Personalized care for your dog or cat - Near South Side

Highly-rated overnight sitters - Near South Side

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
140 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was fantastic and our pup clearly loved spending the weekend with her! She took her to play fetch every day and was flexible with us on our return home. 10/10 would recommend!

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Robert M.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
135 reviews
28 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.

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Janice J.
Sitter Profile Image: Marieclaire M.
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Marieclaire M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
46 reviews
21 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60606

Mocha loves being with Marieclaire and her pups! He gets a ton of exercise, play time, and love from her & her family. I will continue to book her!

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Rozina S.
Sitter Profile Image: Andre S.
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Andre S.
from
$50
per night
4.7 out of 5 stars
13 reviews
2 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Andre took amazing care of Howie during his stay!! Andre and his partner sent me updates and made me feel at ease while I was away! I will definitely recommend Andre to anyone!!

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Nadia S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
194 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley and her daughter were wonderful! Very communicative and they took great care of my baby. Very much a relief knowing he was in their hands. I will be using them again!

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Elizabeth H.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
207 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina did an excellent job caring for my dog Boo! This was my first time using this site as well as letting anyone outside of friends and family keep him and Katrina made this experience as calm and easy going as possible. She is extremely detailed with care and patient with animals which really stuck out for me and made me comfortable. I also really loved the updates and photo's she provided throughout the day while Boo was in her care. He looked so happy and well kept. I would definitely recommend her services to anyone and will be using her again :)

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Indigo B.
Sitter Profile Image: Jiayi G.
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Jiayi G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi was awesome and I really appreciated all the pics and videos she sent! Perfect person for my firework anxious dog to spend the 4th with. Thank you so much Jiayi!

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Kristine P.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
207 reviews
77 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

I hate having to leave my girl behind when i go out of town, but I feel comfortable doing so when I know Nate is taking care of her. He exudes friendliness and warmth and you can tell he really cares. Nate is a reliable caretaker for your fur baby and I recommend him to anyone!

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Christine C.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
364 reviews
99 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

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Maggie S.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
96 reviews
23 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Loved the daily updates with pictures and videos. Made us feel comfy and happy that we booked with you. Also appreciated you taking him out to the dog park, playing with him inside, taking him on walks, and putting him in his crate for nap time/at night. Would book with you again! Thank you so so much for the great care!

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Izzy R.
Sitter Profile Image: songen f.
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songen f.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Crystal (Songen) is very professional and reliable. We received pictures, videos and updates throughout the visit of lots of playtime and cuddles which we very much appreciated!

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Tirzah W.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$57
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea took great care of my dog for 5 days and I had a really positive experience. Communication was great the whole time, she was very sweet, and my dog seemed like she had a great time with her. She was also super thoughtful and flexible, she even offered to do drop-off for me, which I really appreciated. She also noticed my dog was running low on food and reached out right away to ask if it was okay to ration it, which I appreciated because it showed she was paying close attention and wanted to make sure everything was handled properly. I would definitely book with her again!

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Zoe W.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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Daniel G.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

My Zoey had a great time with Cheyanne! Cheyanne was communicative and sent lots of pictures during Zoey's stay. She was incredibly patient with my flight delays that prevented me from picking up Zoey on time - very grateful for a kind and accommodating sitter!

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Kayla T.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
179 reviews
65 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Bola was amazing with our little furry baby, Lily Joe! Her communication was excellent, and she sent daily updates, which made the process of leaving Lily for the first time a lot easier. We felt reassured knowing that Lily was in such capable and loving hands. Thank you, Bola, for taking such great care of our pup!

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Gregory W.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
385 reviews
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

The best dog sitter on Rover! She always takes such good care of our dog and is so great at communicating, updating and sending photos. She’s always so flexible with pickup/drop-off and is so quick at respond to booking inquiries. We basically won’t leave our dog with anyone else and always check with Liz’s availability before booking travel because I don’t think our dog would want to stay anywhere else and we certainly wouldn’t want him to either.

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Brittany L.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
39 reviews
8 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred took the best care of our 2 dogs. This was an 8 night job in his home! We have a rambunctious sweet younger pitbull (with no manners) and a very senior chihuahua. His place was perfect because it has no stairs for the senior doggie and Fred was willing to take the challenges if the big dog. Fred was attentive, answered calls and texts quickly, and sent us tons of pictures. He put our minds at ease on a daily basis, we have never left the dogs for so long or outside their own home. I highly recommend Fred.

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liz d.
Sitter Profile Image: Eric & Eunjin K.
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Eric & Eunjin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
47 reviews
8 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

Our dog Chloe seemed to have a great time with Eric and Eunjin. They took her for plenty of walks, gave lots of snuggles and sent pics each day.

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Ashley T.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Near South Side

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
40 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.

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Stephanie D.
Sitter Profile Image: Chunshan Y.
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Chunshan Y.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Near South Side, Chicago, IL, 60605

Chunshan is very professional and I will go back to her next time.

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Chao F.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
33 reviews
14 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin took great care of my kitty and filled out a detailed rover card so I could see how she was doing. Would definitely recommend Jozelin as a sitter!

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Kaylene S.
Sitter Profile Image: Andres G.
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Andres G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
2 years of experience
Lower West Side, Chicago, IL, 60608

Andres took good care of my two cats; they looked happily fed and were sitting nicely in all the pics! He was also flexible with timing, which I appreciated.

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Khami Z.
Sitter Profile Image: Gabby E.
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Gabby E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
64 reviews
20 repeat clients
12 years of experience
Loop, Chicago, IL, 60605

Gabby was amazing! This was the first time we ever left our cat, Rosy, overnight by herself because she has abandonment issues, and we were so nervous — to the point that we left extensive (okay, maybe too extensive!) notes. Gabby took all of it in stride and was so calm, reassuring, and understanding about every part of the sitting experience. Rosy seemed incredibly content the entire time, and she didn’t have any of the digestive issues she’s had in the past with other sitters. From the many pictures and thoughtful updates Gabby sent, it was clear Rosy had fully warmed up to her and basically made a new BFF. Honestly, Rosy even looked mildly disappointed when we came home and walked through the door instead of Gabby! Gabby was super communicative, friendly, and accommodating throughout the whole stay. We felt completely at ease knowing Rosy was in such caring hands. Highly, highly recommend!

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Dijita S.
Sitter Profile Image: Hallie B.
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Hallie B.
from
$16
per visit
5.0 out of 5 stars
33 reviews
7 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

Hallie was amazing! The peace of mind knowing the kitties were in such good hands helped me really enjoy our trip to our daughter’s wedding. She sent daily pictures of my cats and even got the shy one to come out.

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Cristi M.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
15 years of experience
Chicago, IL, 60616

It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!

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Samiha Z.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$16
per visit
1 year of experience
Near South Side, Chicago, IL, 60616

About: I'm an animal lover who's new to Rover and excited to start offering dog walking and drop-in visits! I am very calm, responsible and safety-focused. You can expect clear communication, reliable timing, and photo updates every visit! I am currently focused on dog walking and drop-in visits. I'm available Tuesdays, Thursdays, and Fridays between 3-7 pm. I am reliable, punctual, and happy to set up consistent weekly walks or evening check-ins! Safety is my top priority. I always follow pet parents' instructions carefully, including leash/harness preferences, walking routes, feeding guidelines, and home rules. I'm very careful with doors and gates, keep dogs securely leashed at all times unless otherwise instructed, and I pay attention to body language to keep walks calm and safe.

Sitter Profile Image: Morgan L.
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Morgan L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
238 reviews
53 repeat clients
22 years of experience
Near West Side, Chicago, IL, 60606

Morgan was great! My cat absolutely loved her and while he was definitely happy to see me when I got home, he didn’t pretend he’d been abandoned and was dying of loneliness which is a huge win for him. She made sure he had all of his weirdo little comforts and even trimmed his nails for me!

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Alice P.
Sitter Profile Image: Kaylie L.
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Kaylie L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
34 years of experience
Near South Side, Chicago, IL, 60616

Kaylie made leaving my cats alone for a work trip worry free and I feel a bit guilty that she played with them more than I usually do! She's prompt and reliable and professional.

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Alex H.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
164 reviews
38 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia is very professional, responsive and caring. I had to leave the country because of an emergency, my cats are somewhat anxious and don't trust people, Anastasiia quickly gained their trust. She will provide playful time, constant updates, and most importantly smart care for your best friends, don't hesitate to book her services!

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Mario G.
Sitter Profile Image: David K.
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David K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
157 reviews
49 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

I am so pleased with the care David provided for my two cats over a long weekend. In addition to giving the cats all the care and attention they needed, he provided a ton of adorable photos every visit, wrote excellent notes, and was a fantastic communicator the entire time. I'm looking forward to rebooking in the future with the confidence that a true professional will be on the job!

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Parker R.
Sitter Profile Image: Kate W.
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Kate W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
119 reviews
38 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

Kate is absolutely amazing! She did a wonderful job watching my Welly for two weeks and I had such a sense of relief knowing she was in good hands through frequent photos and video updates. Welly looked so happy when I picked her up and I could tell the two of them had such a bond. I would absolutely use Kate again. She comes highly recommended on my end and I feel lucky to have found her!!!

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Audrey W.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
160 reviews
33 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

We love Jason! He’s very quick to respond, super flexible with us, very friendly, always takes fantastic care of our kitties, and, most importantly, our cats LOVE him. Side note, he also takes fantastic pictures of them, truly.

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Chase C.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$28
per visit
5.0 out of 5 stars
104 reviews
37 repeat clients
15 years of experience
Loop, Chicago, IL, 60605

Rachel is so attentive! She gave timely updates and takes amazing pictures! We love seeing her messages come through everyday. When we came back our cat was in a great mood which is always a great indication that he had a great time when we were away. Our cat popped on the floor a few times and Rachel cleaned it right up and even vacuumed for us! We highly recommend her!

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William G.
Sitter Profile Image: Namira J.
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Namira J.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
42 reviews
16 repeat clients
10 years of experience
Chicago, IL, 60616

Great experience! Very responsive and flexible. Made sure to keep me updated on each visit with my pet. Would recommend!

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hannah I.
Sitter Profile Image: McKenzie C.
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McKenzie C.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
9 years of experience
Loop, Chicago, IL, 60605

About: I have 4 cats at home and I absolutely adore all of them! I’ve been cat sitting since I was 10 years old and have experience with all kinds of animals with unique care needs. :)

Sitter Profile Image: Sandra T.
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Sandra T.
from
$20
per visit
5.0 out of 5 stars
456 reviews
122 repeat clients
25 years of experience
Loop, Chicago, IL, 60602

Sandra is the best caretaker for our two kitties and they love her! We rely on Sandra with total confidence. She gives us detailed daily updates and sends tons of wonderful pictures. We feel very fortunate to have found her.

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Dorian M.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

Sitter Profile Image: Dion T.
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Dion T.
from
$25
per visit
5.0 out of 5 stars
20 reviews
9 repeat clients
12 years of experience
Chicago, IL, 60616

My cat loved Dion! I got a ton of pictures of my kitty-cat hanging out, eating, and playing. She seemed really happy and was also a lot less needy on my return than when I board her. I will definitely book again!

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Joan S.
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Perfect for high energy dogs - Near South Side

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
140 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.

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Isabel C.
Sitter Profile Image: Vivian N.
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Vivian N.
from
$35
per day
5.0 out of 5 stars
10 reviews
8 repeat clients
7 years of experience
Near South Side, Chicago, IL, 60605

Vivian was amazing! Communicating with her was seamless and she took awesome care of my girl Maya. I loved getting pics and videos of Maya playing with her adorable pup Dior. I would def recommend her to anyone in a heartbeat. Thanks for being such a great sitter.

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Tenzin W.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

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Eric F. R.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$48
per day
5.0 out of 5 stars
207 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina was great. Very good communication, lots of updates and pictures, and had an extra harness when ours broke. Would highly recommend!

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AJ S.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$58
per day
5.0 out of 5 stars
102 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.

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Cadence P.
Sitter Profile Image: Jiayi G.
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Jiayi G.
Star Sitter
from
$25
per day
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi was amazing! Her communication and care exceeded my expectations and she was willing to accept my little one for day care last minute! My pup loved her and she was so good with his potty/feed schedule as well. Definitely booking with her again in the future.

