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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Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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1. 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
23 repeat clients
from
$65
per night

Cheryl was great. She took wonderful care of our pup, was easy to communicate with and flexible to our schedule. I’d absolutely recommend her for any dog-sitting needs in the future.

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Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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2. 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
34 reviews
12 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.

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

Star Sitter
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
19 reviews
7 repeat clients
from
$60
per night

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 :)

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Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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4. Megan W.

Star Sitter
Megan W. Of Chicago area
Irving Park, Chicago, IL, 60641
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
16 repeat clients
from
$65
per night

Megan was great with barrel. Barrel is a little timid with new sitters but Megan gave her space to come out on her own. Once barrel opened up, she was very playful and had a great time.

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Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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5. 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
48 reviews
16 repeat clients
from
$60
per night

Coleen is the best of the best! Our #1 go to choice every time for our pup Saturn— he is always grateful for the generous attention, care, and top notch belly rubs he gets while his humans are away!

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Sitter Profile Image: Karolly Z.
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Sitter Profile Image: Karolly Z.
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6. Karolly Z.

Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60302
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$60
per night

Karolly has been such a good pet sitter!!! She is very communicative, and sent a lot of photos and videos of our animals. Would highly recommend her to anyone!

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Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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7. 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
43 reviews
10 repeat clients
from
$64
per night

Lindsay did a great job taking care of our cats over the holidays. She was communicative, friendly, and most importantly, the cats liked her. Thank you, Lindsay!

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

Star Sitter
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
39 reviews
8 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erik C.
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Sitter Profile Image: Erik C.
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9. 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
178 reviews
61 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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10. 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
30 reviews
19 repeat clients
from
$80
per night

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.

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Sitter Profile Image: Nancy C.
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Sitter Profile Image: Nancy C.
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11. 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

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.

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Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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12. 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
8 reviews
3 repeat clients
from
$40
per night

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!

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Sitter Profile Image: Kyliegh H.
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Sitter Profile Image: Kyliegh H.
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13. Kyliegh H.

Star Sitter
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
24 reviews
5 repeat clients
from
$55
per night

Kyliegh has been a long-time neighbor and friend. We have had 3 golden retriever's over the years and they are very "person-needy". The affection Kyliegh provides to our dogs has always been genuine without over-stimulating. This is a key talent she has. We have missed her since her move to the city. Pet-parents will love Kyliegh's care & understanding for their pets!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maya L.
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Sitter Profile Image: Maya L.
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14. 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 incredible with my reactive pup, making him and me feel so comfortable! She followed every request I had and my pup loves her now! Will definitely be reaching out again for future stays!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yama C.
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Sitter Profile Image: Yama C.
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15. Yama C.

Making cats and dogs happy!
Chicago, IL, 60618
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dan V.
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Sitter Profile Image: Dan V.
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16. 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
5.0 out of 5 stars
49 reviews
18 repeat clients
from
$75
per night

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!

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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
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: Hannah C.
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Sitter Profile Image: Hannah C.
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18. Hannah C.

Star Sitter
Reliable, prompt, and eager to help
Logan Square, Chicago, IL, 60647
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$50
per night

Hannah was fantastic with our dog, Biscuit! Don’t hesitate to book her. She was very prompt in responding to our initial request, came for a pre-sitting meet & greet and was on time on the day. She took great care of our pup and left our house immaculate. We look forward to having her back again in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Samuel J.
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Sitter Profile Image: Samuel J.
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19. 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.

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Sitter Profile Image: Olivia J.
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Sitter Profile Image: Olivia J.
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20. Olivia J.

Friendly, Punctual, Encouraging!
Chicago, IL, 60618
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$30
per night

Olivia was the best ever!! She went above and beyond for us and we couldn’t be more thankful. She sent photos and updates frequently. She gave me such peace of mind knowing our dogs were in such great hands. I think our house was even cleaner than when she arrived. Our dogs loved her so much and we can’t wait to book her again.

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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.

House Sitting