House Sitting in Hermosa, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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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
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$60
per night
Profile image

Coleen has watched our pup a few times now and always goes above and beyond to make Saturn comfy and cared for, which in turn makes us feel comfy and cared for too while we’re away. Truly the best pet care we’ve experienced! Coleen will unequivocally be our first choice sitter for the indefinite future!

Sitter Profile Image: Kaitie G.
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Sitter Profile Image: Kaitie G.
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2. Kaitie G.

Star Sitter
Miss Rachel for pets 🐾 she/her(s)
West Town, Chicago, IL, 60622
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
11 repeat clients
from
$75
per night
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Kaitie took great care of our pup and our home while we were away. She was communicative and shared plenty of photos which put us at ease so we could enjoy our trip. She made sure she had all of the important details about our dog's needs and was very thoughtful about her care. Usually our dog is a bit out of sorts after we've been away. This time he was is normal happy self when we got home which speaks volumes about how much he enjoyed Kaitie's visit :)

Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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3. Megan W.

Star Sitter
Megan W. Of Chicago area
West Town, Chicago, IL, 60622
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
17 repeat clients
from
$65
per night
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Megan was an excellent sitter for my boys! I was able to leave my 2 boxers home while I travelled for a day long business trip. Megan sent pictures, notes and kept me informed throughout the day. I returned to 2 happy pups and a neat & tidy home. Thank you Megan!

Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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4. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60651
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
12 repeat clients
from
$57
per night
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Sarah is the best. She is so patient, understanding and chill. She recognizes that Laika is a puppy and was able to curb his zoomies but also allow him to have fun. He’s always so happy to see her! And it’s heartening to see her be so loving towards him. I would love to have her over every time and trust her with Laika completely. She made sure I talked to her on the phone before coming so we were both comfortable and a good fit. Is very communicative and flexible.

Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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5. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
10 repeat clients
from
$64
per night
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Lindsay was a rock star sitter to my pup. She was responsive, confirmed she arrived, sent timely updates and pics! When I first met her she immediately took notes and was focused on taking in the details to do a good job. I’ll hire her again when the need arrives.

Sitter Profile Image: Desiree S.
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Sitter Profile Image: Desiree S.
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6. Desiree S.

Fun, caring animal lover!
Irving Park, Chicago, IL, 60618
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$31
per night
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Desiree did a fantastic job sitting at our house while we were away. She was responsive and punctual. Ash seemed to have a great time, and Desiree sent some update pictures. Would definitely recommend!

Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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7. 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
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$40
per night
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Malcolmn was amazing and made my trip so peaceful. He sent many pictures a day with detailed notes on their day. I really appreciate the job he’s done

Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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8. Cheryl L.

Star Sitter
Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
24 repeat clients
from
$65
per night
Profile image

Cheryl is professional and kind! She asked questions during our meet and greet that demonstrated her knowledge and joy for animals. She sent photos of my lil guys while I was away and I could tell they loved having her around. Cheryl provided excellent peace of mind while we were out of town. 🐾

Sitter Profile Image: Yama C.
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Sitter Profile Image: Yama C.
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9. Yama C.

Making cats and dogs happy!
Avondale, Chicago, IL, 60618
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Yamá is a gentle, kind animal love and caregiver. I trust her with my kitties every time! She is very thorough and pays great attention to detail. Yamá takes her time and gives all the furr-babies special attention. Reliable and dependable, I’d pick Yamá to take care of my pets every time.

Sitter Profile Image: Erik C.
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Sitter Profile Image: Erik C.
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10. Erik C.

Star Sitter
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
189 reviews
65 repeat clients
from
$60
per night
Profile image

Erik was responsible and communicative, and we'd be happy to use his services again anytime. We have a couple of older cats and Erik was attentive to their needs, including their medication.

Sitter Profile Image: Catherine B.
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Sitter Profile Image: Catherine B.
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11. Catherine B.

Times are ruff, I’m here to help!
Humboldt Park, Chicago, IL, 60647
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$55
per night
Profile image

This is my first time using Rover and Catherine was an absolute pleasure to work with. She was very kind and patient and went above and beyond to help ease any of my anxieties. She sent me pictures of them looking very happy and snuggly, and was really quick to respond. I came back to my place looking exactly as I had left it and the kitties seemed safe and happy.

Sitter Profile Image: Sophia H.
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Sitter Profile Image: Sophia H.
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12. Sophia H.

Your furbaby's fun Auntie 🐶😻
Logan Square, Chicago, IL, 60647
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$45
per night
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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.

Sitter Profile Image: Samuel J.
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Sitter Profile Image: Samuel J.
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13. Samuel J.

Grew up in a house full of animals!
Chicago, IL, 60618
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
8 reviews
2 repeat clients
from
$49
per night
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Samuel watched our two dogs for a long weekend while we were out of town. His professionalism and commutation were perfect. We came home to a clean space and happy pups! Will definitely be booking him again.

Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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14. Jessica D.

Star Sitter
Cat mom-Love animals & the outdoors
Logan Square, Chicago, IL, 60647
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
25 repeat clients
from
$80
per night
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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.

Sitter Profile Image: Lacey & Seth S.
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Sitter Profile Image: Lacey & Seth S.
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15. Lacey & Seth S.

We like to Pawwty! 🎶
West Town, Chicago, IL, 60647
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$55
per night
Profile image

Lacey and Seth came to the rescue when we needed a last minute sitter and were AMAZING! They sent sweet updates of our guy regularly and were so respectful of our home. We will absolutely recommend them to anyone looking for a pet sitter and plan to book with them again!

Sitter Profile Image: Christopher F.
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Sitter Profile Image: Christopher F.
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16. Christopher F.

Skilled Dog Walker and Sitter
Avondale, Chicago, IL, 60647
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$50
per night

Chris walked our dog for a week while our typical dog walker was out of town. He was very attentive to the instructions we left him and was very good about communicating how the walk was with our dog. I would definitely recommend him to anyone looking for a great dog walker!

Sitter Profile Image: Sam W.
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Sitter Profile Image: Sam W.
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17. Sam W.

Caring & Communicative Pet Lover
Avondale, Chicago, IL, 60618
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$65
per night
Profile image

After meeting Sammie, we were completely confident leaving our dog Maisie (and our house) in her care. It is obvious that Sammie cares deeply about animals and is a natural at connecting with and understanding them. Maisie is an anxious dog who can be slow to warm up to many people, but she and Sammie bonded quickly. We got frequent updates while we were away and were relieved to see Maisie being her usual, sweet, goofy self instead of the anxious pup she can sometimes be when we're away. Also, the amount of walks Sammie took Maisie on put us to shame. We returned to a very happy pooch, and I'm pretty sure our house was cleaner than we left it. Thank you, Sammie, for the total peace of mind!

Sitter Profile Image: Grace K.
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Sitter Profile Image: Grace K.
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18. Grace K.

Dog lover and cat auntie
Logan Square, Chicago, IL, 60647
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$42
per night
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Grace took such great care housesitting our six month old puppy during a weekend out of town. She was kind, communicative and so patient with our little pup. We highly recommend Grace!

Sitter Profile Image: Nancy C.
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Sitter Profile Image: Nancy C.
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19. Nancy C.

Your pet’s loyal friend
Logan Square, chicago, IL, 60647
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
2 repeat clients
from
$40
per night
Profile image

Nancy was very responsive via text while watching my dog, and even helped me out by dropping her zoey off daycare for me. Truly helpful while I was away! I plan to book her again soon.

Sitter Profile Image: Alisson P.
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Sitter Profile Image: Alisson P.
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20. Alisson P.

Star Sitter
Caring and responsible puppy lover
Chicago, IL, 60639
0.7 mi. away
House Sitting
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$100
per night
Profile image

Alisson was absolutely phenomenal. Great communication and sent us tons of pictures and videos so we could see our dogs were happy and thriving. Was proactive about making sure to ask for detailed instructions and it was clear she read everything before arriving. I had no doubt that they were in excellent hands the entire time and she handled the typical puppy behavior of our 7 month old like a pro. Treated our house with utmost respect and would feel totally confident recommending her. Can’t wait to have her back.

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Rover also offers House Sitting in these neighborhoods:

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The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting