Pet Sitting & Drop Ins in New City, 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: Erin M.
Verified Enhanced Background Check
Sitter Profile Image: Erin M.
Verified Enhanced Background Check

1. Erin M.

Reliable care for your pet
Bridgeport, Chicago, IL, 60608
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
66 reviews
15 repeat clients
Profile image

Erin was great with caring for our special girl! She gave great updates and kept us posted on everything. I’d definitely book again next time we need it. Thank you!

Availability updated 9 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Malcomn F.
Verified Enhanced Background Check
Sitter Profile Image: Malcomn F.
Verified Enhanced Background Check

2. Malcomn F.

Star Sitter
Kind, professional, one of the best
Washington Park, Chicago, IL, 60651
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 4.9 stars
33 reviews
14 repeat clients
Profile image

Malcomn took such great care of my cat, Kashi. He was very communicative and sent updates and photos everyday which I thoroughly appreciated. Kashi and I are so grateful for Malcomn’s service!

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

3. Daphnay S.

Dog Lover and Owner
Douglas, Chicago, IL, 60653
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$20
per visit
5 out of 5.0 stars
4 reviews
2 repeat clients

I asked Daph to watch my friend’s hound mix , King, while I had to run out of town last minute . Confident in her dog-sitting skills, Daph assured me that everything will go smoothly. And it did ! Daph admits King was a handful, but she enjoyed every moment of their adventure.

Availability updated yesterday
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check

4. Tamara J.

Star Sitter
Experienced Dog Owner
Grand Boulevard, Chicago, IL, 60653
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
69 reviews
23 repeat clients
Profile image

Tamara has been a wonderful support to our family. She’s a quick learner, is patient and communicates well. Our team pups enjoy her and always look forward to their walks with her.

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Gabrielle P.
Verified Enhanced Background Check
Sitter Profile Image: Gabrielle P.
Verified Enhanced Background Check

5. Gabrielle P.

All fur babies welcome!!
Brighton Park, Chicago, IL, 60632
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

As a first time user of the app, I was a bit anxious but Gabrielle helped so much by sending updates everyday as we were away on vacation. She was on time and consistent. Will rebook again in the future!

Availability updated 2 days ago
Sitter Profile Image: Peyton W.
Verified Enhanced Background Check
Sitter Profile Image: Peyton W.
Verified Enhanced Background Check

6. Peyton W.

Here to care for your fur babies!
Grand Boulevard, Chicago, IL, 60653
2.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Peyton has made returning to the office so much less stressful. She is wonderful with my under-socialized dogs and has given me true peace of mind.

Availability updated 10 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emily L.
Verified Enhanced Background Check
Sitter Profile Image: Emily L.
Verified Enhanced Background Check

7. Emily L.

Rover 101
Pet passionate care😊🫶
Chicago, IL, 60616
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 5.0 stars
22 reviews
2 repeat clients
Profile image

Emily did a wonderful job watching our two cats over a week long vacation! She followed our instructions to a T and provided ample pictures of our boys after each visit. She’ll be our new go-to for sure!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kexin J.
Verified Enhanced Background Check
Sitter Profile Image: Kexin J.
Verified Enhanced Background Check

8. Kexin J.

Star Sitter
Your pet’s new best friend! 🐱🐶
Bridgeport, Chicago, IL, 60608
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
29 reviews
7 repeat clients
Profile image

Kexin was incredible! I was very nervous about leaving my kitty home for the first time, but Kexin sent me so many photos it was like I never left! I came back to a very happy and well taken care of cat all because of Kexin. 100/10 amazing cat sitter!

Availability updated 4 days ago
Sitter Profile Image: Lydia N.
Verified Background Check
Sitter Profile Image: Lydia N.
Verified Background Check

9. Lydia N.

Pet lover
Bridgeport, Chicago, IL, 60608
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Lydia was great with my cats and very nice. I appreciate her being able to accommodate me last minute

Availability updated 8 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Nataly G.
Verified Enhanced Background Check
Sitter Profile Image: Nataly G.
Verified Enhanced Background Check

10. Nataly G.

Dogs are my specialty
Gage Park, Chicago, IL, 60632
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
1 review

Nataly is the best dog sitter I’ve ever had. She always takes my dog on long walks, and they’re always exploring new places together. She is very friendly and super reliable. My dog loves it when she watches him. I can always count on her when something comes up to watch my dog. She’s had great communication! I highly recommend Nataly.

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

11. Margo K.

Animal lover living in Bridgeport!
Bridgeport, Chicago, IL, 60608
2.3 mi. away
House Sitting, Drop-In Visits
from
$18
per visit
5 out of 4.4 stars
11 reviews
3 repeat clients
Profile image

Margo was great! She was very attentive and took plenty of time to dote on my fur baby. I hope to hire her again in the future! cat approved for sure :)

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

12. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
29 reviews
7 repeat clients
Profile image

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

Availability updated 13 days ago
Sitter Profile Image: Serenity N.
Verified Enhanced Background Check
Sitter Profile Image: Serenity N.
Verified Enhanced Background Check

13. Serenity N.

Here To Share The Love With Them!
Brighton Park, Chicago, IL, 60632
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
1 review

About: I’ve taken care of many animals from start-of-life to end-to-life. I’m currently the caretaker of 4 senior animals (dog, 2 cats, lizard) and 2 adult cats. I have a fair share of experience with overweight/special needs dogs. Feel free to inquire about my experiences! I’m a full-time student during the spring/fall. I have open availability during the summer and in between semesters. I love animals, and like to spend whatever time I can with them! I have a multi-level house with fences and gates. The alley cats are separated into the back of the house; the dog, house cats, and lizard stay on the 1st floor. Everyone explores the front and back yards.

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

14. Penny R.

Experienced Dog & Cat Lover
Bridgeport, Chicago, IL, 60608
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
1 review

Penny is a wonderful pet caregiver and owner. She has lots of experience walking dogs and pet sitting for both dogs and cats. She also has wonderful people skills and knows how to connect well with pet owners. I am confident in her ability to help more pet owners on Rover.

Availability updated 2 days ago
Sitter Profile Image: Brianna S.
Verified Enhanced Background Check
Sitter Profile Image: Brianna S.
Verified Enhanced Background Check

15. Brianna S.

Lover of All Things Furry!
McKinley Park, Chicago, IL, 60609
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.8 stars
19 reviews
8 repeat clients

Brianna is like a dog whisperer! She’s become so close to me & my dog we really love her. She’s be perfect with any dog!

Availability updated 9 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Claire B.
Verified Enhanced Background Check
Sitter Profile Image: Claire B.
Verified Enhanced Background Check

16. Claire B.

Rover 101
Full-Time Sitter; 24/7 Care
Chicago, IL, 60609
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
42 reviews
11 repeat clients
Profile image

We LOVE Claire. You can tell she’s a real animal lover and I know our animals will be well taken care of by her. Her report cards are the absolute best!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sujae V.
Verified Background Check
Sitter Profile Image: Sujae V.
Verified Background Check

17. Sujae V.

Love and attention for all animals
Chicago, IL, 60608
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
24 reviews
6 repeat clients
Profile image

Sujae is an excellent cat sitter. She came for drop in visits on time and consistently over multiple days. I liked seeing pictures of all the cats and the nice notes she left. She helped me out of a jam when another sitter cancelled my pet sitting while I was already out of town. Rover helped me find Sujae and I’m super happy we found each other! Sujae did a wonderful job for me and my cats. Thanks Sujae!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Wendy L.
Verified Background Check
Sitter Profile Image: Wendy L.
Verified Background Check

18. Wendy L.

Responsible pet walker and sitter!
Bridgeport, Chicago, IL, 60608
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 4.9 stars
15 reviews
7 repeat clients
Profile image

Wendy took such great care of my cats! She gave detailed updates of each visit and took a lot of cute pictures. It's comforting knowing they were well taken care of while I was away!

Availability updated over 1 year ago
Sitter Profile Image: Carolina d.
Verified Enhanced Background Check
Sitter Profile Image: Carolina d.
Verified Enhanced Background Check

19. Carolina d.

Animal lover and eco educator!
Chicago, IL, 60609
0.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Caro is so good with Scooby. I know he loves it when you come. Thank you so much!!!

Availability updated 66 days ago
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check

20. Jessica G.

Caring and attentive
New City, chicago, IL, 60609
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
2 reviews

About: I grew up having a dalmatian dog in my family named Tiger. We had him since he was a puppy and i always made sure he was well taken care of throughout his life. I have always owned a variety of pets and enjoy their company. I also enjoy long walks on trails in my free time, I would say it's one of my hobbies apart from exploring the city. I have always been very fond of animals and hope to work with them someday. For now i would be happy doing any sort of work that involves animals. I'm currently available to work as either a sitter or walker and am hoping to try it out soon. I actually have a very flexible schedule! Please just message me and I will respond promptly. Thank you for reading, have a great day today! I have experience petsitting at other peoples homes so no need to worry about me! If housed at my home I have a cat running around so no cat biters!

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend

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