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

Confirmed availability: 4th of July
Krystal G.
My love and your blissful pet!Belmont Cragin, Chicago, IL, 60639
Drop-In Visits, Dog Walking

Krystal is amazing with our GSD. She is patient and understands his needs and energy! We are so grateful for her. Happy dog equals happy dog mom! (more)

from
$30
per visit
Calendar Recently Updated
Kelly W.
2.
Looking for a fur-ever friend!River Grove, IL, 60171
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our Grace is usually standoffish and shy with new people but Kelly gained her confidence in only 2 days. I felt completely at ease while away that our kitty wa… (more)

from
$22
per visit
Calendar Recently Updated
Robin P.
3.
Animal Lover Supreme. Spoil RottenAustin, Chicago, IL, 60707
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Spectacular. Amazing. Wonderful. These words come to mind when describing Robin's care of our cat while we were away. We got pics every day. Videos too. M… (more)

from
$22
per visit
Confirmed availability: 4th of July
Joanathon Z.
Never met a dog I didn’t pet.MELROSE PARK, IL, 60160
House Sitting, Drop-In Visits, Dog Walking

Joanathon was great with our dog and very accommodating for our last minute holiday booking. Thank you! (more)

from
$25
per visit
Confirmed availability: 4th of July
Quyeisha D.
Pawsitively DayCare and BoardingJefferson Park, Chicago, IL, 60630
Dog Boarding, Drop-In Visits

Quyeisha was wonderful! She's very personable, was on time every day, and obviously adored my cats. It was hard for me to be away from them, and she sent bunche… (more)

from
$30
per visit
Calendar Recently Updated
I'M BARKLINGUAL, I speak dog! 🐾Portage Park, Chicago, IL, 60630
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

You couldn’t trust anyone but Barbara. I had her sitting the second time and the dogs just loves her. She loves them as well. (more)

from
$20
per visit
Confirmed availability: 4th of July
7.
Your Dog's Other Best FriendPortage Park, Chicago, IL, 60630
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Janine put my mind at ease while I was away from my dogs. Her passion for dogs makes her a really caring and responsible sitter. Thank you Janine! (more)

from
$20
per visit
Calendar Recently Updated
8.
Dogs are love, dogs are lifeAustin, Chicago, IL, 60707
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Isis is a very responsible caregiver for both her pets and others having 3 dogs and being able to give them equal love and attention says a lot!.I would definit… (more)

from
$20
per visit
9.
walking dogs is my dream jobOak Park, IL, 60302
Drop-In Visits, Dog Walking

We hired Micah multiple times to walk, feed and play with our female Lab/greyhound mix, Jyn. Micah is responsible, listens to details well and sends pictures. … (more)

from
$18
per visit
Confirmed availability: 4th of July
10.
Available to care for your petBelmont Cragin, Chicago, IL, 60641
Dog Boarding, Drop-In Visits, Doggy Day Care

I highly recommend having Carlos as a dogsitter. He is friendly and has a passion for taking care of dogs. He also provides daily pics and videos of your pup. (more)

from
$30
per visit
Calendar Recently Updated
11.
Can I hang out with your dog?Elmwood Park, IL, 60707
House Sitting, Drop-In Visits, Dog Walking

So confident and comfortable with my teething pup! Put me and my pup at ease immediately. 5 stars all the way! (more)

from
$20
per visit
Calendar Recently Updated
It’s doggy time all the time!Dunning, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

Michele does a great job taking car of my puppy every day. She always sends me an update of everything my puppy did including pictures as soon as she is done w… (more)

from
$17
per visit
Calendar Recently Updated
13.
Dog & Cat Lover - Quality Care!Portage Park, Chicago, IL, 60641
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Mirella was fantastic! We have a senior kitty who needs a few medications and a bengal that is sweet but can sometimes be a handful and she went above and beyon… (more)

from
$25
per visit
Calendar Recently Updated
14.
Home full time - loves animalsElmwood Park, IL, 60707
House Sitting, Drop-In Visits, Dog Walking

Look no further, because April is absolutely incredible. Her communication was phenomenal throughout our 4 day international trip. Even though my service was sp… (more)

from
$16
per visit
Calendar Recently Updated
15.
All animals deserve lovePortage Park, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

Mirely watched my 4 month old pomsky Milo while I was out of the country for 2 weeks in the month of July 2018. While I was gone she had kept me updated daily o… (more)

from
$20
per visit
Confirmed availability: 4th of July
16.
I love dogs, especially my corgi!Montclare, Chicago, IL, 60634
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I adopted my corgi, Colin, this past year. I enjoy playing with him, training him, and learning all that I can about caring for dogs. I am current… (more)

from
$20
per visit
Calendar Recently Updated
17.
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 a dream! She is so attentive to our dogs needs. She makes sure she has a thorough understanding of the notes left for feedings and play. I highly rec… (more)

from
$20
per visit
Happy best friend happy human !Dunning, Chicago, IL, 60634
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

I would definitely recommend Patricia as a responsible and loving dog caregiver! She did a fantastic job taking care of my little dog Caly. Caly and her got alo… (more)

from
$17
per visit
Confirmed availability: 4th of July
19.
Mya 
Verified Enhanced Background Check
Animals lover ❤️Austin, Chicago, IL, 60707
Drop-In Visits, Dog Walking

I have known Mya for many years and she is wonderful with my pets. I would trust her with my pets like it was myself caring for them. She is very responsible, r… (more)

from
$20
per visit
Confirmed availability: 4th of July
20.
Loving household 💕Dunning, Chicago, IL, 60634
Dog Boarding, Drop-In Visits, Doggy Day Care

About: I’ve taken care of pets for more than 10 years, not only my own but my family’s pets too. They always trust me to care for their babies! We love goin… (more)

from
$25
per visit

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: