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.

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1. 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)"

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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

"This is my first time using a petsitter and I'm very impressed! Got daily updates on check-ins along with pictures. Will definetly go to again the next time ... (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 was great. She went above and beyond what I expected from a dog walker and took extra special care of my dog. The daily updates that I received from ... (more)"

Confirmed availability
Christmas and New Year
4. Diana

Doggone fun! Let's take a walk!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Diana is one of my favorite sitters. She is patient, kind and loves my unpredictable, wild, little Miles almost as much as I do. I would recommend her for an... (more)"

5. 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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6. Jonathan

Reliable & Fun Dog Walking/Visits.

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

"Jonathan was great! This was our first time using Rover and it was a good experience. Our dog Lucy clearly loved him and seemed happy and well taken care of ... (more)"

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7. 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)"

Confirmed availability
Christmas and New Year
8. Ivette

Pet friendly and loving home

Dunning, Chicago, IL, 60634

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

"Everything went great. Received daily pics and the dogs got more than they signed up for. Ivette was very easy to work with and pleasant. (more)"

Confirmed availability
Christmas and New Year
9. Ivelisse

Pets having fun with a vet tech!

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits

"Ivelisse is always attentive, dependable and super nurtiring to Chezi. I have zero hesitation leaving Chezi in her care anytime. She's great! (more)"

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10. Cheryl

Take Time Out to Stay And Play!

Oak Park, IL, 60302

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

"Cheryl took care of my cat at my house during a long weekend getaway, and she was awesome! Cheryl was super easy to communicate with, met all my cat's medica... (more)"

11. 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)"

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12. Angela

Your animals are safe with me.

O'hare, Chicago, IL, 60656

House Sitting, Drop-In Visits, Dog Walking

"Angela G. is amazing and she will take good care of your precious pup, big or small. She will make sure all your dog’s needs are met, whether your dog needs ... (more)"

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13. Stephanie

Experienced Dog Handler

Austin, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

"Great dog sitter. Has doggy sat my beagle, Precious numerous times. Always reliable and responsible. Sends photos and updates throughout her stay. Precious l... (more)"

Confirmed availability
Christmas and New Year
14. Patrice

I have always love animals...

Austin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"Patrice was so great checking up on Meemers. She was able to check up on her an extra day when my flight was delayed. (more)"

15. Keri

Animal Care Professional

Jefferson Park, chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Keri was very easy to work with and quick with responses. Our interaction with her during a meet and greet leading up to a house sitting has also led us to ... (more)"

Confirmed availability
This weekend
16. Miroslaw

Fenced yard - love walks too

Belmont Cragin, CHICAGO, IL, 60641

Dog Boarding, House Sitting, Drop-In Visits

About: We have one super sweet yellow labrador in the house. Gets along great with other dogs. I will not watch over more than one additional dog at a tim... (more)

17. Beverly

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)"

Confirmed availability
Christmas and New Year
18. Rob

Dogs who love walks will love me.

Elmwood Park, IL, 60707

Dog Boarding, 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)"

19. Veronica

The kind of care your pets deserve

Belmont Cragin, Chicago, IL, 60639

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

"Veronica did a great job taking care of my pup. She was very easy to keep in touch with and would always send me pictures and updates on how my pup was doin... (more)"

Confirmed availability
Christmas and New Year
20. Jonathan

Mostly home, Huge yard ,I love dogs

Elmwood park, IL, 60707

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

About: I am great with dogs, and whenever it comes to understanding their needs I'm your guy. I can entertain your dog for hours on end as will they for m... (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: