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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What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Sabrina G.
Sitter Profile Image: Sabrina G.
Excited to watch your pets!
Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Sabrina took such good care of our two cats while we were away! We really appreciated the photos and updates too. It was reassuring to know our house and cats w… (more)

from

$70

per night
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Sitter Profile Image: Maria K.
Sitter Profile Image: Maria K.
2.
Your Pet's New Best Friend! 🐱💕🐶
Chicago, IL, 60647
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maria is awesome, truly. She was awesome at communicating, and sent photos and videos. She was receptive to our high-energy puppy’s needs and made sure to take … (more)

from

$45

per night
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Sitter Profile Image: Lindsay J.
Sitter Profile Image: Lindsay J.
Cat mom and animal lover
Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Lindsey is wonderful! She took great care of a cats and our place while we were traveling. She was great at keeping us in the loop and making us aware of any … (more)

from

$63

per night
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Sitter Profile Image: James W.
Sitter Profile Image: James W.
4.
Always around cats & dogs.
Chicago, IL, 60618
Boarding, House Sitting, Dog Walking

James’s care for my senior cat, Petey was attentive, caring, and thorough. James was also very respectful of my home. While I was out of town, he updated me on … (more)

from

$38

per night
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Sitter Profile Image: Melanie R.
Sitter Profile Image: Melanie R.
Trustworthy petsitter, cats & dogs!
Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

This was Melanie’s second time taking care of our pets and we’ll 100% be reaching out to her again the next time we need pet care. She’s kind, thoughtful, commu… (more)

from

$40

per night
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Sitter Profile Image: Hayley D.
Sitter Profile Image: Hayley D.
6.
For the Love of Dog
West Town, Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking

Hayley provided regular photo and video updates and took wonderful care of my dog Riley while I was away for a week! She was respectful while staying in my home… (more)

from

$45

per night
Sitter Profile Image: Jasmine P.
Sitter Profile Image: Jasmine P.
Beloved dog whisperer, is me!
Avondale, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Jasmine did an outstanding job with our dog, Cholla. It was the longest time have left Cholla and as soon as I met Jasmine, I knew Cholla would be well taken ca… (more)

from

$75

per night
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Sitter Profile Image: Erik C.
Sitter Profile Image: Erik C.
8.
All critters great and small!!!
Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Erik was wonderful with our pup Abby! Stayed with her Fourth of July weekend when she’s very anxious around fireworks and took great care of her. We came home t… (more)

from

$50

per night
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Sitter Profile Image: Munder S.
Sitter Profile Image: Munder S.
9.
Your pet needs some me time too
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Munder is great; communicative and kept my home cleaner than when I left. I know my cat got lots of love and attention because when I got home he barely cried f… (more)

from

$60

per night
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Sitter Profile Image: Anna N.
Sitter Profile Image: Anna N.
10.
Reliable Experienced Dog & Cat Mom
Irving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits

This was our first time leaving our pup for an extended amount of time. She’s a 70 lb dog from a shelter and has some behavioral issues we were concerned would … (more)

from

$60

per night
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Sitter Profile Image: sophie b.
Sitter Profile Image: sophie b.
11.
Must say “Hi!” to every dog I pass!
Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

Sophie took care of our sweet kitty for 8 days. She looked and acted like she had been loved and cared for plenty in our absence. We are so happy we have Sophie… (more)

from

$65

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Christopher W.
Sitter Profile Image: Christopher W.
Here for all your fur baby needs!
Logan Square, Chicago, IL, 60647
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christopher is an excellent sitter and walker! My dog is really slow to warm up to strangers and Christopher was super patient and gentle with my dog. He gave l… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Savannah S.
Sitter Profile Image: Savannah S.
Dog Walker & House Sitter
Uptown, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Savannah was fantastic! Highly recommend. She was very communicative, sent lots of pictures and videos and took great care of my golden retriever. He loves her … (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Dan V.
Sitter Profile Image: Dan V.
14.
Dan 
Verified Enhanced Background Check
Treating every pet as my own!
Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Frank has separation anxiety and I have anxiety about Frank's separation anxiety. I need someone to stay with Frank any time I go out without him at this stage … (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Sonya F.
Sitter Profile Image: Sonya F.
15.
Friendly and caring animal lover!
Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

2nd time with Sonya and once again she took excellent care of our pup. Lots of pictures and updates to make sure we’ve a stress-free experience while away. We f… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Joe V.
Sitter Profile Image: Joe V.
16.
Joe 
Verified Enhanced Background Check
The best pet care around!
Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Joe house sat my two large dogs over the long holiday weekend. When I came back from my trip, both dogs were happy and calm, not stressed out and I could tell … (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Sidney S.
Sitter Profile Image: Sidney S.
17.
Former Pet Care Assistant at clinic
Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Sidney was amazing! Thank you so much for taking care of Leo and the apartment like if they were yours. We will definitely be reaching out again. (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Clare F.
Sitter Profile Image: Clare F.
18.
Attentive pet-sitter
Chicago, IL, 60647
House Sitting, Drop-In Visits

I was pleased with how Clare took care of my “old man”, Shay. Also, it’s not easy to have someone come in to live in your house for a week, but I found it was e… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Brittney J.
Sitter Profile Image: Brittney J.
Caring for animals brings me joy.
Chicago, IL, 60618
House Sitting, Drop-In Visits

Brittney is the best! She sent cute videos of our fur baby, she left the place super clean, and is all around responsible and great at communicating. We’ll abso… (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Heather B.
Sitter Profile Image: Heather B.
20.
Best cat sitter in Humboldt Park
Humboldt Park, Chicago, IL, 60651
House Sitting, Drop-In Visits

Heather is an AMAZING cat and housesitter. She went above and beyond in helping us out, and our finicky boys loved her. She sent me updates everyday multiple ti… (more)

from

$32

per night

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