Personalized care for your dog or cat - South Shore

Highly-rated overnight sitters - South Shore

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: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
22 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
23 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

kamiah and cassius were wonderful and i highly recommend them. they took great care of my dog. quick communicators, very professional, and they were kind when i was running late. i am looking forward to booking with them again!

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David B.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
80 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!

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Andre W.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

We planned our trip ahead of time and Bola made sure to keep open communication along the way. As we dropped our pup off to Bola, the transition was very easy. While Bola had Junie, Bola made sure to keep us updated with pictures. Thanks Bola

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Sean O.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.

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Melody K.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
14 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

Shani (and her kiddos☺️) LOVED on my pup while I was away. Shani was an excellent communicator and sent update photos and videos, too. I really appreciated such good communication and how well Lady was taken care of. When you see your dog smiling in the update photos, you know it’s real. I’ll be looking to book Shani for my next trip away.

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Sabra F.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
225 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

Dwight was wonderful: responsive to questions, available for convenient drop off and pick up, and truly someone who cares for animals. Would recommend him hands-down!

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Cymene H.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
377 reviews
178 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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Susan L.
Sitter Profile Image: Tanisha & Darrius T.
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Tanisha & Darrius T.
Star Sitter
from
$52
per night
5.0 out of 5 stars
149 reviews
39 repeat clients
16 years of experience
Ashburn, CHICAGO, IL, 60652

Tanisha was AMAZING. Her commutication was awesome and my dog loved her visit. Tanisha helped My dog with her socializing skills and made sure to send me plenty of pictures and videos. I highly recommended Tanisha and will be back!

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Lauren W.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

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Tiffany S.
Sitter Profile Image: Ra'eesa S.
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Ra'eesa S.
from
$45
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Ra'eesa kept our doggy while we were out of town. I didn't have to worry about him. He was in good hands with her. She is so nice! She sent pics and videos. Will definitely use her again.

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

Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️

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Davinelle D.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
250 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience

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Tina W.
Sitter Profile Image: Janet C.
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Janet C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
85 reviews
39 repeat clients
30 years of experience
Beverly, chicago, IL, 60655

Excellant. Janet met me at the park for a meet and greet prior to booking.My two dogs seemed to get along well with her dogs. Janet accommodated an early drop off and a late pick up.

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Catherine O.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

Megan was so sweet!. This was the first time we needed to board our baby for a few days. Megan eased our worries. She was in contact with us throughout the day. She sent lots of pics of our baby. Definitely will be a return customer!

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Tammy T.
Sitter Profile Image: Dajah P.
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Dajah P.
from
$35
per night
5.0 out of 5 stars
3 reviews
4 repeat clients
1 year of experience
Englewood, Chicago, IL, 60605

Thank you Dajah for taking excellent care of Milo for these past five days. We're looking forward to the next time!

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Harold D.
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
191 reviews
48 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

The BEST sitter we could’ve asked for! So attentive, with such a great attitude, constant communication and sweet updates throughout the day. Made us feel so calm about our little Yorkie staying with Katrina. Wonderful experience all around, would definitely be coming back! Thank you for taking such a great care if my baby :)

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Ksenia S.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$38
per night
4.9 out of 5 stars
47 reviews
15 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel is the best. He’s looked after my little corgi Kit twice now and has done an excellent job. I can’t recommend him enough! Your pup will always be in good hands with Manuel. Thanks so much!!

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Avery K.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
68 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Really appreciate Ashley take care of our dog for a long weekend! Ashley is super considerate and communicative - you can expect to receive regular updates on how your pup is doing and you can tell she goes to great lengths to ensure every pet that stays with her has a great experience. I would absolutely choose Ashley again for boarding!

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Rosalie C.
Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
61 reviews
20 repeat clients
15 years of experience
Alsip, IL, 60803

Mercedes is absolutely amazing! She and her family treat my little fur baby like he’s one of their own, and it truly shows. He gets so excited every time he sees them, which gives me complete peace of mind knowing he is loved, safe, and happy while in their care.

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Sharise B.
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dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - South Shore

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

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Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
280 reviews
102 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

Coretta is great! Appreciated the care she showed my cats, as well as her updates while I was traveling. Felt so much better leaving the country knowing they were being cared for so well.

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Tiffany G.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.

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Anna B.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$23
per visit
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique has watched my boys (now just one 😇😇) multiple times and always does a great job. She is thorough and flexible with timing and makes my cat who is shy very comfortable.

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Courtney L.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$25
per visit
4.9 out of 5 stars
41 reviews
11 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Very happy with Daniela as a pet/house sitter while we were overseas for 2-weeks. We don’t speak a common language, but my pets don’t speak English or Spanish either, so I wasn’t gonna let a language barrier be the sole reason to not hire someone. We used an audio translator app during the meet & greet, and most apps/ txt auto translate. I did provide an emergency contact of a bi-lingual friend. Thankfully we didn’t need to involve her. At the meet & greet, we practice giving my anxious cat’s oral tablet medication with dry kibble, and she was pretty good at it within a couple tries. Reassured me she would be able to administer when we’re gone. She sent regular photos/updates of our pets which always makes us happy and comfortable while traveling. We even had some HVAC issues while we were away, and Daniela was a trooper the whole time. Twice she helped coordinate a technician coming to the house since we couldn’t be there. She left the house very clean, trash taken out, bed made. Brought all our mail in. Watered the few plants we asked. Etc. I hope she’s available next time we travel. Thank you!

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Kelli C.
Sitter Profile Image: Dominique L.
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Dominique L.
from
$23
per visit
4.9 out of 5 stars
47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

Dominique went above and beyond while caring for Scally. It was not as easy because of some major hiccups, but Dominique was absolutely willing to do whatever necessary to provide excellent care for Scally. I would absolutely ask her back to care for Scally. Anyone would be lucky to hire her to care for their pets.

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Shannon M.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$14
per visit
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

An amazing cat sitter! It’s clear how much she truly loves animals, and they love her back. Even our very shy and unsociable kitty fell in love with her at first sight, which was a huge surprise to us. We’re so grateful for her care, kindness, and attention.

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Anastasiia P.
Sitter Profile Image: Ava M.
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Ava M.
from
$18
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60637

Ava went above and beyond watching my 3-year old golden. She clearly loves dogs and loves her job. Would be happy to book with again.

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Jada D.
Sitter Profile Image: Mia L.
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Mia L.
from
$18
per visit
5.0 out of 5 stars
26 reviews
5 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

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Lillian W.
Sitter Profile Image: Dreya S.
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Dreya S.
from
$25
per visit
4.8 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
South Chicago, Chicago, IL, 60617

About: I am person who has always loved dogs and other animals. My family has owned pets before so I am familiar in the ins and outs of pet care. I enjoy playing with dogs and would make sure yours is loved and cared for like all animals should be.I would give your dog all the attention it needs while they are in my care and will make sure your pet stays safe. I send pictures and texts about your precious dog’s day. Do not hesitate to ask me anymore questions by messaging me through the app, so please feel free to do so. I am located in Chicago and able to drop-ins and walk your dog when you’re not available to do so. It is my pleasure to serve you.

Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

GREATTTT job. Beverly took such great care of our 4month old puppy. We had recently purchased her and was planning a trip that wasn't dog friendly. So, i began searching the internet and found Beverly, she lives less than 5 mins from us and truly was a God send. I will definitely be booking Beverly for all our future travels. P.S. Star loved her too.?

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Dovella M.
Sitter Profile Image: Moria S.
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Moria S.
from
$17
per visit
5.0 out of 5 stars
8 reviews
7 repeat clients
6 years of experience
South Chicago, Chicago, IL, 60617

Moria has a sweet and gentle demeanor that my cats are obsessed with! love working with them. Thank you so much!

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Mah'Kya W.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$11
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

So easy, good communication,

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Frances P.
Sitter Profile Image: Twanna W.
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Twanna W.
from
$23
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
South Shore, Chicago, IL, 60647

T’Wanna was amazing! She went above and beyond to make sure that my cat had plenty of company and lots of pets and cuddles. She communicated well with me each step of the way letting me know how much food he had eaten, she replenished the water in the litter and let me know how he was doing overall. It meant so much that she spent so much genuine time making sure that my cat was comfortable and well cared for during her drop in. I would definitely recommend her and will be booking her again

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Coretta S.
Sitter Profile Image: Amiyah W.
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Amiyah W.
from
$14
per visit
3 repeat clients
1 year of experience
Grand Boulevard, Chicago, IL, 60615

About: I've taken care of multiple cats. I even have cats of my own so I am familiar of what they like and how to care for them. I have previous experios with caring for cats who have medical needs.

