House Sitting in Chicago

Find a loving house sitter to watch over your pets and your home.

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Luis S.
Verified Enhanced Background Check
Sitter Profile Image: Luis S.
Verified Enhanced Background Check

1. Luis S.

Furry Friends Welcome!
Chicago, IL, 60610
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
21 reviews
1 repeat client
Profile image

Luis was amazing to work with! He took time to get to know my dog and her schedule and kept me updated during the service! Also he takes some really great pet pictures! Will absolutely be booking again!

Availability updated today
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check

2. Pablo V.

Rover 101
Star Sitter
Fun walks
Chicago, IL, 60661
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
295 reviews
111 repeat clients
Profile image

Great experience with Pablo! This was our first time using Rover in general, so I was a nervous dog mom of course. Our dog, Ralph, had a wonderful weekend with Pablo and we highly recommend his services. We received many pictures from Pablo over the weekend which was so nice of him.

Availability updated 3 days ago
Sitter Profile Image: Lindsay J.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay J.
Verified Enhanced Background Check

3. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
3.9 mi. away
House Sitting, Drop-In Visits
from
$68
per night
5.0 out of 5 stars
61 reviews
14 repeat clients
Profile image

Lindsey is wonderful! She took great care of a cats and our place while we were traveling. She was great at keeping us in the loop and making us aware of any issues. She'll be our go to cat sitter!

Availability updated today
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check

4. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
Profile image

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!

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check

5. Nicole R.

Star Sitter
Lovable reliable & trustworthy!
Bridgeport, Chicago, IL, 60616
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
Profile image

We moved to Chicago just a few weeks before a two week trip to Australia, so needless to say we were a bit worried about leaving our cat. I got in touch with Nicole before we even moved and she was great right from the start. Throughout our trip, she sent pictures at least twice a day and was very communicative. She asked if her boyfriend could stay with her and since we were gone for two weeks, we agreed to that. They stayed at our apartment for two weeks and treated both our cat and our apartment with care. You could barely tell anyone had stayed there when we got back. I also left them a novel of instructions and they followed it all (although I could've been more clear on how many treats he should get, he got spoiled!). As soon as she got to our house at the start of our booking, our anxieties about leaving our cat were gone. Can't recommend booking Nicole enough.

Availability updated today
Sitter Profile Image: Maritza V.
Verified Enhanced Background Check
Sitter Profile Image: Maritza V.
Verified Enhanced Background Check

6. Maritza V.

Star Sitter
Longtime Doggie Sister
Near South Side, Chicago, IL, 60605
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
Profile image

Maritza was wonderful!! Duffy loved having her here. She was very professional and caring! I will definitely be reaching out again soon.

Availability updated 9 days ago
Sitter Profile Image: Nico M.
Verified Enhanced Background Check
Sitter Profile Image: Nico M.
Verified Enhanced Background Check

7. Nico M.

Star Sitter
Caring for your pet like my own
Chicago, IL, 60606
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$77
per night
5.0 out of 5 stars
28 reviews
2 repeat clients
Profile image

Nico took care of my puppy for a few hours and did a such a nice job. He seems really patient and kind. I came home and Nico had followed all my directions and made really good choices with my pup. Highly recommend him and I would hire him again.

Availability updated today
Sitter Profile Image: Emily N.
Verified Background Check
Sitter Profile Image: Emily N.
Verified Background Check

8. Emily N.

Star Sitter
Experience with multiple sized dogs
Chicago, IL, 60605
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
165 reviews
48 repeat clients
Profile image

Emily was great! My dog was a little timid at first, but warmed up to Emily in no time. She let me know as soon as she arrived, as well as when she was leaving. I got multiple pictures too. I will definitely use her again and recommend her to all my friends with dogs.

Availability updated 2 days ago
Sitter Profile Image: Araceli G.
Verified Background Check
Sitter Profile Image: Araceli G.
Verified Background Check

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
from
$50
per night
4.7 out of 5 stars
40 reviews
8 repeat clients
Profile image

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.

Availability updated 7 days ago
Sitter Profile Image: Rachelle S.
Verified Enhanced Background Check
Sitter Profile Image: Rachelle S.
Verified Enhanced Background Check

10. Rachelle S.

Your Pet’s Vacation Destination
West Town, Chicago, IL, 60642
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
4.8 out of 5 stars
27 reviews
6 repeat clients
Profile image

Rachelle was sooo sweet and took such great care of Koda when I was away for a week. She sent photos and updates each day including on long walks that Koda loved. Koda even enjoyed her company and started sleeping on the bed with her at night (which she doesn’t tend to do!) so I know Koda loved hanging out with her too!

Availability updated 24 days ago
Sitter Profile Image: Munder S.
Verified Enhanced Background Check
Sitter Profile Image: Munder S.
Verified Enhanced Background Check

11. Munder S.

Your pet needs some me time too
West Town, Chicago, IL, 60642
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
4.9 out of 5 stars
155 reviews
54 repeat clients
Profile image

Munder kept us updated with cute photos and was so great. Our vacation was better because we had no worries about our pets with Munder taking care of them!

