Pet Sitting & Drop Ins in Montclare, Chicago, IL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Montclare pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Super nice and great at what she does. Sent me pictures and gave a description after each visit. She provided peace of mind while I was away on my trip. Thanks again!”

“Lauren’s updates while watching my two cats brought me so much comfort! They are needy boys, so it was nice to know they were in good hands. Made sure my packages got in safely and she was great at communicating! Thank you so much again Lauren, truly :~)”


“Incredibly thoughtful and reliable. Went above and beyond bringing our mail into our home for us and showed up exactly when we asked her to. Our pets were so happy that they could stay in our home while we were gone.”

“I couldn’t be happier with the care my cat received while I was away. She was incredibly professional, punctual, and responsible. I felt completely at ease knowing my cat was in such good hands. Communication was great throughout, and it was clear my cat was comfortable and well looked after. Highly recommend!”

About: Hi I am Kathleen or Kat. I have been passionate about animals my entire life, caring for them through my own pets as well as fostering volunteering and rescuing. I have had a very wide array of animal species throughout my lifetime and I passionate about providing them with the highest level of care. I believe the animals are part of our families that need to be treated with the same level of care as any family member. I am experienced with animals of all ages. I am passionate about advocating for bully breeds and am very experienced with their care and handling. I work from home and I have a very flexible schedule so I can plan around the care of your pet. Let's work together so that we can ensure that your pet has exceptional care. I would like to meet with you and know how things are routine within your home and provide the same level of care as you would yourself. I am committed to treating your pets with the same level of love and care that I do my own.
“Fantastic loving care for my 2 dogs! I have a shy senior rescue and a skittish young dog who both take time to warm up to strangers. We scheduled basic check ins/potty breaks over 4 days that they had to be home alone for 8+ hrs each day. The meet and greet went really well and was easy to set up. Each day my pups received a full 30 minutes of attention and loving care. I received MANY photos and videos as well as really awesome communication and updates. Thank you!”


“Camille did drop-in visits for my cat. She was excellent. I appreciated that she kept his litterbox clean and sent several photos daily. I highly recommend Camille and will use her again.”

About: I have taken care of my own and family friend pets for a long time. I have the most expereince caring for dogs and birds. For dogs, I would feed, walk, and bathe them ( I have only bathed dogs that I feel lIke I can). As for birds, I have fed, and cleaned out their cages. I am currently working full time but I work the opening shift. I already go on walks after work, why not have the fur babes join me? I ersoanlly keep my dog in a leash where I know it's unsafe for her to be. Unleashed at home or in sanctioned pet areas like a gated dog park. I am available to do any care that is needed if it;s at client's home.
“Rhianna goes above and beyond! She will care for your pets as if they are her own. She plays with them, give them loves and snuggles, even teaches them tricks! I would highly recommend her to anyone and will continue using her for as long as she’s available.”

“My dog was comfortable with Rachel and Rachel gave her the attention she needed while I was out of town and my significant other was working during the day. Looking forward to her taking care of Roxanne again 💜”

About: I have had dogs all my life and it doesn't feel normal to be without. I consider myself quite experienced as I am very patient and soft spoken but also very enthusiastic and think it's important to use a "happy voice "! I have alot of time on hand and like to get out and walk a lot. My home is very suitable for dogs as they can be wherever they want! If they are "cuddlers" they are more than welcome to sleep with me! I treat all dogs as if they're my own and try to go above and beyond to make them happy! I have experience with puppies as well as elderly dogs and dogs with special needs/medications. Overall very excited to meet my next house guest!😊
About: I have been a dog owner my whole life. I've had breeds from chihuahuas to pit bulls. I love dogs they brighten my day.I am the proud dog dad of my Pomeranian (cyrus) age 5 I've had him since he was a pup and he lives in harmony with my brothers pit bull which I also brought home as a pup he's 15, I love all animals , my life has practically been a zoo. I also like to rescue animals when I get the chance.I am trying make a career out of caring and helping animals so I am applying to shelters so that I can care for animals full time. If you wish to know more don't hesitate to ask. My schedule is open at the moment so I have more time to spend taking care of your fur babies. I do pet sit, as well as check-ins and walks.I'm a dedicated animal lover with experience caring for pets of all shapes and sizes. I'm reliable, responsible, and passionate about providing the best possible care for your furry friends I know that for my dogs I provide the best possible food and hygiene care And I know that each individual pet requires specific needs and diets so I adhere to my clients preferences
About: My dog is 14 years old, and we have gone through various stages and even illnesses together. I understand and have a strong connection with animals, and I will always try my best to help and find the right approach to your pet and surround them with care. I am currently unemployed and have plenty of time to help with pet care. I am ready to share my love and care. Always welcome I can come over to feed, clean the litter box, and play with your pet so that it doesn't feel lonely without his mom or dad

“I can’t even put into words how wonderful Krystina is! She made me feel so comfortable and great about this entire process of watching my kitty. This was my first time using an app like this and I couldn’t be happier! She always stayed extra long to hang with my kitty and sent the BEST pictures while she was there! She left detailed notes about my kitty and always kept me in the loop. She went out of her way to meet me and my kitty before and was just so kind. I couldn’t recommend her enough!! I will absolutely be using her again in the future! My kitty never went too long without Krystina coming for the next check in. I truly am so grateful for her!!!”

“My flight was delayed because of the snow in Chicago Ashley eased my anxiety and took care of my girl until I could get back. She also washed her bedding when she had an accident in her bed. I really appreciated her going above and beyond.”


“Great service Cheryl was always on time and take care of molly like it’s hers. Definitely will call for service again in future Thank you for the great provided care”


“Arianna did an amazing job with my dog Nala! She was never late going to walk her, which was great because then Nala wasn’t alone for any extended periods of time. I could tell in every picture update I got that Nala fell in LOVE with Arianna! Which was so reassuring because I knew my baby was being taken great care of. Thank you Arianna!”

Over 343 pet parents in Montclare have booked pet sitting
Montclare pet parents share their Rover experiences
We feel so comfortable with Beth and so reassured our cats will be well cared for while we are away! Beth always makes sure to give the cats some pets and attention, she takes lots of pictures, and sends a good summary of the visit so we know how it went. Food, water, and litter are always taken care of. We appreciate having her come and will definitely rebook!

My cat received caring and helpful attention from Kara, the cat sitter. Especially when, as she is so friendly, kitty Francine did let her approach! It's the first time ever in this former hoarding victim's life, a stranger was allowed to see, and photograph, Francine! Thank you so much Kara!

Natalie did a great job with my cat maki! Maki is usually very shy and slow to warm up with new people but natalie was very patient and kind and was able to earn maki’s trust. I love getting updates and photos, and i felt very comfortable knowing maki was in good hands. Highly recommend, would definitely book again!

We finally found a dog sitter! After at least 6 dog sitters, Samantha is a keeper! She was the only one that could give our dog injections, walk an extremely stubborn dog and to complete the visits during the times we asked. Her communications with us were perfect. Amazing! Thank you!

Karolly has watched our dear Winona a handful of times now and we'll always come back to her! She shows so much love and affection to Winona while we're gone which helps us relax and know our little girl is less stressed about our absence. She sends lots and lots of videos and pictures that help us feel like we're right there with our baby even when we're away.

I would give Amber 6 stars if I could! I left my dog Odin and my cat Freija with her. This was the first time either has been with a sitter or away from me for this long. They immediately felt her warm, loving energy and were completely comfortable with her. Amber is consistent and responsive whenever I would reach out for additional information. I can't say enough great things or recommend her more highly. If you're looking for a sitter and worried about finding the right one, look no further!

How Rover works

1. Search
Read verified reviews by pet parents like you and choose a 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 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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Montclare.
Rover makes it easy to find Montclare pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.














