House Sitting Rogers Park

“Kaden was excellent with our pups - from the meet and greet to when he left, great communication and so trustworthy. We’ll definitely use his services again!!”

Ellen F.

“Katherine was fantastic with my dog! She was attentive, communicative, asked great questions to figure out what was needed, and followed through on everything. She also went above and beyond on providing updates and taking care of my place while sitting the dog. I'd be happy to book with her again!”

Lou N.

“Hillary is a fantastic Rover mom. She is more than prepared, diligent, informed, and she was more curious about Winnie as an individual dog than I have ever encountered before on Rover. It made us feel really good, and was just a lovely experience at the Meet and Greet. She made us feel SO at ease leaving our home and our Winnie with her. We have already rebooked with her and she just left yesterday because she did every single thing we asked when it came to Winnie, and she was so respectful of our home. We HIGHLY recommend Hillary! Cannot say enough good things!”

Kelley J.

“Orlando has sat for me three times now and I couldn’t be happier. He’s incredible, very thoughtful, a great communicator and has become almost like a member of our family. I have felt more than safe with him and will always look for him first anytime I need someone to care for my cat.”

Philip E.

About: No two dogs are the same, and I adjust my care to match. I have experience with puppies — including reinforcing basic commands and helping build good habits early on — as well as senior dogs, where I adjust to a slower pace and give extra attention to comfort and mobility. I pay close attention to each dog's personality and energy level, adapting my approach whether that means more playtime and structure for a young pup or a calmer, gentler visit for an older dog. I communicate clearly throughout every visit with updates and photos, and I always leave things clean and tidy behind me. Available for house/pet sittings and drop-ins all week. Guaranteed evenings and flexible during the daytime. Let's chat and coordinate the best care for your pet! I come to your home so your cat can stay in their own comfy space, sticking to their normal routine for feeding, litter, and playtime. I handle litter care thoroughly no matter the setup, and if your cat needs medication, I make sure it's given on schedule and exactly as instructed. I pay close attention to how your cat's doing — energy, appetite, mood — and I'll send you updates and photos so you're never left wondering. And of course, I always tidy up before I go, so you come home to a happy cat and a clean space!

“LeChar was great - she and my dog, Marshmallow, bonded immediately, leaving me confident she was in good hands. I got pictures and reports of their activities while I was gone for three days, and Marshmallow seemed very loved and well-taken care of. I look forward to having her back for a future visit!”

Virginia T.

“Bethany successfully watched our labs for 12 nights while we traveled overseas. She was communicative throughout the week with photos and updates. We came home to two perfectly happy, healthy dogs and would gladly book her again in the future. She’s great !!”

Jeremy H.

“Chris was great. She was professional and awesome with my dogs. She gave plenty of updates and i never had to worry about my dogs while I was away. I will be using her again.”

Ryan P.

“Gail was great! This was our first time using Rover for our elderly dog so we were nervous how Luna would do but Gail made us feel at ease sending us photos and updates daily. Would recommend Gail and we plan to have her pet sit our dog again in the future!”

Sara W.

“Had a great experience with Tammy, who provided in-home dog-sitting for our two dogs while we were away for a couple of weeks. She was kind, professional, communicative, and took very good care of the fur babies. We returned to a tidy house and a couple of happy, healthy doggos. Will definitely ask her to sit for us again, and would recommend her to others!”

Meghann C.

About: Hi! I’m a lifelong pet owner and enthusiast who recently made the move from NYC to Chicago's Andersonville. Since my new building doesn’t allow me to have my own pets right now, I’m hoping to pour all that love into caring for yours. Whether it’s a game of fetch or a cozy couch nap, I’m here to make sure your pet feels happy and safe while you’re gone. Because I work from home, I have the flexibility to fit into your pet's routine, not the other way around. I can pop by during the week for walks and cuddles, and I’m also available for overnight housesitting on weekdays (given enough notice) and weekends—so your pet gets constant companionship. I know every pet has their quirks and preferences, so I’ll take the time to listen. I’ll follow your instructions closely to make sure your furry friend feels safe, comfortable, and loved while you’re away—right in their own home.

“Anna was great with our pets! We were a little nervous to use Rover for the first time, but Anna offered us peace of mind as she sent us updates, pictures, and quick answers to any questions we had. We will definitely be reaching out again! Thank you, Anna, for your kindness and care with George and Barley!”

Andrew R.

“Ariel took excellent care of my 13 year old pup for an overnight sitting. She followed the instructions, was patient with him in the rain, and worked around my travel schedule/his needs.”

Anna T.

“Tony was responsive, friendly, and professional throughout our 9-day travel overseas, and provided daily photo and message updates. He was patient with our dog Tamale when she barked while he was gone. Tony even took her to the beach with his dog, which was a new adventure for her. I recommend him as a dog-sitter without reservation. Thanks, Tony!”

Andy H.

“Patrick stayed at our house for eight nights with our dog. He left the place immaculate. Our dog was excited for us to come home but not desperate, like she has been with other sitters. He was responsive with all requests and sent frequent pictures. I trust that my dog had a great time with Patrick and we'll definitely use his services in the future.”

Jenny K.

“Great sitter! Drew followed all of our instructions, took wonderful care of our dog, and sent frequent updates throughout the weekend. We would definitely book again!”

Maria C.

“Josie was exactly what we wanted for our dogs while we were away! She was so communicative with us and sent us so many pictures. We could tell our dogs loved her and cannot recommend her enough. It gave us so much peace knowing someone as loving as Josie was staying with our pups. We will definitely be using her again!”

Coursey E.

“Michelle is hands down the best dog and cat sitter we’ve ever had. She sends regular updates and photos, which makes it so easy to relax while we’re away. It’s clear she genuinely cares, and honestly… our pets might like her more than us at this point. Could not recommend her more.”

Allison B.

“Randi was an awesome dog sitter! Our dog warmed up to her almost immediately. She paid special attention to the specific care our dog needed when she watched her at our place for about a week. She took note of all of Zara’s needs and would send over photos periodically to let us know everything was going well. I would highly recommend her for caring for your animal and I’m sure our dog Zara would too!”

Anna L.

“Jamie was very responsive and had great communication! He was patient with my nervous dog and took time to let him warm up. He left the house clean and in good condition and we will be happy to have him back!”

Cameron