House Sitting in West Town, Chicago, IL
Find a loving house sitter to watch over your pets and your home.
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Top rated West Town house sitters
“Maya is the best! Maya took care of my sweet prince for the first time over the weekend and everything was perfect! All instructions were followed and they kept in constant contact with me. Wonderful dog sitter! I trust Maya with my dog 100% and will be having them dog-sit my dog from now on whenever I have to leave town. Maya is the best!”
“Nia took me as a last minute client when another sitter didn't work out. From the moment I messaged her, I had no worries about her watching my dog! Nia is so thoughtful and kind and has such a gentle spirit which was perfect for my new rescue dog. She asked lots of questions before I left to understand our routine and while I was gone she sent regular updates and pictures. I know my dog had the sweetest time with Nia and I will confidently book her to watch my dog whenever I need to go out of town in the future! What a relief to know there's someone who will care for your dog like you would. 🙏🏾 Thank you so much Nia!!”
“Perniall did a great job taking care of Miss Bean. He was attentive to her special needs and followed her care instructions closely, which really helped me feel at ease while I was away. I appreciated the updates and the thoughtful attention he gave her. I’d definitely recommend him, especially for pets who need a little extra care.”
“David was a phenomenal dog sitter. Very responsive and flexible. It was our first time using Rover and he was very helpful with the whole booking process. Our dogs loved David. We will def be booking with him again.”
“Sarah did great with our two dogs, including a high anxiety dog who needs medication and extra care on walks. We came home to a spotless apartment and two tired and happy pups.”
“As a first time Rover user, Allison eased my concerns and was a great fit for my pup. She checked in to let me know when she arrived/left, reached out with any questions during her stay and sent pictures :)”
“Lindsay was awesome! Was super easy to work with and showed such patience while taking care of my shy old cat. I was updated every day with a photo and message about how things went. 5/5 will be working with Lindsay again!”
“Samaah understood our care instructions excellently and looked after our three cats even while they were undergoing some major changes in their routine. Her updates were great, and she was very easy to communicate with.”
“Erin was fantastic! Our dog can be anxious around new people and our cat was dealing with some medical issues and Erin handled both of them fantastically. She sent us lots of pictures and videos which gave us a lot of reassurance that everyone was doing well. We came home to a clean house and happy pets. Would definitely recommend Erin and we will certainly be booking again.”
“Christina was great with my anxious rescue pup, Max! She gave him time to warm up and won him over with snuggles and walks following his lead. She also helped wash the linens, etc. I came home to a happy pup!”
“Kateryna is so genuine and sweet, she was amazing with my little Po. She was very prompt with responding to messages, was on time, made sure she was clear on all instructions and schedule, and followed and carried them out outstandingly. I loved getting the photo and video updates while she was with Po, he looked so happy which made me feel so at ease. She also sent me a detailed summary of how he did while she was sitting him, which I truly appreciated. I will definitely be booking with Kateryna again. Thanks for taking such great care of Po! :)”
“Madison was great! She took great care of Archie while I was away and was very communicative! She followed all my instructions and took great care of my place as well! Def would recommend Madison!”
“Ashley did a great job taking care of our dog and house while we were on vacation. She sent pictures and updates daily and our house was clean when we got gone. I would recommend her and if I need a dog sitter in the future I would definitely rebook Ashley!”
“Bella did a fabulous job taking care of my dog Buster. Buster is an elderly dog and he is cautious with new people. Bella was patient with him and followed his lead until Buster felt comfortable with her.”
“Chris was able to last minute watch my dog for 2 full weeks over the Christmas/New Years holiday. He made leaving her so much easier as I didn’t have to worry if she was being taken care of or not. Would 100% use again!”
“Rachelle was great with Fenway. She took her on plenty of walks and brought her out and about to socialize with other people. Would highly recommend to anyone!”
“Elaine was wonderful! She kept us in the loop with pictures and updates, which made us feel really plugged in and not missing Hal too much. Elaine stayed in our house as part of this booking and left it clean and organized. We will definitely be booking again!”
Loving house sitters in your neighborhood
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Maya A.Star Sitter
“Maya is the best! Maya took care of my sweet prince for the first time over the weekend and everything was perfect! All instructions were followed and they kept in constant contact with me. Wonderful dog sitter! I trust Maya with my dog 100% and will be having them dog-sit my dog from now on whenever I have to leave town. Maya is the best!”
Nia A.
