Personalized care for your dog or cat - Near South Side

Highly-rated overnight sitters - Near South Side

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

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

“Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !”

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Andrea S.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 397 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”

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Robert R.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.”

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Henry A.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 144 reviews
30 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

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

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Janice J.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 210 reviews
75 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

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Madison D.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 79 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

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

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Akshay A.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 30 reviews
8 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: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

“Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.”

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Era L.
Sitter Profile Image: Andre S.
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Andre S.
from
$57
per night
4.8 out of 5 stars
• 22 reviews
5 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

“Andre and his partner were soooo incredibly thoughtful, kind and loving to Lilo. My dogs epileptic and they sent many updates, making sure I had peace of mind while she was stating over. They were able to administer her medication with ease and even stayed by her side when she was feeling a bit down. Truly amazing experience, I will for sure rebook again!!”

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Adriana R.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 151 reviews
7 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”

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Arina U.
Sitter Profile Image: Patrick & Susan C.
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Patrick & Susan C.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60605

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.

Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

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Samantha M.
Sitter Profile Image: Niamh M.
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Niamh M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60610

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

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Bassey A.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 47 reviews
23 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

“Ksenia took fantastic care of our dog Alfie! She was super attentive to him and sent us lots of updates during his stay. He also got along really well with her pup! Would definitely board Ksenia again!”

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Christiana L.
Sitter Profile Image: Eric & Eunjin K.
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Eric & Eunjin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 56 reviews
12 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

“eric and eunjin were very responsive and communicative despite my last minute booking request. they sent SO many photos and my dog seemed to have a great time with them. they adored him and he adored them back! i highly recommend them to anyone in the area!”

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Katherine Y.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 103 reviews
24 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

“Great as always. Had a personal emergency pop up and she was so easy to work with around it. Your animals will always be in great hands with her.”

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J.T. A.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

“Andrea was fantastic! She is very sweet and communicated with me with photos and letting me know how our toy poodle Bolt was doing over the 5-6 days. She gave him a lot of attention (as he has separation anxiety) and he seemed right at home from day one, playing, eating well, shopping together, enjoying his walks, cuddling, watching TV, etc. I can tell Bolt had a great time! I’m very thankful that he is healthy and was very well taken care of. I will definitely book again very soon! This is the best dog sitting experience I have had so far over the last 6 years!”

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Iskra S.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 31 reviews
13 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

“Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.”

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L M P.
Sitter Profile Image: Christina L.
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Christina L.
from
$55
per night
5.0 out of 5 stars
• 65 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

“Per usual, Cocoa was in the best hands with Christina. She loves going over, so much so she dragged me there this time. I love all the updates and never have any second thoughts dropping her off with Christina!”

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Marlene S.
Sitter Profile Image: Adam C.
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Adam C.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Lake View, Chicago, IL, 60657

“Adam is incredible! Fast and clear communication. Our puppy loved him instantly! He is near the lake to take dogs on long walks. Adam is an ideal dog sitter in just about every way! I will be asking him to watch my dog next time i'm out of town!”

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Nate H.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Near South Side

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

1 / 1
Sitter Profile Image: Hallie B.
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Hallie B.
from
$18
per visit
5.0 out of 5 stars
• 83 reviews
32 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

“Hailee is amazing!! She is great with our cat and makes sure to keep us informed of how he is doing. She always sends great photos which helps with missing him ☺️”

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Katelyn A.
Sitter Profile Image: Kaylie L.
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Kaylie L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
34 years of experience
Near South Side, Chicago, IL, 60616

“Kaylie was excellent! She took care of my two cats for a week and did a great job! I got detailed daily updates with lots of great pictures. Kaylie was proactive about emptying the litter robot and was able to troubleshoot an issue with the feeders my cat use on her own. I would definitely book her again in the future!”

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Lauren A.
Sitter Profile Image: Mariam A.
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Mariam A.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 50 reviews
13 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

“Mariam is great and has watched our fur baby, Tom, quite a few times over the past year. Mariam is very responsive, and takes wonderful care of Tom when we’re away!”

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Morgan P.
Sitter Profile Image: Linh N.
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Linh N.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 23 reviews
5 repeat clients
3 years of experience
Chicago, IL, 60604

“Linh is incredible! She has helped me troubleshoot technical issues with my cat’s feeder and litter box. She is super communicative and makes my life easy!”

