Pet Sitting & Drop Ins in Bridgeport, 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
David K.
1.
Dependable & TrustworthyNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

David is the most considerate pet sitter I've ever had. He not only follows instructions, but he also asks questions on how to better care for my dog. My dog, K… (more)

from
$18
per visit
Confirmed availability: Labor Day
Julianne F.
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Julianne is so helpful and loving with my dog and cat. She tells me how my animals are doing and my house condition everyday. Thank you so much for your help! (more)

from
$25
per visit
Confirmed availability: Labor Day
Sean P.
3.
Feral Cat Caretaker, Friend to PupsChicago, IL, 60608
Drop-In Visits, Dog Walking

Sean did an excellent job taking care of my 3 cats while I was away, with lots of play time, care, and attention. (more)

from
$17
per visit
E K.
4.
E 
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
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
Calendar Recently Updated
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I can’t thank you both enough for being such amazing cat sitters!! Monica and Calvin are extremely reliable, responsive, and they always send great pictures! Th… (more)

from
$20
per visit
Confirmed availability: Labor Day
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
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
Calendar Recently Updated
9.
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
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
Calendar Recently Updated
11.
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
12.
Flexible and reliableLower West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
11 years of experience

About: I've had pets my whole life and I currently have 2! A cat, Matcha and a dog, Nox. I'm good with all kinds of dogs and cats. I'm working from home r… (more)

from
$15
per visit
Confirmed availability: Labor Day
13.
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
14.
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
Calendar Recently Updated
15.
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
16.
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
Confirmed availability: Labor Day
17.
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
Confirmed availability: Labor Day
18.
I'll get on your dogs level.Bridgeport, CHICAGO, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vick did an awesome job caring for our cats while we were out of town. He was thorough, flexible, and exceedingly friendly. I would definitely use Vick again! (more)

from
$25
per visit
Calendar Recently Updated
19.
Plenty of long walks and treats!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

For as long as I've known Jasmine, she has always been loving and caring toward dogs. She goes out of her way to show compassion to the dogs she interacts with,… (more)

from
$15
per visit
20.
Dog walker. Cat lover. Chicago vetBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alex was perfect! He did a drop in visit for Laney and was excellent. He was easy to communicate with, Laney was so happy and well taken care of. I felt very re… (more)

from
$30
per visit

Pet parents in Bridgeport, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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