Star Sitter
“Nia took me as a last minute client when another sitter didn't work out. From the moment I messaged her, I had no worries about her watching my dog! Nia is so thoughtful and kind and has such a gentle spirit which was perfect for my new rescue dog. She asked lots of questions before I left to understand our routine and while I was gone she sent regular updates and pictures. I know my dog had the sweetest time with Nia and I will confidently book her to watch my dog whenever I need to go out of town in the future! What a relief to know there's someone who will care for your dog like you would. 🙏🏾 Thank you so much Nia!!”
Perniall G.Star Sitter
“Perniall did a great job taking care of Miss Bean. He was attentive to her special needs and followed her care instructions closely, which really helped me feel at ease while I was away. I appreciated the updates and the thoughtful attention he gave her. I’d definitely recommend him, especially for pets who need a little extra care.”
David C.Star Sitter
“David was a phenomenal dog sitter. Very responsive and flexible. It was our first time using Rover and he was very helpful with the whole booking process. Our dogs loved David. We will def be booking with him again.”
Sarah M.Star Sitter
“Sarah did great with our two dogs, including a high anxiety dog who needs medication and extra care on walks. We came home to a spotless apartment and two tired and happy pups.”
Allison C.Star Sitter
“As a first time Rover user, Allison eased my concerns and was a great fit for my pup. She checked in to let me know when she arrived/left, reached out with any questions during her stay and sent pictures :)”
Lindsay J.Star Sitter
“Lindsay was awesome! Was super easy to work with and showed such patience while taking care of my shy old cat. I was updated every day with a photo and message about how things went. 5/5 will be working with Lindsay again!”
Samaah A.
“Samaah understood our care instructions excellently and looked after our three cats even while they were undergoing some major changes in their routine. Her updates were great, and she was very easy to communicate with.”
Hang Y.
“Hang did a fantastic job dog sitting our pup, Apollo! He sent us many updates via video and text messages. We will definitely be utilizing his services again!”
Erin H.Star Sitter
“Erin was fantastic! Our dog can be anxious around new people and our cat was dealing with some medical issues and Erin handled both of them fantastically. She sent us lots of pictures and videos which gave us a lot of reassurance that everyone was doing well. We came home to a clean house and happy pets. Would definitely recommend Erin and we will certainly be booking again.”
Christina L.Star Sitter
“Christina was great with my anxious rescue pup, Max! She gave him time to warm up and won him over with snuggles and walks following his lead. She also helped wash the linens, etc. I came home to a happy pup!”
Kateryna S.Star Sitter
“Kateryna is so genuine and sweet, she was amazing with my little Po. She was very prompt with responding to messages, was on time, made sure she was clear on all instructions and schedule, and followed and carried them out outstandingly. I loved getting the photo and video updates while she was with Po, he looked so happy which made me feel so at ease. She also sent me a detailed summary of how he did while she was sitting him, which I truly appreciated. I will definitely be booking with Kateryna again. Thanks for taking such great care of Po! :)”
Madison K.
“Madison was great! She took great care of Archie while I was away and was very communicative! She followed all my instructions and took great care of my place as well! Def would recommend Madison!”
Ashley O.
“Ashley did a great job taking care of our dog and house while we were on vacation. She sent pictures and updates daily and our house was clean when we got gone. I would recommend her and if I need a dog sitter in the future I would definitely rebook Ashley!”
Bella B.
“Bella did a fabulous job taking care of my dog Buster. Buster is an elderly dog and he is cautious with new people. Bella was patient with him and followed his lead until Buster felt comfortable with her.”
Christopher W.
“Chris was able to last minute watch my dog for 2 full weeks over the Christmas/New Years holiday. He made leaving her so much easier as I didn’t have to worry if she was being taken care of or not. Would 100% use again!”
Rachelle S.Star Sitter
“Rachelle was great with Fenway. She took her on plenty of walks and brought her out and about to socialize with other people. Would highly recommend to anyone!”
Elaine K.Star Sitter
“Elaine was wonderful! She kept us in the loop with pictures and updates, which made us feel really plugged in and not missing Hal too much. Elaine stayed in our house as part of this booking and left it clean and organized. We will definitely be booking again!”
Cris C.Star Sitter
“Cris was absolutely fantastic! Sent great updates, was patient with our shy girl, kept our home nice and clean! We cannot wait to book with Cris again!”
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
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in West Town on Rover as of Aug 2025 was about $50 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, 83% of West Town house sitters respond in under an hour.
House sitters in West Town have an average of 13 years of experience. House sitters with repeat customers have an average of 6 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in West Town.
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. West Town 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.
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