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Top rated Chicago house sitters

“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 is so amazing, would 100% recommend her to take care of your pet! She is so kind and asked many great questions about our pet and home at our meet and greet. She took care of our dog for over two weeks and sent daily pictures and updates. She played with him, took him on long walks and brushed him. Our dog clearly loved her and her communication made us feel so reassured on our trip! She also left our place very clean. We are so lucky to have found her!”


“Ana was super empathic and gentle, great for our anxious dog’s first house sitting experience in Chicago. She sent us heaps of updates. She was truly amazing!”


“We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back 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.”

“Amanda left our place spotless and well cared for…but more importantly, our dogs seemed relaxed, happy, and clearly well cared for. Communication was great over the entire stay. Thank you Amanda!”


“We’ve got one special needs dog and two elderly cats that need very specific diets and medications. We’ve also got one more dog and cat! Brianna came in at the last minute for us to take care of everyone and after getting home it’s clear how much love everyone got from her thank you so much for taking such great care of everyone and sitting for us.”



“We contacted Pablo very last minute due to a death in the family that we had to leave town for right away. Pablo was very responsive and worked with us to meet quickly. He was very friendly and polite. He was also flexible as we were unsure of our return date and he accommodated our schedule. He sent daily updates on our dog. I had not used the app before so I was a bit nervous having someone stay in our home while we were gone, but Pablo was great. He also was good with providing all of the medications needed as our dog was also sick and recovering from a serious illness. We will definitely book with him again when we need a sitter! Thank you, Pablo!”


“Ya know when you find an amazing hidden gem restaurant and it's so good you don't even want to tell people about it? Thays Samantha. She's outstanding and took SUCH great care of our two dogs as well as our home. One of our dogs is blind and takes a lot of meds, and the other is veryyy old so requires being carried a lot, and she handled everything perfectly. She went above and beyond as a in home sitter as well, washing all the bedding from the guest room too, which we would have happily done when we got home. We even came home to a very nice note. My partner who was very weary about Rover and leaving the dogs in general, has been raving about her since we got home. I selfishly don't want to write this review because I dont want her to be booked the next time we need her!”


“Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!”


“Nicole was superb: friendly, prompt, communicative, and most of all, really great with our two puppies. They got more walks with her than they have in a very long time! She sent videos, photos, and updates each day, which we really appreciated. Will absolutely book her again.”


“Alyssa was great with my dog! She updated me every day with how he was and what they did that day. He seemed happy and content when I got home. She was also very respectful of my home and left it clean. I would definitely recommend her!”


“I can't say enough about Hunter. Truly. He came through on VERY short notice after another sitter had cancelled with only 48 hours notice before a business trip I couldn't cancel. That should be enough for 6 stars out of five, but he took OUTSTANDING care of our dog. Really really outstanding. Our dog has some strict medicine needs and he did an amazing job. He also stayed at our place and took great care of it. I know it's not easy to have a stranger stay at your house, but Hunter is kind, responsible and trustworthy. Like I said at the beginning, I can't thank or recommend him enough. I will absolutely use him again. A pleasure to work with.”



“Allison stayed with our pups for two nights and we couldn’t be happier! They were in great care, she paid attention to all of our notes, and the house was in impeccable order when we came home. She communicated daily and sent photos just so we could see how comfortable everybody was. We are all very happy with Allison and would book her again anytime!”


“Jade was outstanding! they provided us with the peace of mind we needed to enjoy our time away. they were both responsive and proactive in communication, which showed they genuinely cared. should we ever need their services again Jade will certainly be out first choice!”


“Molly was wonderful! She has been great with communicating and responding back pretty quickly and sending updates. I could tell that my pup was well taken care of and that he was very relaxed. We booked with Molly again next month! Thank you, Molly!”


“Jordan did a great job with penny! She watched her twice this weekend on short notice and was timely, communicative, and handled everything with ease. I’ll definitely be rebooking her in the future.”


“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.”

Loving house sitters in your neighborhood
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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

“Brianna is so amazing, would 100% recommend her to take care of your pet! She is so kind and asked many great questions about our pet and home at our meet and greet. She took care of our dog for over two weeks and sent daily pictures and updates. She played with him, took him on long walks and brushed him. Our dog clearly loved her and her communication made us feel so reassured on our trip! She also left our place very clean. We are so lucky to have found her!”


Ana A.Star Sitter

“Ana was super empathic and gentle, great for our anxious dog’s first house sitting experience in Chicago. She sent us heaps of updates. She was truly amazing!”


Alison F.Star Sitter

“We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back 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.”


Amanda B.

“Amanda left our place spotless and well cared for…but more importantly, our dogs seemed relaxed, happy, and clearly well cared for. Communication was great over the entire stay. Thank you Amanda!”


Brianna S.

“We’ve got one special needs dog and two elderly cats that need very specific diets and medications. We’ve also got one more dog and cat! Brianna came in at the last minute for us to take care of everyone and after getting home it’s clear how much love everyone got from her thank you so much for taking such great care of everyone and sitting for us.”




Pablo V.
Star Sitter


“We contacted Pablo very last minute due to a death in the family that we had to leave town for right away. Pablo was very responsive and worked with us to meet quickly. He was very friendly and polite. He was also flexible as we were unsure of our return date and he accommodated our schedule. He sent daily updates on our dog. I had not used the app before so I was a bit nervous having someone stay in our home while we were gone, but Pablo was great. He also was good with providing all of the medications needed as our dog was also sick and recovering from a serious illness. We will definitely book with him again when we need a sitter! Thank you, Pablo!”


Samantha L.Star Sitter

“Ya know when you find an amazing hidden gem restaurant and it's so good you don't even want to tell people about it? Thays Samantha. She's outstanding and took SUCH great care of our two dogs as well as our home. One of our dogs is blind and takes a lot of meds, and the other is veryyy old so requires being carried a lot, and she handled everything perfectly. She went above and beyond as a in home sitter as well, washing all the bedding from the guest room too, which we would have happily done when we got home. We even came home to a very nice note. My partner who was very weary about Rover and leaving the dogs in general, has been raving about her since we got home. I selfishly don't want to write this review because I dont want her to be booked the next time we need her!”


Chauntrell W.

“Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!”


Nicole R.

“Nicole was superb: friendly, prompt, communicative, and most of all, really great with our two puppies. They got more walks with her than they have in a very long time! She sent videos, photos, and updates each day, which we really appreciated. Will absolutely book her again.”




Emily N.Star Sitter

“Emily took great care of my pup Lily and made her feel at ease when I was gone. She was very flexible in accommodating my change in schedule,”


Alyssa G.Star Sitter

“Alyssa was great with my dog! She updated me every day with how he was and what they did that day. He seemed happy and content when I got home. She was also very respectful of my home and left it clean. I would definitely recommend her!”


Alysia G.

“Always a pleasure to have Alysia pet sit/house sit for us.”


Hunter S.

“I can't say enough about Hunter. Truly. He came through on VERY short notice after another sitter had cancelled with only 48 hours notice before a business trip I couldn't cancel. That should be enough for 6 stars out of five, but he took OUTSTANDING care of our dog. Really really outstanding. Our dog has some strict medicine needs and he did an amazing job. He also stayed at our place and took great care of it. I know it's not easy to have a stranger stay at your house, but Hunter is kind, responsible and trustworthy. Like I said at the beginning, I can't thank or recommend him enough. I will absolutely use him again. A pleasure to work with.”




Allison J.

“Allison stayed with our pups for two nights and we couldn’t be happier! They were in great care, she paid attention to all of our notes, and the house was in impeccable order when we came home. She communicated daily and sent photos just so we could see how comfortable everybody was. We are all very happy with Allison and would book her again anytime!”


Jade T.Star Sitter

“Jade was outstanding! they provided us with the peace of mind we needed to enjoy our time away. they were both responsive and proactive in communication, which showed they genuinely cared. should we ever need their services again Jade will certainly be out first choice!”


molly m.

“Molly was wonderful! She has been great with communicating and responding back pretty quickly and sending updates. I could tell that my pup was well taken care of and that he was very relaxed. We booked with Molly again next month! Thank you, Molly!”


Jordan M.

“Jordan did a great job with penny! She watched her twice this weekend on short notice and was timely, communicative, and handled everything with ease. I’ll definitely be rebooking her in the future.”


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.”
Over 17,481 pet parents in Chicago have booked house sitting
Chicago pet parents share their Rover experiences
Sariyah is my most trusted walker. She always gives me timely updates and does careful little things like leave the TV on the squirrel channel for my dog. She even added extra cuddles and comfort during a storm. I can always count on her to give quality care to my dog.

Alexandra and Genessis were great with my 12 year old husky mix, Luna! They recently house sat for me and watched her for 4 nights, which is the longest I’d been away in a long time. They communicated frequently, sent lots of photos, and followed detailed instructions for feeding, giving medications and walking. My neighbors commented on how good they were with her and that she seemed very relaxed and comfortable with them.

Brianna is so amazing, would 100% recommend her to take care of your pet! She is so kind and asked many great questions about our pet and home at our meet and greet. She took care of our dog for over two weeks and sent daily pictures and updates. She played with him, took him on long walks and brushed him. Our dog clearly loved her and her communication made us feel so reassured on our trip! She also left our place very clean. We are so lucky to have found her!

Amazing experience! Emily was thoughtful and kind with by dog, I especially enjoyed the numerous updates I’d get daily. It was so nice to not be worried while being away, knowing things were being handled so well at home. She was communicative, and left the house in better shape than she found it!

Connor did an amazing job taking care of Luna and making her feel like she was on her own vacation while we were gone. This was our first time having a sitter staying in our home and Connor took care of the place and Luna beyond our expectations. He would send daily updates, pictures and was very responsive if we had any questions. Luna was sad to see him go but we will definitely be working with him again in the future.

Sharon is amazing -- she took care of our 4 month old puppy, Scampi, for 4 days. Scampi stayed with Sharon and her pup Ace. During her time there, Sharon took Scampi on lots of great walks, did some training and socialization with her, and sent lots of pictures and updates daily. Scampi loved her time with Sharon so much, she was so sad to leave and come back home with us! I would 100% recommend Sharon to anyone. Thank you!

Rachelle was great! Took great care of Ollie and made him feel comfortable. So much so that he ate his food and drank his water while I was away which he rarely ever does. She was also able to adjust my booking needs last minute because I had my dates wrong. Thanks Rachelle! Will book again.

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!
The median cost per night for house sitting in Chicago is $50
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.
Sitters in Chicago average 4 repeat house sitting clients
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 Chicago 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.
As of Aug 2025, there are 6,732 house sitters in Chicago. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Chicago house sitters respond in under an hour.
House sitters in Chicago have an average of 13 years of experience. House sitters with repeat customers have an average of 4 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 Chicago.
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. Chicago 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.
