Pet Sitting & Drop Ins in Douglas, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Search Results

Confirmed availability: Labor Day
Michael J.
Active lifestyle-fenced yard!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

10/10 recommend! Mike is absolutely wonderful with all dogs that he comes in contact with. His background and experience with dogs in a military setting makes h… (more)

from
$30
per visit
Confirmed availability: Labor Day
Felipe S.
2.
A human, with 4-legged childrenNear South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I'm 27 years old, and I just moved to Chicago with my two 4-legged kids (cats) Simon and Rhyno - The connection to animals comes from a young age wit… (more)

from
$25
per visit
Calendar Recently Updated
Sarai O.
3.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sarai is responsible and attentive to all that asked her to be aware of for my puppy. She took care of him as well as I would have and left my place clean. Than… (more)

from
$35
per visit
Confirmed availability: Labor Day
Jamison H.
Giving pets a home away from homeLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Jamison did a great job with my lab Willy, she sent pictures and updates often. Willy was always very happy with her, she was a great sitter (more)

from
$16
per visit
Calendar Recently Updated
Samantha H.
Dog Loving Energetic SpiritNear South Side, Chicago, IL, 60605
Drop-In Visits, Dog Walking

About: I’ve raised three dogs from 8 weeks old of all sizes and breeds. Family friends have always reached out for help in watching their fur babies and que… (more)

from
$20
per visit
6.
Friendly dog walker from the UKLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Jason was able to stop by on super short notice when I saw that our cats hadn't eaten from their automatic feeder all day. I couldn't see the cats via the petc… (more)

from
$18
per visit
Calendar Recently Updated
Care for pets as if they were mine!Bridgeport, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Esmeralda is amazing with dogs. She is careful with their feeding habits and they never stop having fun. I regularly have her take care of my three small doggo'… (more)

from
$20
per visit
8.
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Verified Background Check
Rover 101
Animal Loving FamilyGrand Boulevard, Chicago, IL, 60653
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

She was great! Took great care of our big, energetic dog. Would definitely book again (more)

from
$30
per visit
Calendar Recently Updated
9.
Owner/foster of shy+reactive dogsHyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking
12 years of experience

About: I started volunteering to walk dogs at an animal shelter in 2011. In 2013, I began fostering. I have fostered dogs (particularly shy or reactive), ca… (more)

from
$25
per visit
Confirmed availability: Labor Day
10.
Loving MamabearBridgeport, Chicago, IL, 60616
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have 2 bullys ones 3 and ones only a year old and Marissa takes care of them while I am at work and when I am out of town. She makes sure they are walked dail… (more)

from
$20
per visit
Calendar Recently Updated
11.
Dog and cat loverLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Connor is the best dog sitter I've ever had! I'm so grateful for her help. Not only did my dog absolutely love her but she gave her plenty of exercise and even … (more)

from
$16
per visit
Calendar Recently Updated
12.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erin was so great and easy to work with! She followed my cat’s instructions/routine perfectly and sent updates with pictures during each visit. She even went ab… (more)

from
$15
per visit
Confirmed availability: Labor Day
Lover of all animals😘Bridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Judy is an attentive pet caregiver. She is kind, caring, responsible and well organized. She sat for my 3 year old German shepherd. My dog took to her immediate… (more)

from
$20
per visit
Confirmed availability: Labor Day
14.
Home full time, 1 on 1 timeBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Pantira was very caring for my pitbull! Send lots of photos and videos while I was at work and kept in touch. Thank you Pantira! (more)

from
$25
per visit
Calendar Recently Updated
15.
Attention & Love for your pet!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

About: I’ve had a dog since I was 10! June 2021 was when I got a young pitbull that I had to raise myself so I am experienced with younger dogs as well. I’… (more)

from
$22
per visit
Confirmed availability: Labor Day
16.
I’m walkin here! (boston accent)Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor came to visit my home and got to know the animals (dog and two cats) before the sitting started. She did a fantastic job communicating throughout and sen… (more)

from
$17
per visit
Calendar Recently Updated
17.
Your dog's new best friend!Douglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: In my neighborhood back home, I was the resident dog/house/baby-sitter for several years, especially as I got into high school and had more independe… (more)

from
$15
per visit
Confirmed availability: Labor Day
Full time and insured pet sitter :)Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Masheika did an awesome job taking care of our cats! Very punctual, great photo updates, and our cats were very happy with the care they received. We would abso… (more)

from
$32
per visit
Calendar Recently Updated
19.
Let me shower your pets with love!Bridgeport, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Chelsea was great with our two kitties! She sent us updates while we were away with some great pictures and I'm sure our kitties loved her. We're really glad we… (more)

from
$20
per visit
20.
addictive dog lover with open armsDouglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: Although I changed my career goal from being a veterinarian to a food journalist because of my love for food, dogs continue to be my FIRST LOVE! … (more)

from
$20
per visit

When it comes to pet sitting, dog owners in Douglas, Chicago, IL love Rover.com. Over 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in Douglas may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Douglas, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Douglas, Chicago who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Douglas, 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: