House Sitting in 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: Devin S.
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Sitter Profile Image: Devin S.
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1. Devin S.

Star Sitter
Experienced dog and cat sitter!
Chicago, IL, 60654
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
4 repeat clients
from
$50
per night

Super sweet, Tinkoo hopped onto her lap and had so much energy when he met her! Kept the house clean and went above and beyond by removing the bedsheets, zipping the trash, etc. Thanks for making it so easy :)

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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2. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
117 reviews
36 repeat clients
from
$55
per night

This was the first time we've had someone stay in our home to watch our dog while we were away and Emily was wonderful! She was very attentive to his needs and was able to manage his anxiety meds and special diet. We really appreciated all the photos and detailed updates every day! I would certainly recommend Emily!

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Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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3. Pablo V.

Rover 101
Fun walks
Chicago, IL, 60642
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
241 reviews
95 repeat clients
from
$66
per night

We contacted Pablo very last minute due to a death in the family that we had to leave town for right away. Pablo was very responsive and worked with us to meet quickly. He was very friendly and polite. He was also flexible as we were unsure of our return date and he accommodated our schedule. He sent daily updates on our dog. I had not used the app before so I was a bit nervous having someone stay in our home while we were gone, but Pablo was great. He also was good with providing all of the medications needed as our dog was also sick and recovering from a serious illness. We will definitely book with him again when we need a sitter! Thank you, Pablo!

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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4. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
2.0 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

After a seven night stay, we couldn’t be happier! The dogs seemed happy, we got photos / communication every day, and the house was even left clean. We would use again / recommend to anyone!

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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.

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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6. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60653
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
40 repeat clients
from
$65
per night

Crystal responded to my cat sitting request quickly, asked great questions, followed all directions, and my kittens loved her. I will definitely try to book with her in the future!

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Sitter Profile Image: Deven S.
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Sitter Profile Image: Deven S.
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7. Deven S.

Star Sitter
Nothing better than a happy dog! :)
Near West Side, Chicago, IL, 60607
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
12 repeat clients
from
$48
per night

Deven is great! He took care of Lilith for more than 3 weeks and kept us updated regularly. He sent photos and FaceTimed us, took her on walks and got her pup cups. Made our time away from our baby better and less worrisome. We definitely recommend Deven! He even stayed late on the last day cause my flight was delayed and I needed him to take care of Lilith a bit more.

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Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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8. Ann Marie M.

Star Sitter
In a bind? I’d love to help!
West Town, Chicago, IL, 60482
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
28 repeat clients
from
$90
per night

Anne Marie is a gem! She took such good care of our mini golden doodle (11months old) while we were away for the evening. Our doodle immediately bonded with her upon arrival. They had a great time hanging out and we got update photos that showed our Mabel girl was having a blast and was relaxed being cared for at home. We plan to have Ann Marie as our “go to” sitter! 5 stars!

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Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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9. Munder S.

Star Sitter
Your pet needs some me time too
West Town, Chicago, IL, 60642
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
127 reviews
47 repeat clients
from
$66
per night

Munder was absolutely wonderful with our dog Hal! Hal sometimes gets nervous being left behind, but not this trip! Munder was so attentive and followed through on everything we had discussed ahead of the visit plus some! Honestly, Hal probably had more fun with Munder than he does with us. We got daily picture, videos, and updates. Could not recommend highly enough.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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10. Dalila E.

Rover 101
Star Sitter
PET SPECIALIST
Chicago, IL, 60616
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
193 reviews
85 repeat clients
from
$75
per night

I had to pass through Chicago on my way from the West to the East coast and needed to bring our dog with me. Dalila came to hotel to watch Maxie in the afternoon/evening and following morning. Clearly a dog lover and very reliable. Would definitely recommend.

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Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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11. Jasmine V.

Rover 101
Star Sitter
Animal lover! :)
Lower West Side, Chicago, IL, 60608
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$60
per night

Jasmine is amazing with dogs. Our pups love her. When she came to visit them they remembered her from the last sit, even though it was only a few hours, and got super excited. That says everything. She communicates well with updates every morning & evening and lots of photos. During a walk our neighbors large dog got loose & tried to attack our dogs. Jasmine physically defended our small dogs against the bigger one and got them to safety. Above and beyond care. Jasmine let us know immediately what happened. You can trust she will do everything in her power to keep your pups safe & happy.

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Sitter Profile Image: Araceli G.
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Sitter Profile Image: Araceli G.
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12. Araceli G.

caring & responsible pet sitter
Near West Side, Chicago, IL, 60607
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$50
per night

Araceli is the best!! My dog was recovering from an injury and needed to be watched closely and given medicine while we were gone and she went above and beyond to make sure he was resting and healing and that I felt reassured while being away. She even picked up more medicine when needed. She was responsive and flexible as our travel plans changed. Araceli will take the absolute best care of your pet! She makes a stressful situation much less. Can’t recommend her enough!!

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Sitter Profile Image: Marlena H.
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Sitter Profile Image: Marlena H.
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13. Marlena H.

Star Sitter
Shelter-animal trained pet sitter
Near West Side, Chicago, IL, 60607
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$50
per night

Marlena was flexible and responsive. Our dog was relaxed when we returned home later than scheduled and it was apparent that he had fun hanging out with her. We hope to be able to schedule her for dog sitting again in the future!

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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14. Saniah I.

Star Sitter
Saniah: Your pets, my love!
Chicago, IL, 60605
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$50
per night

Saniah is great! She was on time and clearly showed that she cares for animals, asking about our dog’s favorite toys and treats. I felt entirely comfortable leaving our dog with her in our home and we will be using her again!

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Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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15. Sujae V.

Love and attention for all animals
Chicago, IL, 60608
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$60
per night

Sujae did a great job carrying for my furry crew when I had to travel!

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Sitter Profile Image: Danielle R.
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Sitter Profile Image: Danielle R.
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16. Danielle R.

Compassionate caregiver
Lower West Side, Chicago, IL, 60608
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$130
per night

About: Hi, I’m D (they/them), a professional caregiver with years of experience in residential homes and on farms. With each new relationship, I strive to take a trauma informed approach. Positive reinforcement and play are two of my favorite tools for working with your companion! I love making new non-human friends while helping to make their humans’ life a little more seamless. Communication, consistency, respect, and being on time are values that I strive to uphold. Please do not hesitate to reach out with any questions! My availability varies each week with caregiving jobs and art work. If you would like a consistent care schedule, I would be happy to make accommodations. When caring for companions in clients homes, I follow the humans’ house rules and instructions with meticulous attention to detail. I leave every space I touch tidier than I found it!

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Sitter Profile Image: Ashleigh H.
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Sitter Profile Image: Ashleigh H.
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17. Ashleigh H.

Star Sitter
Sloop couple saving for a wedding
Near South Side, Chicago, IL, 60605
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$30
per night

Ashleigh was great with my pups! I have two dachshunds - one is very energetic and the other has separation anxiety. She made sure to take them on lots of walks and give them lots of snuggles. Normally when I'm gone, they don't eat and I come home to two overly-clingy dogs. This time, they were well-fed and didn't really seem to care that I was home. She also sent lots of updates so I always knew how they were doing. Not only were my dogs happy, I also came home to a spotless house. I will definitely book Ashleigh again!

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Sitter Profile Image: Natalie R.
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Sitter Profile Image: Natalie R.
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18. Natalie R.

Intuitive & Empathic Dog Lover
Chicago, IL, 60612
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$65
per night

I cannot recommend Natalie more. We have a 45lb anxious pup, who we haven’t spent time apart from in about 3 years Natalie took time to schedule time to meet and get to to develop trust and slowly implement walks. When we finally went on our trip, Natalie dog sat and made us feel so comfortable knowing our pup was in good hands. from the sweet updates with photos, to giving medicine, to staying late when our flight was late. Natalie is amazing and caring.

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Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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19. Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
1.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$72
per night

Nicole was phenomenal with my big, excitable, very opinionated pitbull - Juniper. I was gone for a full week and it was the first time I’d met Nicole. We did a meet and greet and she asked fantastic questions. She checked in a few days before my trip and arrived right on time the day I flew out. Throughout the week I was comforted by little updates and FANTASTIC pictures of Juni (honestly I don’t know how she did it because I haven’t been able to get a good pic out of Juni in months). She asked good questions throughout the week when needed and was super communicative. I got my times mixed up on the Rover app in regards to when I’d be returning and Nicole stopped by the house outside of the agreed upon times to make sure June got her dinner and a final pee. She also changed my bedsheets and folded my laundry??? Truly above and beyond - Juni (and my home and space) were well taken care of. Cannot recommend Nicole enough!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20. Amanda J.

Star Sitter
Graduate student who loves animals!
Chicago, IL, 60607
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$50
per night

I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only

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Chicago House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Chicago are rated on average 4.9 out of 5 stars based on 17,944 reviews.

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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