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Japesh P.
Sitter Profile Image: Amy C.
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Amy C.
from
$40
per day
5.0 out of 5 stars
26 reviews
16 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

Amy provided exceptional care for Maeve during her time at daycare. Maeve had an amazing time playing with her new friend Frank, and Amy treated her with the same warmth and attention as if she were her own. I highly recommend Amy and look forward to booking with her again!

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Nelly T.
Sitter Profile Image: Pamela P.
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Pamela P.
from
$33
per day
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Near South Side, Chicago, IL, 60605

I have an unexpected conference to attend in Chicago. I needed someone to watch my baby for me. Pamela was quick in her response, flexible and very caring. She literally save me. Thanks again

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Hawa G.
Sitter Profile Image: Azure D.
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Azure D.
from
$33
per day
15 years of experience
Near South Side, Chicago, IL, 60605

About: I’ve been around animals my entire life, growing up in a home with several dogs and gaining hands-on experience caring for them from a young age. Over the years, I’ve become very comfortable with all aspects of pet care, including administering daily medications and following specific routines to keep pets healthy and stress-free. I’m especially attentive to each animal’s unique needs my own pup, for example, has sensitivities, so I understand how important it is to monitor diet, behavior, and environment closely. In addition to dogs, I also have experience with a variety of animals, as my mom rehabilitated exotic wildlife while I was growing up. That background taught me patience, adaptability, and how to properly care for animals that require extra attention. What sets me apart is how much I prioritize each pet’s health and quality of life. I personally walk my own dog four times a day and bring that same level of care, attention, and routine to every dog I work with. I pride myself on being reliable, detail-oriented, and genuinely loving toward every pet I care for, and I specialize in working with puppies. I work from home, which allows me to be present and attentive to your dog throughout the day. This setup is ideal for pets who need consistent companionship, frequent potty breaks, or a little extra reassurance while you’re away. Whether your dog thrives on attention, has separation anxiety, or simply enjoys having someone nearby, I’m able to provide a calm, supervised environment with plenty of interaction and care. I live in a secure apartment on the third floor with easy ground-level access for quick and convenient potty breaks. My building also offers a dedicated outdoor dog area on the 17th floor, providing a safe and clean space for additional exercise and fresh air. I prioritize safety, routine, and comfort in my home, and I’m happy to follow any specific instructions you have for your pet’s care. To keep you fully at ease, I provide daily, detailed updates with photos so you always know how your dog is doing.

Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
194 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

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Maria C.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

Sitter Profile Image: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Bridgeport, Chicago, IL, 60608

Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.

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Mina R.
Sitter Profile Image: Jaclyn B.
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Jaclyn B.
from
$35
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

Love booking Jaclyn to watch Lincoln. She’s great at providing updates throughout the day!

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Adeline A.
Sitter Profile Image: Muindi M.
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Muindi M.
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Near South Side, Chicago, IL, 60616

Muindi has a calming energy and a genuine love of dogs. He asked clarifying questions before drop off which helped put me at ease that he wanted to take great care of our Kiwi. He took her on a really long walk and sent several pictures during the day. She came home tired and happy. Highly recommend!

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Tessa M.
Sitter Profile Image: Trey A.
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Trey A.
Star Sitter
from
$55
per day
5.0 out of 5 stars
63 reviews
24 repeat clients
20 years of experience
Loop, Chicago, IL, 60605

Toppen, tusen tack! Hela tiden snabb respons i kommunikationen. Rapporter under dagen med foton, jättebra! Chili mådde fint, vi är så glada att Trey kunde hjälpa oss på detta sätt!

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Maggan F.
Sitter Profile Image: Ashlee M.
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Ashlee M.
from
$29
per day
5.0 out of 5 stars
2 reviews
9 years of experience
Near South Side, Chicago, IL, 60616

About: I genuinely treat every dog like my best friend. Full of the upmost love, care, and fun. Your pup isn’t just a pet, they’re family! As a college student with online classes, I love spending my free time with dogs. I have two beautiful huskies of my own back home, so caring for new pups brings me joy every day. I provide personalized care for every pet, whether in my home or yours. I feed, walk, and play with dogs according to their routine, give plenty of love and attention, and make sure they’re safe and comfortable at all times. I also many send updates, photos, and videos so owners know their pets are happy and well cared for.

Sitter Profile Image: Victoria D.
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Victoria D.
from
$40
per day
5.0 out of 5 stars
38 reviews
13 repeat clients
28 years of experience
Loop, Chicago, IL, 60601

Victoria is wonderful and my dog that has a bit of anxiety felt completely comfortable with her and was very happy to go back to her. I highly recommend!!!

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Brandon C.
Sitter Profile Image: Luxi J.
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Luxi J.
from
$30
per day
5.0 out of 5 stars
22 reviews
5 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

We are so happy we found Luxi. She got back to me right away and said yes without any hassle, which put me at ease from the start. She took such good care of Hazel all day and sent me updates that made me smile. You can tell she truly loves dogs. Hazel came home happy, tired, and clearly well looked after. We already want to book with her again. If you need someone kind and reliable for your pup, she is the one.

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Mark D.
Sitter Profile Image: Fareed Q.
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Fareed Q.
from
$35
per day
5.0 out of 5 stars
3 reviews
5 years of experience
Near South Side, Chicago, IL, 60605

About: ​With a love of animals and a dog of my own, I understand that your furry friend is family. I’m an active person who believes a tired dog is a happy dog, so I love taking frequent, long walks to keep pups healthy and stimulated. ​Whether it's a quick potty break or a holiday boarding stay, I provide a safe, loving environment where your pet will be treated just like one of my own. I have a hybrid work schedule and am able to provide lunch walks. I can also do morning and evening walks as I'm used to frequent walking with my own dog. My building has a long dog run ideal for playing fetch. I also walk my dog 3 to 5 miles daily and can do the same with yours!

Sitter Profile Image: Austin W.
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Austin W.
from
$35
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
17 years of experience
Loop, Chicago, IL, 60601

Loved leaving our baby with Austin.. She kept me updated with pics and little check-ins, which made me feel super calm and comfortable while away. You can tell she genuinely cares. Would definitely be contacting her again in the future!!

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Adriana F.
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Adventure-ready dog walkers - Near South Side

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
62 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

I have a reactive dog and Angela was very understanding of the situation. I did my best to provide directions, so that and her experience with reactive dogs made it so taking out my dog was a breeze. Definitely will be booking Angela in the future!

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Oscar R.
Sitter Profile Image: Anthony M.
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Anthony M.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
533 reviews
61 repeat clients
25 years of experience
Chicago, IL, 60616

Anthony is our go to. He goes above and beyond and is so kind. Very thankful we found him. Lucy runs to the window or to the door looking for him if his name is even mentioned.

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Jessica P.
Sitter Profile Image: Chunshan Y.
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Chunshan Y.
from
$18
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Near South Side, Chicago, IL, 60605

About: Hi, there! I’m Sandie! I am a late-boomer dog lover. I consider doggies are our children! Teach full time during school year, but flexible in the summer. I groom my own pup, she’s my art. ❤️ to meet your baby. I work from home 1/2 time during school year. My schedule is quite flexible in the summer. I walk my own pup 2-3 times per day. Spend more time with my pup outdoors when weather permits on the weekends. I am in a condo, close to a few parks and 2 gated, off-leash dog parks in the south loop neighborhood. I have a few dog bed/blanket spots for doggies. Dog harness and leash are a must when we are outside. I will only accept one dog in my apartment at a time. Will follow client’s home rules if I dog sit at their place.

Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
40 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine is absolutely wonderful! My dog Maverick tells me about all the fun adventures and colorful sniffs they unfold together. The pictures of Maverick are definitely ones I love to see while I'm off making movie magic to fill his dog bowl and repeat this wonderful cycle. Keep the good vibes going.

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Dominic P.
Sitter Profile Image: Jada S.
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Jada S.
from
$18
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Loop, Chicago, IL, 60605

Jada is the best!!

