House Sitting in Loop, Chicago, IL

“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”

Lauren J.

“Allison did a great job watching Sarge. She took very good care of him and sent updates throughout the weekend she watched him. Would definitely book again!”

Ethan H.

“Anastasiia watched our three dogs amazingly! We utilized her services to watch our dogs while we got married, and she was able to take care of all three with no problems and lots of useful updates. She made our big day less stressful by keeping our little ones safe and sound.”

Robyn M.

“Pablo took care of our pup over the weekend and he was great to work with! During the meet and greet we could tell he has plenty of experience with dogs which gave us some peace of mind. During his stay with Brooklyn he sent lots of pictures, which we loved and he took her on multiple long walks at the park. I would highly recommend Pablo for anyone looking for a trusted petsitter.”

Graciela & David A.

“Bre was fantastic watching our Cat! He has some medical that require extra effort/ needs and Bre followed directions and was very communicative in times of doubt. She also took great care of our house. We will hire her again and highly recommend her to watch your pets!”

Megan B.

“Nia is truly a blessing! She came over and took excellent care of Bleu, keeping in touch while I was away and sending plenty of pictures. I will definitely be using her services again in the future, and I would love for her to be Bleu's regular sitter. Thank you, Nia!”

Ryan N.

“Andrea took great care of my senior girl Lana, who has several special needs. Andrea provided frequent updates and was very flexible and accommodating. She was communicative while I was away. I already have future bookings planned with Andrea and am so glad she is able to care for my baby.”

Rocio M.

“Victoria was fantastic - professional, punctual, and an excellent communicator. I’ll absolutely use her services again when visiting Chicago and highly recommend her to anyone looking for a reliable pet sitter.”

Ron F.

“Elizabeth and Quincy had a lovely connection from the moment they met! I felt so relieved knowing she was with him during my business trip. She took good care of my little guy and I’m so grateful.”

Lauren S.

“Dodd was great with Alex! I came home to a happy tired dog. He even stayed later when I got stuck in traffic! I would definitely use Dodd again, highly recommended!”

Natalie G.

“Emily was great! My dog was a little timid at first, but warmed up to Emily in no time. She let me know as soon as she arrived, as well as when she was leaving. I got multiple pictures too. I will definitely use her again and recommend her to all my friends with dogs.”

Alexis L.

“Alysia was amazing! She was extremely accommodating and caring for my pups. We were able to do a trial night to make sure we all meshed well and that she felt comfortable taking care of the dogs. My senior dog has quite a few extra needs and she was so good and patient with him especially. She communicated so well and sent plenty of pictures! Our apartment was spotless when we returned too, which is always an appreciated touch! We seriously couldn’t be more happy with the care and service Alysia provided! I’ll looking forward to my next out of town trip with her taking care of my babies 🥰😊”

Kelly E.

“Kaitlyn did an incredible job with our two difficult dogs!! She clearly connected with them and understood their quirks after only a few days. She’ll be my first next time we leave town. To anyone considering a home stay, she also left our apartment spotless.”

Jordan H.

About: Over 20 years of experience caring for pets of all ages—from a few months old to seniors—providing calm, loving care to ensure they feel safe. Due to high demand, I also now offer in home boarding-bringing the best care possible to your doorstep in an environment that’s familiar and convenient for you and your pup! *For those traveling for the holidays and not planning on bringing their babies with them, I will be home for the holidays and will be available for sitting on both Thanksgiving and Christmas this year. Those are prime reservation times, so please let me know ASAP! Update: Thanksgiving booking is now at full capacity however, Christmas dates are still available! I have a flexible schedule and am used to structured routines—caring for my own dog with daily medication and dietary restrictions—so pet care fits seamlessly into my day. I also have reliable transportation and offer pick up and drop off services free of charge! I want your experience to be an stress-free as possible. I offer pet sitting here at my condo as long as your pet gets along with my friendly dog. I’ve taken pride in building a safe and inviting environment for all pets by having the necessary resources on hand as well as the collaborative approach I take with each owner. This ensures their pet has a customized experience that is tailored to their specific needs, expands their social development and most of all, feeling welcomed and loved away from home.

“I appreciate that Omar took the time to meet with me beforehand so my dog could get comfortable with him, that actually makes a big difference. He followed all the instructions I provided. My place was left exactly how I left it which shows he respects my space, and that’s always a plus. I’m booking him again soon!”

Daritza H.

“Jonathan house sat for me for a few days and he was great! Communication was absolutely 10/10. He sent me photo updates, the apartment looks like no one had been in it, and my cat was relaxed and happy. Can’t ask for more than that! Thanks Johnathan!”

Julia T.

“James was a great Rover! He took care of our dog and cat as well as watched our house. He gave us regular updates about how they were doing throughout the stay.”

Karl S.

“Zachary was a great sitter for our dog! He was very communicative and took great care of our terrier mix Wesley and our home while staying overnight. Thanks Zachary!”

Greg W.

“Just like any dog parent, I am very picky about who I let watch Oz, not because he's difficult, I am! Nichole was AMAZING! Exceeded all of my expectations and really took care of my baby. She took him on a 6 mile walk (wow), sent pictures of him along the way, and kept me updated about how he was doing! I honestly couldn't have asked for a better sitter for Oz, I know he enjoyed having her hang out with him for the evening and I am extremely grateful we found her!”

Jessica H.

About: I've dog sit for friends over the last 5 years, from daytime walks and play time to multi-day stays and overnights. These have ranged from small, medium, and large dogs, and from 1-13 years of age. I'm a grad student, so I have a flexible schedule during the week! I'm available for drop-ins any day of the week and can do full day sits Monday, Tuesday, and Thursday, as well as overnight stays any day of the week. I'm also available most weekends as marked on my calendar. I keep my house clean and clutter free, so there'll be plenty of space for your pet to play if they stay with me! I also spend quite a bit of time at home so I'll be able to keep your pet company, whether I'm visiting them at your place or they're staying at mine.