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

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Top rated Montclare house sitters

“Andrea is fantastic! She watched out two dogs and our home for 5 days while we were out of town. She sent many photos and was very communicative, which we really appreciated, and she was so sweet with the dogs. I can tell they were very well cared for while we were gone. We would love to have Andrea back the next time we travel!”


“Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!”


“Jo was great!! She was very communicative and took great care of our little Josie. This was our first time leaving our 3 month old puppy for the night and Jo made us feel so comfortable. We will definitely be using Jo again!! 🙂”


“Coleen stayed with our animals while we were gone and was amazing. She sent many messages and photos throughout our trip so we knew they were getting the best care. When we got home our dog was tired and happy - a sign of a fun long weekend! We will definitely rebook with Coleen and would recommend her to anyone.”


“Perniall was great with the dogs. Patient with our one dog who is a bit barky to new people in the home and we successfully had no accidents from our puppy for the day”


“Jillian watched our two dachshunds for a weekend and she was fantastic - friendly and easy to communicate with, very punctual. We are looking forward to having her watch them again!”


“Renee is incredibly thoughtful, thorough, and knowledgeable when it comes to pet care. She takes the time to learn your pet, and applies her experience to help them thrive while you’re away. She was consistent with communication at every step as well, and incredibly trustworthy. My pup warmed up to her right away!”


“Maiya was so great and took really good care of Lucy while we were away for the day! She gave us regular updates and helped Lucy as she is working through some anxious behaviors since Lucy can struggle with some separation anxiety. She made us feel so comfortable and we would absolutely recommend her to anyone needing a dog sitter!”


“Stephanie pup sat and house sat for us while we were out of town for over a week and she was FANTASTIC every step of the way. She came over to meet our two pups and they instantly connected, even our doggo who’s a bit of a scaredy cat loved her instantly. We explained the flow of a typical day before we left, and throughout the trip we never for a second worried that Stephanie needed extra reminders or pings. Stephanie sent us regular updates and pics of the pups as they explored the neighborhood on their leashed walks. Stephanie was also very clean and treated our place with a ton of respect - we’d had the place cleaned before we left and it looked even cleaner and tidier when we got back. Overall we were really happy with Stephanie, who helped us out immeasurably while also juggling her work. Our pups were well taken care of, our place was looked after, and I honestly can’t remember another trip we took where we didn’t have to worry at all about how our girls were doing, and we have Stephanie to thank for that!”



“April is responsive, personable, and friendly. She stayed in our home and took great care of our cat and dog, who can be anxious and high-strung at times. We enjoyed getting pictures and updates while we were away. Highly recommend!”


“Ola was a wonderful dog sitter for our pup. She was neat, orderly, and respectful of our place while we were gone. She did us a huge favor by staying with our pup over Memorial Day weekend. 10/10!”


“Cheryl was terrific! She stayed at our house and she and Maggie got along great while we were far away for 12 days. She sent regular pictures and updates, so it was great to have a worry-free vacation. All was well at our house when we returned. We would have Cheryl come again.”



“Annie gave me daily photo updates and left me a picture she drew of Kiku, my floofy cat, after she left which was fun! My place looked better than how I left it when I got back. Kiku seemed happy to have a friend while I was gone and she got lots of quality time and attention with Annie staying at my place.”


“Ariel is a great pet/house sitter. She was flexible, responsive, and our dog took to her very quickly, which never happens. We will definitely book her for future dog sitting!”


“Great sitter. Very friendly. Seems like my pup had a great time. Max is a pro dog sitter. Will book with him again. He asked good questions about dog related things that I forgot about”


“Elijah took great care of my cat while I had to travel for work. My cat had medication that needed to be administered, and there were no problems. So happy! Thank you!”


“Ashley left my home cleaner than before we left. She took great care of our dog, who had recently injured his leg, and adapted care plans on the fly despite it being her first time watching them. She handled a deaf and visually impaired 1.5y/o Aussie like she'd lived with him her whole life. Everyone was happy, safe, and sound upon our return.”

Loving house sitters in your neighborhood
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Andrea C.Star Sitter

“Andrea is fantastic! She watched out two dogs and our home for 5 days while we were out of town. She sent many photos and was very communicative, which we really appreciated, and she was so sweet with the dogs. I can tell they were very well cared for while we were gone. We would love to have Andrea back the next time we travel!”


ray r.Star Sitter

“Thank you, Ray. We appreciate you and will call upon you again. Ray is dependable and our dogs are well cared for under his supervision. Highly recommend!”


Diane B.Star Sitter

“Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!”


Jo D.Star Sitter

“Jo was great!! She was very communicative and took great care of our little Josie. This was our first time leaving our 3 month old puppy for the night and Jo made us feel so comfortable. We will definitely be using Jo again!! 🙂”


Coleen T.Star Sitter

“Coleen stayed with our animals while we were gone and was amazing. She sent many messages and photos throughout our trip so we knew they were getting the best care. When we got home our dog was tired and happy - a sign of a fun long weekend! We will definitely rebook with Coleen and would recommend her to anyone.”


Perniall G.Star Sitter

“Perniall was great with the dogs. Patient with our one dog who is a bit barky to new people in the home and we successfully had no accidents from our puppy for the day”


Jillian L.

“Jillian watched our two dachshunds for a weekend and she was fantastic - friendly and easy to communicate with, very punctual. We are looking forward to having her watch them again!”


Renee S.


“Renee is incredibly thoughtful, thorough, and knowledgeable when it comes to pet care. She takes the time to learn your pet, and applies her experience to help them thrive while you’re away. She was consistent with communication at every step as well, and incredibly trustworthy. My pup warmed up to her right away!”


Maiya D.Star Sitter

“Maiya was so great and took really good care of Lucy while we were away for the day! She gave us regular updates and helped Lucy as she is working through some anxious behaviors since Lucy can struggle with some separation anxiety. She made us feel so comfortable and we would absolutely recommend her to anyone needing a dog sitter!”


Stephanie M.

“Stephanie pup sat and house sat for us while we were out of town for over a week and she was FANTASTIC every step of the way. She came over to meet our two pups and they instantly connected, even our doggo who’s a bit of a scaredy cat loved her instantly. We explained the flow of a typical day before we left, and throughout the trip we never for a second worried that Stephanie needed extra reminders or pings. Stephanie sent us regular updates and pics of the pups as they explored the neighborhood on their leashed walks. Stephanie was also very clean and treated our place with a ton of respect - we’d had the place cleaned before we left and it looked even cleaner and tidier when we got back. Overall we were really happy with Stephanie, who helped us out immeasurably while also juggling her work. Our pups were well taken care of, our place was looked after, and I honestly can’t remember another trip we took where we didn’t have to worry at all about how our girls were doing, and we have Stephanie to thank for that!”




April S.Star Sitter

“April is responsive, personable, and friendly. She stayed in our home and took great care of our cat and dog, who can be anxious and high-strung at times. We enjoyed getting pictures and updates while we were away. Highly recommend!”


Malcomn F.Star Sitter

“Malcomn is the best. He leaves the house spotless and our pets are extremely happy. We continually refer him to others and recommend you book him.”


Oluwemimo "Ola" A.

“Ola was a wonderful dog sitter for our pup. She was neat, orderly, and respectful of our place while we were gone. She did us a huge favor by staying with our pup over Memorial Day weekend. 10/10!”


Karolly Z.Star Sitter

“She's the best! My pup loves her and is comfortable around her. She's taken care of him a few times now and I know he's in good hands and is well taken care of!”


Cheryl L.Star Sitter

“Cheryl was terrific! She stayed at our house and she and Maggie got along great while we were far away for 12 days. She sent regular pictures and updates, so it was great to have a worry-free vacation. All was well at our house when we returned. We would have Cheryl come again.”




Annie L.

“Annie gave me daily photo updates and left me a picture she drew of Kiku, my floofy cat, after she left which was fun! My place looked better than how I left it when I got back. Kiku seemed happy to have a friend while I was gone and she got lots of quality time and attention with Annie staying at my place.”


Ariel R.Star Sitter

“Ariel is a great pet/house sitter. She was flexible, responsive, and our dog took to her very quickly, which never happens. We will definitely book her for future dog sitting!”


Max B.

“Great sitter. Very friendly. Seems like my pup had a great time. Max is a pro dog sitter. Will book with him again. He asked good questions about dog related things that I forgot about”


Elijah M.Star Sitter

“Elijah took great care of my cat while I had to travel for work. My cat had medication that needed to be administered, and there were no problems. So happy! Thank you!”


Ashley L.


“Ashley left my home cleaner than before we left. She took great care of our dog, who had recently injured his leg, and adapted care plans on the fly despite it being her first time watching them. She handled a deaf and visually impaired 1.5y/o Aussie like she'd lived with him her whole life. Everyone was happy, safe, and sound upon our return.”
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 Montclare 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, 78% of Montclare house sitters respond in under an hour.
House sitters in Montclare have an average of 20 years of experience. House sitters with repeat customers have an average of 7 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 Montclare.
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. Montclare 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.
