Pet Sitting & Drop Ins in Montclare, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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1. Rebecca Verified Enhanced Background CheckRover 101

Certified in Training & First Aid

Albany Park, Chicago, IL, 60625

Drop-In Visits, Dog Walking

"So sweet, and so good to my pups, and even my cat (who didn't need to be taken care of, but Rebecca did anyway!!). Will for sure be rebooking with her! ??? (more)"

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2. Robin Verified Background CheckRover 101

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Robin was excellent. Great communication. Dedicated to developing a relationship with our resistant and reluctant cats. Loved getting her updates and assuran... (more)"

3. Joy Verified Background Check

If you’re pet’s happy, I’m happy!

Belmont Cragin, Chicago, IL, 60639

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"I found the Rover app and booked two drop in home visits with Joy to care for my dog. The process was easy. I was very pleased with the Joy’s services and wi... (more)"

4. Sabreenah Verified Background Check

Owner away? We'll sit and stay.

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Always sends me lots of great pictures and videos! (more)"

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5. Jose Verified Enhanced Background CheckRover 101

Chicago Guy for Chicago Pets

Belmont Cragin, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Jose is truly a dog lover, he dog sat for my 4 year old Weimaraner for a week. If you aren't familiar with the breed, they are a very active breed & requir... (more)"

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6. Stefanie Verified Background Check

Right next to a great park for walk

Portage Park, Chicago, IL, 60641

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Stefanie is the best! She is super reliable, kind and thorough. Our kitty is always happy when we come back from out of town thanks to her!!! (more)"

7. Rachel Verified Background Check

Must have k9 to cuddle to run!

Belmont Cragin, Chicago, IL, 60634

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Rachel is probably the best pet sitter I've ever had. We have worked together for several years- she has great animal knowledge and is generally an amazing p... (more)"

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8. Ashlee Verified Enhanced Background Check

All Animals. All Love. All The Time

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"My name is Michael S. and I’m the proud owners of two Lhasa Apsos named Snoopy and Dj. They are Brother’s and are 3 years old. The first time Ashlee met th... (more)"

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9. Lucy Verified Background Check

Snuggles and Strolls

Oak Park, IL, 60302

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Lucy was great! She was very sweet and took great care of our furry friend! At each drop in she sent me pitures and a status report on how his mood was. I hi... (more)"

10. Jessica Verified Enhanced Background Check

Hello Lovely Fur Families!

Montclare, Chicago, IL, 60634

Drop-In Visits, Dog Walking

"Jessica is professional, caring and compassionate. Our Cocker Spaniard is over 12yrs old and Jessica is very patient and nurturing with him. I highly recomme... (more)"

11. Melissa Verified Enhanced Background Check

Friendly, Caring Pet Sitter

Elmwood Park, IL, 60707

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Melissa watched my dog, Cooper, for me when I went on vacation a few months back. She was very pleasant to work with and very responsive. She gave me updates... (more)"

12. Cloud Verified Background CheckRover 101

Cloud Nine Pet Services

Dunning, Chicago, IL, 60634

Drop-In Visits, Dog Walking

"Cloud has done a great job with watching my dog when I'm not able to, and we always appreciate it so much! I also see how much he loves to spend time pamperi... (more)"

13. Jannette Verified Background Check

YOUR PETS HOME AWAY FROM HOME 🐩🎾

Elmwood Park, IL, 60707

Dog Boarding, Drop-In Visits, Doggy Day Care

About: Your dog will be free to roam my home and fenced double lot back yard. My service includes lots of snuggles 🥰 and plenty of photo updates. Whe... (more)

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14. Taylor Verified Background Check

Life without dogs is impawsible.

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Highly recommended Taylor. She dog sat my Zoey. They got along so well. Everytime zoey sees Taylor she brings all her toys so they can play together. (more)"

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15. Beverly Verified Background CheckRover 101

Bev's Pet sitting in Elmwood Park

Elmwood Park, IL, 60707

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"First time user of Rover.com - so pleased! We were completely at peace of mind leaving our puppies with Beverly. She clearly provides a welcoming and lovin... (more)"

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16. Caroline Verified Background Check

Caring animal lover!

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

About: I have a dog of my own that is great with dogs. We enjoy going on walks and going to the dog park. Our house is very secure with locks. The same go... (more)

17. Krystina Verified Background CheckRover 101

Happy Pets, Happy Life

Belmont Cragin, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"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 ... (more)"

18. Liz Verified Background Check

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Liz was wonderful! Despite my last minute request, her response time was quick and she was so flexible, plus Balto loved her right off the bat! While I was o... (more)"

19. Rachel Verified Background Check

Animal lover, fenced in yard

Elmwood park, IL, 60707

Dog Boarding, Drop-In Visits, Dog Walking

About: Hey there! I am an animal lover. When I am not hanging out with my cat (Zoe-Persian cat and super friendly) or dog (Finn an English setter pup) I a... (more)

20. Sarah Verified Background Check

Here to spoil your fur babies ❤️

Dunning, Chicago, IL, 60634

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah was (more)"

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Montclare, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Montclare, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Montclare, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Montclare, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: