get along with all dogs he met. Miranda was referred to us by a friend whose dog had similar issues. When we met Miranda to see her facility, I asked her if she would be cresting the dogs when she left the building. (I asked this for a reason) she told me that if they were not crated at home, she would not crate them and they could just stay in her living space. It turns out that Miranda was crating my dogs together when she left them and that is ultimately what led to my dogs death. My selective dog could not be crated with any other dogs. If he was and anything triggered him, he would redirect onto another dog in his crate, even his brother and they would fight. This happened so Miranda came home and found that my dogs had a fight in their crate. She took the selective dog, Carson out to bathe him and ultimately left him unattended in the sink, tethered to the wall. He then tried to jump out of the sink and you can imagine the rest. We left for the weekend with 2 dogs and came back having only one.

    This place is very responsive! Highly professional. My cat…read morewas left in great hands. I sent a lengthy email describing my cats and the people at Bow wow meow read it thoroughly I believe because my cat seemed unbothered when he returned home. He smells so good!! This hair cut made us giggle but he was pretty matted and needed the cut ! We love the care he got and everything went smooth. Marcellus is his normal self no nicks on his little chunky body at all and he looks great! Reasonable prices I'd say especially when you know your cat is capable of biting. The wait wasn't long at all we dropped off went to do some errands and when we got a call about two hours later to pick up which was perfect timing. Thank you bow wow meow team our fur baby looks wonderful! Will be going back with our other two cats soon!

    Simply Waggable - dogwalkers - Updated May 2026

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