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 pet.

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check.Learn more about RoverProtect

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Michele L.
Verified Enhanced Background Check
Sitter Profile Image: Michele L.
Verified Enhanced Background Check

1. Michele L.

Star Sitter
Mom of 3 dogs - animal lover
Humboldt Park, Chicago, IL, 60651
1.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
24 reviews
7 repeat clients
Profile image

Michele was lovely to work with. It’s clear she loves animals very much. She was very communicative and easy to work with. My little babies were well taken care of on her visits. Thank you!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kevin S.
Verified Enhanced Background Check
Sitter Profile Image: Kevin S.
Verified Enhanced Background Check

2. Kevin S.

Star Sitter
Compassionate animal care-partner
Avondale, Chicago, IL, 60641
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
53 reviews
8 repeat clients
Profile image

Kevin did a really great job taking care of my cats! He followed all of my instructions super well and always responded to my messages quickly. He also took such adorable pictures, and it was obvious my cats liked him a lot! Next time I’m out of town, I’d definitely like to have him cat sit for me again!

Availability updated 15 days ago
Sitter Profile Image: Roy G.
Verified Enhanced Background Check
Sitter Profile Image: Roy G.
Verified Enhanced Background Check

3. Roy G.

Rover 101
Star Sitter
friend to all critters!
Logan Square, Chicago, IL, 60647
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
157 reviews
52 repeat clients
Profile image

Finn did an amazing job taking care of my cats! I could tell that everybody was having a great time from the pictures and I really appreciated all the reassuring communication. Thanks so much Finn!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jackie G.
Verified Enhanced Background Check
Sitter Profile Image: Jackie G.
Verified Enhanced Background Check

4. Jackie G.

Animals are better than people
Irving Park, Chicago, IL, 60641
1.7 mi. away
Drop-In Visits
from
$22
per visit
5 out of 5.0 stars
34 reviews
10 repeat clients
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Cathleen J.
Verified Enhanced Background Check
Sitter Profile Image: Cathleen J.
Verified Enhanced Background Check

5. Cathleen J.

Star Sitter
Avid Walker, Cat Lady, & Dog Lover
Chicago, IL, 60647
1.0 mi. away
Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
55 reviews
13 repeat clients
Profile image

Cathleen is simply the best! She cares for your furbabies as if they were own and is respectful of your home. I will absolutely book with her again when I travel!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Devon T.
Verified Enhanced Background Check
Sitter Profile Image: Devon T.
Verified Enhanced Background Check

6. Devon T.

Star Sitter
Friendly & Caring Pet Sitter!
Logan Square, Chicago, IL, 60647
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
59 reviews
9 repeat clients
Profile image

Devon was an excellent drop-in sitter for our 4 year old cat, Fritzy! She is timely, communicative, and took great care of our boy. We really appreciated the help while we were out of the country, and would absolutely book her again!

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Carlyle P.
Verified Enhanced Background Check
Sitter Profile Image: Carlyle P.
Verified Enhanced Background Check

7. Carlyle P.

Star Sitter
lover of all fur babies 💕
Logan Square, Chicago, IL, 60647
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
5 repeat clients

Carly is fantastic with animals. She’s taken care of my family's dog, Winston, both for walks and pet sitting, and I always know he’s in great hands. She’s responsible, caring, and clearly loves being around pets. Winston is always happy and well looked after when he’s with her. She’s also looked after my cat, Earl, and made sure he got plenty of attention and care. Winston and Earl are always happy and well looked after when they’re with her. I highly recommend her to anyone looking for a reliable and trustworthy pet sitter!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: McCall L.
Verified Enhanced Background Check
Sitter Profile Image: McCall L.
Verified Enhanced Background Check

8. McCall L.

Ready to make a new furry friend!
Logan Square, Chicago, IL, 60647
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
24 reviews
9 repeat clients

About: I worked for a dog walking service in Chicago and loved it! I’d like to do it again since we can’t have dogs in our tiny apartment. I’d be happy to take them on walks in any area you prefer and I’m looking forward to getting them some exercise. I also have two cats whom I love, so I have plenty of experience taking care of them as well! I’m a full time pet caretaker so I’m available whenever you need. While I don’t stay overnight, I’m completely fine staying until 10 pm with your pet and arriving early in the morning while I pet sit. I have no problem helping furry friends with extra needs even administering medication if needed. Thanks They will have a full time buddy staying with them and making sure they have everything they need. Not to mention the fun company and snuggles!

Availability updated 7 days ago
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check

9. Amanda D.

Star Sitter
Will care for your pet as my own!
Chicago, IL, 60639
0.5 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
240 reviews
72 repeat clients
Profile image

This was my first time using Amanda and I am very hesitant about new sitters for my cat, but she did a great job and sent a ton of photos. Will definitely use her again!

Availability updated 21 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jose R.
Verified Enhanced Background Check
Sitter Profile Image: Jose R.
Verified Enhanced Background Check

10. Jose R.

Rover 101
Star Sitter
Chicago Guy for Chicago Pets
Chicago, IL, 60641
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
385 reviews
112 repeat clients
Profile image

Jose is wonderful! He is so dog knowledgeable and kind mannered. My Rio loved him and I was so grateful to have the peace of mind to know she is tended to and well taken care of while I'm at the office all day. He took pictures for me and a detailed overview of thier visit. Jose is honest, trustworthy, and followed my care instructions perfectly. Rio is definitely looking for6to her next visit with Jose.

Availability updated today
Sitter Profile Image: Stavroula P.
Verified Enhanced Background Check
Sitter Profile Image: Stavroula P.
Verified Enhanced Background Check

11. Stavroula P.

Star Sitter
Happy pets, happy life!
Humboldt Park, Chicago, IL, 60651
1.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
25 reviews
10 repeat clients
Profile image

Reliable and great with dogs!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Maya K.
Verified Enhanced Background Check
Sitter Profile Image: Maya K.
Verified Enhanced Background Check

12. Maya K.

Rover 101
Star Sitter
Insured, FirstAid, FearFree Cert. !
Logan Square, Chicago, IL, 60647
0.8 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
107 reviews
24 repeat clients
Profile image

Maya is the best! She is so thorough and clearly has a genuine care for and love of animals. I usually have a really hard time leaving my dog but Maya gives me such peace of mind! It makes all the difference and I’m so grateful to her for that :)

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Yara S.
Verified Enhanced Background Check
Sitter Profile Image: Yara S.
Verified Enhanced Background Check

13. Yara S.

Pet care is my passion!
Hermosa, Chicago, IL, 60639
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
31 reviews
10 repeat clients
Profile image

Yara was a great choice to watch my cat while I was away for the weekend. She seemed to instantly form a connection with him and always sent great pictures along with her updates every day! Would highly recommend

Availability updated 42 days ago
Sitter Profile Image: Sally H.
Verified Background Check
Sitter Profile Image: Sally H.
Verified Background Check

14. Sally H.

Friendly pet lover ready to help
Chicago, IL, 60647
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
54 reviews
21 repeat clients
Profile image

Sally was amazing. Super responsive and accommodating and my cat who usually does not like people warmed up to her. Definitely will use her in the future!

Availability updated today
Sitter Profile Image: Shannon A.
Verified Enhanced Background Check
Sitter Profile Image: Shannon A.
Verified Enhanced Background Check

15. Shannon A.

A home away from home for your pets
Avondale, Chicago, IL, 60618
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
6 reviews

Shannon was so great with our cats. They usually have a hard time when we leave, and we can tell they were so well taken care of this time. She gave them lots of attention and gave us plenty of updates. Will be using her again!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sophia H.
Verified Enhanced Background Check
Sitter Profile Image: Sophia H.
Verified Enhanced Background Check

16. Sophia H.

Star Sitter
Your furbaby's fun Auntie 🐶😻
Logan Square, Chicago, IL, 60647
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
49 reviews
21 repeat clients
Profile image

Sophia was very responsive and took great care of Anna while I was out of town. She sent detailed updates during every visit and played/sat with her which Anna needs to feel less anxious when I'm away. Would highly recommend Sophia and book her again.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Andre C.
Verified Enhanced Background Check
Sitter Profile Image: Andre C.
Verified Enhanced Background Check

17. Andre C.

True tail-wagging companionship
Logan Square, Chicago, IL, 60647
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Andre repeatedly went above and beyond our wildest expectations! This was one of our best experiences with a Rover sitter by far. Our cat, Teacher, clearly had such a fun time playing with Andre. She loves to play, but like many cats, can take some time to get interested before a session. Usually this means our sitters don't find the time to play with her at all - but Andre put in the effort to keep her active while we were gone. We got plenty of photos of her jumping and running around :). He also left treats around the apartment to engage her hunting instincts in between visits!! Andre even helped keep our place clean from litter tracking and gave Teacher special holiday treats! We felt so at ease knowing Teacher was in Andre's capable and caring hands and will recommend him to all of our pet owners looking for a sitter. We're so grateful to him for all of his help!

Availability updated 8 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kerlly H.
Verified Enhanced Background Check
Sitter Profile Image: Kerlly H.
Verified Enhanced Background Check

18. Kerlly H.

Star Sitter
Your dog's new best friend
Chicago, IL, 60647
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
31 reviews
6 repeat clients
Profile image

Kerlly was able to help us last minute and we are so grateful! She sent lots of pictures and tricks and tips on when we're away that might help our puppy!

Availability updated today
Sitter Profile Image: Joe F.
Verified Background Check
Sitter Profile Image: Joe F.
Verified Background Check

19. Joe F.

Lover of all dogs! Allergic to cats
Logan Square, Chicago, IL, 60647
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
58 reviews
20 repeat clients
Profile image

I couldn't have asked for a better dog walker than Joe! He is so great with our little fur baby, Coco. He comes straight over and takes Coco for a walk. He gives us with an update on how she did and if she went to he bathroom. He always sends pics throughiut the half hour of Coco when she is on her walks and while they are playing. She absolutely adores Joe and really enjoys having him walk her. It's hard to find a walker that we like and trust and I definitely trust Joe with Coco.

Availability updated 7 days ago
Sitter Profile Image: Chris  B.
Verified Background Check
Sitter Profile Image: Chris  B.
Verified Background Check

20. Chris B.

Rover 101
Star Sitter
15 years experience! Pet Lover
North Side, Chicago, IL, 60639
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 4.9 stars
33 reviews
12 repeat clients
Profile image

Amazing helper!!!! Cats were well taken care of. Will be hiring Chris again.

Availability updated 24 days ago

The median cost per night for pet sitting in Hermosa is $20

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Hermosa average 6 repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge