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.

1. Morgan

I sing and dance for my dog daily.

Logan Square, Chicago, IL, 60647

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

About: A long time dog lover, I finally adopted Hal, my dachshund terrier mix last spring. It's my goal to give Hal an adventure everyday - above and beyo... (more)

2. Brian

Easy going, caring and loving.

Albany Park, Chicago IL, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Brian has lived in my neighborhood for a few years and has always been a joy to be around. He has helped to care for my 2 dogs on multiple occasions and has ... (more)"

Available this weekend
3. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

About: I grew up in a household with dogs, cats and parrots (in other words - a zoo!) and went on to show toy dogs and start a rescue group for puppy mill... (more)

4. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Annalee is awesome! Denali loves her! She communicates well with me while I am away. She really cares about the well being of my dog. (more)"

5. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"We can't say enough about how wonderful our experience with Megan and Deb was. Our dog is elderly and has separation anxiety and we are sure he did not miss ... (more)"

6. Claire

Patient, energetic graduate student

Oak Park, IL, 60304

House Sitting, Drop-In Visits, Dog Walking

"Claire did a great job with drop-in visits for our two dogs. We knew she was going to be a great fit even during the meet & greet. Both of our dogs jumped al... (more)"

7. James

Reliable Active & Responsible Male

Berwyn, IL, 60402

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"James was very good eith Raven. He made her feel comfortable and interacted with her well. (more)"

8. Elizabeth

Full time dog lover!

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

1 repeat client

"Elizabeth has been has been an exemplary in taking responsibility and care of our pawed friends. She is very clearly a dog lover. I have a one year old blue ... (more)"

9. Bella

Reliable pet lover available!

Portage Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"I've known Bella for well over a decade and have seen her show a deep love for all animals. A few years back she found a baby bird that had been abandoned an... (more)"

10. Megan

Hawkeyes Fun House. Come join us!!!

Jefferson Park, chicago, IL, 60630

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

3 repeat clients

About: We love dogs and would love a chance to care for one of yours. I have cared for dogs for over three years and have been around them my whole life. ... (more)

11. Abby

Live for animals; will send updates

Portage Park, Chicago, IL, 60630

House Sitting, Drop-In Visits

1 repeat client

"Took great care of our doggies! (more)"

12. Paola

Dogs are furry babies, I know :)

Norwood Park, Chicago, IL, 60630

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

2 repeat clients

"This was my first time using a dog walker. I can't thank Paola enough for doing this at the last minute for me...I had no stress at work worrying about my C... (more)"

13. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

5 repeat clients

About: I've grown up with dogs as small as Chihuahuas to as big as Great Danes! i volunteered at a couple animal shelters as well in Chicago. I've always ... (more)

14. Kali

When you're away, the pups can play

Dunning, Elmwood Park , IL, 60707

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kali is great. This was our first time using Rover.com and it has been a great experience. Kali was sweet to send us a picture of our pup to let us know how... (more)"

15. Justyna

Always early, never late.

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

"Justyna is a hard working, motivated and exceptional person. She has a love for all animals and definitely knows how to work with them. She has a passion for... (more)"

16. Samantha

ATHLETIC-ENERGETIC-DOG LOVER

Belmont Cragin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Great job with our puppy! Very responsible! (more)"

17. Kristina

A favorite aunt to your loved one

Dunning, Chicago, IL, 60634

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

24 repeat clients

"Kristina is awesome! She was such a sweetheart during out meet and greet and Hunter took to her right away. He's a puppy and thus has very high energy and s... (more)"

18. Morgan

Zookeeper and pet sitter

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Morgan house sat for me and my husband while we were on our honeymoon. We came back to healthy and happy dogs and a gecko, plants that had been well cared fo... (more)"

19. Krystle

Family Missing Our Fur Baby!

Belmont Cragin, Chicago, IL, 60639

Dog Boarding, Drop-In Visits

About: We are a family of 5 with children (4, 10 & 13) who are begging us for a dog. Our own fur baby, Shadow went to doggy heaven earlier this year and o... (more)

20. Camille

Big Yard, House, and Lots of Love.

Belmont Cragin, Chicago , IL, 60634

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

"Camille is an attentive and loving pet parent, checking regularly on your pet and providing for nutritional and emotional needs of your pet. She has a great ... (more)"

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Learn About Premier

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.

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