Sitter Profile Image: India S.
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India S.
from
$14
per visit
3 years of experience
South Shore, Chicago, IL, 60649

About: With extensive experience caring for cats, I understand their unique personalities and needs. Whether your feline friend is playful, shy, or independent, I provide personalized care that ensures they feel safe, loved, and comfortable. From feeding and litter box maintenance to playtime and cuddles, I’m dedicated to giving your cat the attention and affection they deserve. Trust me to keep your kitty happy and content while you're away!

Sitter Profile Image: Yolanda S.
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Yolanda S.
from
$15
per visit
10 years of experience
South Chicago, Chicago, IL, 60617

About: I've owned and cared for cats for many years and love and respect cuddle bugs or those who are more reserved. Available for drop In or overnight care.

Sitter Profile Image: Titilayo B.
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Titilayo B.
from
$17
per visit
5.0 out of 5 stars
2 reviews
8 years of experience
South Shore, Chicago, IL, 60649

About: My dog is my best friend. I find animals to be very therapeutic, and would love to make more furry friends while working and staying fit. Hello, my name is Titi and i'm a recent college graduate coming home for the summer. My schedule is very flexible and will be adaptable to whatever you pets special needs may be. I love dogs of all breeds and sizes, you can count on me to care for your pets and ensure their saftey as I would my own doggie. I enjoy going for long walks and runs and would love to take your pup along for the journey.

Sitter Profile Image: Zoe C.
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Zoe C.
from
$16
per visit
4 years of experience
South Shore, Chicago, IL, 60649

About: I’ve taken care of cats for a few years now. I work with a lot of Cats as a volunteer at an animal shelter, and love taking care of them! If you need someone to care for your cat, I’m your girl!(and I’ll even clean their litter box)

Sitter Profile Image: Taylor W.
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Taylor W.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

Great! No complaints. Will be scheduling again soon. My cats loved her and she followed instructions exactly.

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Chevonne C.
Sitter Profile Image: Andrea W.
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Andrea W.
from
$16
per visit
1 year of experience
Kenwood, Chicago, IL, 60615

About: Medication prep , feeding, and treatments given for older cats. I have followed specific instructions and guidelines. Enjoy their company and independence while in their home

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Perfect for high energy dogs - South Shore

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

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Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per day
5.0 out of 5 stars
22 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Pawties is a premium doggie daycare and enrichment retreat located in a peaceful rural setting designed specifically for city dog owners who want their dogs to experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, and optional overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our home as well as on our Farm that includes a private Dawg Pawk we also will visit different dog parks around the city of Chicago and trips to beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private crate to chill and relax during their stay!

Sitter Profile Image: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.

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Abby B.
Sitter Profile Image: Eleni V.
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Eleni V.
from
$33
per day
15 years of experience
South Shore, Chicago, IL, 60649

About: I have always cared for the cats of my neighbors in Chicago, let alone other cats. Since my young adult years, I always have had cats and have been learning how to care for them from personal experience, reading online, and visiting vets as well as volunteering at shelters in Chicago over the years or supporting fundraisers! I am available nowadays to care for your pet at my home for a short period of time. Or I could visit your home! I am aware of territory adjustments and super careful about health issues. I have experience working with children and understand how important it is to supervise and engage with pets all the time! Also, it is important to pay attention to them in terms of health and behavior and provide a healthy routine of meals and clean litter boxes, among other things.

Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per day
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
128 reviews
57 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

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Smaida M.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$80
per day
5.0 out of 5 stars
27 reviews
8 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

About: I give animals good eye contact, effective tone, pay attention to their physical capabilities, and show love, respect, and observe surroundings for danger while walking I am normally home early mornings and during the day. Some days I work events as an artist but I have a very flexible schedule. I make sure the floors are clear so that animals are free to roam. I don’t keep chemicals or certain plants out that would harm animals.

Sitter Profile Image: Angel B.
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Angel B.
from
$50
per day
4.8 out of 5 stars
6 reviews
2 years of experience
South Shore, Chicago, IL, 60649

About: Im a genuine person, with about 5 years of pet sitting, reliable and understanding. Im proud to say I have a lot of experience with all sorts of animals. My whole family being full of pet lovers so I’ve been handling caring for animals most my entire life, from cats to ducks, turtles and dogs. I’ll be able to work with your schedule if you’re willing to work with mine. I love dogs and all pets, so your child will be in loving hands. I’m easy to reach and great with last minute scheduling. I look forward to working with you and your little one. I know a (wo)mans pet is their best friend, there’s no one better to give that responsibility to besides myself. I’d look out for you and your family member they way I’d look out for my very own. I have open availability and I can work with your schedule, for house sitting Im allowing 4 friendly dogs per stay up to 1 week, please provide valid contact information as well as all your pets basic needs, additional rates apply for any supplies I may need during their stay. As well as emergency contact thank you I have a gated apartment as well as being located next to a popular dog park, I do 3 walkies a day, morning, afternoon and night. As well as a designated space for dogs to roam in my apartment, I’m well maintenance and organized.

Sitter Profile Image: Tamya O.
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Tamya O.
from
$35
per day
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

Sitter Profile Image: Na'Imah J.
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Na'Imah J.
from
$40
per day
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
South Shore, Chicago, IL, 60615

About: I am a fully remote bank analyst and I just adore animals. I just have this great passion for animals of all sorts, no matter where. I am very organized and great with time management. I will for sure be on top of any schedules you might have for your pet, as well as making sure that they’re just as happy to be with me as I will be with them. I am also super active so I will not hesitate to run, jump, or play with your pet to ensure that they stay happy and healthy. Last and most importantly, respect is my number one priority. I will make sure to respect you, your home, your time, rules/schedules, and most importantly your amazing fur baby. I work fully remote, so I have plenty of time to spend ample time with your pet! All I need is WiFi and I am good to go! The most important thing to me is to make sure that the space is hazard free and as clean as possible. I make sure there’s nothing your pet can get into that can be potentially harmful or dangerous.

Sitter Profile Image: Daniela M.
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Daniela M.
from
$28
per day
4.9 out of 5 stars
41 reviews
11 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

She was amazing with my puppy. She sent me pictures and updates throughout the day. Will definitely book with her again. And a bonus that she is also a dog groomer which I will also be using her services for that when my puppy is ready to get her first haircut.

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Eimy V.
Sitter Profile Image: Quirtina C.
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Quirtina C.
from
$30
per day
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
377 reviews
178 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Elizabeth was a pleasure to deal with from first contact until we picked Tika up at the end of the night. Amazing communication and pictures.

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David B.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$18
per day
5.0 out of 5 stars
225 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

My dog hates being away from me, but Dwight has been really understanding of his needs and my dog is already warming up to him after a few visits! It's great to have someone as kind and as great with dogs in the neighborhood!

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Sanja M.
Sitter Profile Image: Ebonee A.
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Ebonee A.
from
$45
per day
5.0 out of 5 stars
48 reviews
22 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.

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Marquetta S.
Sitter Profile Image: Agustina P.
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Agustina P.
from
$60
per day
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I have extensive pet care experience that began in my childhood. Growing up, I was responsible for a variety of pets, including dogs, cats, and small mammals. This early exposure taught me the essentials of animal care, from feeding and grooming to understanding their behaviors and health needs. Over the years, I have honed my skills in providing attentive and compassionate care, ensuring that each pet feels loved and well-tended. This lifelong passion has equipped me with the knowledge and empathy necessary to handle a wide range of pet care responsibilities confidently. I work from home and I am a home body except when I walk outdoors, run or bike! A walk is so much better with a dog I have plenty of space for dogs to run as I has a long hallway and a downstairs! I have parks 2 blocks down where I live and a dog area.

Sitter Profile Image: Kyle H.
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Kyle H.
from
$40
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
22 years of experience
Hyde Park, Chicago, IL, 60615

About: Kyle and Ben have been caring for dogs in our home for over fifteen years. We have experience administering medications, whether they be topical, ingested or intravenous. Our goal is to make sure you know your dog is safe and well cared for while you're out of town. We are very quick to respond to all phone calls, text messages and emails and will keep you posted with photos and updates on how your dog is doing while they are staying with us. We also provide flexible pick up and drop off hours for your convenience and can provide transportation if necessary. Kyle has several years of experience working in the pet care industry, starting with shelter work, moving onto a dog daycare/boarding facility and managing of two different dog and cat supply stores (one local, one corporate) in the last fifteen years. She is certified in dog and cat first aid and CPR by the American Red Cross and has experience administering topical, oral and intravenous medications. She has extensive experience handling senior and disabled animals, as well as dogs with behavioral issues. We have always loved dogs and owned dogs throughout our respective childhoods, but Kyle has gotten more hands on experience in the last fifteen years by dabbling in different fields of animal care. She worked as a kennel attendant at the local SPCA for a period of time, caring for homeless dogs, cats and rabbits. It was there that she learned proper care techniques and how to administer medications. She took these skills with her when she went to work first as a kennel attendant and then as the office manager of a small dog daycare and boarding facility. She spent the next seven years serving as store manager of two different natural dog and cat supply stores, where she helped pet owners provide their animals with healthy natural foods, treats and other supplies. She also organized many in store events to help highlight and raise funds for many local rescues and shelters. In 2020, Kyle completed school to become a dog groomer and has been grooming dogs in Hyde Park for the last several years. Both Kyle and Ben work mainly from home, or not far from home. Kyle works as a dog groomer and is able to bring your dog to work with her during the day to minimize any time your dog may spend without human supervision. We never allow anyone off leash on walks, and we do not utilize off leash dog parks for safety reasons. All of our pets are fully vaccinated. Feeding times are always supervised to prevent any potential food aggression. Toys and chews are put away when human supervision is unavailable to prevent resource guarding.

Sitter Profile Image: Nakeisha B.
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Nakeisha B.
from
$35
per day
4.8 out of 5 stars
65 reviews
25 repeat clients
10 years of experience
Grand Crossing, Chicago, IL, 60619

We left our 7 month old for a day while we hit the lakefront, and he seemed to have loved his stay! Nakeisha sent us updates throughout the day, with photos, which was a great way for us to still feel connected while away :)

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Fahad A.
Sitter Profile Image: Danielle K.
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Danielle K.
from
$35
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

Sitter Profile Image: Caray N.
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Caray N.
from
$25
per day
4.4 out of 5 stars
8 reviews
1 repeat client
15 years of experience
South Shore, Chicago, IL, 60649

About: I am a calm grad student with a flexible schedule. I've had a dog since I was 14. I have experience with cats as well. I love animals, and due to my classes my schedule is very open. I have no dog preference and as long as your pet is happy I'm happy. I would also be more than happy to answer any questions you may have for me. I'm mainly using this app to spend more time outside with animals. I really enjoy long walks and because I'm a broke grad student I can't get a dog so I would gladly walk yours. I currently have a cat named Jerry Seinfeld, however he's no dog. Though I did teach him how to play fetch.

Sitter Profile Image: Pratik J.
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Pratik J.
from
$35
per day
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I've been with pets all throughout my life. I've taken care of dogs, cats, rabbits, tortoises, parrots and fishes. I have a labrador Casper and a golden retriever, Remmy back home in Nepal, whom I miss every day. So I'm just looking for ways to spend more time with pets here. I work remotely as a software engineer, so my work schedule is flexible. I have lots of free time during the day, so I'm looking to walk dogs. In the past, I've walked dogs to the lake which is just 30 mins walk from home and I just chill at the lake with the dogs I'm taking care of, and also get some minor work done on my laptop. I live in a two bedroom apartment, so there's enough space for a pet. I usually walk dogs to the lake, which is just 30 mins walk from my place.

