Pet Sitting & Drop Ins In Near South Side Chicago

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Top rated Near South Side pet sitters

1 / 1
Sitter Profile Image: Lin L.
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Lin L.
Star Sitter
from
$21
per visit
5 out of 5.0 stars
22 reviews
6 repeat clients
3 years of experience
Loop, Chicago, IL, IL, 60605

Lin was a great petsitter! She was very communicative and went above and beyond sweeping/cleaning up, playing with our cat, and making sure the litter box was working properly. Definitely would recommend!

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Allyson A.
Sitter Profile Image: Anthony M.
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Anthony M.
from
$18
per visit
5 out of 5.0 stars
371 reviews
58 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

Anthony was great with Bella! He was responsive, sent photos, and always kept me updated with everything. I highly recommend booking with Anthony, I know I will in the future.

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Denyse J.
Sitter Profile Image: molly m.
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molly m.
from
$22
per visit
5 out of 4.9 stars
223 reviews
61 repeat clients
7 years of experience
Loop, Chicago, IL, 60607

Great sitter! Molly was very patient and flexible when things went awry at my apartment complex. She took good care of my cats and my apartment while I was gone and I would book her again!

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Pheobe H.
Sitter Profile Image: Nilanjana R.
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Nilanjana R.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
20 reviews
3 repeat clients
3 years of experience
Chicago, IL, 60616

Nila was wonderful! We had a last minute event come up and needed someone to hang out with our anxious pup, feed him dinner, and take him for a walk. Nila responded super fast and set up a meet-and-greet. She took note of all my random instructions and our fur baby's quirks to ensure he would be comfortable and she came prepared. I really appreciated the regular check-ins with photos to put my mind at ease. We will definitely reach out to Nila again and I highly recommend her!

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Reina U.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
126 reviews
32 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Wonderful as always! Love having Jason tag in and visit the pups when I know I’ll be gone for an extra long day! He’s such a pro that I don’t have a single concern about how it goes, I know they’re in great hands!

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Sarah S.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$26
per visit
5 out of 5.0 stars
39 reviews
11 repeat clients
15 years of experience
Chicago, IL, 60616

My pup always is sad to leave Jason! She loves when he walks, sits, plays, etc with her! If you need someone to trust with your dog, Jason is the guy!

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Nick S.
Sitter Profile Image: Eunice Y.
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Eunice Y.
from
$22
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
4 years of experience
Loop, Chicago, IL, 60607

I have booked with Eunice multiple times now (some very last minute bookings) and she always does a great job checking in and taking care of my Doberman. Eunice always makes sure my energetic dog gets enough attention and exercise throughout the visit.

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Asia A.
Sitter Profile Image: Niunte H.
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Niunte H.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
1 year of experience
Loop, Chicago, IL, 60605

Nikki is a wonderful, kind, and dedicated petsitter. I was out of town for Thanksgiving Break and she watched my cat Sabine for 6 days. She checked in daily with me and made sure the heat was working properly when the temperature dropped in Chicago so that Sabine would be comfortable and safe. She goes above and beyond for pets in her care and I so appreciate it. I'd recommend her to anyone in need of an amazing petsitter!

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Jordan K.
Sitter Profile Image: Julian K.
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Julian K.
from
$18
per visit
5 out of 5.0 stars
14 reviews
6 repeat clients
8 years of experience
Near South Side, Chicago, IL, 60605

Julian did a great job watching Potter! I can tell he’s a cat whisperer by the pictures he sent of Potter looking relaxed and agreeing to be pet! I would recommend Julian to anyone that is nervous about leaving their pet home alone during a trip! A++

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Susan P.
Sitter Profile Image: Sofia H.
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Sofia H.
from
$22
per visit
5 out of 5.0 stars
38 reviews
11 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60605

Sofia was extremely attentive and communicative, would 100% book her again!

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Shantai Y.
Sitter Profile Image: Yixuan L.
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Yixuan L.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
10 reviews
6 repeat clients
10 years of experience
Loop, Chicago, IL, 60605

About: I raised 3 dogs in my life. Small/medium/ large breed. And I have a cat that knows how to open the cabinets. However, only the small breed is living with me now because the other two are watching me from the Sky and the cat is living in Texas. I work fully remote and I walk with my dog 4 times a day. I commit myself to the dog park every day and love to find ways play with them. For example, I usually hide treats at my place and let my little guy do the search work. He loves it and I hope yours would like it as well. I crate my dog only when I am not around, so the dog can run around and play with each other basic whole day. I brush their hair often.

Sitter Profile Image: Pazley J.
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Pazley J.
from
$17
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
20 years of experience
Near South Side, Chicago, IL, 60605

Pazley was very reliable and trustworthy! She sent thorough updates about her visits with my cat and took great care of him. Will absolutely be using her as a rover again!

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Emma C.
Sitter Profile Image: Tylisha J.
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Tylisha J.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
15 reviews
4 repeat clients
5 years of experience
Chicago, IL, 60605

About: I have taken care of my dogd for 12 years and dog walker for 3 years in the western suburbs. I have a versatile experience of feeding, bathing, walking, and pet sitting. I am available anytime with at least an hour notice. Monday through Sunday 900 am to 1000 pm. Just message me through the app. Text. I stay alert during all walks and pet sitting. I make sure all pets are happy with treats/food, full walk time, cuddles, and of course play time! I make sure that that all pets and their owners feel safe and trust me with their pets.

Sitter Profile Image: Paige B.
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Paige B.
from
$18
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60616

About: I grew up with 3 cats and currently have one now! I previously worked at an animal shelter so I have been trained with various behaviors, sizing, and care for cats and dogs. I also volunteer with PAWS Chicago with their cats and dogs! My dog, Rusty, is an 80lb yellow lab, and I know how to crate train, and use puzzle/slow feeders when necessary. I am also comfortable using a harness and a martingale collar. PAIGEB30610, https://www.rover.com/sit/paigeb30610 I currently work full time, but I am still able to provide walks and drop in visits for your furry friends! I also keep my rover calendar regularly updated. My current cat has plenty of scratch posts, toys, and perches. I also take her for walks in a stroller and occasionally a backpack. I have a spider plant for her to chew on alongside cat grass, and I make my catnip from the farmer's market. My cat is current on all her vaccinations, has a 3-year rabies vaccine, is FELV/FIV negative, and is spayed. My dog gets 4-5 long (15-20 minutes) walks every day, and I provide kong toys, puzzle/slow feeders, and lick mats. I have reliable transportation and a dog seat cover to ensure your pet's safety in the back seat. I am extremely good at reading an animal's body language and know not to force any interactions. I am extremely responsible, trustworthy, and will send you daily updates of your four-legged friend! I will devote my entire attention to your pet making sure they receive lots of pets and treats.

Sitter Profile Image: Maritza V.
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Maritza V.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
30 reviews
7 repeat clients
20 years of experience
Near South Side, Chicago, IL, 60605

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!

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Laura G.
Sitter Profile Image: Judy L.
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Judy L.
from
$20
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
12 years of experience
Near South Side, Chicago, IL, 60616

About: Karen Pryor Certified Trainer with 12 years experience & Only using Positive Reinforcement. Reliable, Attentive & Experienced with Love and Care for All Ages of Dogs & Cats. Also available to address any particular training challenges. Flexible, Reliable, Dependable and Willing to accommodate YOUR busy Schedule. With ONE day notice, I can reply to your request and your Pet's Needs with a Smile. I will focus my Complete attention on your pet and give a daily text Message & Photo about your Pet's Visit. Serious Consideration to Pet Safety & Happiness.

Sitter Profile Image: David K.
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David K.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
118 reviews
42 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!

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Sarah W.
Sitter Profile Image: DEMIN Z.
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DEMIN Z.
from
$20
per visit
5 out of 5.0 stars
77 reviews
19 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

Demin was great with our cat on a few drop in visits while we were away. Followed instructions to a tee, sent lots of photos/ videos to provide real-time updates, and was very responsive. Would recommend!

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Ana H.
Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$20
per visit
5 out of 5.0 stars
4 reviews
20 years of experience
Near South Side, Chicago, IL, 60601

About: I've taken care of dogs since I was in middle school. My family dog is 17 years old now so I also have experience working with senior dogs. I live in a great neighborhood with many dog parks and my apartment complex has a dog run behind it. I have also trained and foster puppies before so I am familiar with positive behavioral reinforcement and do not believe in punishing dogs. I have worked in mental health for over 10 years as a therapist so I also have an amble amount of patience. Mondays and Fridays I work remotely so I am available for mid-day potty breaks on top of offering afternoon/evening/overnight care. I also have some flexibility to work remotely other days as well. My typical schedule is as below: Mondays: Available any time (working remotely) Tuesdays: Available after 5 pm Wednesdays: Available after 5 pm Thursdays: Available after 7 pm Fridays: Available any time (working remotely) Saturdays: Available anytime Sundays: Available anytime Do you have specific time requests, let's chat and find a way to work together! I do not have any dogs in my apartment but there are many friendly dogs in the neighborhood I've observed. I love dogs and always take my job of dog sitting seriously. Dogs deserve to be taken care of the right way! I know safe places to go for walks in my neighborhood, I am very vigilant to not let dogs put anything harmful in their mouths, and I ensure my apartment is very dog safe.

Sitter Profile Image: Kseniia C.
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Kseniia C.
from
$20
per visit
5 out of 4.7 stars
16 reviews
4 repeat clients
20 years of experience
Chicago, IL, 60616

Kseniia took great care of my kitties while I was away. She came over to meet them beforehand and sent pictures for every visit. Highly recommend!

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Nathan C.
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Sitter Profile Image: Lin L.
Verified Enhanced Background Check
Sitter Profile Image: Lin L.
Verified Enhanced Background Check

1. Lin L.

Star Sitter
Animal Lover!
Loop, Chicago, IL, IL, 60605
1.0 mi. away
Drop-In Visits
from
$21
per visit
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Lin was a great petsitter! She was very communicative and went above and beyond sweeping/cleaning up, playing with our cat, and making sure the litter box was working properly. Definitely would recommend!

Availability updated 6 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Anthony M.
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Sitter Profile Image: Anthony M.
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2. Anthony M.

Gentle, Flexible and Caring!
Near South Side, Chicago, IL, 60616
0.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
371 reviews
58 repeat clients
Profile image

Anthony was great with Bella! He was responsive, sent photos, and always kept me updated with everything. I highly recommend booking with Anthony, I know I will in the future.

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: molly m.
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Sitter Profile Image: molly m.
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3. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 4.9 stars
223 reviews
61 repeat clients
Profile image

Great sitter! Molly was very patient and flexible when things went awry at my apartment complex. She took good care of my cats and my apartment while I was gone and I would book her again!

Availability updated 2 days ago
Sitter Profile Image: Nilanjana R.
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Sitter Profile Image: Nilanjana R.
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4. Nilanjana R.

Rover 101
Star Sitter
Your go-to SLoop pup pal 🐶
Chicago, IL, 60616
0.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
20 reviews
3 repeat clients
Profile image

Nila was wonderful! We had a last minute event come up and needed someone to hang out with our anxious pup, feed him dinner, and take him for a walk. Nila responded super fast and set up a meet-and-greet. She took note of all my random instructions and our fur baby's quirks to ensure he would be comfortable and she came prepared. I really appreciated the regular check-ins with photos to put my mind at ease. We will definitely reach out to Nila again and I highly recommend her!

Availability updated yesterday
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Jason C.
Verified Enhanced Background Check
Sitter Profile Image: Jason C.
Verified Enhanced Background Check

5. Jason C.

Star Sitter
Friendly dog walker from the UK
Near South Side, Chicago, IL, 60616
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
126 reviews
32 repeat clients
Profile image

Wonderful as always! Love having Jason tag in and visit the pups when I know I’ll be gone for an extra long day! He’s such a pro that I don’t have a single concern about how it goes, I know they’re in great hands!

Availability updated 52 days ago
Sitter Profile Image: Jason C.
Verified Enhanced Background Check
Sitter Profile Image: Jason C.
Verified Enhanced Background Check

6. Jason C.

Rover 101
Star Sitter
Just really <3 pets
Chicago, IL, 60616
1.4 mi. away
Drop-In Visits, Dog Walking
from
$26
per visit
5 out of 5.0 stars
39 reviews
11 repeat clients
Profile image

My pup always is sad to leave Jason! She loves when he walks, sits, plays, etc with her! If you need someone to trust with your dog, Jason is the guy!

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Eunice Y.
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Sitter Profile Image: Eunice Y.
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7. Eunice Y.

A WFH dog mom
Loop, Chicago, IL, 60607
1.3 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

I have booked with Eunice multiple times now (some very last minute bookings) and she always does a great job checking in and taking care of my Doberman. Eunice always makes sure my energetic dog gets enough attention and exercise throughout the visit.

Availability updated today
Sitter Profile Image: Niunte H.
Verified Enhanced Background Check
Sitter Profile Image: Niunte H.
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8. Niunte H.

Star Sitter
Trusted Cat Care for Professionals!
Loop, Chicago, IL, 60605
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Nikki is a wonderful, kind, and dedicated petsitter. I was out of town for Thanksgiving Break and she watched my cat Sabine for 6 days. She checked in daily with me and made sure the heat was working properly when the temperature dropped in Chicago so that Sabine would be comfortable and safe. She goes above and beyond for pets in her care and I so appreciate it. I'd recommend her to anyone in need of an amazing petsitter!

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Julian K.
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Sitter Profile Image: Julian K.
Verified Background Check

9. Julian K.

Seasoned south loop cat sitter!
Near South Side, Chicago, IL, 60605
0.6 mi. away
Drop-In Visits
from
$18
per visit
5 out of 5.0 stars
14 reviews
6 repeat clients
Profile image

Julian did a great job watching Potter! I can tell he’s a cat whisperer by the pictures he sent of Potter looking relaxed and agreeing to be pet! I would recommend Julian to anyone that is nervous about leaving their pet home alone during a trip! A++

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Sofia H.
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Sitter Profile Image: Sofia H.
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10. Sofia H.

Short notice? Np!
Near South Side, Chicago, IL, 60605
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
38 reviews
11 repeat clients
Profile image

Sofia was extremely attentive and communicative, would 100% book her again!

Availability updated yesterday
Sitter Profile Image: Yixuan L.
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Sitter Profile Image: Yixuan L.
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11. Yixuan L.

Star Sitter
Animal/pet lover
Loop, Chicago, IL, 60605
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
10 reviews
6 repeat clients

Yixuan loves pets and treats them with great kindness. He is very patient with his own dog, ensuring he is well-cared for and loved. For example, before taking his dog out for a walk on hot days, he always check the ground with his hand to ensure the temperature is not too hot for dog’s paws. I believe he will treat every pet as his own, providing the best care and affections.

Availability updated 4 days ago
Sitter Profile Image: Pazley J.
Verified Enhanced Background Check
Sitter Profile Image: Pazley J.
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12. Pazley J.

Reliable and trusting sitter
Near South Side, Chicago, IL, 60605
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Pazley was very reliable and trustworthy! She sent thorough updates about her visits with my cat and took great care of him. Will absolutely be using her as a rover again!

Availability updated 5 days ago
Sitter Profile Image: Tylisha J.
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Sitter Profile Image: Tylisha J.
Verified Enhanced Background Check

13. Tylisha J.

Star Sitter
Love animals with patience and care
Chicago, IL, 60605
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
15 reviews
4 repeat clients

Tylisha is a reliable, thoughtful and professional person. Finding someone who is trustworthy and responsible is not easy. Ty is both of those and more. She shows up on time and takes the job seriously. She loves dogs and dogs love her. I am grateful to have found her.

Availability updated today
Sitter Profile Image: Paige B.
Verified Enhanced Background Check
Sitter Profile Image: Paige B.
Verified Enhanced Background Check

14. Paige B.

Animal lover and caretaker!
Near South Side, Chicago, IL, 60616
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients

Paige is amazing at taking care of my rusty (85lb 7 year old yellow lab that acts like a puppy) My dog can be quite the hassle with not knowing personal space and wanting attention. Paige knows how to handle him. Paige takes rusty on walks and gives him lots of attention which rusty needs. When Paige watches rusty over night they stay at my place. When I get home it is like how I left it if not better. I definitely recommend Paige for watching or walking your dog!!!

Availability updated 6 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Maritza V.
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Sitter Profile Image: Maritza V.
Verified Enhanced Background Check

15. Maritza V.

Star Sitter
Longtime Doggie Sister
Near South Side, Chicago, IL, 60605
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
30 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 8 days ago
Sitter Profile Image: Judy L.
Verified Enhanced Background Check
Sitter Profile Image: Judy L.
Verified Enhanced Background Check

16. Judy L.

Pawsitive Progress: Walk & Train
Near South Side, Chicago, IL, 60616
0.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients

Judy is an incredible trainer. She trained my two dogs. They were a pleasure to have after her training. I highly recommend her. She addressed every problem with professionalism

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
Verified Enhanced Background Check

17. David K.

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
118 reviews
42 repeat clients
Profile image

David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!

Availability updated 12 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: DEMIN Z.
Verified Enhanced Background Check
Sitter Profile Image: DEMIN Z.
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18. DEMIN Z.

Rover 101
Tail Wagging Care
Near South Side, Chicago, IL, 60605
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
77 reviews
19 repeat clients
Profile image

Demin was great with our cat on a few drop in visits while we were away. Followed instructions to a tee, sent lots of photos/ videos to provide real-time updates, and was very responsive. Would recommend!

Availability updated 7 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Kirstin B.
Verified Enhanced Background Check
Sitter Profile Image: Kirstin B.
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19. Kirstin B.

Loving and kind dog sitter
Near South Side, Chicago, IL, 60601
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews

I have had the honor of having Kirstin as a dog sitter for the last two years. She provided care for my 16 year old little man Cody during the last months of his life. She currently provides care for my sassy little resuce pup, Harley, who is reactive and has separation anxiety. She also sitted for me when I had each of my foster dogs. She is kind, patient, flexible and able to give each dog what they need. I trust her implicitly with my dog and in my home. I would recommend her 100 times over. <3

Availability updated 3 days ago
Sitter Profile Image: Kseniia C.
Verified Enhanced Background Check
Sitter Profile Image: Kseniia C.
Verified Enhanced Background Check

20. Kseniia C.

Dogs lover and cats admirer
Chicago, IL, 60616
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.7 stars
16 reviews
4 repeat clients
Profile image

Kseniia took great care of my kitties while I was away. She came over to meet them beforehand and sent pictures for every visit. Highly recommend!

Availability updated 5 days ago

Over 267 pet parents in Near South Side have booked pet sitting

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