Availability updated 2 days ago
Sitter Profile Image: Alyssa G.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa G.
Verified Enhanced Background Check

12. Alyssa G.

I'll be the best part of their day
Near South Side, Chicago, IL, 60616
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Alyssa is literally a godsend. I get really anxious about leaving my two pups (a puppy and a senior), but Alyssa was so communicative and thorough that I felt comfortable every day of our 2-week vacation. Alyssa is responsible, always on-time, and organized. Our house looked exactly as we left it! And obviously, she clearly loves pets and ours love her. Highly recommend!!!

Availability updated 20 days ago
Sitter Profile Image: Courtney G.
Verified Enhanced Background Check
Sitter Profile Image: Courtney G.
Verified Enhanced Background Check

13. Courtney G.

Star Sitter
A connection like a second mother!
Loop, Chicago, IL, 60605
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
Profile image

Courtney was professional, reliable, on-time, and shared tons of great photos of Whisky! She even updated me on an issue with my home while I was away which was so valuable in my absence. She went above and beyond my offering to help in anyway she could. Whisky was well taken care of and she was diligent about learning all of his unique quirks to provide him with unique care that fit his needs. Thank you SO much Courtney! Hope to have you back in the future.

Availability updated today
Sitter Profile Image: Jade T.
Verified Enhanced Background Check
Sitter Profile Image: Jade T.
Verified Enhanced Background Check

14. Jade T.

Highly experienced animal caregiver
Lower West Side, Chicago, IL, 60608
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
11 reviews
1 repeat client
Profile image

Jade was amazing as our house sitter. Prompt, attentive, and very professional. Wouldn't hesitate to have her back to watch over our cat, and would recommend her to anyone. 😊

Availability updated 3 days ago
Sitter Profile Image: Allison J.
Verified Background Check
Sitter Profile Image: Allison J.
Verified Background Check

15. Allison J.

Star Sitter
Previous Veterinary Technician
Chicago, IL, 60608
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5.0 out of 5 stars
67 reviews
26 repeat clients
Profile image

Second time using Allison, she takes great care of our two cats, left our home pristine, and even watered our plants! Allison is great with the guys!

Availability updated 17 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Chauntrell W.
Verified Enhanced Background Check
Sitter Profile Image: Chauntrell W.
Verified Enhanced Background Check

16. Chauntrell W.

Active city dweller who loves pets
Chicago, IL, 60616
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!

Availability updated 7 days ago
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check

17. Samantha L.

Star Sitter
Devoted College Pet Sitter 🐾
Near West Side, Chicago, IL, 60607
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
Profile image

Ya know when you find an amazing hidden gem restaurant and it's so good you don't even want to tell people about it? Thays Samantha. She's outstanding and took SUCH great care of our two dogs as well as our home. One of our dogs is blind and takes a lot of meds, and the other is veryyy old so requires being carried a lot, and she handled everything perfectly. She went above and beyond as a in home sitter as well, washing all the bedding from the guest room too, which we would have happily done when we got home. We even came home to a very nice note. My partner who was very weary about Rover and leaving the dogs in general, has been raving about her since we got home. I selfishly don't want to write this review because I dont want her to be booked the next time we need her!

Availability updated 27 days ago
Sitter Profile Image: Deven S.
Verified Enhanced Background Check
Sitter Profile Image: Deven S.
Verified Enhanced Background Check

18. Deven S.

Star Sitter
Nothing better than a happy dog! :)
Near West Side, Chicago, IL, 60608
0.8 mi. away
Boarding, House Sitting, Drop-In Visits
from
$50
per night
4.9 out of 5 stars
65 reviews
17 repeat clients
Profile image

Deven is fantastic! He gave me daily updates and photos. This really put me at ease because it was the first time I didn’t rely on my friends for more than 2 days. I felt at ease my dog was in good hands. Thanks Deven!

Availability updated 15 days ago
Sitter Profile Image: Marlena H.
Verified Enhanced Background Check
Sitter Profile Image: Marlena H.
Verified Enhanced Background Check

19. Marlena H.

Shelter-animal trained pet sitter
Near West Side, Chicago, IL, 60607
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
43 reviews
13 repeat clients
Profile image

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!

Availability updated 5 days ago
Sitter Profile Image: Victoria R.
Verified Enhanced Background Check
Sitter Profile Image: Victoria R.
Verified Enhanced Background Check

20. Victoria R.

Your furry friend is my bestie! : )
Chicago, IL, 60608
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
4 reviews
Profile image

Victoria was great! This was my first time leaving my dog and although I was nervous, she constantly reassured that he would be ok - and he was! She sent me consistent updates, fed him, played with him, and gave him his medicine. I’d definitely book with her again!

Availability updated today

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app