House Sitting in Hermosa, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

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

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
48 reviews
15 repeat clients
from
$60
per night

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!

Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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2. Cheryl L.

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
56 reviews
21 repeat clients
from
$55
per night

Our pup was in excellent hands with Cheryl! She was quick to respond and sent pics during the stay. :) I would not hesitate to recommend her and hope to book her again! Thanks, Cheryl!

Sitter Profile Image: Kaitie G.
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Sitter Profile Image: Kaitie G.
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3. Kaitie G.

Miss Rachel for pets 🐾 she/her(s)
West Town, Chicago, IL, 60622
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$60
per night

Katie is fantastic!! Very friendly and communicative, and as a bonus, takes awesome photos of your pet! We loved having her house-sit and take care of our very extroverted cat. Highly recommend!

Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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4. Lindsay J.

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
43 reviews
9 repeat clients
from
$66
per night

Lindsay was great we needed a very last minute sitter, and she was able to make a miracle happen. Our dog has separation anxiety, and he was completely at ease when we came home. We will definitely be using Lindsay again to watch our dog.

Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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5. Sarah M.

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
34 reviews
11 repeat clients
from
$57
per night

Sarah did great with our two dogs, including a high anxiety dog who needs medication and extra care on walks. We came home to a spotless apartment and two tired and happy pups.

Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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6. Megan W.

Megan W. Of Chicago area
West Town, Chicago, IL, 60622
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
52 reviews
16 repeat clients
from
$65
per night

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: Lacey & Seth S.
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Sitter Profile Image: Lacey & Seth S.
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7. 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

Seth & Lacey stayed with our two dogs for six nights and they did a fantastic job! They were flexible with our needs for the doggos/house care, communicative, and we felt confident the dogs were left in trusting hands. We absolutely recommend Seth & Lacey!

Sitter Profile Image: Adrianna W.
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Sitter Profile Image: Adrianna W.
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8. Adrianna W.

I will love your pets like my own!!
Chicago, IL, 60647
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
7 repeat clients
from
$50
per night

Adrianna was an excellent house-sitter! I received daily updates & photos of my Lola & could feel at ease during my week-long trip. Would book Adrianna again when needed!

Sitter Profile Image: Macklyn K.
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Sitter Profile Image: Macklyn K.
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9. Macklyn K.

Reliable and knowledgable dog lover
Logan Square, Chicago, IL, 60647
1.9 mi. away
Boarding, House Sitting
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$68
per night

Macklyn was instantly liked by Yogi and she made sure he was taken care off while we were out of town. She send an update of him eating and walking along with pictures. I would recommend her to anyone. It was my first time having someone else watch my little love bug.

Sitter Profile Image: Sam W.
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Sitter Profile Image: Sam W.
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10. 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
22 reviews
12 repeat clients
from
$65
per night

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: Maya L.
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Sitter Profile Image: Maya L.
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11. Maya L.

Med student, cat mom, animal lover
Logan Square, Chicago, IL, 60647
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$65
per night

Maya was wonderful to work with a great sitter! She was very good with our dog and cat, and great at communicating throughout the stay. I would recommend her services to others and we look forward to working with her again!

Sitter Profile Image: Catherine B.
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Sitter Profile Image: Catherine B.
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12. 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
34 reviews
11 repeat clients
from
$45
per night

Catherine was great. She took notes during our meet & greet, and we knew then that she would be really thorough and reliable. Admittedly, we are very particular dog owners because our pups are very high energy, anxious, have sensitive stomachs, and other medical conditions. She read through all the notes we left her and cared for the dogs diligently, communicating with us quickly about any questions or concerns as they popped up to ensure the best care. Every night she sent us photos from that day, which was appreciated because we really missed our little guys!! I have had negative experiences with sitters on this app so I’m very careful about my selections, which is why I would definitely recommend her to my friends. She had a great attitude and the dogs loved her :) would book with her again for sure.

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
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$49
per night

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: Melanie R.
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Sitter Profile Image: Melanie R.
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14. Melanie R.

Trustworthy petsitter, cats & dogs!
Logan Square, Chicago, IL, 60647
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
170 reviews
51 repeat clients
from
$48
per night

It was a blessing to know our little pups were in such great care with Melanie! Our home was also taken care of like we left it. Thank you so much Melanie. We would love to have you in our home again.

Sitter Profile Image: Parker V.
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Sitter Profile Image: Parker V.
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15. Parker V.

Wants to love your dog! (he/they)
Chicago, IL, 60618
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$55
per night

Parker was amazing! I was nervous as I never left my Rott before unless it was with family because of his anxiety and the fact he’s 150lbs of energy, my Yorkie I had no worries. She took care of the dogs and my home 100% She is very sweet and took to the dogs as well as they to her rite away! I would use her again with out a second thought - TY Parker without you our Family would not have been able to surprise my Daughter in Florida for her bday👍👍

Sitter Profile Image: Erik C.
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Sitter Profile Image: Erik C.
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16. 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
$60
per night

Erik always does a great job watching our Bernese Mountain Dog Gus. He is a goofy dog and can be a bit of a handful, but Eric always has a good attitude about watching him and they enjoy their time together. I highly recommend him to watch your animals!

Sitter Profile Image: Kyliegh H.
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Sitter Profile Image: Kyliegh H.
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17. 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
$55
per night

I've known Kyliegh for 25 years and can confidently say she has always been very caring about animals and was very caring with the dogs that I grew up with. She was able to handle the dogs' different personalities and needs. When my family went out of town we would have Kyliegh watch our dogs and never had any issues. I definitely recommend Kyliegh!!

Sitter Profile Image: Dan V.
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Sitter Profile Image: Dan V.
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18. Dan V.

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

Dan did a great job taking care of our dog, Odin, at our home while we were out of town for the weekend. He made sure all of Odin’s needs were well cared for and gave us regular photo updates of how things were going. He also had no issue with the fact that Odin isn’t dog friendly. Highly recommended.

Sitter Profile Image: Alisson P.
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Sitter Profile Image: Alisson P.
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19. Alisson P.

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

Alison was great! We did a meet and greet before the dog sitting just to get her up to speed and she was so friendly and attentive. She kept me posted every step of the way and could tell she was taking great care of the dog. She left the house exactly how I left it Will definitely use again!!

Sitter Profile Image: Gabriel Y.
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Sitter Profile Image: Gabriel Y.
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20. Gabriel Y.

Pet lover and caregiver.
Chicago, IL, 60639
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Gabriel is responsible and patient. As a pet owner himself he has experience handling a wide range of animals from guinea pigs to fish to cats. He’s eager to learn and takes the time to adapt to each pet. I’m confident he’ll be a great fit for you!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Hermosa:


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.

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