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Dan M.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
164 reviews
38 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia is so sweet with my little Wags and sends very detailed information on their walks, I would recommend her to anyone! So glad to have someone I trust walk my little guy twice a week!

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Claire S.
Sitter Profile Image: Erin K.
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Erin K.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60612

Erin is just amazing with my senior dog. In such a short time, my dog has become friends with her. Erin is very professional, punctual and takes full care of my dog when walking him.

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Vikas G.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
135 reviews
28 repeat clients
2 years of experience
Chicago, IL, 60605

Ann was incredible!! She was amazing with her communication and sent so many pictures with updates!!! 10/10!! Would recommend her to anyone! 😊😊

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Kelly S.
Sitter Profile Image: Emma C.
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Emma C.
from
$25
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
16 years of experience
Near South Side, Chicago, IL, 60605

Emma has been so great to work with! She’s always on time and takes a lot of photos, which was really great for me transitioning back to the office. Our dog loves her and we look forward to booking her again.

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Catherine E.
Sitter Profile Image: Hallie B.
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Hallie B.
from
$17
per walk
5.0 out of 5 stars
33 reviews
7 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

About: I excel in both dog and cat care through my patience and attention to detail. I take time to learn each pet’s routine and personality so they feel comfortable and cared for. I also provide regular updates so you always have peace of mind. I am completely dedicated to caring for my own dog, and I’d love to care for your pet too! I’m newer to offering my services professionally, so I hope you will give me the chance to prove I am the safest and most loving option for your pet care! I have a very flexible job so I spend a lot of time at home with my dog. On weekdays we go for multiple 1-2 mile walks. On weekends we walk 5-6 miles a day. I live in an apartment, so I will take your dog to the designated turf for dog relief outside my building, or to one of the many nearby green spaces. I have a large wire crate and a large soft side crate that can be used for your dog if desired. In your home, I will respect all rules and protocols and ensure everything runs as smoothly as it would if you were there yourself.

Sitter Profile Image: Ava V.
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Ava V.
from
$20
per walk
15 years of experience
Near South Side, Chicago, IL, 60605

About: I have a dog and two cats back home in Michigan, where I’m originally from. Since moving to the city, I haven’t gotten a pet of my own, but I still enjoy spending time with animals whenever I can! I work full-time remotely from home, which gives me a lot of flexibility throughout the day. Before work, during breaks, and after work. I don't work weekends, so I have even more availability then. Unfortunately, my building does not allow pets, so I’m unable to offer boarding or pet care in my home. However, I’m available for dog walking, drop-in visits!

Sitter Profile Image: Jacob S.
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Jacob S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
11 reviews
7 repeat clients
15 years of experience
Chicago, IL, 60607

Jacob was my first dog walker for Bear. He arrived later than booked but communicated his arrival. Jacob was able to answer my questions and we spoke about Bear and his behavior. Jacob returned with a happy pup after an hour. I like the report card that shows the walk they went on. I would recommend.

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Andrea P.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
22 reviews
13 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is the most reliable dog walker I’ve had! She is so attentive to my dog and he just loves his fun outdoor adventures

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Iman P.
Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
67 reviews
28 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice is so good with Goonie! She’s so attentive and kind and very responsive. Taking care of a senior dog can be tough but she does it with grace and makes him feel loved.

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Kate S.
Sitter Profile Image: Lillian M.
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Lillian M.
from
$25
per walk
5.0 out of 5 stars
29 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.

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Carla T.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
160 reviews
33 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Jason took some extra time with our two dogs and gave them a walking treat by taking them down to the lake path. He’s patient. Kind. Takes great photos of our pups and writes a detailed report. Our dogs get excited every time they see Jason.

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L B.
Sitter Profile Image: Hale T.
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Hale T.
from
$20
per walk
5.0 out of 5 stars
2 reviews
45 years of experience
Near South Side, Chicago, IL, 60616

About: I have shared my life with cats since childhood, which has given me a deep, natural understanding of their unique languages and temperaments. As a current cat owner myself, I know that cats are not just pets—they are family. I understand how important it is for them to maintain their daily routines and feel safe and loved while their owners are away. I believe communication is key to a pet owner’s peace of mind. I always provide regular photo and video updates so you can see exactly how your furry friend is doing. I will treat your home with respect and your cat with the same love and devotion I give to my own. I have a fully flexible schedule and am available 7 days a week, including weekends and holidays. Whether you need a one-time visit or a long-term sitter, I can easily accommodate your cat’s routine. I offer a safe, calm, and fully cat-proofed home environment where your cat will be treated like family. My home is a dedicated 'cat-friendly' space with plenty of cozy spots for napping and safe areas for play. I take safety very seriously; all windows are secured, and there are no hazardous plants or small objects accessible. Since I have my own cat, I am experienced in slow, stress-free introductions if needed, or I can provide a completely separate, quiet room if your cat prefers to be alone. I maintain a very high standard of cleanliness, with litter boxes scooped multiple times a day. Your cat will have my full attention and a peaceful atmosphere throughout their stay

Sitter Profile Image: Muindi M.
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Muindi M.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Near South Side, Chicago, IL, 60616

About: I’ve cared for my own dog, Scoresby, for over ten years, and in that time I’ve also looked after many friends’ dogs: everything from energetic puppies to gentle seniors. Living with and caring for dogs has taught me patience, consistency, and how to read each dog’s unique personality and needs. I’m comfortable with all kinds of dogs and take pride in creating a calm, structured environment that helps them feel secure and happy. I pay attention to details: whether it’s sticking to a feeding schedule, managing medications, or giving extra time and care to older dogs. With my creative, flexible work-from-home schedule, I’m able to give dogs plenty of one-on-one attention, long walks, and genuine companionship throughout the day. I’m an artist, writer, and researcher who works from my home studio here in the South Loop. My days are filled with creativity, curiosity, and good company, especially from my own dog, Scoresby. He and I explore the neighborhood together every day, taking four walks to a variety of parks and scenic spots around the area. Caring for dogs has become a natural part of my daily rhythm. I understand how much our pets mean to us, and I bring that same sense of attention, reliability, and affection to every dog I look after. Whether it’s long walks, quiet companionship, or keeping to a specific routine, I make sure each pup feels safe, happy, and cared for—just like my own. I live in a spacious, dog-friendly loft apartment right across the street from 16th & Prairie Dog Park, with Fred Anderson Dog Friendly Area and Prairie District Park just a short walk away. My home has plenty of open space and a calm, creative atmosphere where dogs can relax and feel comfortable. I take safety and routine seriously. Dogs are always supervised, and I make sure they’re securely leashed during walks and when entering or leaving the building. My own dog, Scoresby, is friendly and well-socialized, and he enjoys having other dogs join us for our daily walks, covering at least 2 miles a day through different parks and routes in the South Loop. Whether a pup is staying with me or I’m visiting them in their own home, I focus on creating a consistent, caring environment. I follow each dog’s routine closely (meals, walks, playtime, and rest) so they always feel secure and cared for, just as they would with their family.

Sitter Profile Image: Natasha N.
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Natasha N.
from
$15
per walk
3 years of experience
Chicago, IL, 60605

About: I became the go to pet sitter for my friends in grad school. My work is flexible so I would spend a lot of time building that experience that I didn’t have growing up when it came to pets. It has been an incredible journey caring for and looking after pets and I am excited to continue to hone in on the skills and expertise that I have 💕 My work is hybrid so I have very open weekdays where work from home up until I have to commute to do in person work from 5-10pm. Weekends are completely free with me so I’ll spend it hanging out with friends, catching up on household chores, or just resting from the long week. I have a lot of time to care for pets as the work I do is more marketing, communicative, strategic work that is self paced and guided so I can always take breaks when need be. The area that I live in is incredibly pet friendly and there are a multitude of parks a places where a pet can run freely.

Sitter Profile Image: Caroline Q.
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Caroline Q.
from
$20
per walk
5.0 out of 5 stars
49 reviews
17 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

As always!! Thanks

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Elke V.
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dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Near South Side

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
140 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was fantastic and our pup clearly loved spending the weekend with her! She took her to play fetch every day and was flexible with us on our return home. 10/10 would recommend!

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Robert M.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
194 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley and her daughter were wonderful! Very communicative and they took great care of my baby. Very much a relief knowing he was in their hands. I will be using them again!

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Elizabeth H.
Sitter Profile Image: Jiayi G.
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Jiayi G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi was awesome and I really appreciated all the pics and videos she sent! Perfect person for my firework anxious dog to spend the 4th with. Thank you so much Jiayi!

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Kristine P.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
207 reviews
77 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

I hate having to leave my girl behind when i go out of town, but I feel comfortable doing so when I know Nate is taking care of her. He exudes friendliness and warmth and you can tell he really cares. Nate is a reliable caretaker for your fur baby and I recommend him to anyone!

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Christine C.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
364 reviews
99 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

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Maggie S.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
96 reviews
23 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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Daniel G.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
179 reviews
65 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Bola was amazing with our little furry baby, Lily Joe! Her communication was excellent, and she sent daily updates, which made the process of leaving Lily for the first time a lot easier. We felt reassured knowing that Lily was in such capable and loving hands. Thank you, Bola, for taking such great care of our pup!

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Gregory W.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
385 reviews
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

The best dog sitter on Rover! She always takes such good care of our dog and is so great at communicating, updating and sending photos. She’s always so flexible with pickup/drop-off and is so quick at respond to booking inquiries. We basically won’t leave our dog with anyone else and always check with Liz’s availability before booking travel because I don’t think our dog would want to stay anywhere else and we certainly wouldn’t want him to either.

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Brittany L.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
39 reviews
8 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred took the best care of our 2 dogs. This was an 8 night job in his home! We have a rambunctious sweet younger pitbull (with no manners) and a very senior chihuahua. His place was perfect because it has no stairs for the senior doggie and Fred was willing to take the challenges if the big dog. Fred was attentive, answered calls and texts quickly, and sent us tons of pictures. He put our minds at ease on a daily basis, we have never left the dogs for so long or outside their own home. I highly recommend Fred.

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liz d.
Sitter Profile Image: Christina L.
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Christina L.
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$55
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Christina was amazing!! From the booking, to drop off, to pick up everything was perfect. She communicated quickly and I got daily updates that made me feel reassured the entire time. I would 100% recommend and I will always keep her in mind for future bookings!

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Rachel R.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
50 reviews
20 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.

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Akshay A.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
102 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni took great care of my buddy! She sent regular updates and pictures. I knew he was in great hands which made it much easier to be away. Bunk looks forward to his next visit!

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Rebecca R.
Sitter Profile Image: Hannah T.
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Hannah T.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
25 years of experience
Near West Side, Chicago, IL, 60661

Hannah took wonderful care of Margot. She kept us updated with messages and photos, which gave us so much peace of mind. Margot came home happy.. Margot is an energetic teenager, and Hannah took it all in stride. We’d happily have her watch Margot again.

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Cherri B.
Sitter Profile Image: Iwona K.
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Iwona K.
from
$50
per night
5.0 out of 5 stars
610 reviews
202 repeat clients
22 years of experience
West Town, Chicago, IL, 60622

Iwona was amazing! I had to find a last minute for our dog and she immediately put me at ease. Ziggy came home very happy and tired:). We will definitely be using Iwona again.

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Jenna T.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
112 reviews
30 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel has been nothing but incredible. I have brought my dog to him 3 times now and every time it is a smooth drop off/pick-up process. He treats my dog incredibly well and will continue to use Angel moving forward.

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Joshua G.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per night
5.0 out of 5 stars
24 reviews
13 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

Appreciated Brandon taking a last minute request. Philos was well cared for and was very confident when I picked him up. Will definitely be using Brandon again

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John R.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha was great to work with and I felt confident Olive would be in good hands for her stay! Will definitely consider working with Samantha again in the future.

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Annie K.
Sitter Profile Image: Fareed Q.
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Fareed Q.
from
$49
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Near South Side, Chicago, IL, 60605

Excellent! Fareed was incredibly attentive, thoughtful and made us feel at ease every step the way. Mars ease. Happy dog. During our trip away, Mars' leash broke and he ran out of food. Fareed took care of both of these issues independently, setting us at ease. We recommend him to anyone and plan to use him in the future.

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William H.
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