Pet Sitting & Drop Ins in Kenwood, Chicago, IL

“This was my very first time booking with Rover and Cassandra did a great job. It definitely put my mind at ease having her take care of our dog while we were away. Thank you!!”

Alyssa Y.

“We are the happiest cat parents because we went with Abi. She is reliable and very communicative which is very important to us. We are usually not a nervous people but being new to Chicago and had to leave our cats for a couple a couple of days we were terrified because so far they always traveled with us. Abi made us feel comfortable from the first time that we reached out and I knew that we could count on her to be very communicative. Great experience with Rover. Thank you. Great experience with Abi. We found the person we were looking for. Thank you again. Derek and Irina.”

Irina C.

“Thank you!!!”

Annabelle J.

“Tamara has been a wonderful support to our family. She’s a quick learner, is patient and communicates well. Our team pups enjoy her and always look forward to their walks with her.”

Elizabeth & Monica H.

“Thank you for a great job!”

Jim C.

“I am always very nervous when I leave my furry girl alone. It was the first time we booked Qutress and she did it amazing. On a couple days did a great bond and my Kira is always scared to everyone, she really had the touch, the care and patience for her. Qutress is reliable, careful with all details and kind. I would repeat her service as much I need it.”

Carmen C.

“Megan was absolutely wonderful! She took fantastic care of my cat and sent check-in photos, played with him each day, and kept my apartment clean. I will definitely come back to her the next time I need a sitter.”

Taylor G.

“Samantha was fantastic! She was incredibly thoughtful and went above and beyond, from keeping our cat’s food area clean to bringing up packages for us. It was a relief to know that he was in good hands while we were away. On top of all that, we loved the holiday photos she took of our cat!”

Becca M.

“Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)”

Crystal C.

“Dana is amazing! She was so helpful and cared for our 2 kitties like they were her own. She stopped by to see where their things were and meet them before the drop-ins. Thank you, Dana!”

Courtney B.

“Ava went above and beyond watching my 3-year old golden. She clearly loves dogs and loves her job. Would be happy to book with again.”

Jada D.

About: I have grown up with many dogs. My childhood dog grew up with me and I learned to love and take care of a dog with her. Since then I have cared for many other dogs. Most dogs I have cared for have medical needs such as medication or certain foods. While I have a soft spot in my heart (and much experience) with senior dogs, everyone loves a puppy too! I have taken care of many high energy puppies who need to play! I am available most time! I work on call so my schedule remains fairly open! I am an early riser and love a morning pet session! With my pets in my homes, I ensure they are provided evweything they need and more. Safety health and well-being are top priorities for all animals in my life. I want to ensure there is nothing toxic for your furry friend to get into, while also providing engaging activities for them!

“Rebecca is fantastic. This was my first time using the app and she not only guided me through the process, but kept me updated daily! Highly recommend her to any and all.”

Rachel K.

About: I've had dogs in my life since day one, and have ample experience caring for furry friends, including my neighbors' pups. There's nothing quite like sharing a walk or run with a dog and burning off some energy together – it's where the real bond happens! My part-time work schedule, primarily in the mornings, provides ample flexibility to dedicate quality time to your pet. I'm committed to ensuring your furry friend receives multiple walks daily and feels completely at ease and happy during their stay. I'm also available for consistent communication to keep you updated on their well-being throughout the day. My home offers a secure, fully fenced backyard and a peaceful neighborhood perfect for leisurely dog walks. Plus, I'm just steps away from a dog park for extra energetic playtime! When caring for your pet in your home, I prioritize maintaining their familiar routine and ensuring a safe, comfortable environment by following your specific instructions meticulously. Your pet's well-being and your peace of mind are my top concerns.

“Cassandra listens and is trustworthy. We spoke for awhile exchanging dog (pet watching) experiences and I knew I could trust her with my dogs and my home: Her visit consisted of having lockbox access to our house, access to the dogs and returning everything as requested.”

Heather B.

“Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!”

Mariel H.

About: Welcome to my care profile! Thanks so much for your consideration. My name is Goddess Jasmine (pronounced Yasmine). 🌻 I am a Muslim & Christ 🌟centered plantbased entrepreneur, author, and content creator from Chicago whose main focus is about reconnecting and interweaving ourselves with nature to cultivate vitality and a cohesive social eco environment in which every being thrives in harmony. I am an enthusiastic world traveler, animal and nature lover committed to sharing joy and my authentic glow everywhere I go. As a seasoned holistic wellness consultant, caregiver, empowerment content creator, and community herbalist I work from home and close to the earth because I love to be outside and nurturing all living creatures. My main personal values center integrity with my inner wisdom, and connecting deeply with all that there is in my environment by sharing love & compassion to every being I encounter. I believe that everyone’s presence is a gift so I take the time to be in gratitude with all living beings I encounter moment by moment. When I was younger I always had a big heart and would care deeply for everyone and everything. I grew up with a guiñea pig, a fish, making friends with trees and babysitting my younger siblings and neighborhood children. I often visited my grandmama’s house to help her play with and care for her German Shepard. As a teenager I attended a rural farming school in Vermont and volunteered on many farms near Boston where I learned how to grow produce and raise livestock namely, cows, ducks, chickens, turkeys, and goats. While In Claremont California, I obtained my BA in Environmental Analysis Africana Studies and a Minor in Studio Art, studying the intrinsic interdependence and the ultimate beauty and creative web connections that support and maintain life. Additionally, I often took care of many of my friends' dogs (chihuahua and other medium mix breeds) while away on extended trips, namely playing with pets, walks, bathing, and poop time. In my 20’s I have had various house sitting opportunities to collect packages and tend for pets, cats, fish and gardens. Currently as a full time dog walker, herbalist and land steward, I feed the local wildlife, tend to an abundant native species garden and perform other domestic duties to maintain the beauty of the home. I believe that we are one with nature so connecting with nature is how we connect with ourselves. Also as an avid world traveler, I look forward to connecting with local animals and plants of any environment. My offering: Providing Premium Care Service Diverse care experiences and utmost dedication to quality care make me the perfect candidate to care for your love one(s) and home. My goal with clients is for us to build a genuine rapport of honesty, trust, and open communication. I am attentive, loving, responsible, nurturing and flexible to fit the needs of everyone I care for. Thanks for your consideration in trusting me in such a sacred opportunity to care for your home, plants, and pets while you're away. I will provide you with the peace of mind and consistent updates to assure you everything is going well at home so you can continue to enjoy your present. What I provide: Safety trust and peace of mind while your away Caring for your all pet needs(play groom, walk, feed) 3 checkin with photos each day Emotional connection with pets Positive Energy I look forward to chatting with you. Messages is the best form of communication for me. Peace ~Goddess Jasmine I currently work virtually as an entrepreneur on part time bases generally less then 10 hrs a week. This give me flexibility and able to sure your needs with the upmost attention. Via consistent messaging, clear communication, reviewing responsibilities and providing updates, I hope to build a genuine rapport of honesty, trust, and open communication with your family 🐶

“Jasmine was amazing, especially on short notice. Thorough, communicative, and proactive. My favorite is when she left the light on because she knew it would be dark soon and wanted to provide some comfort. It was everyone you’d want in someone caring for your pup. Will definitely use her again.”

Mironda R.

“Madison was absolutely wonderful, I can’t recommend her enough. I have a senior cat with some extra medical needs and she was incredibly patient and kind in taking care of him. I felt at ease knowing my kitty was in good hands with her!”

Audrey S.

“Timothy was great with our sometimes skittish cat. We received daily updates and pictures immediately after all visits. You could tell that our cat liked him and that Timothy understood his nature. Timothy was more than pleasant, great communication, super prompt, and made us feel that our cat was safe and cared for. We would definitely hire him again.”

Collette R.