Pet Sitting & Drop Ins in Mount Greenwood, 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

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Whitney M.
A Dog-A-Day Keeps the Boredom AwayEvergreen Park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

Whitney was lovely and intuitive with our puppy. He’s a lot of work and energy and she took it in stride. Very thoughtful of his safety and comfort in crate tra… (more)

from
$15
per visit
Laura P.
2.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

Laura was awesome... she really knows animals; I felt so at ease knowing mine were in her hands... She's prompt, professional and very competent! (more)

from
$50
per visit
Andrea G.
3.
Treating pets with respect alwaysOak lawn, IL, 60453
Drop-In Visits, Dog Walking

Andrea has been great to work with. I reached out to her looking for help with drop in visits on short notice. She replied quickly and has excellent communicati… (more)

from
$18
per visit
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Stacey D.
4.
Loving dog and cat owner of 3Oaklawn, IL, 60453
Drop-In Visits, Dog Walking
10 years of experience

About: I’ve helped sit for others pets for family and friends since I was 16. I have 2 cats and a dog of my own. I’m always the go to person in my family wh… (more)

from
$30
per visit
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Sirena B.
5.
Vacation for all types of pets🏖Evergreen park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

Sirena was on time and great with the dogs. Will definitely use again! (more)

from
$16
per visit
Confirmed availability: 4th of July
Because dogs are more than petsBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Danielle was communicative with us, and kind and attentive to our cats. We will definitely hire Danielle again! Thank you for taking good care of our kitties. :… (more)

from
$35
per visit
Calendar Recently Updated
7.
Amy 
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Passionate animal lover!Beverly, Chicago, IL, 60655
Drop-In Visits, Doggy Day Care, Dog Walking

Amy was amazing with my 3 dogs. She is prompt, professional, polite. I'm not sure who my dogs love more, me or Amy? I will definitely use her services again. (more)

from
$17
per visit
Calendar Recently Updated
8.
Kind, determined, responsibleOak Lawn, IL, 60453
Drop-In Visits, Dog Walking

Monica has taken care of my doggies muiltple times for years! She is one of my top doggy sitters I always go to. I have also known Monica for about 8 years and … (more)

from
$17
per visit
Architect by day, Dog lover 4 life!Morgan Park, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was great! She was super responsive, sent photos to keep us updated, and was able to do two extra visits on short notice. Thanks so much, Jennifer! (more)

from
$21
per visit
10.
Hard-working and loving caregiverOak Lawn, IL, 60453
House Sitting, Drop-In Visits, Dog Walking

Kathryn was great to work with and learned how to take care of the kittens with direction. She was very (more)

from
$15
per visit
Confirmed availability: 4th of July
11.
Barks of love!!Evergreen Park, IL, 60805
Drop-In Visits, Dog Walking

Gionna is the best. She takes great care of our 2 dogs. Highly recommended (more)

from
$16
per visit
Calendar Recently Updated
12.
Pawsitively Great with Pets!!Oak Lawn, IL, 60453
Drop-In Visits, Dog Walking

Claire has provided excellent care for my cat on many occassions - both in my home and in hers. She is very patient and gentle, letting animals come to her. … (more)

from
$25
per visit
Confirmed availability: 4th of July
13.
Weekend B&B for PETSOak lawn, IL, 60453
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We have a 3yr old rescue who is very skittish around new people. We were concerned about who we would get to watch Shelby while we were gone for a weekend for … (more)

from
$35
per visit
Confirmed availability: 4th of July
14.
Walk, jump, run.Oak lawn, IL, 60453
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Yadira for over 8 years she is extremely compassionate, dependable, honest, and a conscientious pet owner. She cares for other people's pets as sh… (more)

from
$19
per visit
15.
We are walking on sunshineBeverly, chicago, IL, 60655
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Janet helped us with cat care at our house. She doesn't typically "do" cats but had cared for our dog, now sadly gone. Janet loves dogs but helped us out. Stron… (more)

from
$16
per visit
Calendar Recently Updated
Love pets!Oak Lawn, IL, 60453
House Sitting, Drop-In Visits, Dog Walking

Elizabeth was great with my senior doggo Guts! She sent plenty of pictures and updates and Guts seemed happy and calm when I got home. She took great care of hi… (more)

from
$20
per visit
Confirmed availability: 4th of July
17.
Pet-tested. Pet parent-approved.Alsip, IL, 60803
Drop-In Visits, Dog Walking

Jessica came by to feed my cat Sylvester while I was out of town. She sent me videos of him so knew he was doing alright. I would recommend her to any of my fri… (more)

from
$17
per visit
Calendar Recently Updated
18.
Just a girl who loves all animalsOak Lawn, IL, 60453
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Charis took care of my two cats while I was out of town, including one who needs medication. She is very responsible and dependable, and I know she would do wel… (more)

from
$17
per visit
Confirmed availability: 4th of July
19.
I ❤️❤️❤️❤️ Dogs!Mount Greenwood, Chicago, IL, 60655
Dog Boarding, Drop-In Visits, Dog Walking

I’ve used Gail to walk my dogs several times. She’s great! She’s loves what she is doing. My dogs have a lot of energy and when she walks them, and even sometim… (more)

from
$22
per visit
Confirmed availability: 4th of July
20.
Biggest Dog-Lover!Mount Greenwood, Chicago, IL, 60655
House Sitting, Drop-In Visits, Dog Walking

Jessica is simply the best! She is kind, respectful, and very trustworthy! Jessica helped watch my dog who can be difficult. She always showed patience and unde… (more)

from
$20
per visit

Dog owners in Mount Greenwood, Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Mount Greenwood, 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 Mount Greenwood, 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 Mount Greenwood, 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: