House Sitting in Humboldt Park, 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.

Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
23 repeat clients
from
$55
per night

We have two dogs with very big personalities, and one of those is reactive and requires medication and extra care on walks. Cheryl was great with all of it. She was super communicative and we came home to two happy dogs and a spotless apartment. We just came home to happy dogs and our apartment looked exactly as we left it. We would be happy to book Cheryl again.

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

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

Kaitie was phenomenal... Brewtus has had a few awesome baby-sitters from Rover, and KG is right at the top. Very thorough input, asked all the right questions and sent me so many photos of her and Brewski having a blast together it warmed my heart and removed all stress while I was out of the country. I can't recommend Kaitie anymore; she's a total dog lover and excellent at caring for animals. Thank you! Thank you! Thanks you! I gotta step up my walking and playing game or else Brewski may be pinning for you to be around instead of me.

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Sitter Profile Image: Karolly Z.
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Sitter Profile Image: Karolly Z.
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3. Karolly Z.

Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60302
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$53
per night

Karolly was excellent! Very kind and responsive. She took great care of our St. Bernard for a few days. Walked her and played with her and kept us updated with photos and messages. Highly recommend.

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Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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4. Erin H.

Artist with a big heart for pets🩵
Chicago, IL, 60622
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$50
per night

Erin took great care of the kitties...and I have one that requires a bit more attention than typical (special diet and monitoring her health). She sent me lots of pics and kept me informed of the "goings-on" during the visit. I would be delighted to have Erin cat-sit again!

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

Cat mom and animal lover
Chicago, IL, 60642
3.0 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 housesat for Jaxx this week and was right on time with his walks and feedings. Her communication was great and help put my mind at ease while I was traveling for work. She kept my place picked up which is always greatly appreciated. I will definitely use Lindsay again.

Confirmed availability: Memorial Day Weekend
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
Irving Park, Chicago, IL, 60641
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 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!

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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7. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
25 repeat clients
from
$65
per night

I highly recommend Otis as a Rover sitter! He was very punctual and professional during our meet and greet. During his stay in my home, he followed all instructions - including correctly using a type of leash that was new to him - and sent lots of updates and photos. I will definitely book Otis again 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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8. Sarah M.

We’ll have fun in the paw-ffice!
Chicago, IL, 60651
0.8 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 is always a delight. She is so good with our crew. Our dog and I were outside in the yard when he heard her open her car door and he excitedly barked his hellos with his tail wagging ‘til she walked into our yard. That’s a pretty great indication of how beloved she is to our family.

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Sitter Profile Image: Kyliegh H.
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Sitter Profile Image: Kyliegh H.
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9. Kyliegh H.

Care for your family when you can’t
Logan Square, Chicago, IL, 60647
1.6 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 taken care our cats multiple times. She is caring, loving and are pets seem happy when we get home from our trips. What I love is she sends updates and photos of our cats. I highly recommend her.

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Sitter Profile Image: Adrianna W.
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Sitter Profile Image: Adrianna W.
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10. Adrianna W.

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

Adrianna was great with our three little kids (two dogs and one kitty). She was punctual, professional, and very caring, sending lots of photos to keep us updated on how things went. Everything was trouble free and went smoothly. Would highly recommend. Thank you!

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Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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11. Malcomn F.

Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 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: Kirsten W.
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Sitter Profile Image: Kirsten W.
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12. Kirsten W.

Animal Enthusiast and Trainer!
West Town, Chicago, IL, 60622
2.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$40
per night

Always reliable, patient and understanding. She is so good to my little cat and takes really good care of her. Thanks for consistently helping us out!

Sitter Profile Image: Hunter M.
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Sitter Profile Image: Hunter M.
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13. Hunter M.

WFH and available to house sit 🥰
Chicago, IL, 60622
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$60
per night

Hunter is amazing!! In a desperate and last minute need of someone to be with our dogs overnight, Hunter came over and stayed with our 3 chihuahuas. Kind, personable, communicative and experienced; instantly upon meeting Hunter, we felt immediate relief that our dogs would be cared for, loved and safe while we were away. I wish we were going out of town again so we could welcome Hunter back into our home. The dogs immediately loved her and our minds were at ease while we were traveling. We can’t recommend Hunter enough!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alina K.
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Sitter Profile Image: Alina K.
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14. Alina K.

Great company for your fluffy ones
West Town, Chicago, IL, 60622
1.6 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$60
per night

I needed someone to play with my puppy so I could focus on working for one afternoon. Alina’s so helpful and is really patient with puppy. He loves her already after 4 hours of hanging out with Alina.

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Sitter Profile Image: Melanie R.
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Sitter Profile Image: Melanie R.
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15. Melanie R.

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

Melanie cared for my energetic but ailing Boston terrier and my elderly cat while I was out of town for five days. She is a thoughtful and reliable caregiver. I returned to happy pets and a spotless house. Highly recommended.

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Sitter Profile Image: Madelyne M.
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Sitter Profile Image: Madelyne M.
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16. Madelyne M.

Remote Writer & Animal Lover
Chicago, IL, 60622
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$60
per night

Madelyn is the best dog sitter we've had. She is super caring with our dog and she sent us daily updates with photos and videos which we love! Thank you so much for watching our Pepper!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erik C.
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Sitter Profile Image: Erik C.
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17. Erik C.

All critters great and small!!!
Logan Square, Chicago, IL, 60647
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
175 reviews
60 repeat clients
from
$60
per night

I was a bit worried about hiring a Rover sitter but one of my co workers pushed me to read comments and go with my gut. Erik was great, Drama was so comfortable with him by the end of her overnights that she was able to sleep with him in the same bed. He was able to figure out what stuffed animals were her favorite. He also sent a text saying “she really enjoys those treats” as my husband and I laughed and said - yeah, she really does like those. There was a picture he texted where she was asleep at her window and that made me happy to know that she was, again, comfortable while he was sitting for us. Erik was also able to accommodate a last minute overnight stay and I’m fully confident that Drama will be in great hands - feel comfortable hanging with her new friend.

Sitter Profile Image: Nancy C.
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Sitter Profile Image: Nancy C.
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18. 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 is an amazing care giver. I was anxious in leaving my dog for an extended period of time. On vacation I never once felt nervous and felt so safe knowing Nancy was there caring for my dog. Nancy is confident, caring and is very detailed in the house at they cared for our dog. I would 100% recommend Nancy and hope to make Nancy our go to person when we do go out of town again.

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Sitter Profile Image: Catherine B.
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Sitter Profile Image: Catherine B.
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19. Catherine B.

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

We couldn't be happier with Catherine's care for our dog while we were away! Catherine was super communicative, keeping us in the loop with regular updates and plenty of images. It really eased our minds being able to see our pup happy and well taken care of. We will definitely be reaching out to Catherine again for future pet-sitting needs.

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Sitter Profile Image: Lizz K.
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Sitter Profile Image: Lizz K.
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20. Lizz K.

Lover of all pets!
Humboldt Park, Chicago, IL, 60647
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$45
per night

Lizz has experience in a veterinarian's office and clearly has a way with animals. No problems over the course of a week-long trip, and both the dog and the cat were in great shape and high spirits when we got home.

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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