Pet Sitting & Drop Ins In Near West Side Chicago

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

Search Results

Calendar Recently Updated
Abigail H.
Experienced Dog Owner and SitterLincoln Park, Chicago, IL, 60614
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Abigail is a great dog-sitter, I would trust her with any dog! She is loving, dependable, and treats every dog like her own! Abigail is a great choice for a pet… (more)

from
$17
per visit
Calendar Recently Updated
Otti P.
2.
Doggone Good Time!West Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

I got myself into a bind where I needed a sitter last second! Otti was able to help out! She did very well, and my pup was very happy when I got back home! Woul… (more)

from
$17
per visit
Calendar Recently Updated
Charlotte C.
Here to help your pet feel loved!West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Piper loved spending time with Charlotte! Thank you for taking such good care of her! (more)

from
$24
per visit
Confirmed availability: Labor Day
Lizzie M.
4.
Active, caring - flexible hoursNear West Side, Chicago, IL, 60661
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lizzie is a great sitter. She’s very reliable and communicative. She watched my cat twice now and always does a great job, which makes me feel more comfortable … (more)

from
$30
per visit
Confirmed availability: Labor Day
David K.
5.
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
Your Neighborhood Animal WhispererNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

I’d enthusiastically recommend Caitlin to anyone looking for a caring, responsible and knowledgeable pet sitter or dog walker. She’s possesses a great understan… (more)

from
$18
per visit
Calendar Recently Updated
7.
Your Friendly Local Pet Lover!Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

Natali is so reliable, consistent, and amazing with dogs of all temperaments. She is an individual who loves animals, even if they have challenging traits. 10/1… (more)

from
$17
per visit
Calendar Recently Updated
Here to be your pups paw-fect pal!Near North Side, Chicago, IL, 60654
Drop-In Visits, Dog Walking

I have a dog that Justine is great with. They play super well together and she knows how to handle him as a 50 pound dog. (more)

from
$18
per visit
Calendar Recently Updated
9.
Amy 
Verified Enhanced Background Check
Home full-time, active, responsibleNear North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Amy was a fantastic sitter for our little Pudgey cat over our vacation! From her numerous and timely communications, she relayed the dramatic story of our cat’s… (more)

from
$29
per visit
Calendar Recently Updated
10.
Ppl are fine but pets are the best!West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Clare is incredible with my dogs Lily and Rue! They always get sooo excited to see her in fact, I think they like her more than me! We are so grateful that Clar… (more)

from
$17
per visit
Calendar Recently Updated
11.
I'm the dog/cat whisperer...hi ☺️West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Clay has loved and cared for animals (of all types) for decades! He is wonderful with any size, age, type or temperment. Adoring of cats as well as dogs (unusu… (more)

from
$16
per visit
Confirmed availability: Labor Day
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
13.
Friends with all kitties!Near West Side, Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

I can always count on Reilly to take care of my 3 cats when I’m away. She makes sure they’re fed and happy every visit. I love that she sends me updates and pic… (more)

from
$17
per visit
Confirmed availability: Labor Day
14.
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
Confirmed availability: Labor Day
15.
Lover of all things animalsNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

Becky was an amazing sitter for our cat. She sent pictures and updates every time she visited and made our cat feel very loved and safe. We had a wonderful expe… (more)

from
$20
per visit
Confirmed availability: Labor Day
16.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo is awesome! He normally walks our dog but didn’t hesitate when we asked him to watch our cats for the week! Professional and great at sending pics and com… (more)

from
$18
per visit
Calendar Recently Updated
17.
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
Confirmed availability: Labor Day
18.
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
Confirmed availability: Labor Day
Sales professional & dog mom of 2Near West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Meredith is a true animal lover. She loves dogs like they are her own children. She is extremely responsible and I would trust her with any of my pets. You w… (more)

from
$20
per visit
Calendar Recently Updated
20.
I love being active with dogs!Near West Side, Chicago, IL, 60607
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! My name is Alli and I look forward to meeting your dog! I just moved to Chicago and am eager to meet new paw friends. I enjoy sometimes running … (more)

from
$25
per visit

When it comes to pet sitting, dog owners in Near West Side, Chicago, IL love Rover.com. Over 09 owners have reviewed sitters in Near West Side, Chicago, giving them an average rating of 5.0/5. The cost of pet sitting in Near West Side 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 Near West Side, 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 Near West Side, 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 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 Near West Side, 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: