Pet Sitting & Drop Ins in Chatham, 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

RoverProtect

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

Loving pet sitters in your neighborhood

Search Results

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

1. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
3.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
106 reviews
38 repeat clients
Profile image

We highly recommend Coretta! She was very deliberate with each step in getting to know our expectations and in meeting our cat. Our cat is very active and gets lonely when we’re not home, but we had nothing to worry about because Coretta made him so happy:) She gave us updates and sent pictures from every visit. We will definitely seek her services next time we need a cat sitter!

Availability updated 2 days ago
Sitter Profile Image: Melissa B.
Verified Background Check
Sitter Profile Image: Melissa B.
Verified Background Check

2. Melissa B.

Star Sitter
I can't wait to meet your dog!
Morgan Park, Chicago, IL, 60655
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
47 reviews
11 repeat clients
Profile image

Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She always had her own backup supplies just in case!

Availability updated 20 days ago
Sitter Profile Image: Danielle B.
Verified Enhanced Background Check
Sitter Profile Image: Danielle B.
Verified Enhanced Background Check

3. Danielle B.

Star Sitter
I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
4.4 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
Profile image

Danielle was amazing and truly went above and beyond when taking care of my three cats! Super fast communication, sent lots of pictures, and very thorough!! It was a relief to know they were in such great hands while we were away. Highly recommend!

Availability updated 6 days ago
Sitter Profile Image: Beverly B.
Verified Background Check
Sitter Profile Image: Beverly B.
Verified Background Check

4. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5.0 out of 5 stars
243 reviews
91 repeat clients
Profile image

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

Availability updated 65 days ago
Sitter Profile Image: Kai H.
Verified Enhanced Background Check
Sitter Profile Image: Kai H.
Verified Enhanced Background Check

5. Kai H.

Pawsitively passionate about pets!
Hyde Park, Chicago, IL, 60637
4.1 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
2 reviews
Profile image

I lucked out! I had a last minute personal matter, and Kai was quick to let me know what worked best. Papito was happy with his house visit and seemed relaxed. Would happily trust Kai with future drop-in visits.

Availability updated 8 days ago
Sitter Profile Image: Selena S.
Verified Enhanced Background Check
Sitter Profile Image: Selena S.
Verified Enhanced Background Check

6. Selena S.

Loving home is Joyfull, bonds, hugs
Morgan Park, Chicago, IL, 60617
3.5 mi. away
Drop-In Visits
from
$13
per visit
1 year of experience

About: I love being with cats cuz they make me feel happy and taking care of them as well but I make sure they have food, water and clean sand I can do Monday - Friday and even the weekends from 7am to 3pm in the afternoon and maybe holidays can be worked out if needed. I clean there pop daily and make sure they have enough food and water. They have clean sand and take them outside for a little bit

Availability updated 4 days ago
Sitter Profile Image: Jayden Phoenix (They/Them) P.
Verified Background Check
Sitter Profile Image: Jayden Phoenix (They/Them) P.
Verified Background Check

7. Jayden Phoenix (They/Them) P.

Reliable & Inclusive ❤️
Roseland, Chicago, IL, 60628
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
Profile image

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

Availability updated yesterday
Sitter Profile Image: Marya K.
Verified Enhanced Background Check
Sitter Profile Image: Marya K.
Verified Enhanced Background Check

8. Marya K.

Excited to meet your furry family!
Chicago, IL, 60643
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

She took very great care of my dogs and kept me updated the whole time!

Availability updated 12 days ago
Sitter Profile Image: Jules R.
Verified Enhanced Background Check
Sitter Profile Image: Jules R.
Verified Enhanced Background Check

9. Jules R.

🐕 Dog Walking
Hyde Park, Chicago, IL, 60637
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
1 review
1 repeat client

About: I've taken care of our little furball, Rusty (11) since he was a puppy. I have had plenty of energy to tire him out running with the zoomies, and I'm still happy to give him gentle care and walks now that he's mellowed. I also volunteer at the local animal shelter walking dogs. I'm a current college student hoping to spend more time with pets and get my daily steps in! I keep on top of my availability calendar, and I'm excited to work with you to find the best time to care for your pet! I walk dogs with safety in mind. I'm already an avid walker of this beautiful Chicagoland area, so I have a good sense of the best sidewalks -- and I always keep an eye on traffic and possible hazards, including other dogs. I pet sit with the knowledge and respect that I am a guest in your home, and I always clear expectations and preferences with the client beforehand. I'm very flexible, and my object while sitting is to put your pet(s) first!

Availability updated yesterday
Sitter Profile Image: Nakeisha B.
Verified Enhanced Background Check
Sitter Profile Image: Nakeisha B.
Verified Enhanced Background Check

10. Nakeisha B.

Rover 101
Your fur baby will be in good hands
Grand Crossing, Chicago, IL, 60619
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
64 reviews
25 repeat clients

My Ralphie was happy and well cared for. She is loving and caring with ralphie. Very flexible and I see how good she is with her baby.

Availability updated 2 days ago
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check

11. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

Availability updated yesterday
Sitter Profile Image: River T.
Verified Background Check
Sitter Profile Image: River T.
Verified Background Check

12. River T.

Rover 101
Grad student loves your dog!
Chicago, IL, 60605
2.0 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
4.0 out of 5 stars
9 reviews
2 repeat clients

About: I have had a dog ( Pomeranian/Yorkie mix) for 5+ years. (He’s my mom’s) He's only 8 lbs and one of the sweetest dogs ever. Max is super friendly and he loves to play. He can be very calm, almost cat-like in a way. I have also house sat other small dogs and a Great Dane over the past years. I currently have two cats. Rabbi and Tony are great boys. Tony has cat IBS (colitis). So, I have to be careful with his food intake and make sure his tummy happy. I'm very comfortable with small to medium dogs and certain breeds of large ones. I'm very attentive to my dog's pace and others as well when we are walking. Additionally, I know how to care for adult cats. I truly love connecting and caring for the animals, especially domestic house pets such as dogs and cats. Thank you for your consideration and I look forward to your precious dog! I’m in grad school and I’m focusing on school so I don’t have a steady job right now. Working on random projects gives me a flexible schedule. I have been watching my friend’s pet outside of Rover and I love them so much. I try to be aware of how an animal feels and keep them safe on walks & other outings.

Availability updated 4 days ago
Sitter Profile Image: Tamara C.
Verified Background Check
Sitter Profile Image: Tamara C.
Verified Background Check

13. Tamara C.

Animals will always be my life
Chicago, IL, 60620
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients

About: I truly believe I took amazing care of my dogs. I never yell and I don't abuse any animal. I treat them as my own and I make sure that their tail wags every time that they see me. I have watched dogs for my friends for a few hours and those were full of play time and supervision. I know the do's and dont's of animal care and I never made a mistake before. I know this is my calling and I plan to follow it. Daycare is only available on weekends but I hope to change that. I am learning to ba a dog trainer so don't be surprised if your buddy comes back with a new trick or two to show you.

Availability updated 21 days ago
Sitter Profile Image: Marchauna B.
Verified Enhanced Background Check
Sitter Profile Image: Marchauna B.
Verified Enhanced Background Check

14. Marchauna B.

Star Sitter
We provide full-time pet services!
Roseland, Chicago, IL, 60620
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
39 reviews
8 repeat clients

About: Our mission is to provide the perfect answer for when you travel. We offer the highest quality of pet care to enrich the quality of life for all pets by providing physical and mental simulation all while in a stress free environment. My partner and I provide full time pet care service. Over the past year we serviced many pets. We realized that working with dogs is much more rewarding. Before this I managed a dog boarding/ grooming salon for 3.5 years, hands down the best job I ever had. It taught me so much about different breeds, genetic issues and much more. My partner also has 8 years experience with dogs, 2 years experience as a bather, and 2 years experience training dogs. We understand how important it is for your pup to be treated like a member of the family. With your permission, we are prepared to do so! New to rover? Apply code:BARKSD52800 for $20 off your first booking Available Sunday - Saturday. Availability includes All holidays - January 14th - 16th | Martin Luther King Jr. Day - February 13th - 15th| Valentine's Day - February 19 | Presidents' Day - March 29th - 31st | Easter - May 11th - 13th | Mother's Day - May 27th | Memorial Day - June 16th - 19th | Father's Day / Juneteenth - July 3rd - 5th | Fourth of July - September 2nd | Labor Day - October 14th | Indigenous Peoples' Day - October 30 - 31st | Halloween - November 11 | Veterans Day - November 24th - 29th | Thanksgiving - December 22nd - January 2nd | Christmas/ New Year New to rover? Apply code:BARKSD52800 for $20 off your first booking A questionnaire will be required for all bookings to provide the absolute best care for your furry friend.We take absolute pleasure in providing the highest quality care for your furry friend. Barksdell is committed to giving the best care possible for your furry friend, and we hope to have the chance to do so. Thank you for considering Barksdell as your next pet caregivers.

Availability updated yesterday
Sitter Profile Image: Nariah B.
Verified Enhanced Background Check
Sitter Profile Image: Nariah B.
Verified Enhanced Background Check

15. Nariah B.

Fur Mama w/o chance of Fur Baby
Washington Heights, Chicago, IL, 60621
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
Profile image

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Availability updated over 1 year ago
Sitter Profile Image: Kathryne G.
Verified Enhanced Background Check
Sitter Profile Image: Kathryne G.
Verified Enhanced Background Check

16. Kathryne G.

Responsible and caring dog owner!
Washington Heights, Chicago, IL, 60643
2.6 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
4 reviews

Kathryne is great with dogs! She is very patient and caring an you can tell how much she loves dogs by how she cares for her dog, Bailey. She has always been very kind and sweet to my sometimes difficult dog Sophie, which I have always really appreciated. If you want a sitter who will treat your dog like family, then you should book with Kathryne.

Availability updated 68 days ago
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

17. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
60 reviews
36 repeat clients
Profile image

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

Availability updated 28 days ago
Sitter Profile Image: Cane E.
Verified Enhanced Background Check
Sitter Profile Image: Cane E.
Verified Enhanced Background Check

18. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
0.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
Profile image

Would rebook 100000000%! Cane was very kind and communicative! Our pets were well cared for and even our dog who can be a bit temperamental opened up to Cane. We came back from our vacation to happy pets and that’s all we could really ask for 🫶🏼

Availability updated 44 days ago
Sitter Profile Image: Tonisa J.
Verified Background Check
Sitter Profile Image: Tonisa J.
Verified Background Check

19. Tonisa J.

Rover 101
Star Sitter
Your pups second home....
Calumet Heights, chicago, IL, 60617
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$60
per visit
5.0 out of 5 stars
73 reviews
33 repeat clients
Profile image

She is awesome with our doggy

Availability updated 4 days ago
Sitter Profile Image: Maya M.
Verified Enhanced Background Check
Sitter Profile Image: Maya M.
Verified Enhanced Background Check

20. Maya M.

We’re a big family over here
Calumet Heights, Chicago, IL, 60617
1.8 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 years of experience

About: I have worked with both house, animals and farm animals throughout my life. I have always loved animals and helping people take care of animals when they don’t have the time My schedule is wide-open to help anytime anyone needs me. I am taking some time off before starting school in the spring so I am available seven days a week. I take care of my pets always making sure they have their medication and making sure they eat. I give them baths when needed and take them to the vet when it is needed.

Availability updated 17 days ago

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

Find a loving pet sitter to watch your pet overnight at their home.
Add dates for the most accurate results
Search now