House Sitting in Hermosa, Chicago

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

Calendar Recently Updated
Sarah P.
1.
Probably a dog/cat whispererIrving Park, Chicago, IL, 60618
House Sitting, Dog Walking

Sarah was amazing! Great communication, super professional, and took excellent care of our pup. She was also flexible and gracious about scheduling. Would defin… (more)

from
$45
per night
Calendar Recently Updated
Justine R.
Your pet's new BFF!Uptown, Chicago, IL, 60640
House Sitting, Drop-In Visits

Justine was awesome! Super thorough and thoughtful throughout the process, I would definitely recommend her to anyone and Diesel loved her as well! (more)

from
$57
per night
Calendar Recently Updated
Emily T.
3.
Flexible/Last minute! Cats and DogsIrving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Emily stayed with our 2 year old puppy Abby for a full week and we could not have been more pleased! We got regular updates and pictures while we were away. Emi… (more)

from
$50
per night
Calendar Recently Updated
Robin P.
4.
Animal Lover Supreme. Spoil RottenAustin, Chicago, IL, 60707
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Robin stayed in our home for three nights and took wonderful care of our two French Bulldogs. They were well cared for and loved on by Robin. Robin sent us regu… (more)

from
$50
per night
Calendar Recently Updated
Judith P.
5.
Former Zookeeper!Humboldt Park, Chicago, IL, 60651
House Sitting, Drop-In Visits, Dog Walking

Judith to the rescue again! I think I contacted her 1-2 days before my travel time and she came through like a saint. Thank you very much Judith, look forward t… (more)

from
$50
per night
Let Dr Ray sit for your pet!Logan Square, Chicago, IL, 60647
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Raymond was so kind and understanding in a bit of a chaotic situation on my part and went above and beyond. Thank you SO much! (more)

from
$50
per night
Calendar Recently Updated
7.
Gimme all your breeds & needs! 🥰Portage Park, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

I was Katie’s manager at Jackie’s Play and Stay, a dog daycare and boarding facility. Katie cared for large groups of dogs in an open play environment on a regu… (more)

from
$80
per night
Calendar Recently Updated
8.
Dogs love my bad jokes!Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Sara is caring, calm and experienced with pups. My first dog was a stubborn, strong german shepherd mix who needed someone that was caring yet firm. Sara was th… (more)

from
$50
per night
Calendar Recently Updated
Pets having fun with a vet tech!Avondale, chicago, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits

I always feel completely comfortable with leaving my dogs in Ivelisse’s hands. She communicates enough to let me know they are being well taken care of while I … (more)

from
$50
per night
10.
picnic at sunset with your dogWest Town, Chicago, IL, 60622
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chris was wonderful! She looked after our dogs for 9 days and stayed in our home with them. She was an exceptional communicator and kept us up to date with phot… (more)

from
$36
per night
Calendar Recently Updated
11.
Hanging with your pet > My real jobIrving Park, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Haley is the first dog sitter we were willing to leave our pup with that wasn't family. She worked with us to get him ready for our trip with some stop by vis… (more)

from
$45
per night
Calendar Recently Updated
12.
Nurse & Animal lover!West Town, Chicago, IL, 60622
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mo has become one of the best people i know, dependable, trust worthy , conscientious, she has an amazing love for people and animals. She will take great care … (more)

from
$35
per night
13.
Jon 
Verified Enhanced Background Check
Rockstar Pet Care SpecialistsLogan Square, Chicago, IL, 60647
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jon was amazing. He was given very short notice to pet sit and was very quick in responding. Nala loved him. He was very calm around her and that helps the anxi… (more)

from
$40
per night
Calendar Recently Updated
14.
Experienced walker, sitter, playpalAvondale, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

This was our first time using a service to pet and house sit while we were away and it could not have been a better experience thanks to Janean's pro handling o… (more)

from
$50
per night
Calendar Recently Updated
15.
Experienced dog spoiler!Irving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Jessica was wonderful with our dog, Winnie! She was trustworthy, reliable and dedicated to caring for Winnie for a week while we were away. She stayed in our ho… (more)

from
$55
per night
16.
Loving,Trusting, Dependable Sitter!Irving Park, Chicago, IL, 60641
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gerardo was awesome! Very punctual and professional. Updates on if sadie was eating and going potty regularly and made me really comfortable about being apart f… (more)

from
$30
per night
Calendar Recently Updated
17.
Loving Logan Square SitterLogan Square, CHICAGO, IL, 60647
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Cameron was so amazing. She has come to dog sit at our house overnight a few times now. It is so nice to not have to worry when we're going on vacation, because… (more)

from
$50
per night
Calendar Recently Updated
18.
Available For The Fall! 🐶🐱Humboldt Park, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

David was great. He took care of my dog overnight when I had to go out of town. He stayed in my apartment for the night we were gone. He sent many updates and l… (more)

from
$55
per night
Calendar Recently Updated
19.
Your pup's pal, no matter the size!Avondale, Chicago, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jameel was great! Constant communication throughout the stay & even sent pictures. He made things very easy and I knew Jordy was in great hands while I was away… (more)

from
$40
per night
Calendar Recently Updated
20.
Fun, energetic, loyal and trustwortHermosa, Chicago, IL, 60639
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Pahola has had dogs her entire life and always loved them like they were her own babies. Going the extra mile to care fore them and make sure they were always h… (more)

from
$40
per night

Rover also offers House Sitting in:


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.