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
8 repeat clients
from
$65
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: Sarah M.
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Sitter Profile Image: Sarah M.
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2. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60651
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
12 repeat clients
from
$57
per night

Sarah is super sweet patient communicative and professional. my Zoey has some issues adjusting to someone new in the house and sarah was very patient with her and communicative with me. I will book her again and I’m sure Zoey will be grateful.

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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
43 reviews
10 repeat clients
from
$64
per night

Lindsay is great! I travel regularly for work and she is always willing and able to accommodate the early departures and late arrival. She’s very respectful of my place and sends constant updates. My dog loves her and I book her regularly.

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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4. 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

Emily was absolutely fantastic. She watched our dog for five days and stayed in our apartment- she sent us great updates and did a wonderful job sticking to our dog’s potty schedule and play routines. Our apartment was also so clean when we got home from our trip. We will definitely work with Emily again in the future!

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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
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: 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
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: Saniah I.
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Sitter Profile Image: Saniah I.
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7. 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: 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
29 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: Araceli G.
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Sitter Profile Image: Araceli G.
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9. 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
26 reviews
7 repeat clients
from
$50
per night

Araceli was fantastic. She took such great care of Sophie while my wife and I were out of town Araceli provided us with daily updates and texted us with any questions she had. Araceli stayed at our house and when we returned everything was as clean or cleaner then we left it. I would highly recommend Araceli.

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Sitter Profile Image: Deven S.
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Sitter Profile Image: Deven S.
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10. 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
5.0 out of 5 stars
44 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: Amanda J.
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Sitter Profile Image: Amanda J.
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11. 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
30 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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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

Taylor was so wonderful with my pup! She was communicative, took him for lots of walks, and kept me updated through the day. My puppy also seemed in great spirits when I returned home!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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13. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

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Sitter Profile Image: Johnathan W.
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Sitter Profile Image: Johnathan W.
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14. 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
33 reviews
15 repeat clients
from
$88
per night

Johnathan did an amazing job watching our pup for a week while we went to Mexico. We didn’t have service so Johnathan sent email updates with the best pictures of Buddha which was perfect. This was our first time booking with him and we will definitely be using him for our future travels. He went above and beyond and we are so happy we found him!

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Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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15. 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
52 reviews
24 repeat clients
from
$80
per night

Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her services!

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Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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16. 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
22 reviews
5 repeat clients
from
$50
per night

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.

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Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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17. 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: Nicole C.
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Sitter Profile Image: Nicole C.
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18. 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 so great! Updated us with photos of Ernie, took him to the park and made sure he got lots of hangout time. We came back to a clean house and a very happy, relaxed dog. We would definitely use Nicole again!

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Sitter Profile Image: Natalie R.
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Sitter Profile Image: Natalie R.
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19. 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

This was our second time working with Natalie and we needed he to coordinate with another person while we were out of town. Once again she was great - excellent communication, responsive and our cat was quite relaxed and happy when we got home - the most important of all!

Confirmed availability: Memorial Day Weekend
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.

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Rover also offers other services in Chicago:


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