Pet Sitting & Drop Ins in Loop, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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 pet sitters in your neighborhood

Search Results

Sitter Profile Image: Emma H.
Verified Enhanced Background Check
Sitter Profile Image: Emma H.
Verified Enhanced Background Check

1. Emma H.

Star Sitter
Experienced Dog Walker & Dog Lover
Loop, Chicago, IL, 60601
0.8 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Emma was the best! She was very flexible and communicative and made sure my puppy was well taken care of during her visits. I would recommend her to anyone!

Availability updated 5 days ago
Sitter Profile Image: Jean T.
Verified Enhanced Background Check
Sitter Profile Image: Jean T.
Verified Enhanced Background Check

2. Jean T.

Star Sitter
Your pet’s new best friend!
Loop, Chicago, IL, 60601
0.7 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
76 reviews
22 repeat clients
Profile image

Jean looked after our two cats for three days during the holidays. He was communicative, professional and attentive. I definitely recommend his service and will book him again.

Availability updated 2 days ago
Sitter Profile Image: molly m.
Verified Enhanced Background Check
Sitter Profile Image: molly m.
Verified Enhanced Background Check

3. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
179 reviews
48 repeat clients
Profile image

Molly is great with our boys! They’ve warmed up to her so quickly! She sends the cutest pics and always leaves a note for us when we come back. Highly recommend her for your fur babies!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sandra T.
Verified Enhanced Background Check
Sitter Profile Image: Sandra T.
Verified Enhanced Background Check

4. Sandra T.

Rover 101
Star Sitter
Love and care given as I do my own!
Loop, Chicago, IL, 60602
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
454 reviews
122 repeat clients
Profile image

She took great cares of my cats. You can tell she really loves and care for animals. She's an excellent communicator. Kept me up to date on every visits and sent me a lot of pictures. Even offered to help me get food and litter when they are about to run out. Would recommend her to anyone who wants their pet to have great quality care.

Availability updated 18 days ago
Sitter Profile Image: Daniela B.
Verified Enhanced Background Check
Sitter Profile Image: Daniela B.
Verified Enhanced Background Check

5. Daniela B.

Star Sitter
Dog lover 🐾
Loop, Chicago, IL, 60601
0.7 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
33 reviews
10 repeat clients
Profile image

Daniela is amazing!! Very responsive and takes care of Sol so well 🥰 thank you!!

Availability updated 2 days ago
Sitter Profile Image: Candice L.
Verified Enhanced Background Check
Sitter Profile Image: Candice L.
Verified Enhanced Background Check

6. Candice L.

Rover 101
Star Sitter
Medical Student & Animal Whisperer
Chicago, IL, 60605
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
168 reviews
49 repeat clients
Profile image

Candice took great care of my cat! She very communicative throughout my trip and gave lots of updates/pictures. My cat was very happy and healthy when I got home and I would definitely reach out to Candice to look after her in the future

Availability updated 3 days ago
Sitter Profile Image: Samira A.
Verified Enhanced Background Check
Sitter Profile Image: Samira A.
Verified Enhanced Background Check

7. Samira A.

Star Sitter
Caring for them and helping you
Chicago, IL, 60607
0.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
66 reviews
22 repeat clients
Profile image

Samira has taken care of my pup twice now and she is so great with him! It’s so nice having someone I can trust to take care of him and love on him when I can’t!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check

8. Samantha L.

Star Sitter
Helping busy pet owners! 🐶
Loop, Chicago, IL, 60601
0.7 mi. away
Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
47 reviews
17 repeat clients
Profile image

Amazing dog walker! Samantha is the best and we are so grateful for her. She was so great with our dogs and even cleaned up the mess they made! She definitely goes the extra mile for our pups. Will definitely be hiring her again!

Availability updated today
Sitter Profile Image: Diana Z.
Verified Enhanced Background Check
Sitter Profile Image: Diana Z.
Verified Enhanced Background Check

9. Diana Z.

Star Sitter
Pet sitter in the Loop :)
Loop, Chicago, IL, 60601
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
47 reviews
23 repeat clients
Profile image

Diana is the best!! She’s flexible, communicative, detail oriented, and caring. My 2 seven month old kittens were well taken care of and happy when I returned home. Diana sent tons of pictures and videos from each visit which was extra comforting. She will be my first call for future bookings.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Mandy M.
Verified Enhanced Background Check
Sitter Profile Image: Mandy M.
Verified Enhanced Background Check

10. Mandy M.

Star Sitter
I will love your pets like my own!
Loop, Chicago, IL, 60603
0.1 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
210 reviews
63 repeat clients
Profile image

Mandy is a gem, always taking amazing care of my kitties and always super helpful whenever I have unexpected travel issues. Plus she takes the best pics of my cats.

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Samantha v.
Verified Enhanced Background Check
Sitter Profile Image: Samantha v.
Verified Enhanced Background Check

11. Samantha v.

Star Sitter
Chicago Dog Walker & Pet Lover 🐶🐱
Loop, Chicago, IL, 60606
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
34 reviews
7 repeat clients
Profile image

Samantha was so easy to communicate with before the visit, and she provided detailed updates during. This was my first Rover experience, and both my kitty and I were extremely pleased!

