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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Cameron C.
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Sitter Profile Image: Cameron C.
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1. Cameron C.

Pet lover with tons of time & love!
Lake View, Chicago, IL, 60613
4.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$15
per visit

Cameron was so great with Jasper. He’s a bit aggressive toward other dogs and she handled him very well. I would book with her in a heartbeat! Very trustworthy ☺️

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Sitter Profile Image: Kathleen N.
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Sitter Profile Image: Kathleen N.
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2. Kathleen N.

Reliable & accommodating pet sitter
Portage Park, Chicago, IL, 60641
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
106 reviews
38 repeat clients
from
$20
per visit

Kathleen is so kind, attentive, and responsive, and I’m SO glad we found her! She is now my go-to sitter for my cat when I am out of town. Most recently my cat was a bit sick right before I left, but Kathleen put me at ease with her detailed updates and photos. Thank you, Kathleen!!

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Sitter Profile Image: Kyliegh H.
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Sitter Profile Image: Kyliegh H.
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3. Kyliegh H.

Care for your family when you can’t
Logan Square, Chicago, IL, 60647
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$20
per visit

Kyliegh has been so accommodating . I greatly a appreciate that. My schedule my change and Kyliegh is so understanding. I am so glad I was able to find her in Rover. My fur babies love her.

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Sitter Profile Image: Connor K.
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Sitter Profile Image: Connor K.
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4. Connor K.

Rover 101
Loving your Pups like my own
Logan Square, Chicago, IL, 60647
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
25 repeat clients
from
$20
per visit

Conner was great! Very good communication about our pups. He clicked with them instantly and it was clear he enjoys working with animals. Thanks Conner!

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Sitter Profile Image: Jocelyn M.
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Sitter Profile Image: Jocelyn M.
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5. Jocelyn M.

I am a dog and cat purr-son :)
Avondale, Chicago, IL, 60618
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
9 repeat clients
from
$19
per visit

Jocelyn was wonderful! She was communicative, was great with my pup, and sent pictures throughout her time with him. Will definitely be reaching out to her again when I need someone to check-in with my dog.

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Sitter Profile Image: Emerald G.
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Sitter Profile Image: Emerald G.
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6. Emerald G.

Local woman loves cats
Irving Park, Chicago, IL, 60641
2.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
25 reviews
10 repeat clients
from
$20
per visit

Emerald was great! She was great at sending photos and videos everyday! She is very reliable and great with my elderly cat. Thank you so much, Emerald! I’m excited to use you again!

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Sitter Profile Image: Leeraz D.
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Sitter Profile Image: Leeraz D.
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7. Leeraz D.

Love & care, as if you were there!
Chicago, IL, 60647
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
35 reviews
11 repeat clients
from
$25
per visit

Lee is great! She provides excellent feedback and it's super apparent that she loves what she does. Our Ivy has never looked happier in her pics:)

Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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8. Amanda D.

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

Amanda was amazing! They did an excellent job caring for our very particular pet, completely blowing away our expectations. We needed help on short notice and Amanda couldn’t have been more accommodating! I couldn’t be happier with how Amanda went above and beyond to make sure Romeo was taken care of and happy. From the initial meet-and-greet to the daily updates and pictures, Amanda was professional, attentive, and genuinely caring towards Romeo— ensuring us that he was in the right hands while we were away. I would highly recommend Amanda to anyone looking for a reliable and trustworthy cat sitter!

Sitter Profile Image: Emily T.
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Sitter Profile Image: Emily T.
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9. Emily T.

Rover 101
Flexible/Last minute! Cats and Dogs
Irving Park, Chicago, IL, 60641
2.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
46 reviews
14 repeat clients
from
$25
per visit

Emily has stayed at my place to watch my 55lb active goldendoodle multiple times and is a fantastic dogsitter (and person). She is responsible, mature, and fun and I had no worries whatsoever that my dog and home would be safe in her care and well-looked-after. My pup is always happy to see her and they have lots of fun together inside and outside. She's also great with communication by text/email/call so you don't have to worry about getting in touch if you need to.

