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Top rated Kenwood house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicole is so sweet and communicative! She was quick to respond from the first message I sent her inquiring about her availability. She took good care of our pups and would be happy to have her watch our girls again!”
“Lucille was a fantastic sitter and our dog had a blast. She was so thoughtful about making sure our dog Lea felt comfortable, and she kept us updated with great photos and videos.”

“Jade was wonderful and loving with our dog and respectful of our home. This was our first experience with a dog sitter. It was amazing and we would definitely have Jade sit for us again!”

“Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures and Fiona looked like she was in her element at home. I felt so comfortable with Annie taking care of Fiona that I didn't feel the need to check in constantly (which is a big thing for me). She also left the apartment just as clean as we had left it! She was great!”

About: I am experienced in very detailed pet care instructions and understand that those pets have unique needs. I have experience with administering medical supplements, adhering to specific feeding schedules and portion requirements. I have followed individualized activity plans and routines for both dogs and cats. I want to provide the consistency in a pets routine while their owners are away. I promote owner-established potty training methods in regards to 6 months and older potty training behaviors. My approach combines reliability, patience, and genuine affection for animals while providing pet owners with confidence that their pets are receiving attentive and compassionate care in their absence. I am a Retired NCAA WBB coach so I have time to care for your fur family! I Can adjust to your pets favorite routine! I stay in your home so that your fur family is in their most safe space! I stick to their routines and routes! I can include new enrichment activities and stick to what works for them! I understand crating and routine! I have also slept w 4 animals in bed so that were very supported during the owner’s mini vacation.
“Jozelin did a great job with our two cats. Lots of pictures of them hanging out together. She left everything in order after her stay at our place, and we will definitely book with her again.”

“Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.”

“Rachelle and her husband did a wonderful job taking care of our senior girls when we were out of town for the weekend! Really appreciate all their updates/making sure both girls got their medications”

“Elizabeth took amazing care of our dog and our home while we were away for a wedding this weekend. She is a great communicator, updated us every day on how our dog was doing, and our dog was in great spirits when we returned! We will definitely ask her to watch our dog again in the future and would highly recommend to a friend.”

“Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.”
“Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.”

About: Hi! My name is Bipasha, and I’m currently a first-year med student here in Chicago. I miss my dog, Cody, so very much and would love to spend some time with your dog(s)! I am available for both dog sitting and dog walking. I am doing work remotely from June to August and have plenty of time and flexibility to help with pet care in the Chicago area. I currently live in an apartment so can only take care of pets in the owner’s home. I am very clean and reliable, and will be sure to take great care of your home and pet!
“Jasmine was amazing! She showed great compassion toward our pups and responsiveness to our concerns. One of dogs had GI symptoms from the start of her visit. Jasmine monitored closely and took our pup to the emergency vet for us (the pup is fine 😊)… this was an unexpected snag that took a lot of time and care. But Jasmine did it willingly and kept us informed throughout. We will definitely hire her again!!! (Oh! And she did a great job taking care of the house too!)”

“Emily was great! She followed directions closely and took great care of Levi while I was away. It was wonderful to come back to a clean home and a happy dog. I would definitely book her again in the future.”

“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.”

“Right off the bat I got an excellent first impression of Nikki. She is very warm and friendly. She approached my cat slowly, allowing the greeting to be on my cat’s terms. It showed me she understood cats. During the stay she sent pictures and updates which put me at ease. Nikki was extremely flexible with booking times. When I got home my linens and towels were clean which was not requested or expected. She really above and beyond! She’s now my go-to gal! If you’re looking for someone kind, communicative and great with animals… well, look no further!”

“Quinn was fantastic. She was very responsible, and our dog, who can be a lot of work, loved her. She stayed with our dog at our home and was very neat and responsible. I highly recommend her!”

“Maya did an incredible job and our 4 month old puppy absolutely loved her. Very kind and knowledgeable. Took the initiative to incorporate training during his walk and play time. Provided pictures from throughout her stay. Extremely thorough. M”

Kenwood pet parents share their Rover experiences
Allison has been an amazing dogsitter for our dog, Max. This is the third time we’ve worked with her, and she continues to exceed expectations every time. She’s reliable & communicative, and most importantly Max is always happy and well taken care of when we return. It gives us real peace of mind knowing he’s in such great hands. Highly recommend Allison!

Rahmya was amazing! She was very flexible in setting up a meet and greet and instantly prioritized befriend Stormie. I got lots of updates and update pictures daily of stormie which made the whole process of being out of town much easier. I never felt like Stormie wasn't in good hands. The home was clean and perfectly tidy when we arrived back, which was so appreciated when returning from our trip. I would 100% recommend Rahmya for anyone looking for a pet sitter 💙

Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.
Annie was amazing! I am so thankful for her kindness to my three animals (two cats and a dog). She was so attentive, communicative, and caring, following all of their care routines by the book! Her love of animals is very apparent. I highly recommend her and will definitely be using her again. Thank you Annie!

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

Jasmine is the epitome of caring combined with professionalism. She took care of my small shorkie for an extended stay and when i returned my pet was calm and well cared for. Jasmine checked in every day with a quick message update and pics to let me know how things were coming along. She even checked in on the plants as well. Highly recommend this sitter and will use her again

Dahlia was fantastic to work with. She was great at communicating and sent daily updates of our pups while we were out of town. I felt confident our pets were well cared for. She was respectful of our home as well. I would definitely recommend Dahlia for any housesitting and pet needs.

Ahriel housesat for us for 15 days over the holiday to care for our Boston Terrier, Millie. Ahriel was very professional, responsible, and reliable. Ahri was thoughtful in her questions during the meet and greet and Millie liked her immediately, which isn’t always the case. While we were away, she communicated regularly with us in line with our agreed frequency, sending photos and making note of anything concerning. She stayed at our home while we were away and left it clean and exactly as it was when we left (maybe better?). Millie is happy and healthy! I would highly recommend Ahri and will always check her availability for future sits!

Marlicia is the best!!! She is a wonderful dog sitter and home sitter as well. My husband and I have used her three times now and will continue to do so whenever possible, she is attentive to the dogs schedules and routines, sends multiple updates and is always easy to get a hold of if needed. We can tell our dogs enjoy their time with her as well, when we come home they are relaxed and happy, which is truly the piece of mind we need. She also has had to manage random scenarios that came up and is so go with the flow. For example The first time we used her services she had to facilitate our movers dropping off all our stuff while we were on a cruise and not reachable for some time 😱 she also even gave us a present when we came back from our wedding trip, which meant a lot to us! she is excellent at long stays as well, all three times we have had her stay with the dogs we were gone for 8-10 days. Plus she is able to walk our 90lb Doberman and 50lb Aussie at the same time (not easy to do at all!) and we could tell she had experience with all different dog breeds and sizes. I cannot recommend her enough!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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 away
3. 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
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover 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.











