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: Emily N.
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Sitter Profile Image: Emily N.
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1. 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
118 reviews
36 repeat clients
from
$55
per night
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I was very nervous as a first time Rover user and so happy I found Emily! She asked detailed questions about my dogs care and habits during our initial meet and greet which put me at ease, sent photo updates during her stay where he seemed very happy / comfortable with her and came home to a clean place. Would definitely book again!

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Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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2. 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
45 reviews
10 repeat clients
from
$64
per night
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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: 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
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$75
per night
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Katie is fantastic!! Very friendly and communicative, and as a bonus, takes awesome photos of your pet! We loved having her house-sit and take care of our very extroverted cat. Highly recommend!

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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
West Town, Chicago, IL, 60622
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
17 repeat clients
from
$65
per night
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Highly, highly recommend Megan! Megan cared for our dog, like he was her own for the last week. She sent tons of pictures along the way, so we could see he was happy! She took him on adventures (which we said was great to do), walks, and lots of cuddles. She also helped with a shipment of frozen dog food that was supposed to arrive before we left. Our dog was sad to see her leave. We’ll definitely use Megan again!

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Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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5. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night
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My cat sitter cancelled on me at the last minute. But as it turns out I was meant to find Belicia. She took excellent care of my girl Zuri. Belicia was communicative, kind, and followed all instructions. She sent me messages and photos to absolve any worry and it didn't take long for my anti-social kitty to take to her. Having her care for Zuri was such a peace of mind. When I came back home, I realize that everything worked out as it should have. This is the beginning, as I will be scheduling with Belicia again.

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Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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6. 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
243 reviews
96 repeat clients
from
$66
per night
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Pablo was fantastic looking after our dog while we were on vacation. This is our first time using Rover and have anyone dog sitting in our home. We usually board our dog. This was a fantastic experience and Pablo was great. He sent lots of pics and videos and we could see our dog was very happy. Thanks Pablo!

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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
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
25 repeat clients
from
$65
per night
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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!

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
30 repeat clients
from
$90
per night
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Ann Marie did a great job with Roscoe while we were away and left our place clean and tidy. We also appreciated the pictures and video updates each day!

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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
130 reviews
47 repeat clients
from
$66
per night
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Munder was awesome. Extremely kind, caring and respectful of our home and kitten while we were gone. He sent daily updates and was very communicative. We will definitely have him stay with our kitten again

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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10. 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
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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: Eduardo N.
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Sitter Profile Image: Eduardo N.
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11. Eduardo N.

Loving Care When You’re Not There
Chicago, IL, 60654
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
4 repeat clients
from
$45
per night
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Eduardo did a wonderful job watching Obi! Our neighbors commented that it seemed like Obi seemed to be out often with him and they seemed to have fun adventures together. When we came home, he had left the place just as clean as we left it, including washing our sheets for us.

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Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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12. Allison J.

Star Sitter
Previous Veterinary Technician
Near West Side, Chicago, IL, 60608
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
24 repeat clients
from
$80
per night
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Allison was amazing. This was my first time leaving my dog with someone other than family, and Allison made me feel so comfortable. My dog seemed to love her, and she left my apartment as clean or cleaner than when I left! I would 100% recommend Allison and will plan to book her again in the future!

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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13. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60616
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
42 repeat clients
from
$65
per night
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Crystal did a great job with our Monty. She was even ready to extend when our flights were cancelled and we were struggling to get back in time. Lots of check-ins and photos - all very reassuring!

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Sitter Profile Image: Reshunda B.
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Sitter Profile Image: Reshunda B.
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14. Reshunda B.

Paws-itively
South Lawndale, Chicago, IL, 60608
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$30
per night
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Reshunda was prompt and attentive to our care instructions for our special needs pets. She’s a great sitter and I definitely will be booking with her again!

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Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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15. Taylor M.

Rover 101
Loving, meticulous sitter!
Loop, Chicago, IL, 60001
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$50
per night
Profile image

Taylor is a DREAM dog sitter! She exceeded every single expectation by a landslide and left me with zero worries. Taylor was incredibly communicative, sent tons of sweet updates, and genuinely cared about my pup while I was out of town. I could tell in pictures and videos that my pup was having the best time, getting lots of snuggles, and was calm. She even gave my pup a bath before leaving! Taylor also exceeded expectations by taking excellent care of my apartment. On top of Taylor being completely wonderful, her two pups, Sunny and Leo, were adorable and played really well with my dog. I can’t recommend Taylor enough!

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Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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16. Nicole C.

WFH, responsible, reliable 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
1.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$72
per night
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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: Jasmine V.
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Sitter Profile Image: Jasmine V.
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17. 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
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Jasmine kept my dog and cat over a long weekend and stayed in my home. She was polite, kept me updated often with notes and photos, she was prompt in our meeting and left my house spotless. Most importantly - my pets were well cared for and happy when I returned. 100% would book again!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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18. 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
31 reviews
11 repeat clients
from
$50
per night
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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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Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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19. Callie L.

I love caring for animals!!
Near West Side, Chicago, IL, 60607
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$50
per night
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Callie was extremely communicative since day 1 of reaching out to her, we did a meet and greet and the dogs seemed instantly bonded with her and she asked a bunch of questions to really get to know their schedules and personalities. During our stay she provided us with updates and pictures and when we came home the house was spotless and the dogs were so happy. She is an extraordinary caretaker and even more talented artist! I’m so glad we went this route instead of the dog hotel this time around because my dogs are so much happier and healthier because of Callie. Anytime I had a special request she was there to help me out. Thank you so much.

Sitter Profile Image: Marlena H.
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Sitter Profile Image: Marlena H.
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20. 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
23 reviews
8 repeat clients
from
$50
per night
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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!

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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