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. Nancy

Dog lover who needs Fitbit steps ;)

Lake View, Chicago, IL, 60613

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

About: I love dogs of all sizes and breeds. I grew up with several dogs and am no stranger to training, playing or caring for them. If your dog is staying... (more)

2. Crystal

Big or small we walk them all

Franklin Park, IL, 60131

Dog Boarding, Drop-In Visits, Dog Walking

About: Walkswithjuju is a dog walking/Pet Sitting business....I live in Franklin Park but travel for clients. I have clients in Andersonville, wrigleyvill... (more)

3. Abbi

UNLEASH THE DOG SITTER

Oak Park, IL, 60304

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

8 repeat clients

"Abbi watched my pit bull, Mongo, while I was gone for a weekend. I know some people are hesitant to watch pit bulls, but she was AMAZING with him! After havi... (more)"

4. Elizabeth

Dog loving graduate student

Irving Park, Chicago , IL, 60618

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello my name is Elizabeth, I am a full time graduate student with flexible hours available. Growing up we always had a family dog, and sometimes... (more)

5. Brittany

Professional Dog Bed

Irving Park, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Dog Walking

30 repeat clients

"Brittany was great! She came twice in one day to take our pup for a walk and we loved seeing the photos and updates. We will definitely use her again! (more)"

6. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Megan (and Becky) stayed in touch via text with informational updates along with pictures of our dog to ease our minds and truly made us feel she was in good... (more)"

7. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Genesis is very responsible and caring. She loves animals and has done a great job taking care of lady, her dog who thinks she is a princess... Lol. I would ... (more)"

8. Nancy

Pick Us :)

Irving Park, Chicago, IL, 60618

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

2 repeat clients

"Nancy is a true animal lover, and has taken great care of my dog and cat both at her home, and in mine. I absolutely trust her, and my pup loves her and her... (more)"

9. TJ

Experienced Vet Tech to sit 4 you!

Schiller park, IL, 60176

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"TJ was great! He dropped in on my pups on my wedding day a few times throughout the day and everything was right where we left it when we got back. (more)"

10. Bella

Reliable pet lover available!

Portage Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"If you want someone who you can trust with your fur baby, Bella is the one. She exudes love and compassion for all animals and is a complete dog lover. My ... (more)"

11. Mary

Your dog's (other) best friend!

Albany Park, 60625, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Mary is my sister and lived with me and my dog Winston last year. She was always wonderful with Winston and took over half of his care while she lived with ... (more)"

12. Joe

Active, Dog Walker/Runner/Lover

Edison Park, Chicago, IL, 60631

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

2 repeat clients

"Joe is the no nonsense, reliable, dog walker we were looking for! We will definitely reach out for his services again. We have 2 energetic rescue pups, one o... (more)"

13. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I am a real estate broker and occasionally need to travel for work. I hired Anna to watch my pup Sammy, the light of my life, while I was out of town for 2 w... (more)"

14. Tosha

Loving, Patient, and Experienced!

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"All five of our animals adore Tosha! (more)"

15. 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)"

16. Liz

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)"

17. Frances

Compassionate, Fun Loving & Active

Belmont Cragin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Hello all,?my name is Jason and i live in Pilsen and have been walking dogs for 8 years and i have alot of experience in judging people with dogs and i will ... (more)"

18. 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)

Available this weekend
19. Avery

Fun-loving, Outdoorsy, and Flexible

Portage Park, Chicago, IL, 60641

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

6 repeat clients

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

20. 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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.

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