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: Kaitie G.
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Sitter Profile Image: Kaitie G.
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1. 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
20 reviews
9 repeat clients
from
$75
per night
Profile image

Kaitie was incredible watching my two cats for one whole week! She sent updates and went above and beyond to take care of them and put me at ease with being gone. She is very knowledgeable about pets and cats especially so she knew the ins and outs of how to make them comfortable. Will definitely be calling her again!

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
118 reviews
36 repeat clients
from
$55
per night
Profile image

Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!

Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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3. 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 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.

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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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!

Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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5. 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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6. 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 was great with our boys. She’s communicative, caring, left our house in perfect condition, and followed our instructions! Our boys were so happy under her care! Would 100% recommend and book again. Thank you Ann Marie!

Sitter Profile Image: Eduardo N.
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Sitter Profile Image: Eduardo N.
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7. 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.

Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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8. 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 amazing with Mocha. We had a great Meet & Greet. I hired him for 7 days to stay at my home with our 4 year old dog. He coordinated with our regular dog trainer and kept in touch daily (multiple times at my request). Munder left the house in clean condition and our dog was safe, healthy and happy. I have never left my dog for more than 1 night in 4 years and I appreciated his patience with me as a nervous pet parent. I will definitely hire Munder again.

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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9. 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
Profile image

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!

Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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10. 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
41 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!

Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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11. 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 is awesome! Super professional and does a great job taking care of our pup, who gets a little anxious when we go out of town. We never have to worry when she’s our sitter. Thanks for everything, Allison!!

Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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12. 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 just watched my pup at my apartment for the 2nd time and it’s safe to say she’s my new go-to! Each time I come home after she spends time with Taylor, my pup is so calm and in a great mood. Taylor has been so consistent and above and beyond in every aspect. I had zero worries about my pup while I was out of town and I owe it all to her. On top of her exceptional care, I can tell that our pups are getting even more comfortable together! The videos of them playing keep getting cuter.

Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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13. 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
Profile image

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!

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
2 repeat clients
from
$30
per night
Profile image

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!

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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15. 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
Profile image

Nicole went above and beyond what we could've asked for from a sitter. She stayed at our place for a week and looked after our two boys. Our youngest Vinny had started to have a little bit of diarrhea before we left for vacation, but we thought it would pass with some water and a few extra potty breaks. A few days into her stay, it was apparent it was getting worse, so we got in contact with our vet and arranged for testing and meds. Nicole handled everything with the vet and the boys so fast, and was so communicative and organized. And I know Vinny - he's a handful on his own, but with a tummy ache, you need to keep your eyes on him 24/7, and she did just that. I'm so thankful to have had someone take care of him the way I would. We also have this little ritual we keep with our pup Rusty's memorial (he passed a year ago). She kept up our little routine and gave us updates on him too :) We just off-handedly told her it was a thing we do, and the fact that she kept it up meant so much. I could ramble on forever! Bottom line, Nicole is an exceptional sitter/person and I would 10000% trust her with my boys again.

Sitter Profile Image: Johnathan W.
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Sitter Profile Image: Johnathan W.
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16. Johnathan W.

A friend that cares
Loop, Chicago, IL, 60642
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
15 repeat clients
from
$88
per night
Profile image

Johnathan is great! Our dog felt immediately comfortable with him and they had a great time together. He was communicative and really great all around.

Sitter Profile Image: Becca C.
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Sitter Profile Image: Becca C.
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17. Becca C.

Looking for pups to take care of!
Near West Side, Chicago, IL, 60607
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$45
per night
Profile image

Snoopy loves spending time with Becca. I can see his excitement in the update pictures I receive! I appreciate the open communication, flexibility and consistency. :)

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
Profile image

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

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
5 repeat clients
from
$50
per night
Profile image

We were gone a week and knew our Marley and house were in great hands. We have had Callie come see our baby several times before and this time house sit and we don't want to have anyone else take care of her. Our house was well taken care of and my girl is happy, what else could we ask for. I am a hover Mom and Callie just rolled with it and let me know she was doing fine and sent pics and I was able to relax. We can't thank you enough. Callie.

Sitter Profile Image: Salena V.
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Sitter Profile Image: Salena V.
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20. Salena V.

Will love your babies as my own
Chicago, IL, 60608
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$60
per night

Salena is my pet sitter for 2 tiny fragile dogs and I trust no one but her to care for my babies. She will love and care for your dogs as much as you do !! My babies love her and enjoy her visits. That's always the best sign of great care!! Most highly recommend !!! You will not find a more loving caring conscientious person to care for your pet family

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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.

Check out the House Sitting in your neighborhood:

Rover also offers House Sitting in:

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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