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Simply Waggable is a fully insured premier pet care service provider servicing portions of the Chicagoland area 365 days a year. We provide private daily dog walks, cat visits, overnight care, and more for pets of all ages, breeds, & sizes! Our team is Red Cross certified for dog and cat CPR & First Aid which allows us to have a quicker on-site response time in case of an emergency. We have extensive experience with a variety of medical & behavioral idiosyncrasies. We also begin or reinforce any traditional, leash, & indoor training as directed!


Weekly dog walking packages are available along with extra care add-ons for your canine & feline family members. These add-ons include de-shedding coat brushing treatments, ear-cleaning, teeth-brushing, or shampoo & conditioner baths to leave your pets fully refreshed & pampered!


All of our services are performed in or around your home, but if you're located outside of our service area, we may still be able to fulfill your needs on a case by case basis! We make sure to leave each home looking just as good or better than we found it & we leave our furry friends feeling better after our visits, too!


See testimonials below from past & current clients. Our About Us page offers further details on the areas we service & our team members. Our Services & Rates page lists our menu of services & additional rates.


Please fill out our Contact form or email us directly at to set up a meet & greet before your service start date or use either contact method for any scheduling, rate, & service questions!


We look forward to meeting and taking care of you & your loved ones!

Jamie at Simply Waggable was fabulous from start to finish! Our dog is our baby & we had a VERY hard time finding someone we trusted enough to stay with him at our home in the city while we went on a trip. Jamie came over for a meet & greet before our trip. She asked great questions & took notes. She took everything seriously. She stayed with our dog for two nights in our home. She followed our instructions for him to a T. My favorite part was that Jamie communicated with us the entire time we were gone. She sent us pictures & text messages to assure us that our pup was in good hands. We are so thrilled that we finally found someone we trust to leave our dog at home with when we travel- it makes our vacation much more relaxing knowing we don't have to worry about our dog or house while we are away. I highly recommend Jamie from Simply Waggable and will be sure to book her again for our next trip!

- Barbi, July 11, 2014

The thorough pre-sitting visit where the sitters gathered information and got to know my cat. They also inquired about any special quirks my cat might have so they could be aware and take care of him in the best way. I felt extremely confident that in the case of an emergency they would be on top of it and get him any help he might need. Simply the best pet sitters ever!

- Pauli, May 23, 2017

I've hired Jamie twice for two week long vacations to help watch over my cat while I was gone. Both times, Jamie has provided us with wonderful photos of my kitty and was extremely courteous and helpful especially with dealing with the extra security that she needs to deal with to get into my building. 
Jamie was able to get us booked for a last minute trip near Thanksgiving as well with no hassle, which made it all the more convenient!

- Roberto, Jan 3, 2016

We were recently connected with Jamie through Chicago Canine Concierge. I have never hired a pet sitter before so we were a little nervous at first, but Jamie has done a fantastic job. Very professional, took great care of our cats and our (many) plants, she even took the litter out with her! She also asked us how often we wanted to to check in and checked in at all of the requested times with very nice updates. Would highly recommend Simply Waggable to anyone who has pet-sitting needs!

- Marcia, July 8, 2014


Jamie's updates while we were away were detailed and reassuring. She was very thorough and made sure to cater to all three of our (very different) cats. She was professional, consistent and handled all of our questions seamlessly. We would happily work with her again.
                          - Marie, July 30, 2017

Our walker has been so dependable & amazing for our family. One of her strengths is that she keeps close communication with her clients & is flexible. She loves dogs of all shapes & sizes! I should put dependable as her greatest strength. She has only missed one day of work in over a year. She's simply the best!

- Andrea, Aug 30, 2013

Jamie is great. We hired her for daily cat visits while we were out of town for a week, and we were very impressed by her thoroughness & professionalism. She came for a pre-sit meet & greet with the cats and took notes about their routine, behaviors, likes/dislikes, etc.
Then when we were gone, we got daily updates from Jamie about how the cats were doing & some pictures. Not only did she feed them, clean their litter, and take care of them in other basic ways, she also took some time each visit to play with them. We felt much better about being out of town knowing that our cats were in such good hands, and we will definitely use Jamie again.

- Eddie, July 15, 2014

Jamie is great! I appreciated the text updates about our dog, too. Highly recommend!

- Elizabeth, May 15, 2017

My 9-year-old Staffordshire Terrier is often not a good leash walker. Not only did Hazel seem to have a better temperament after her walks, but our walker's feedback was amazing with a great summary of their time together & behavior noticed. She was punctual to her walks, documented with their many great photos together & put me at ease for using a walker for the first time. Hazel got so excited when Jamie arrived on days I was at home to witness it. I would highly recommend this service both if you are testing the waters with a walker or switching to a new everyday caretaker.

- Aaron, Sep 11, 2012

Experience with Jamie was great. I was so nervous leaving our 9 week old kitten but weddings/weekend trips kept piling up. I always looked forward to getting my updates by email and I returned to two very happy and loved kitties. I would recomend Jamie to any pet owner.

- Frida, Sept 2, 2014

 Jamie and Jeff have been walking my GSD Shay for about two years now and I would highly recommend them to anyone who is looking.  Shay adores the both of them and I can trust everyday that she is in good hands.  The SW team is very flexible and able to accommodate your pet's needs at a moments notice.  I do not know what we would do without them!! 

- Corinne, Dec 8, 2016