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Sitter Profile Image: Sol S.
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Sitter Profile Image: Sol S.
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10. Sol S.

Flexible Schedule, Cats & Dogs!
Chicago, IL, 60647
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
246 reviews
75 repeat clients
from
$25
per visit

We have booked with Sol a few times now and they are always so loving with our boys and great at sending photos and updates - would absolutely recommend Sol for anyone!

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Sitter Profile Image: Erik C.
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Sitter Profile Image: Erik C.
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11. Erik C.

All critters great and small!!!
Logan Square, Chicago, IL, 60647
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
175 reviews
60 repeat clients
from
$21
per visit

This was the fifth time that Erik petsit for me. It’s so nice to be able to travel and feel totally at ease that my cats will be well cared for. He’s consistent, reliable, and easy to work with. And the girls like him! Win-win.

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Sitter Profile Image: Jackie G.
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Sitter Profile Image: Jackie G.
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12. Jackie G.

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

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!

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Sitter Profile Image: Jose R.
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Sitter Profile Image: Jose R.
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13. Jose R.

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

jose was great and really helped us during an emergency when we had a flight canceled last minute i really appreciated his communication and flexibility

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Sitter Profile Image: Brigit L.
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Sitter Profile Image: Brigit L.
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14. Brigit L.

Animal lover in Logan Square
Logan Square, Chicago, IL, 60647
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$20
per visit

Brigit did great with our senior cat!! She has specific needs and Brigit had no problem meeting them all. We'll definitely be booking her again when we go out of town! 🐈‍⬛

Sitter Profile Image: Candace L.
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Sitter Profile Image: Candace L.
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15. Candace L.

energetic, fun & caring pet lover!!
Chicago, IL, 60647
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$10
per visit

Candace was a great sitter! I have used her multiple times over the past few years. Every time I leave my boy with her I know he will be well taken care of. I know he likes her because every time I pick him up I have trouble getting him to leave. Thanks Candace!

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Sitter Profile Image: Agnes S.
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Sitter Profile Image: Agnes S.
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16. Agnes S.

Loving Zen Pet Care - Logan Square
Logan Square, Chicago, IL, 60647
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
3 repeat clients
from
$25
per visit

Agnes has watched our dog for overnights in our home a few times and we couldn't be happier with her as our pet sitter. Her caring and playful nature with our beloved dog, Tallulah, is truly exceptional. Our puppy adores her! Agnes is not only trustworthy but also respectful of our home and consistently follows all pet care instructions. We're so grateful to have found such a reliable and caring pet sitter in Agnes.

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Sitter Profile Image: Sally H.
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Sitter Profile Image: Sally H.
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17. Sally H.

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

Sally did drop in visits over Christmas to feed and take care of my cat. She kept me updated on everything and sent me photos with each visit that helped me feel like he was getting great care! I sincerely appreciated her providing care for him while I was gone.

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Sitter Profile Image: Jonathan K.
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Sitter Profile Image: Jonathan K.
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18. Jonathan K.

WFH so flexible availability!
Logan Square, Chicago, IL, 60647
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$18
per visit

Jon watched my dog Gus multiple times over the course of about a year and a half. He loved spending time with Gus and always took great care of him during each visit and provided updates with photos and comments/questions. Gus loved Jon too, and always got excited when Jon came to pick him up!

Sitter Profile Image: Yara S.
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Sitter Profile Image: Yara S.
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19. Yara S.

Pet care is my passion!
Logan Square, Chicago, IL, 60647
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per visit

Yara always takes such good care of my two cats! I appreciate the updates and photos, and love that they've gotten to know her better each time.

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Sitter Profile Image: Amanda P.
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Sitter Profile Image: Amanda P.
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20. Amanda P.

Peace of mind while you are away
Chicago, IL, 60639
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
40 reviews
27 repeat clients
from
$30
per visit

We will absolutely have Amanda sit again! She gave us updates on our cat and stuck around a bit longer to play when she noticed he was being particularly needy. It's great to know that when we're away Amanda is checking in.

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Dog lovers in Hermosa, Chicago, IL love pet sitters on Rover.com. Over 7915 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.

Drop-In Visits