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Adventure-ready dog walkers - South Shore

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: Eleni V.
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Eleni V.
from
$20
per walk
15 years of experience
South Shore, Chicago, IL, 60649

About: I have always cared for the cats of my neighbors in Chicago, let alone other cats. Since my young adult years, I always have had cats and have been learning how to care for them from personal experience, reading online, and visiting vets as well as volunteering at shelters in Chicago over the years or supporting fundraisers! I am available nowadays to care for your pet at my home for a short period of time. Or I could visit your home! I am aware of territory adjustments and super careful about health issues. I have experience working with children and understand how important it is to supervise and engage with pets all the time! Also, it is important to pay attention to them in terms of health and behavior and provide a healthy routine of meals and clean litter boxes, among other things.

Sitter Profile Image: Dominique F.
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Dominique F.
from
$20
per walk
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Great and communicative service again! Sent pics too:)

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Jessie D.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

We have been consistently using Beverly since our pup was 3 months old. Beverly does weekly walks for us as well as daycare and overnight stays. Charley loves her Beverly and she has quickly become part of our family.

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Sandy M.
Sitter Profile Image: Dreya S.
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Dreya S.
from
$25
per walk
4.8 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
South Chicago, Chicago, IL, 60617

About: I am person who has always loved dogs and other animals. My family has owned pets before so I am familiar in the ins and outs of pet care. I enjoy playing with dogs and would make sure yours is loved and cared for like all animals should be.I would give your dog all the attention it needs while they are in my care and will make sure your pet stays safe. I send pictures and texts about your precious dog’s day. Do not hesitate to ask me anymore questions by messaging me through the app, so please feel free to do so. I am located in Chicago and able to drop-ins and walk your dog when you’re not available to do so. It is my pleasure to serve you.

Sitter Profile Image: Bola A.
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Bola A.
from
$30
per walk
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

Mother-in-law said Stella LOVED Bola and was so excited for all her walks!! The only thing she would change to make this a 5 start rating was the inconsistancy of arrival time and lack of communication in regards to being late. Overall, amazing service!! We look forward to working with Bola again in the near future!!

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Bridgette J.
Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
280 reviews
102 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

I use Coretta regularly. Polite, professional, communicative. 5 stars

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Therese F.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$23
per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

Manuela did a great job! My dog Ella really enjoyed walking with her. Manuela is punctual, reliable. My dog doesn't trust people easily but with Manuela, it was easy. Amazing! Thank you so much. ?

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Sue K.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

Excellent dog walker. She is dependable, trustworthy, and amazing with my dog. I felt completely comfortable leaving my pet in her care during my vacation. She responds is a great timely manner

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Lashemia B.
Sitter Profile Image: India S.
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India S.
from
$15
per walk
3 years of experience
South Shore, Chicago, IL, 60649

About: Hi! I'm India, a passionate and experienced pet sitter dedicated to providing exceptional care for your beloved small pets. Whether you have cats, guinea pigs, pigs, lizards, turtles, birds, or other small animals, I’m here to give them the love and attention they deserve. What I Offer: Gentle, reliable, and customized pet sitting Experience caring for cats, small mammals, reptiles, birds, and more Clean, safe, and stimulating environment Daily updates and photos to keep you connected Please Note: I specialize in small puppies under 7 pounds. I do not provide services for adult dogs, but I’d love to care for your puppy! Your pets’ happiness and well being are my top priorities. Let’s make sure they feel loved and comfortable while you're away! I am pleased to offer professional pet sitting and boarding services, and I maintain a flexible schedule to accommodate your specific needs. Whether you require occasional care, daily visits, or extended boarding, I am happy to work with you to create a customized schedule that best suits your pet’s routine and your personal commitments Ensuring the safety of your pets is my top priority. I am committed to providing a secure and nurturing environment, whether during boarding or daily care. I carefully assess each pet’s individual needs and implement appropriate safety measures, such as secure enclosures, supervised activities, and a clean, hazard-free space. I am attentive to your pet’s behavior and health, and I stay vigilant to prevent any accidents or injuries.

