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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Robin P.
1.
Animal Lover Supreme. Spoil RottenAustin, 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 her… (more)

from
$20
per visit
Confirmed availability: 4th of July
Jose R.
2.
Chicago Guy for Chicago PetsBelmont Cragin, Chicago, IL, 60641
Dog Boarding, Drop-In Visits, Dog Walking

Professional, polite, responsive. I would procure Jose’s services again in the future for cat check-in’s and recommend him to take care of other’s pets too. Tha… (more)

from
$20
per visit
Calendar Recently Updated
Nicole T.
3.
Won't you be my Paw Pal?Portage Park, Chicago, IL, 60641
Drop-In Visits, Dog Walking

Nicole is absolutely amazing! Such a joy and relief to know that she was looking after my pup! She was extremely communicative before, during, and after her vis… (more)

from
$15
per visit
Confirmed availability: 4th of July
Arlene A.
4.
Family of dog lovers.Portage Park, Chicago, IL, 60641
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We hired Arlene to feed our cat with an involved diet and supplements/medications. She was great at communicating and was flexible with us when we mixed up the … (more)

from
$25
per visit
Calendar Recently Updated
Quyeisha D.
Pawsitively DayCare and BoardingJefferson Park, Chicago, IL, 60630
Dog Boarding, Drop-In Visits, Dog Walking

Quyeisha was great with my Lucy from their first meeting. She responded quickly, and was very in tune to the needs of a senior dog. I felt so at ease that my pu… (more)

from
$30
per visit
Calendar Recently Updated
6.
Looking for a fur-ever friend!River Grove, IL, 60171
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kelly took awesome care of our special girls (2 cats) for an entire week and went out of her way to make sure we were able to check on them during our vacation … (more)

from
$20
per visit
Calendar Recently Updated
Can I hang out with your dog?Elmwood Park, IL, 60707
Drop-In Visits, Dog Walking

Rachael would be perfect since she has had dogs in her life since she was a child. She currently has two, a Chihuahua-Guido (15 years old) and a Pomeranian-Lou… (more)

from
$20
per visit
Calendar Recently Updated
8.
Dog-loving young professionalOak Park, IL, 60301
House Sitting, Drop-In Visits, Dog Walking

Joyce was amazing and we could tell our pets were in great hands! Will definitely be hiring her again in the future! (more)

from
$35
per visit
Calendar Recently Updated
9.
Caring for your Furry FamilyPortage Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Deanna is the BEST dog sitter EVER!!!!! I’m extremely picky about leaving my pets but have zero reservations when Deanna is my sitter! She absolutely loves ani… (more)

from
$16
per visit
Calendar Recently Updated
Dogs- a girls best friendBelmont Cragin, Chicago, IL, 60639
House Sitting, Drop-In Visits, Dog Walking

About: I have had a dog since I was 5 years old! I’ve learned how to walk, play, potty train, bathe and teach tricks. I have been exposed to a variety of di… (more)

from
$17
per visit
Calendar Recently Updated
11.
Wait a meow-minute!Montclare, Chicago, IL, 60634
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I believe that our pets, who are part of our families, have so much love to give us, it’s only fair to give that love back to them. I work three day… (more)

from
$17
per visit
Calendar Recently Updated
12.
Care 4 your pet as if theyre my ownPortage Park, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

Brandon & I have been together for almost 4 years. Unfortunately, I had witnessed Brandon lose two of his dogs and long-time best friends, Chelsea and Thunder, … (more)

from
$17
per visit
Confirmed availability: 4th of July
13.
Liz 
Verified Background Check
I'm a Pied Piper!Dunning, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

Liz is amazing! Kept in constant contact with me if I had any questions/concerns and Sidney loved her I will definitely be using her again in the future. (more)

from
$15
per visit
Confirmed availability: 4th of July
14.
Home with fully fenced, large yard!Dunning, Chicago, IL, 60634
Dog Boarding, Drop-In Visits

Cheryl has always been reliable, treats our pets with love and kindness. She even brings up packages from our mail room while we out. Cheryl is the best. (more)

from
$30
per visit
Confirmed availability: 4th of July
15.
Bev's Pet sitting in Elmwood ParkElmwood 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 loving e… (more)

from
$25
per visit
Calendar Recently Updated
16.
Your pet is my first priorityDunning, Chicago, IL, 60707
Drop-In Visits, Dog Walking

There are very few people I trust my fur babies with. With Delaney, there is never any question whether they are receiving the utmost care. We have one rambunct… (more)

from
$20
per visit
Confirmed availability: 4th of July
17.
Energetic and reliable animal loverBelmont Cragin, Chicago, IL, 60639
House Sitting, Drop-In Visits, Dog Walking

Sara is a very caring and attentive person in all aspects of her life. As a teacher she is responsible for the safety and well being of the young students she … (more)

from
$17
per visit
Confirmed availability: 4th of July
18.
A Pet’s Best FriendDunning, Chicago, IL, 60634
Drop-In Visits, Dog Walking

Chloe loved Addie’s visit!! Thanks again! Addie is amazing! (more)

from
$16
per visit
Hi, I’m Felicity welcoming all ❤️Dunning, Elmwood Park, IL, 60707
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello, welcome all ♥️ I’m a pet sitter/animal lover. I grew up with dogs & cats my whole life and own 3 of my own. I look forward to providing my bes… (more)

from
$25
per visit
Calendar Recently Updated
I Love Dogs .Montclare, Chicago, IL, 60634
Dog Boarding, Drop-In Visits

I usually don’t like to write reviews, but I just had to write this one. Since me and fur babies are very happy campers. Belle is wonderful😀👍 Plus she has a l… (more)

from
$10
per visit

Rover also offers Pet Sitting & Drop Ins in:

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: