Pet Sitting & Drop Ins in South Shore, Chicago, IL

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated South Shore pet sitters

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Sitter Profile Image: Cassandra H.
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Cassandra H.
from
$20
per visit
5 out of 5.0 stars
58 reviews
21 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

This was my very first time booking with Rover and Cassandra did a great job. It definitely put my mind at ease having her take care of our dog while we were away. Thank you!!

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Alyssa Y.
Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
193 reviews
75 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

Second time having Coretta pet sitter. Very satisfied with the quality of care she gave my cat. I feel at ease traveling knowing Coretta is watching my cat. Coretta follows instructions well and leave amazing updates about you pet. Would recommend to anyone looking for a pet sitter

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Kat W.
Sitter Profile Image: Luwam Z.
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Luwam Z.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
12 reviews
5 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

Thank you!!!

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Annabelle J.
Sitter Profile Image: Laurel M.
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Laurel M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
35 reviews
10 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)

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Crystal C.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
108 reviews
56 repeat clients
13 years of experience
Hyde Park, chicago, IL, 60615

Samantha was fantastic - she was extremely responsive when I initially reached out to ask for her availability, set up a meet and greet a few days before I left for my trip, and followed every instruction I gave her to a T. She was on time and sent adorable photos of my pets during her drop-in visits. 10/10 would recommend Samantha for your pet sitting needs!

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Samantha J.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
11 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.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

About: I've had dogs in my life since day one, and have ample experience caring for furry friends, including my neighbors' pups. There's nothing quite like sharing a walk or run with a dog and burning off some energy together – it's where the real bond happens! My part-time work schedule, primarily in the mornings, provides ample flexibility to dedicate quality time to your pet. I'm committed to ensuring your furry friend receives multiple walks daily and feels completely at ease and happy during their stay. I'm also available for consistent communication to keep you updated on their well-being throughout the day. My home offers a secure, fully fenced backyard and a peaceful neighborhood perfect for leisurely dog walks. Plus, I'm just steps away from a dog park for extra energetic playtime! When caring for your pet in your home, I prioritize maintaining their familiar routine and ensuring a safe, comfortable environment by following your specific instructions meticulously. Your pet's well-being and your peace of mind are my top concerns.

Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
258 reviews
97 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

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

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Anna R.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$25
per visit
5 out of 4.9 stars
28 reviews
9 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Daniela is great! She is very responsive and my dogs really enjoy her.

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Anna D.
Sitter Profile Image: Jessy M.
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Jessy M.
from
$17
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
13 years of experience
Hyde Park, Chicago, IL, 60615

Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!

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Mariel H.
Sitter Profile Image: Bola A.
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Bola A.
Star Sitter
from
$35
per visit
5 out of 4.9 stars
123 reviews
34 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Bola’s wonderful! We’re glad to have her support with our dogs.

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Elizabeth & Monica H.
Sitter Profile Image: Moria S.
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Moria S.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
8 reviews
5 repeat clients
8 years of experience
South Chicago, Chicago, IL, 60617

Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!

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Mah'Kya W.
Sitter Profile Image: Sinmisola K.
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Sinmisola K.
from
$10
per visit
5 out of 4.0 stars
6 reviews
3 repeat clients
5 years of experience
South Shore, Chicago, IL, 60645

Sinmisola was super responsive and sent photos and/or videos nearly every day I was out of town. I got a daily update too, which was really appreciated. I would definitely book Sinmisola again!

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Austen H.
Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$25
per visit
5 out of 3.5 stars
3 reviews
35 years of experience
Chicago, IL, 60637

About: I'd love to meet your dog or cat and you can trust I'll treat them like my own. I know how to keep them safe and happy while you're away. I'll send you a good photo too my camera roll is mostly all photos of dogs. Please do not hire me if you crate your dog, I won't do that. I work freelance so my availability is flexible. I prefer we conduct a meet and greet first, to make sure your pet is comfortable with our plans! Walks and care provided in clients home only, I can't provide boarding. I will be sure we establish comfort in our meet and greet, please be sure to provide vet information in case of any unexpected emergency.

Sitter Profile Image: Veerali R.
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Veerali R.
from
$13
per visit
2 years of experience
Chicago, IL, 60649

About: I myself have four pets, one being a senior dog so there's plenty of experience there. She came as a rescue so I'm used to being gentle and working at a dogs pace whether it's sitting with them while they eat or easing them into their kennel. I'm currently a student with classes just twice a week and I work part time remotely, so I have plenty of time to play, walk, and engage with your pets. In my own home, my pets are fed on a schedule, your pets would be fed according to the standards set. Additionally, I keep their spaces clean so if you have a puppy or a senior who can't quite hold their bladder that's something I'm fully prepared for. I also ensure that they get various types of stimulation from walks, to sniff time, to reward based training (if allowed).

Sitter Profile Image: Dominique F.
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Dominique F.
from
$25
per visit
5 out of 4.6 stars
61 reviews
36 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

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

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Bryce Elizabeth C.
Sitter Profile Image: Shakira C.
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Shakira C.
from
$34
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
25 years of experience
South Shore, Chicago, IL, 60649

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.

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Giovanni B.
Sitter Profile Image: Sol S.
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Sol S.
from
$18
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
12 years of experience
Woodlawn, Chicago, IL, 60637

About: I grew up with a rescue dog and have always loved animals. Now I live with 3 cats! 1 yr of professional dog experience :) Im a practicing artist, and I take my work with me on the go wherever I am. Currently I can petsit any day of the week, will asjust schedule as needed. I love meeting the client and their pets ahead of time if possible! I always keep a cool head, and I play the animals music. I know they are anxious being away from their owners and just try to reassure them the best I can! I find lots of playtime helps :)

Sitter Profile Image: Ivory G.
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Ivory G.
from
$10
per visit
20 years of experience
South Chicago, Chicago, IL, 60617

About: I've owned dogs of all size and ages. I provide many services including walking, feeding, playtime and giving so much love. I can provided nothing but the best care while you're away. I have a flexible and open summer schedule. I am available at anytime of the day to support your furry companion. I can be available to you when you need! I have a fenced yard and secured home and will provided constant supervision of your pet. Your pet will receive the exact care that you outline.

Sitter Profile Image: Cofy W.
Verified Enhanced Background Check
Cofy W.
from
$17
per visit
5 years of experience
South Shore, Chicago, IL, 60649

About: The compassion I have for animal's shines bright. All my life I've been surrounded by animals (dogs, cats, etc) I take this passion seriously. I treat pets as if they are my own. To know that your pet is in safe hands is my number one priority. I work from home and have the flexibility to do many things throughout the day. Everything is visible and I am aware of my surroundings. I live in an apartment complex that is pet friendly. The lake is right out front. There are several parks for dogs to run free. I keep a close eye on all animals to ensure they are safe.

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Sitter Profile Image: Cassandra H.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra H.
Verified Enhanced Background Check

Cassandra H.

Life-long animal lover!
Hyde Park, Chicago, IL, 60615
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
58 reviews
21 repeat clients
Profile image

This was my very first time booking with Rover and Cassandra did a great job. It definitely put my mind at ease having her take care of our dog while we were away. Thank you!!

Availability updated 3 days ago
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
Verified Enhanced Background Check

Coretta S.
Star Sitter

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
193 reviews
75 repeat clients
Profile image

Second time having Coretta pet sitter. Very satisfied with the quality of care she gave my cat. I feel at ease traveling knowing Coretta is watching my cat. Coretta follows instructions well and leave amazing updates about you pet. Would recommend to anyone looking for a pet sitter

Availability updated 79 days ago
Sitter Profile Image: Luwam Z.
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Sitter Profile Image: Luwam Z.
Verified Enhanced Background Check

Luwam Z.
Star Sitter

Loving and caring!
Hyde Park, Chicago, IL, 60615
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
12 reviews
5 repeat clients
Profile image

Thank you!!!

Availability updated 5 days ago
Sitter Profile Image: Laurel M.
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Sitter Profile Image: Laurel M.
Verified Enhanced Background Check

Laurel M.
Star Sitter

Who let the dogs out? I will!!
Hyde Park, Chicago, IL, 60637
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
35 reviews
10 repeat clients
Profile image

Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)

Availability updated today
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
Verified Background Check

Samantha E.
Star Sitter

Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
108 reviews
56 repeat clients
Profile image

Samantha was fantastic - she was extremely responsive when I initially reached out to ask for her availability, set up a meet and greet a few days before I left for my trip, and followed every instruction I gave her to a T. She was on time and sent adorable photos of my pets during her drop-in visits. 10/10 would recommend Samantha for your pet sitting needs!

Availability updated 22 days ago
Sitter Profile Image: Ava M.
Verified Enhanced Background Check
Sitter Profile Image: Ava M.
Verified Enhanced Background Check

Ava M.
Star Sitter

Student and pet lover
Hyde Park, Chicago, IL, 60637
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

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.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mia L.
Verified Enhanced Background Check
Sitter Profile Image: Mia L.
Verified Enhanced Background Check

Mia L.
Star Sitter

Animal Enthusiast and Pet Care
Hyde Park, Chicago, IL, 60615
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients

Mia is very good with pets, both cats and dogs. She takes good care of our family dog. She feeds her and takes her for walks, either around the block or at a dog park.

Availability updated 15 days ago
Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
Verified Background Check

Beverly B.
Star Sitter

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

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

Availability updated 52 days ago
Sitter Profile Image: Daniela M.
Verified Enhanced Background Check
Sitter Profile Image: Daniela M.
Verified Enhanced Background Check

Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$25
per visit
5 out of 4.9 stars
28 reviews
9 repeat clients
Profile image

Daniela is great! She is very responsive and my dogs really enjoy her.

Availability updated 4 days ago
Sitter Profile Image: Jessy M.
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Sitter Profile Image: Jessy M.
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Jessy M.

Avid runner who loves all pets
Hyde Park, Chicago, IL, 60615
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!

Availability updated 12 days ago
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Sitter Profile Image: Bola A.
Verified Enhanced Background Check

Bola A.
Star Sitter

Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per visit
5 out of 4.9 stars
123 reviews
34 repeat clients
Profile image

Bola’s wonderful! We’re glad to have her support with our dogs.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Moria S.
Verified Enhanced Background Check
Sitter Profile Image: Moria S.
Verified Enhanced Background Check

Moria S.
Star Sitter

Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
8 reviews
5 repeat clients
Profile image

Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sinmisola K.
Verified Background Check
Sitter Profile Image: Sinmisola K.
Verified Background Check

Sinmisola K.

I love pets and I'll show it!
South Shore, Chicago, IL, 60645
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 4.0 stars
6 reviews
3 repeat clients
Profile image

Sinmisola was super responsive and sent photos and/or videos nearly every day I was out of town. I got a daily update too, which was really appreciated. I would definitely book Sinmisola again!

Availability updated 4 months ago
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check

Jennifer D.

Caring dogwalker and dogsitter
Chicago, IL, 60637
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 3.5 stars
3 reviews

I’ve known Jennifer for nearly thirty years. She has always had pets since I’ve known her, and she has always been a loving caregiver to them. I would absolutely recommend her as a responsible caretaker for your pets.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Veerali R.
Verified Enhanced Background Check
Sitter Profile Image: Veerali R.
Verified Enhanced Background Check

Veerali R.

Loving, Reliable Care for Your Dog
Chicago, IL, 60649
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
2 years of experience

About: I myself have four pets, one being a senior dog so there's plenty of experience there. She came as a rescue so I'm used to being gentle and working at a dogs pace whether it's sitting with them while they eat or easing them into their kennel. I'm currently a student with classes just twice a week and I work part time remotely, so I have plenty of time to play, walk, and engage with your pets. In my own home, my pets are fed on a schedule, your pets would be fed according to the standards set. Additionally, I keep their spaces clean so if you have a puppy or a senior who can't quite hold their bladder that's something I'm fully prepared for. I also ensure that they get various types of stimulation from walks, to sniff time, to reward based training (if allowed).

Availability updated 9 days ago
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.6 stars
61 reviews
36 repeat clients
Profile image

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

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shakira C.
Verified Background Check
Sitter Profile Image: Shakira C.
Verified Background Check

Shakira C.
Rover 101

Your Pup is My Pup
South Shore, Chicago, IL, 60649
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$34
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
Profile image

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.

Availability updated 60 days ago
Sitter Profile Image: Sol S.
Verified Enhanced Background Check
Sitter Profile Image: Sol S.
Verified Enhanced Background Check

Sol S.

Pitt lover since 2012
Woodlawn, Chicago, IL, 60637
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
2 reviews
1 repeat client

Sol was truly so wonderful with our dog, Pony, and came through for us in a big way with a last-minute request (for *four* days of sitting!) Also I think it's worth noting that when we returned, Pony was noticeably better behaved on his leash for walks. Pony's pretty big (85 lbs!) and can be rambunctious, but it was so clear from the get-go that Sol had everything totally under control. He came to us highly recommended by another dog/house sitter we love, and now that we've been able to work together, I would recommend him to anyone!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ivory G.
Verified Enhanced Background Check
Sitter Profile Image: Ivory G.
Verified Enhanced Background Check

Ivory G.

Your trusted pet godmother.
South Chicago, Chicago, IL, 60617
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$10
per visit
1 review

Ivory took amazing care of my rottie baby. I love her attention to the note I left and the many pictures that she provided while we were away. I will be booking again soon. Thanks again, Ivory and Mellow missing you!

Availability updated 17 days ago
Sitter Profile Image: Cofy W.
Verified Enhanced Background Check
Sitter Profile Image: Cofy W.
Verified Enhanced Background Check

Cofy W.

I am passionate about pooches.
South Shore, Chicago, IL, 60649
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
2 reviews

I have trusted Cofy with my cockapoo named "Chai" on multiple occasions and it's safe to say Chai is obsessed with her. She is always someone I can depend on to watch Chai and trust her to take good care of her.

Availability updated 6 months ago

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