Availability updated 14 days ago
Sitter Profile Image: Mariusz R.
Verified Enhanced Background Check
Sitter Profile Image: Mariusz R.
Verified Enhanced Background Check

12. Mariusz R.

Star Sitter
Love n attention your pet deserves!
Loop, Chicago, IL, 60603
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
19 reviews
4 repeat clients

About: I am a professional in the IT field, mostly at home. Ive been a cat owner most of my life. I am flexible with arrangements and can send you photos throught my time with your pet. As a pet owner I know how important pets can be to people and I can promise you I will treat your pet as if it were my own. Please send me a message to check schedule and maybe we can work something out. I live in the loop and prefer to stay in the city, but do have a car and can venture out depending on the situation. This isn’t really a business for me, I will enjoy your pet’s company! I’m at home most of the time. In office days are Monday Tuesday and Thursday. Other than that I’ll be around to watch your pet. I live in a one bedroom apartment. Have a litter box, scratching post and some toys for cats. I’ll give your pet as much or as little attention as they like.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Eunice Y.
Verified Enhanced Background Check
Sitter Profile Image: Eunice Y.
Verified Enhanced Background Check

13. Eunice Y.

A WFH dog mom
Loop, Chicago, IL, 60607
0.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
2 reviews
1 repeat client

I have a reactive dog - expelled from doggy day care. It’s always been incredibly frustrating finding someone 1) I trust and 2) who is equipped to manage my reactive dog on walks. Eunice has been my go-to dog walker and sitter for the last 2 years now, and it’s been amazing. From the get-go she was very understanding of the concerns and questions I had of her. She followed the guidelines I had outlined and provided updates/pics, which I always appreciate! My dog seems eager and happy to hang with Eunice. I can’t say enough of how much I recommend Eunice to care for your reactive pup!

Availability updated 3 days ago
Sitter Profile Image: Rosa L.
Verified Enhanced Background Check
Sitter Profile Image: Rosa L.
Verified Enhanced Background Check

14. Rosa L.

Long time dog owner and watcher!
Loop, Chicago, IL, 60603
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Rosa has done a wonderful job looking after my dogs as well as her own and they absolutely love when she walks them or comes over to watch them. She deeply cares about all types of dogs and brings a level of care that is unmatched.

Availability updated today
Sitter Profile Image: Arielle F.
Verified Enhanced Background Check
Sitter Profile Image: Arielle F.
Verified Enhanced Background Check

15. Arielle F.

Flexible schedule, for cats & dogs!
Chicago, IL, 60601
0.6 mi. away
Drop-In Visits, Dog Walking
from
$28
per visit
5 out of 5.0 stars
33 reviews
11 repeat clients
Profile image

Arielle went above and beyond to make sure Lady was taken care of! She was very flexible with our crazy schedule and accommodated our last minute requests without issue! Would 100% recommend!

Availability updated 10 days ago
Sitter Profile Image: Maggie D.
Verified Enhanced Background Check
Sitter Profile Image: Maggie D.
Verified Enhanced Background Check

16. Maggie D.

Star Sitter
Communicative and experienced!
Loop, Chicago, IL, 60601
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
18 reviews
3 repeat clients
Profile image

Maggie was super communicative prior to our visit and during :) she took great care of Poppy and we will definitely be booking with her in the future!

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

17. Emily A.

Star Sitter
South Loop pet expert!
Near South Side, Chicago, IL, 60605
1.0 mi. away
Drop-In Visits
from
$22
per visit
5 out of 5.0 stars
216 reviews
74 repeat clients
Profile image

We have used Emily twice so far, and we LOVE her! She is very accommodating, and is so good to our fur babies. We have been blessed to have found her!

Availability updated 9 days ago
Sitter Profile Image: Maritza V.
Verified Enhanced Background Check
Sitter Profile Image: Maritza V.
Verified Enhanced Background Check

18. Maritza V.

Star Sitter
Longtime Doggie Sister
Near South Side, Chicago, IL, 60605
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
26 reviews
7 repeat clients
Profile image

Maritza was awesome! She helped us out on short notice with a dropin visit, was super responsive, right on time, and just generally fantastic. Highly recommend!

Availability updated 6 days ago
Sitter Profile Image: Lin L.
Verified Enhanced Background Check
Sitter Profile Image: Lin L.
Verified Enhanced Background Check

19. Lin L.

Animal Lover!
Loop, Chicago, IL, IL, 60605
0.6 mi. away
Drop-In Visits
from
$16
per visit
5 out of 5.0 stars
9 reviews
Profile image

Lin was wonderful! Did above and beyond sending update photos and statuses. Made using Rover a great first time experience. Would definitely book with her again!

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Tyarra D.
Verified Enhanced Background Check
Sitter Profile Image: Tyarra D.
Verified Enhanced Background Check

20. Tyarra D.

🐾 Your fur baby’s best friend!
Loop, Chicago, IL, 60601
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
11 reviews
1 repeat client

Tyarra did an incredible job with my dog! Chapo absolutely adored her and got visibly excited every time she came by. She was super responsive and kept me updated with photos, which I really appreciated. Overall, a great experience!

Availability updated yesterday

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a 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 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 pet 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.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge