House Sitting in Hermosa, Chicago

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Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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1. Coleen T.

Star Sitter
Reliable Carer for Your Fur Babies
Chicago, IL, 60634
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
99 reviews
27 repeat clients
Profile image

Coleen did a wonderful job watching Ollie while we were out of town for a few days. We received frequent updates and upfront information related to time spent with our pup. Coleen was very professional and responsive, we will request to book again soon! Thanks Coleen!

Availability updated today
Sitter Profile Image: Kashmir K.
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Sitter Profile Image: Kashmir K.
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2. Kashmir K.

Star Sitter
reactive & special needs specialist
Chicago, IL, 60622
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
Profile image

Kash was amazing! Was always available for updates on our girls during our trip away. Did everything we could’ve asked for and went above and beyond. Would definitely recommend to anyone and will be booking again.

Availability updated 2 days ago
Sitter Profile Image: Agnetta K.
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Sitter Profile Image: Agnetta K.
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3. Agnetta K.

Rover 101
Star Sitter
Lifelong Rottweiler lover & Trainer
Logan Square, Chicago, IL, 60647
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5.0 out of 5 stars
93 reviews
41 repeat clients
Profile image

Agnetta was punctual and very communicative. She was also extremely generous with her time and when our travels ran a little long she was kind enough to stay with Ruby and Pearl a bit longer to ensure they weren’t left alone for too long. We will be booking her again.

Availability updated today
Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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4. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
3.9 mi. away
House Sitting, Drop-In Visits
from
$68
per night
5.0 out of 5 stars
61 reviews
14 repeat clients
Profile image

lindsay was very thorough, communicative and understanding with everything. 100/10 would use her again. beare was well cared for and pics were sent throughout the day. this was my first time using her and she exceeded expectations.

Availability updated yesterday
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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5. Malcomn F.

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
Profile image

Malcolmn did a terrific job taking care of our two big dogs in our home. He kept us well-informed about their activities and left the place super tidy. Highly recommend Malcolmn!

Availability updated 7 days ago
Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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6. Erin H.

Artist with a big heart for pets🩵
Chicago, IL, 60647
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
Profile image

Erin's reviews and repeat clients speak for themselves. Communication, care, attentiveness, and safety are all 10/10. Don't hesitate, just book.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Sophia H.
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Sitter Profile Image: Sophia H.
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7. Sophia H.

Star Sitter
Your furbaby's fun Auntie 🐶😻
Chicago, IL, 60647
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
Profile image

Sophia is amazing! My highly reactive senior dog loved her and I felt so comfortable having her stay with my dogs while out of town for a week.

Availability updated 2 days ago
Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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8. Cheryl L.

Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
80 reviews
27 repeat clients
Profile image

Cheryl was awesome. She took great care of my pups who are both a little nervous/wary of strangers. She left my place super clean. I really enjoyed meeting her before we booked to make sure she was comfortable. Without her, my wedding weekend would not have gone as smoothly!

Availability updated 6 days ago
Sitter Profile Image: Jonah S.
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Sitter Profile Image: Jonah S.
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9. Jonah S.

New Chicagoan, Experienced Sitter
Humboldt Park, Chicago, IL, 60612
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
Profile image

Jonah has been a great sitter for my dog, Millie! I travel for work a few times a year, and Jonah was not only available but also happy and eager to get to know my pup. He asked great questions and scheduled a meet and greet ahead of my booking to make sure Millie felt comfortable. Jonah would also send me photos every day and communicated anything he and Millie did that day. She has pannus, which makes her eye pretty sensitive. Jonah let me know when she had a flare up and took great care of Millie until I got home. I am excited to book with him again because of his quality of care and friendly nature!

Availability updated 7 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Willow D.
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Sitter Profile Image: Willow D.
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10. Willow D.

Transwomanpetexpert:3
Logan Square, Chicago, IL, 60647
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

Willow did such a nice job with our two girl kitties, Lemon and Belly. I could tell from our meet and greet that Lemon was really comfortable with her and even our shy gal, Belly seemed to come around quickly. Communication was good and clear, my complicated feeding instructions were followed to a t and the house was treated with respect throughout her stay. Thanks Willow for caring for our girls!

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Ksa C.
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Sitter Profile Image: Ksa C.
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11. Ksa C.

Walks, Runs, & Snuggles!
Chicago, IL, 60618
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
Profile image

While Ksa watched our dog at our home, she took great care of him, leaving us many cute updates and pictures. Before we left, she made a visit over to our place to meet our dog and asked a lot of questions which made us confident he would have a great experience with Ksa. We can’t wait to have her take care of our pup again!

Availability updated 12 days ago
Sitter Profile Image: Destiny T.
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Sitter Profile Image: Destiny T.
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12. Destiny T.

Star Sitter
Always paw-sitive vibes :)
Logan Square, Chicago, IL, 60647
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
Profile image

Destiny was just the kindest and most easy going person! I have a 6 month old puppy which can be a handful but I came back to a clearly well loved pup. Most importantly rues training hadn’t slipped while in her care. Also Destiny went above and beyond keeping my house tidy and clean while here.

Availability updated 13 days ago
Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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13. Jessica D.

Cat mom-Love animals & the outdoors
Logan Square, Chicago, IL, 60647
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
163 reviews
64 repeat clients
Profile image

Wonderful experience from start to finish. Jess is incredibly kind and communicative and followed our absurdly detailed instructions to the letter. We can’t recommend her highly enough.

Availability updated yesterday
Sitter Profile Image: Kerlly H.
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Sitter Profile Image: Kerlly H.
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14. 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
$75
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
Profile image

Kerlly was the best! We were able to meet up ahead of sitting at my apartment and Lucy immediately loved her and I knew since Kerlly was a dog owner herself Lucy was in good hands. She checked details and made sure the care was as needed and sent pics throughout the weekend. My apartment was left maybe better than I left it! I would definitely recommend her and will rebook when I’m traveling again.

Availability updated today
Sitter Profile Image: Maya P.
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Sitter Profile Image: Maya P.
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15. Maya P.

Eager to meet your fluffy friends!
Logan Square, Chicago, IL, 60647
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
7 reviews
Profile image

Maya gave great updates and was super communicative. The dogs seemed to have a great time with her. She made sure they got out even when the temps were sub 0.

Availability updated yesterday
Sitter Profile Image: Maiya D.
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Sitter Profile Image: Maiya D.
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16. Maiya D.

Star Sitter
Available for Thanksgiving!
Logan Square, Chicago, IL, 60647
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
Profile image

Maiya did an incredible job taking care of Finnegan! She kept us updated with lots of photos and messages, and it was clear he had a fantastic time with her. We’ll definitely be asking Maiya to watch Finnegan again!

Availability updated today
Sitter Profile Image: Jocelyn G.
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Sitter Profile Image: Jocelyn G.
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17. Jocelyn G.

Star Sitter
Jocelyn's Loving Service
Hermosa, Chicago, IL, 60639
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
Profile image

Jocelyn watched our two big dogs for a week and they all really bonded! Jocelyn sent us updates and pics of our pups daily. She was very responsive throughout the week, brought in our mail, followed the dogs’ care instructions, and left our house spotless. If you are looking for a sweet, responsible and trustworthy dog sitter I highly recommend Jocelyn!

Availability updated 6 days ago
Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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18. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60618
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
66 reviews
23 repeat clients
Profile image

Jasmine exceeded our expectations caring for our 3 dogs and 1 cat over the long weekend. She was incredibly communicative, regularly sending updates and photos which put our minds at ease. Our animals seemed happy and well taken care of upon our return. We highly recommend Jasmine for anyone in need of reliable and loving pet care!

Availability updated 11 days ago
Sitter Profile Image: Dan V.
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Sitter Profile Image: Dan V.
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19. Dan V.

Star Sitter
Treating every pet as my own!
Logan Square, Chicago, IL, 60647
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
59 reviews
20 repeat clients
Profile image

Dan was amazing with our girls-- always sending updates, letting us know about any potential issues, and making himself available to care for our dogs if anything abnormal happened. Dan was responsive, flexible, respectful of our home, and was so kind to us and our dogs. We LOVED Dan and can't wait to see him again!

Availability updated 21 days ago
Sitter Profile Image: Sally H.
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Sitter Profile Image: Sally H.
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20. Sally H.

Friendly pet lover ready to help
Chicago, IL, 60647
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
53 reviews
21 repeat clients
Profile image

We'll definitely hire Sally again, she was very accommodating, and took great care of Cassie while we were away. She made sure to come and get acquainted in advance, and had all of her needs covered. She took the time to send us messages and pictures to reassure us that all was well, which was very reassuring. First-class service.

Availability updated 2 days ago

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