Pet Setting & 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.

Confirmed availability
This weekend
1. Jonathan

Safe, Reliable & Fun Dog Walking

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

"Jonathan gave a very detailed recap of the check ins he did for my dog, which I really appreciate because I worry about her when I’m gone. He also provided l... (more)"

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2. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa has been absolutely great with both my pups and is very flexible. She communicates regularly and my pups seems to really like her. I highly recommend ... (more)"

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3. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Robin takes such good care of our girl and communicates well about how things went and is really prompt in answering our requests for services. I definitely... (more)"

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4. Anna

Best furry friends forever

Schiller Park, IL, 60176

Dog Boarding, Drop-In Visits, Doggy Day Care

About: Hi, I' Anna. I grew up with dogs and cats and I'm very comfortable with both large and small dogs. Your dog would be played with, taken on long wal... (more)

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5. Laura

Puppy play time!

Forest Park, IL, 60130

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

"Laura was great with our pup! She even brought along her own dog so they could play together in the backyard. I came home to a happy, worn out puppy! (more)"

6. Destiny

Energy of a puppy

Franklin Park, IL, 60131

Drop-In Visits, Dog Walking

"Amazing doggy care taker! Destiny truly loves pups and treats them so well. I can't wait to book her again! Thank you Destiny!!! (more)"

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7. Melissa

Large fenced yard. Home full-time

Belmont Cragin, chicago, IL, 60639

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

"Melissa, is an exceptional dog caregiver. She is punctual, respectful, responsible and most of all caring. She has unconditional love for dogs and has a pass... (more)"

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8. Kendra

Special needs are my speciality!

Irving Park, Chicago, IL, 60641

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

"Kendra is every dog's dream girl! My rescue pup has some territorial issues and Kendra has always found a way (due to her incredible amount of patience and s... (more)"

Confirmed availability
This weekend
9. Allison

Home full-time, flexible schedule

Oak Park, IL, 60301

Drop-In Visits, Dog Walking

"Allison did a great job on her visits to my puppy, Frank. She was great with him and super reliable. Thanks, Allison! (more)"

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10. Jacob

Love all things animal-related!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Jacob did an awesome job looking after the pets while I was out of town. Did great with our senior’s medication and is very reliable! (more)"

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11. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Arianna watched my cat for a week while I was out of town and everything went great! I was new to the app and she helped answer some of my questions and wor... (more)"

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12. Tiffani

Pet whisperer and huge spoiler!

ELMWOOD PARK, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Tiffani was awesome at taking care of my brothers dog. She showed us pictures at every visit and kept us up to date on everything. I would completely trust a... (more)"

13. Sami

Dog Groomer's Daughter- experienced

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Sami has always been a dog lover and learned to bathe dogs as a kid. She grew up in a dog family. So she has a lot of experience. I am always worried because... (more)"

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14. Tricia

Full-time dog lover

Montclare, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"She was very nice when she met my dogs and they seemed to like he right away. The dogs seemed to really like her and she took a ton of pictures of them. I wo... (more)"

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15. Rob

Dogs who love walks will love me.

Elmwood Park, IL, 60707

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

"Rob has been taking care of both of my dogs for several years. He watched them while we are away and walks them occasionally during the day. Both dogs love h... (more)"

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16. Khristian

lots of availability

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"I have known Khristian for a long time and since the beginning she has loved animals. When we're walking and she sees a dog everything must stop so she can g... (more)"

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17. Rasa

I'll care for your dog like my own

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"It is great to have a dog-walker you can count on. Rasa is always on time and gives great feedback about my dog. (more)"

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18. Berenice

Home Full Time

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Berenice is our go to for watching our fur babies! We have a hyper Great Dane & a sweet, lazy pit bull. She is one of the only people we trust to watch them ... (more)"

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19. Esmeralda

I’ll run with your dog

Portage Park, Chicago, IL, 60634

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

"Esmeralda is the most passionate person I know. She loves dogs, and been so caring for them even long before she had a few of her own. Her selfless character... (more)"

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20. Veronica

Home full-time - Let the fun begin!

Montclare, Chicago, IL, 60634

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

"I requested overnight dog boarding services and couldn’t have been happier with the service I received! Veronica did a great job of providing plenty of upda... (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: