House Sitting in Kenwood, Chicago
Find a loving house sitter to watch over your pets and your home.

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Top rated Kenwood house sitters

“Alison took such great care of my pup and cat while I was away! She went above and beyond to ensure everyone was comfortable, and sent the perfect number of updates. The pets were both clearly very comfortable with Alison, and we've already booked another stay for the next time I'm out of town.”


“Emily has sat for my cat multiple times and is always on time and easy to reach! He warmed up to her right away and I felt at ease during my trip knowing she was there. Will definitely be booking with her again!”


“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!”


“Malcolmn was amazing and made my trip so peaceful. He sent many pictures a day with detailed notes on their day. I really appreciate the job he’s done”


“Ava was wonderful with our 3 pups. She knew how to manage their chaos and treated them so sweetly. She left the place looking great and really just went above and beyond. We will definitely be using her services again.”


“Alexa did a wonderful job taking care of our dog in our home over a long holiday weekend. She was communicative, made sure Beau got his walks and play time, left our home clean and our dog happy. She followed our instructions on everything and asked questions when she wasn’t sure about something. We hope our dog wasn’t too crazy for her, but we would gladly welcome her back! So grateful we found Alexa.”


“My Dog Dottie loved Ava! Dottie has tons of energy and Ava spoiled her with long walks and lots of dog park trips. I felt so relieved that my pup was in great hands. Ava sent lots of pictures and updates and left the house nicer than she found it. The best! Already booking her again”


“Another amazing stay with excellent care of our beloved pups! Laurel went above and beyond for us while we had travel delays and kept us updated during our entire trip! We couldn’t ask for a better pet sitter!”


“Anna was great! She made sure Frank and Lois were well taken care of when I was gone. No complaints and would book again if needed!”


“They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!”


“Mairead is an amazing sitter. She took such great care of my dog who had just gotten diagnosed with cancer. Another sitter cancelled on me with 18 hours’ notice. I reached out to Mairead and she swooped in like Superman. I couldn’t be more grateful. She was diligent and communicative. Look no further than Mairead for all your sitting needs.”


“Nicole R. spent 4 days with Sunny and Sunny LOVED her! My house was spotless when I returned and I will definitely book her in the future. (Am working on that happening really soon.). I definitely would recommend her.”


About: I'd love to meet your dog or cat and you can trust I'll treat them like my own. I know how to keep them safe and happy while you're away. I'll send you a good photo too my camera roll is mostly all photos of dogs. I work freelance so my availability is flexible. I prefer we conduct a meet and greet first, to make sure your pet is comfortable with our plans! Walks and care provided in clients home only, I can't provide boarding. I will be sure we establish comfort in our meet and greet, please be sure to provide vet information in case of any unexpected emergency.

About: I have taken care of my friends pets for years. It’s been Cats and dogs and each experience has made me love animals even more! I currently have open availability. I’m my availability allows me to spend more time with your pet and can typically accommodate last minute requests easier. I will learn the everything about the clients home to make sure all safety precautions are taking. I ask a lot of questions to understand everything.

“Abi was great with our pups! They were calm and happy when we got back from our trip, and the house was in great shape. Looking forward to the next time.”



“Samantha was great! She really saved us when we were put in a bind by a last minute cancellation by another sitter. She sent us daily updates and pictures of our pups, and endured their puppy energy. We came home to a clean house and happy puppies. We would definitely book Samantha again!”

“Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!”


About: I've had pet dogs and cats my whole life. I learned their needs from being little puppies and kittens to being elderly pets. I've also had experience with caring for rabbits, rats, and chickens! Cleaning up and hanging out with animals is what I'm best at and would love to care for yours! I'm a college student at Columbia College Chicago. So, I am often at school during the week and will have rehearsals during the evenings. But weekends (including Fridays) will be mostly open since I will be only taking some classes and spending time with my own pet rats at home outside of school. I have 2 pet rats at my home in an apartment in Hyde Park. So, I'll be walking pets out on the streets and parks of Chicago or caring for them in the comfort of your home. I'm your home, I will spend every second with your pet/s to ensure they are not bored, breaking things, or to clean up any accidents that may occur.

“Pamela was such a great sitter! She has excellent communication and I could tell she gave lots of care and attention to my dog. She was also super responsive and adaptive to change. Would highly recommend!”


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.
Loving house sitters in your neighborhood
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Alison F.Star Sitter

“Alison took such great care of my pup and cat while I was away! She went above and beyond to ensure everyone was comfortable, and sent the perfect number of updates. The pets were both clearly very comfortable with Alison, and we've already booked another stay for the next time I'm out of town.”


Emily P.Star Sitter

“Emily has sat for my cat multiple times and is always on time and easy to reach! He warmed up to her right away and I felt at ease during my trip knowing she was there. Will definitely be booking with her again!”


Brianna J.Star Sitter

“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!”


Malcomn F.Star Sitter

“Malcolmn was amazing and made my trip so peaceful. He sent many pictures a day with detailed notes on their day. I really appreciate the job he’s done”


Ava M.

“Ava was wonderful with our 3 pups. She knew how to manage their chaos and treated them so sweetly. She left the place looking great and really just went above and beyond. We will definitely be using her services again.”


Alexa B.Star Sitter

“Alexa did a wonderful job taking care of our dog in our home over a long holiday weekend. She was communicative, made sure Beau got his walks and play time, left our home clean and our dog happy. She followed our instructions on everything and asked questions when she wasn’t sure about something. We hope our dog wasn’t too crazy for her, but we would gladly welcome her back! So grateful we found Alexa.”


Ava A.Star Sitter

“My Dog Dottie loved Ava! Dottie has tons of energy and Ava spoiled her with long walks and lots of dog park trips. I felt so relieved that my pup was in great hands. Ava sent lots of pictures and updates and left the house nicer than she found it. The best! Already booking her again”


Laurel M.Star Sitter

“Another amazing stay with excellent care of our beloved pups! Laurel went above and beyond for us while we had travel delays and kept us updated during our entire trip! We couldn’t ask for a better pet sitter!”


Anna O.

“Anna was great! She made sure Frank and Lois were well taken care of when I was gone. No complaints and would book again if needed!”


Elizabeth D.

“They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!”


Mairead M.

“Mairead is an amazing sitter. She took such great care of my dog who had just gotten diagnosed with cancer. Another sitter cancelled on me with 18 hours’ notice. I reached out to Mairead and she swooped in like Superman. I couldn’t be more grateful. She was diligent and communicative. Look no further than Mairead for all your sitting needs.”


Nicole R.

“Nicole R. spent 4 days with Sunny and Sunny LOVED her! My house was spotless when I returned and I will definitely book her in the future. (Am working on that happening really soon.). I definitely would recommend her.”


Jennifer D.
“I’ve known Jennifer for nearly thirty years. She has always had pets since I’ve known her, and she has always been a loving caregiver to them. I would absolutely recommend her as a responsible caretaker for your pets.”


Julie M.
“Julie does a wonderful job pet sitting for my cat, Fiona. Fiona can be shy, but warmed up very quickly with Julie’s gentle approach. Julie also has had to give Fiona medicine during a few sits. Julie is someone I can trust to arrive on time, provide genuine care for my pet, and handle extras like administering oral meds. I highly recommend her services.”


Abi S.Star Sitter

“Abi was great with our pups! They were calm and happy when we got back from our trip, and the house was in great shape. Looking forward to the next time.”




Samantha E.Star Sitter
“Samantha was great! She really saved us when we were put in a bind by a last minute cancellation by another sitter. She sent us daily updates and pictures of our pups, and endured their puppy energy. We came home to a clean house and happy puppies. We would definitely book Samantha again!”


Connie C.

“Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!”


Ash W.
“Ash was available to watch my 2 dogs and 2 cats while I went on a much needed Vacation. I was so glad to have someone I could trust with my animals and not have to send them away for boarding. Everyone was happy and well cared for. I highly recommend hiring Ash to care for your fur family!”


Pamela K.

“Pamela was such a great sitter! She has excellent communication and I could tell she gave lots of care and attention to my dog. She was also super responsive and adaptive to change. Would highly recommend!”


Mia L.
“Mia is very good with pets, both cats and dogs. She takes good care of our family dog. She feeds her and takes her for walks, either around the block or at a dog park.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Kenwood on Rover as of Aug 2025 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 80% of Kenwood house sitters respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Kenwood.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Kenwood house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