Sitter Profile Image: Julia G.
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Julia G.
from
$14
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

Julia was absolutely wonderful with my pooch! My pup took to her right away. She was very communicative and flexible with accommodating my last minute requests. And with each walk I received pics and my pup couldn’t have looked happier! 😊

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Jasmyn M.
Sitter Profile Image: Lauryn W.
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Lauryn W.
from
$20
per walk
3 years of experience
Chicago, IL, 60649

About: I’m a professional pet sitter with hands-on experience caring for multiple dogs, cats and reptiles. I treat every pet like my own, providing gentle, attentive, and reliable care tailored to their unique needs. I can administer medications as needed, and provide walks, playtime, or calm companionship to ensure pets feel safe, happy, and loved while you’re away. You can trust your furry or scaly friends are in experienced, caring hands. Pet care fits seamlessly into my daily and weekly routine. I provide walks, feedings, medication administration, playtime, and gentle companionship, making sure each pet feels safe, happy, and loved. I structure my schedule to meet the unique needs of each pet while keeping owners updated with care notes and photos. I’m flexible and committed to providing reliable, attentive care at all times. I treat pets in the client’s home as if they were my own. I respect the home, their routines, spaces, and comfort levels, providing gentle care, attention, and companionship. I make sure they feel safe, happy, and loved while maintaining a clean and organized environment. My goal is to keep pets comfortable and stress-free while their owners are away.

Sitter Profile Image: Titilayo B.
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Titilayo B.
from
$18
per walk
5.0 out of 5 stars
2 reviews
8 years of experience
South Shore, Chicago, IL, 60649

Titi is a wonderful dog walker and took excellent care of my senior dog. She is patient, has a kind spirit and my little guy looked forward to their walks. Titi is punctual, professional, dependable and always provided a recap of how the walk went. I highly recommend Titi and will continue to use her dog walking services when needed.

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Stephanie C.
Sitter Profile Image: River T.
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River T.
from
$25
per walk
4.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60605

Fantastic. Does well with instructions and very communicative. Happy to use her as a daily walker!

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Dora L.
Sitter Profile Image: Claudia A.
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Claudia A.
from
$19
per walk
4.3 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
South Shore, Chicago, IL, 60637

About: I love caring for pets so I figure what better way to express that than by putting my skills to use through this app. I’m here to make your day less stressful! I’m home full time and I have a pretty flexible schedule so whenever you need me I’ll most likely be available. I’m calm, active and fun so your dog is truly in good hands with me. I’ve been dog sitting for the past two years now and I’ve learned the importance of being sensitive to the dogs needs. I’ve also learned the importance of being consistent with the owner’s original rules for their dog. No need to ruin all the hard work that you’ve put in to train them properly. See you soon!

Sitter Profile Image: Makayla M.
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Makayla M.
from
$20
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
South Shore, Chicago, IL, 60649

About: I have lifelong experience caring for pets. I lived near lots of farms in Mississippi, and helped care for the animals. I truly enjoy learning more about them! I am a recent college graduate seeking extra cash. I have a very flexible schedule. I am willing to work around your schedule! Ideally would want to avoid high daily commute times/travel expenses, so would love to discuss a schedule that creates ample time with your fur babies! (Prices subject to change based on cost of travel). check ins a total of 4.5 hours per day. Morning, evening, and night open to sleeping overnight for house sitting requests. I travel a lot so I am also willing to check in if I am in the area throughout the day! I generally send daily updates and keep open communication if any issues occur. Will also communicate if I feel there needs to be further accommodations based on general pet wellbeing.

Sitter Profile Image: Katarina S.
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Katarina S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

Sitter Profile Image: Dominique L.
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Dominique L.
from
$30
per walk
4.9 out of 5 stars
47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

Mack has been loving having Dominque walk him during the week! She’s been very prompt and always lets me know when she starts and ends her walk.

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Dianna T.
Sitter Profile Image: Yolanda S.
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Yolanda S.
from
$18
per walk
5 years of experience
South Chicago, Chicago, IL, 60617

About: I'm friendly, professional and good with pets of all kind. I am available throughout the week and on short notice. I have been a freelance dog sitter and pet owner for years. Looking forward to meeting your loving doggie or kitty, I give good rubs and cuddles if you have a high energy and affectionate pet. I like going for walks and will be sure to incorporate play into our journeys. I spend my free time traveling and researching naturopathy and ancient knowledge. I have a deep respect for all life forms and would provide excellent care for your furry family members. I am good with dogs of all sizes and many other types of animals. Furry friends are fun and make life worth living. I work from home so I am able to dedicate time to the care of a boarded pet and provide plenty of attention as well I have a fenced yard and a friendly chihuahua who loves to make new friends. I enjoy long walks and being attentive to the pet I am caring for.

Sitter Profile Image: Ava M.
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Ava M.
from
$18
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
11 years of experience
Hyde Park, Chicago, IL, 60637

Ava was great with my dog right from the start. She is very responsive and a good communicator, she is always on time. I highly recommend her!

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Sarah L.
Sitter Profile Image: Jasmine T.
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Jasmine T.
from
$25
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
2 years of experience
South Chicago, Chicago, IL, 60617

Jasmine walked my two dogs while I was out of town for a weekend. She did an excellent job. My dogs were happy and showed no signs of stress. She stayed in contact with me by text and photos. I will definitely use Jasmine again to take care of my dogs.

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Adrienne A.
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Large dog specialists near you - South Shore

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: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
22 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
80 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!

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Andre W.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

We planned our trip ahead of time and Bola made sure to keep open communication along the way. As we dropped our pup off to Bola, the transition was very easy. While Bola had Junie, Bola made sure to keep us updated with pictures. Thanks Bola

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Sean O.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.

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Melody K.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
14 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

Shani (and her kiddos☺️) LOVED on my pup while I was away. Shani was an excellent communicator and sent update photos and videos, too. I really appreciated such good communication and how well Lady was taken care of. When you see your dog smiling in the update photos, you know it’s real. I’ll be looking to book Shani for my next trip away.

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Sabra F.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
377 reviews
178 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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

Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️

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Davinelle D.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
250 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience

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Tina W.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

Megan was so sweet!. This was the first time we needed to board our baby for a few days. Megan eased our worries. She was in contact with us throughout the day. She sent lots of pics of our baby. Definitely will be a return customer!

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Tammy T.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$38
per night
4.9 out of 5 stars
47 reviews
15 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel is the best. He’s looked after my little corgi Kit twice now and has done an excellent job. I can’t recommend him enough! Your pup will always be in good hands with Manuel. Thanks so much!!

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Avery K.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
68 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Really appreciate Ashley take care of our dog for a long weekend! Ashley is super considerate and communicative - you can expect to receive regular updates on how your pup is doing and you can tell she goes to great lengths to ensure every pet that stays with her has a great experience. I would absolutely choose Ashley again for boarding!

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Rosalie C.
Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
61 reviews
20 repeat clients
15 years of experience
Alsip, IL, 60803

Mercedes is absolutely amazing! She and her family treat my little fur baby like he’s one of their own, and it truly shows. He gets so excited every time he sees them, which gives me complete peace of mind knowing he is loved, safe, and happy while in their care.

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Sharise B.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
39 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

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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Michelle C.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$40
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
16 years of experience
Englewood, Chicago IL, IL, 60621

Victoria watched my Charlie while I took my trip. She always keep me aware of how Charlie is doing with plenty pictures. She has watched Charlie before and I love how she takes care of him!

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Thirisia B.
Sitter Profile Image: Kathleen K.
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Kathleen K.
Star Sitter
from
$42
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Evergreen Park, IL, 60805

Excellent! She took great care of my little boy. No hesitation I would use her again if in the area. Good communication and accommodating.

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Chuck E.
Sitter Profile Image: Tamya O.
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Tamya O.
from
$40
per night
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

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

Katie watched my dog for his first overnight stay at someone else’s house. She was absolutely amazing! She kept me up to date multiple times a day and kept my pup busy. We will definitely be booking with Katie again. Highly recommend!

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Katie P.
Sitter Profile Image: Quirtina C.
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Quirtina C.
from
$38
per night
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

Sitter Profile Image: Daniela M.
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Daniela M.
from
$35
per night
4.9 out of 5 stars
41 reviews
11 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Daniela is like the best! Very communicative even with a little language barrier and quick response when we were checking or asking about our beloved dog☺️so we were able to enjoy our vacation with a little more ease.Definitely would use her again..

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Athalia M.
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