Pet Sitting & Drop Ins in Hermosa, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sruti K.
1.
Will care for your pet like my own!Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits

Sruti was a wonderful caretaker for my fur babies! She was super communicative and made me feel really at ease. She is detail oriented, as well as compassionate… (more)

from
$22
per visit
Calendar Recently Updated
Marcus D.
2.
Pawsitive, professional pet care!Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Marcus was awesome! So great with my weary dog. I would use Marcus again anytime! (more)

from
$25
per visit
Confirmed availability: Christmas and New Year
Kenya B.
3.
I’m a treat!Chicago, IL, 60618
Drop-In Visits, Dog Walking

Kenya has been visiting my two very energetic dogs for a few weeks now and it has been a great experience. She is always on time and gives a detailed report. … (more)

from
$14
per visit
Calendar Recently Updated
Nestor G.
4.
Walk the walk, Bark the barkLogan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Always great and reliable! (more)

from
$25
per visit
Calendar Recently Updated
Dan A.
5.
Dan 
Verified Enhanced Background Check
Logan, Bucktown, Humboldt Cat LoverLogan Square, Chicago, IL, 60647
Drop-In Visits

Dan was able to check in on our two cats on short notice. He was considerate, polite, and communicative. He sent pics and videos of our cats, and attended to th… (more)

from
$22
per visit
Confirmed availability: Christmas and New Year
Must love dogs AND cats!Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Allison was wonderful with our nervous cat while we were gone! Went above and beyond to make sure she was comfortable and had great communication throughout our… (more)

from
$20
per visit
Calendar Recently Updated
7.
My folks call me Dr. Doolittle!Logan Square, Chicago, IL, 60647
Drop-In Visits

Sarma was fantastic with Kiki and communicative with us during the time we were away. She was flexible and accommodating when our travel was delayed, and we cou… (more)

from
$14
per visit
Calendar Recently Updated
8.
Fur babies make life better <3Avondale, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Kate has watched my cat and dog for me whenever I go on work trips over the past year. She is wonderful with both of my pets and they love her a lot. I always f… (more)

from
$15
per visit
Calendar Recently Updated
9.
Experienced critter caregiver!!!Logan Square, Chicago, IL, 60647
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Erik is a compassionate and attentive pet caregiver. It’s so apparent that Erik really cares about your fur babies and gives them lots of attention. Erik is als… (more)

from
$15
per visit
Confirmed availability: Christmas and New Year
10.
Home FullTimeIrving Park, Chicago, IL, 60641
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I would recommend Luis to watch your dogs, he is definitely a dog person who really cares and takes them to their walks. He watched my dog for a week and gave m… (more)

from
$20
per visit
Calendar Recently Updated
11.
Chicago Guy for Chicago PetsBelmont Cragin, Chicago, IL, 60641
Dog Boarding, Drop-In Visits, Dog Walking

Jose was really quick to respond, super courteous in setting up a get-to-know-you visit, and sent us cute pictures! The cats were well cared for and we would de… (more)

from
$25
per visit
Confirmed availability: Christmas and New Year
12.
The Crazy Cat LadyAvondale, Chicago, IL, 60618
Drop-In Visits

Lily has taken care of our cats on multiple occasions; we always are thrilled with how well she takes care of them. She sends lots of pictures and it is clear o… (more)

from
$28
per visit
Confirmed availability: Christmas and New Year
13.
Highly experienced and full of loveLogan Square, Chicago, IL, 60647
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was our first time hiring a sitter for our cat and Julia made it a wonderful experience. She was easy to communicate with and took great care of our cat wh… (more)

from
$20
per visit
Confirmed availability: Christmas and New Year
14.
Animals are better than peopleIrving Park, Chicago, IL, 60641
Drop-In Visits, Dog Walking

Jackie did a great job watching our cats while we were out of town. She was easy to communicate with and left our place clean. Definitely would use her again! (more)

from
$17
per visit
Calendar Recently Updated
15.
Eva 
Verified Enhanced Background Check
Animal lover, dog mom of 2 rescuesAvondale, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Eva is the best with animals! Ever since I have known her she has been surrounded with four legged friends. She has vast knowledge and respect for dogs and is a… (more)

from
$22
per visit
Calendar Recently Updated
16.
Attentive, Thoughtful, CaretakerLogan Square, Chicago, IL, 60647
Dog Boarding, House Sitting, Drop-In Visits

Emily was great! Took care of our two kitties and made sure to give them lots of attention and snuggles. Thank you, Emily! (more)

from
$25
per visit
Confirmed availability: Christmas and New Year
17.
Patient Cat SitterHermosa, Chicago, IL, 60639
Drop-In Visits

I have 2 dogs and a cat and when Wendy was my neighbor I would often ask her for help with my pets when we were out of town or gone for too long in a day. It wa… (more)

from
$20
per visit
Calendar Recently Updated
18.
High Quality, Experienced Pet CareLogan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

I've known Laurel for over a decade now, and would highly recommend them as a thoughtful, responsive caregiver. They have extensive experience with pets, kids, … (more)

from
$30
per visit
Calendar Recently Updated
19.
Flexible,Friendly Dog/Cat Check-insLogan Square, Chicago, IL, 60647
Drop-In Visits

Fantastic service provided! I felt comfortable and at ease with the care given. They did a wonderful job with our two cats and home. Highly recommend! (more)

from
$16
per visit
Calendar Recently Updated
Lover of any and all fur babies!Avondale, Chicago, IL, 60618
Drop-In Visits, Dog Walking

Courtney is an animal lover and cares for them greatly. She has minded my dogs many times and the dogs love her. Highly recommend her! (more)

from
$23
per visit

Dog lovers in Hermosa, Chicago, IL love pet sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Hermosa pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Hermosa, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Hermosa, 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:

Drop-In Visits