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: Megan W.
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Sitter Profile Image: Megan W.
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2. 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
58 reviews
16 repeat clients
from
$65
per night

This was not the first and not the last time I’ll have Megan watch my dog when I’m out of town. Megan is so great. She clearly has a passion and love for animals.

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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
45 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
118 reviews
36 repeat clients
from
$55
per night

Emily was amazing with my babies and sent marvelous updates & pictures! So glad we found her & will definitely be booking her 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: Munder S.
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Sitter Profile Image: Munder S.
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6. 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
129 reviews
47 repeat clients
from
$66
per night

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.

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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

Arrived in time and take care of my dog perfectly, great communication all the time, definitely recommend her and super happy with the service provided.

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Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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8. 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 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.

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Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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9. 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

Leaving our puppy for the first time was so nerve racking and Ann Marie was so warm and made us feel so at ease. We had her watch our pup two days in a row and she helped our puppy work through separation anxiety and updated us throughout the experience so we could celebrate his progress across the day. She was so thoughtful and loving to our Archie and we will definitely have her watch him again! Highly recommend Ann Marie!!!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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10. Amanda B.

Headline incomplete
Loop, Chicago, IL, 60605
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$35
per night

Amanda took such good care of my kitties and was very communicative! I got updates daily of how they were doing. My apartment was tidy when I got back. Great experience!

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Sitter Profile Image: Araceli G.
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Sitter Profile Image: Araceli G.
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11. 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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12. 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.

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: Allison J.
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Sitter Profile Image: Allison J.
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14. 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

Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and photos to keep us at ease while we were on vacation. The power went out in our home and she asked if it was okay if she took the pups to her place which had power. Of course we said yes, anything for her and our pups comfort. She is highly recommended and put this protective dog mom at ease. Thank you Allison for being so wonderful. Rizzo and Oscar appreciated your company and we appreciated your professionalism.

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Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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15. 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: Amanda J.
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Sitter Profile Image: Amanda J.
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16. 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: Nicole C.
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Sitter Profile Image: Nicole C.
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17. Nicole C.

WFH, responsible, reliable 🧘🏻‍♀️
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: Sujae V.
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Sitter Profile Image: Sujae V.
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18. 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: Marlena H.
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Sitter Profile Image: Marlena H.
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19. 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

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!

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 took care of my dog Taffy. It was such a relief to have someone I trusted and he loved when she took care of him and as he aged he let her put meds in his eyes and wiping him down without being a grouchy old dog.

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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 House Sitting in:

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