Pet Sitting in 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

Autumn F.
1.
Gentle, Engaging, and Hard to FazeNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

Autumn was awesome! I always give a boatload of directions for my dogs, and she was really great about it all. Plus, the first time I booked her, she really had… (more)

from
$25
per visit
Calendar Recently Updated
Sarai O.
2.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sarai was the best!!! So thoughtful and careful with my baby girl and so transparent through out the entire weekend. I’ll definitely be hiring her again! If you… (more)

from
$35
per visit
Calendar Recently Updated
Angel D.
3.
No ruff times, making a pet friend.Near South Side, Chicago, IL, 60605
Dog Boarding, Drop-In Visits, Dog Walking

Angel was amazing! She took good care of my babies, always sent updates, and tidied up the litter box space! Will definitely be asking for her to take care of t… (more)

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

This was our second time having Monica & Calvin watch Albert. They do such a great job with him and provide tons of updates. Would definitely recommend! (more)

from
$20
per visit
Confirmed availability: 4th of July
Jason C.
5.
Friendly dog walker from the UKLoop, Chicago, IL, 60605
Drop-In Visits, Dog Walking

Jason was absolutely awesome with checking in on my cat Mango! He’s so friendly, sent lots of pictures, and made sure she was eating and doing alright! Cannot r… (more)

from
$15
per visit
Confirmed availability: 4th of July
6.
Your Best Friend’s Second BFF!Loop, Chicago, IL, 60607
Drop-In Visits, Dog Walking

Nicole was amazing with our dog! As long as she is available, we will always be using her :) (more)

from
$25
per visit
Confirmed availability: 4th of July
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Julianne is always great with my cats! I never have to worry when I am gone. She takes the time to send lots of great pics and updates. Thanks so much! (more)

from
$25
per visit
Calendar Recently Updated
Experienced vet assistant & fosterLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Stephanie was so great and Azul loved her! I really appreciated how she communicated with me throughout her drop in visit with Azul and made sure I knew he was … (more)

from
$20
per visit
Calendar Recently Updated
9.
I'll love your dog like my own!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Andrea is super nice and friendly, my German shepherd loves her and is surprisingly super calm after they hang out. I have a pretty busy work schedule and Andie… (more)

from
$20
per visit
Calendar Recently Updated
10.
Animal lover and trusted caretaker!Loop, Chicago, IL, 60605
Drop-In Visits, Dog Walking

Kelsey is a very caring pet lover. She loves her pets with her whole heart and is extremely conscientious. She has a history of building very strong bonds wit… (more)

from
$17
per visit
Calendar Recently Updated
11.
Experienced Doggy Daycare EmployeeLower West Side, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Lily was amazing with my pups. I have one who is a senior and one who is a huge puppy with social anxiety and lily handled them both with care and grace. She se… (more)

from
$17
per visit
Confirmed availability: 4th of July
12.
Experienced Dog CaretakerBridgeport, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Jenise is amazing with dogs!! Our (dog) Bella LOVES her and she does great at walking her! She is always so kind and loving with Bella and you can tell, because… (more)

from
$17
per visit
Confirmed availability: 4th of July
13.
Dog dad for hireNear West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Evan was amazing with my mini dachshund! She loved him and his doggo. Highly recommend. Very kind guy. I felt I could trust him with my dog every time. (more)

from
$25
per visit
Confirmed availability: 4th of July
14.
Caring & Friendly Pet Lover!Lower West Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking

Sarah was amazing! She was able to confirm a last minute drop-in weekend for us. She made sure to keep us updated with pictures & messages about our cat! Defini… (more)

from
$20
per visit
15.
Active dog walk/runner, South Side!Lower West Side, Chicago, IL, 60608
Drop-In Visits, Dog Walking

About: My name is Alex and I've been taking care of my friends and family's dogs for over 7 years now. I've taken care of dogs that are super energetic such… (more)

from
$25
per visit
Calendar Recently Updated
16.
Loving MamabearBridgeport, Chicago, IL, 60616
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My name is Judith and Marissa would be a perfect employee for Rover. She is knowledgeable, responsible, loving and patient with my (2) Shih-Tzu's that she walks… (more)

from
$20
per visit
Caring For Your Pet With Respect❤️Lower West Side, Pilsen, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dominique dropped in to feed my two cats while on vacation and did a great job and came in each day within the specified time period. She also cleaned out the w… (more)

from
$18
per visit
Calendar Recently Updated
Animal lover!park nearby/work at🏠Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Dog Walking

Kimberly is awesome! She took great care of our cat when we were gone. And gave us good updates, photos, communication and all that. Thank you so much! (more)

from
$25
per visit
Confirmed availability: 4th of July
19.
A dog lover wanting to help!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
2 years of experience

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: 4th of July
20.
All you need under one woof :)Lower West Side, Chicago, IL, 60622
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Vivian was amazing with my fur baby Paloma! She took great care of her and fed her favorite treats. Paloma was in great hands. Highly recommend! (more)

from
$25
per visit

Rover.com is the simple, savvy way to find and book Chicago house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chicago on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 300,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chicago, IL house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.