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Kelsie M.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
14 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

“Nadine was wonderful! She took great care of my cat, followed all feeding instructions perfectly, and sent great updates. It gave me total peace of mind knowing my cat was in good hands. Thanks so much!”

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Yacine B.
Sitter Profile Image: Gabby E.
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Gabby E.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 66 reviews
20 repeat clients
12 years of experience
Loop, Chicago, IL, 60605

“Gabby took great care of our kitties while we were away for a week! She even got my very shy cat (who never comes out for sitters) to say hi to her!”

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Emily A.
Sitter Profile Image: David K.
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David K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 161 reviews
51 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

“David did a great job and a pleaser to work with. He is patient and kind and knows how warm up to our cats. We will be using him again in the future.”

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Shannon C.
Sitter Profile Image: DEMIN Z.
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DEMIN Z.
from
$20
per visit
5.0 out of 5 stars
• 117 reviews
36 repeat clients
5 years of experience
Loop, Chicago, IL, 60605

“Demin has been such a wonderful sitter for my kitty! She responds incredibly quickly and is always proactive with communication. She goes out of her way to coordinate key pickups and make the entire process seamless. She also takes the time to make sure she knows exactly where everything is, which gave us complete peace of mind while we were away. We felt confident our pet and home were in great hands and would absolutely recommend her!”

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

“Morgan provided excellent care to Francie and Neeley while I was gone. I came home to two cats who, while they missed me, were happy and content. Thank you!”

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Mandy J.
Sitter Profile Image: Acoya & Nicole R.
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Acoya & Nicole R.
from
$18
per visit
4.9 out of 5 stars
• 341 reviews
140 repeat clients
11 years of experience
Chicago, IL, 60605

“Acoya took very good care of our kitty while we were out of town. She asked questions to ensure she could take good care of her and was very communicative! We would definitely book her again!”

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Susanna B.
Sitter Profile Image: Sofia H.
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Sofia H.
from
$22
per visit
5.0 out of 5 stars
• 98 reviews
23 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

“Sofia was amazing with our kitties during their first home alone weekend! They’re usually quite timid but Sofia was so sweet and calm that they accepted her right away. She also takes the most amazing photos to keep us updated! We will definitely be rebooking in the future :)”

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Dora Z.
Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 68 reviews
5 repeat clients
20 years of experience
Lower West Side, Chicago, IL, 60616

About: I have 2 cats at the moment. One is 9 and the other is 6. I have experience with senior cats as well. I have experience with almost everything except any sort of medical injections a cat may need.

Sitter Profile Image: Lilly A.
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Lilly A.
from
$28
per visit
5.0 out of 5 stars
• 61 reviews
31 repeat clients
30 years of experience
Near South Side, Chicago, IL, 60605

“I am SO happy to have found Lilly on Rover.com! I will never have to worry about my pets while I'm away again. My pets and I felt comfortable with her from the moment we met her! She is delightful and she truly loves animals. I am looking forward to working with her again!”

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Elena S.
Sitter Profile Image: Chandni M.
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Chandni M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
5 years of experience
Chicago, IL, 60605

“Chandni was great! She was very proactive with care and my shy cat warmed up to her very quickly.”

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Naina B.
Sitter Profile Image: Natasha N.
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Natasha N.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
8 years of experience
Near South Side, Chicago, IL, 60605

“Very considerate and caring with my fur babies. She followed instructions well and made sure they got their specified treats and supplements.”

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Ana A.
Sitter Profile Image: Emily R.
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Emily R.
from
$17
per visit
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60616

About: My pet experience includes a lifetime with both cats and dogs. I have over 25 years experience with pets of all ages and capabilities. I’ve had medically complex and fragile animals for years as well, and am honored to help with yours. Hi I’m Emmie and I currently run my own vintage business with my wife. We are completely flexible with our time and look forward to being a part of yours! I have dealt with medically complex animals as well as aggressive animals. I’m confident in my experience and abilities that your pets safety is the utmost priority with me!

Sitter Profile Image: Carmina E.
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Carmina E.
from
$20
per visit
4.9 out of 5 stars
• 15 reviews
6 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

“Mina is everything you're looking for in a Rover! She was on time every day, sent tons of photos/videos and written updates on our pets mood/state of play! Fantastic communication. Our home was exactly as we left it. Biscotti's food and water was full when we got back. We were away for quite some time, and she provided our pet the consistency we were looking for during our trip and made us feel confident our pet was in good hands. This was our first time using Rover and we will 10/10 be requesting Mina again in the future. Thank you!”

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Ali H.
Sitter Profile Image: Andres G.
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Andres G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 47 reviews
16 repeat clients
2 years of experience
Lower West Side, Chicago, IL, 60608

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

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Khami Z.
Sitter Profile Image: Zoe G.
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Zoe G.
from
$15
per visit
5.0 out of 5 stars
• 86 reviews
28 repeat clients
6 years of experience
Near South Side, Chicago, IL, 60605

“Zoe was great about sending updates and also accommodating some small changes we had to make while we were out of town!”

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Mina P.
Sitter Profile Image: Giancarlo C.
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Giancarlo C.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Loop, Chicago, IL, 60605

“Giancarlo provided excellent care for our dog Beau. It allowed us to have a worry free weekend. Will definitely rebook in the future!”

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Noura C.
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Perfect for high energy dogs - Near South Side

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

1 / 1
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 108 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

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

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Cadence P.
Sitter Profile Image: Anna N.
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Anna N.
from
$65
per day
5.0 out of 5 stars
• 27 reviews
5 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

“Anna was an amazing dog sitter! She sent us great pictures and updates throughout the day, was very communicative, and Moose seemed to have an amazing time with her! 10/10 would use her again!”

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Audrey P.
Sitter Profile Image: Patrick & Susan C.
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Patrick & Susan C.
from
$40
per day
5.0 out of 5 stars
• 5 reviews
3 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60605

“Patrick and Susan have been wonderful. This was the first time I’ve used a dog sitter before and They have put my mind at ease and I feel very confident that my dog is being taken care of. Thank you Patrick and Susan!”

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Zack T.
Sitter Profile Image: Pamela P.
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Pamela P.
from
$36
per day
5.0 out of 5 stars
• 14 reviews
4 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60605

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

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Hawa G.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per day
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas was great with Rey. I really appreciated how responsive he was. Thanks again!”

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

“Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!”

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Eric R.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$53
per day
5.0 out of 5 stars
• 227 reviews
54 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

“I am beyond grateful for Katrina! After only two days of taking care of my little baby Moon, I could tell she felt safe with her and wanted to stay longer with her. She took such good care of Moon and helped her feel comfortable to overcome her separation anxiety. I appreciated all of the updates and pictures she provided and could tell she gave so much attention and love to Moon during her stay. I will definitely continue to trust her with my little baby.”

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Gio C.
Sitter Profile Image: Annie X.
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Annie X.
from
$45
per day
4.9 out of 5 stars
• 159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

About: ✦Now Accepting bookings for Thanksgiving• South Loop/Downtown• Bridgeport Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs - including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet - friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.

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

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

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Tenzin W.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$49
per day
5.0 out of 5 stars
• 79 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

“Fantastic experience with Steven! Very prompt in communication and I could tell he genuinely loves dogs. Mochi was happy during his time with them. Highly recommend”

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Divyasha R.
Sitter Profile Image: Jaclyn B.
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Jaclyn B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 9 reviews
4 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

“Jaclyn was super prompt in her responses, kind, and super sweet for my dog! Communication was excellent, and she made sure that Billie not only was taken care of but that she met her social and physical exercise for the day with enrichment time at the farmers market! I would definitely rebook her again and recommend Jaclyn to anyone!”

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Anne N.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$40
per day
4.9 out of 5 stars
• 47 reviews
23 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

“We have definitely found our new permanent Dog sitter here in Chicago! I had a last-minute work emergency and Ksenia was SO responsive & flexible; I couldn’t be more grateful. Drop off was super easy and Nipsey came home happy and tuckered out. Couldn’t have asked for a better first Rover experience! 10/10 would recommend 🤩”

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Taylor
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.9 out of 5 stars
• 30 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

“My wife and I used Timothy on a trip from Florida to Oshkosh. We were passing through and wanted to take my daughter to the field museum and the shed aquarium. We had our German Shepherd, Sheba, with us, we reached out to Timothy and he agreed to watch Sheba for the afternoon. Timothy went above and beyond. He met us on the steps of the museum to pick Sheba up, and brought her back to us. I cannot overstate how great the experience was, we highly recommend using Timothy. He is extremely nice and easy to deal with.”

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Yulia V.
Sitter Profile Image: Alexander P.
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Alexander P.
from
$25
per day
5.0 out of 5 stars
• 4 reviews
10 years of experience
Near South Side, Chicago, IL, 60605

About: I've been around dogs for most of my life and have always owned them, so caring for them comes naturally to me. My experience comes from raising my own dogs and looking after friends' and family members' pets while they were away. I've cared for both small and medium-sized breeds, including Yorkshire Terriers, French Bulldogs, Pomeranians, and Chow Chows. I currently have two dogs of my own, and because I work from home, I'm able to provide consistent supervision, companionship, potty breaks, and plenty of attention throughout the day. My two dogs are friendly, energetic, and well-socialized. They love meeting new furry friends and help create a fun, welcoming environment where visiting dogs can enjoy companionship, playtime, and social interaction if they're comfortable with it. I always make introductions carefully and respect each dog's individual personality and comfort level. Every dog has their own personality and routine, and I take the time to make sure they feel comfortable, safe, and cared for. Whether your pup enjoys playing, relaxing around the house, or simply being close to people, I'll do my best to make their stay feel like a home away from home. I work full time from home, which allows me to provide consistent care, supervision, and companionship throughout the day. Because I'm home, your pup won't be left alone for long periods and will have plenty of opportunities for potty breaks, playtime, exercise, and affection. I'm available for boarding seven days a week and can easily accommodate your dog's regular routine, including feeding schedules, walks, medication (if needed), and plenty of one-on-one attention. My two friendly, energetic dogs also enjoy making new friends and can provide companionship and playtime for dogs that enjoy socializing, while I always respect the comfort level and personality of every guest. Your dog's safety, comfort, and happiness are my top priorities. Since I work from home, I'm able to provide close supervision throughout the day and make sure every dog receives plenty of attention and care. I follow each owner's instructions carefully, including feeding schedules, potty breaks, walks, medications (if needed), and any special routines to help your pup feel at home. My home is a safe, clean, and welcoming environment where dogs can relax, play, and feel comfortable. My two friendly, well-socialized dogs are accustomed to being around other dogs, and I always introduce new guests gradually to ensure everyone is comfortable. I closely monitor all interactions and never force dogs to socialize if they prefer their own space. I know how important it is to stay connected while you're away, so I'll keep you updated with regular messages and photos so you can have peace of mind knowing your furry family member is happy, safe, and well cared for.

Sitter Profile Image: Carmina E.
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Carmina E.
from
$60
per day
4.9 out of 5 stars
• 15 reviews
6 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

“Moose had a great time with Carmina this weekend! She was very responsive and easy to coordinate with, we will definitely be using her again!”

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Audrey P.
Sitter Profile Image: Alison C.
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Alison C.
from
$70
per day
5.0 out of 5 stars
• 288 reviews
81 repeat clients
10 years of experience
Loop, Chicago, IL, 60607

“Finn had a wonderful two days with Alison. She sent updates and pictures to keep me informed throughout the day. Finn also enjoyed playing with Addy (Alison’s dog). I felt at ease knowing Alison was taking wonderful care of Finn.”

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

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

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Mina R.
Sitter Profile Image: Cori W.
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Cori W.
from
$45
per day
5.0 out of 5 stars
• 17 reviews
3 repeat clients
9 years of experience
Douglas, Chicago, IL, 60616

“Cori was Everything you could want in a dog sitter. I truly felt like she was excited to see my dog and take care of him as though he was her own. I got prompt and regular updates, and she was friendly and flexible, and puppy came back happy! She even gave him a toy as a gift because she said he liked it so much.”

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Eve E.
Sitter Profile Image: Yanghua C.
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Yanghua C.
Star Sitter
from
$65
per day
5.0 out of 5 stars
• 21 reviews
6 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60661

“Latte had a wonderful day with Yanghua and her pup! Yanghua was very responsive over texts and took lots of cute photos of Latte. Would love to book with her again!”

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Linh L.
Sitter Profile Image: Pascale J.
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Pascale J.
from
$50
per day
5.0 out of 5 stars
• 6 reviews
3 repeat clients
30 years of experience
Near South Side, Chicago, IL, 60605

About: My husband and I have had dogs in our family since our childhood. We believe in long doggie walks, runs, play dates, parks, treats, and lots of love. I am a stay at home mom so I'll have lots of time to play and care for your pup(s) with my sidekicks (my kids). I am available most days and weekends. We live in a gated community and have a fenced yard that will keep your dog safe. We have two friendly and energetic kids that will keep your pup company. We have an old lady corgi that thinks she is the queen of our house. She has a big personality. If your dog is friendly we would love to play with her at our home, our wonderful courtyard, and or take her to the parks near us.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Near South Side

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

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Sitter Profile Image: Anthony M.
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Anthony M.
from
$26
per walk
5.0 out of 5 stars
• 552 reviews
63 repeat clients
25 years of experience
Chicago, IL, 60616

“Anthony took such a good care of Tito for a week during Christmas. He is always on time, sends good pictures, very responsive, and also flexible with our requests. Tito is very happy with him. Can’t thank him enough!”

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Wendy C.
Sitter Profile Image: Mariam A.
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Mariam A.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 50 reviews
13 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

“Mariam has been a great dog walker for our senior dog Hannah- she is attentive, observant, caring and a great communicator. She goes above and beyond by giving our cats some attention as well and picks up on small details with our dog who is on medication which brings us such peace of mind.”

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Vanessa B.
Sitter Profile Image: Hallie B.
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Hallie B.
from
$19
per walk
5.0 out of 5 stars
• 83 reviews
32 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

“10/10 super kind and my pup was immediately excited to meet her for the first time, which I think is an EXCELLENT SIGN! Would highly recommend!”

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

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

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Oscar R.
Sitter Profile Image: Sofia H.
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Sofia H.
from
$21
per walk
5.0 out of 5 stars
• 98 reviews
23 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60605

“Sofia was available when I was trying to find someone to take my dogs out when my husband was suffering an injury, making him unable to walk the dogs while I was away. I loved the constant updates and photos. Sofia was also really friendly. Thank you so much!”

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

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

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

“Eunice was wonderful! She was extremely responsive and communicative and asked lots of questions to make sure she gave our pup the best care.”

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Ellen L.
Sitter Profile Image: Acoya & Nicole R.
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Acoya & Nicole R.
from
$30
per walk
4.9 out of 5 stars
• 341 reviews
140 repeat clients
11 years of experience
Chicago, IL, 60605

“Brynn was very grateful to have Acoya stop by and give him a potty break and some loving!! She sent a photo and a very accurate description of Brynn being his stubborn self that gave us a good laugh!”

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Alicea A.
Sitter Profile Image: Patrick & Susan C.
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Patrick & Susan C.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60605

“Patrick so great and patient with my pup Jack! He takes his time making sure his collar is placed correctly and takes very good care of him! I will def be booking again!”

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Alexis R.
Sitter Profile Image: Hope S.
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Hope S.
from
$18
per walk
10 years of experience
Near South Side, Chicago, IL, 60616

About: I’ve been caring for dogs of all kinds since I was 15 years old. Neighbors, friends, and family have trusted me to walk, feed, bathe, and care for their pets over the years, and caring for animals has always come naturally to me. I’m attentive to each dog’s individual personality, routine, and comfort level. Whether your pup wants lots of playtime and walks or is happiest curled up beside me getting cuddles, I’m happy to meet them where they are. I’m especially patient and gentle with dogs who need a little extra time to feel comfortable in a new environment. As a dog owner myself, I understand how important it is to know that your pet is safe, happy, and genuinely cared for while you’re away. I’ll treat your dog like one of my own, with plenty of love, attention, playtime, and, of course, treats. 🐾 I have a flexible schedule, which gives me plenty of time to provide your pup with the attention, playtime, and companionship they deserve. I’m available for walks, drop-in visits, and daycare on weekdays and weekends. I’m not currently offering overnight boarding, but I’m happy to work with you to find a schedule that fits your pet’s routine and needs. 🐾 I provide attentive, loving care in your pet’s home, following their usual routine so they can stay comfortable in a familiar environment. I’m respectful of your home and your pet’s space, and I follow all care instructions closely. I’m available for drop-in visits, walks, and daytime care, but I’m not able to provide overnight stays or boarding in my apartment.

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

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

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Iman P.
Sitter Profile Image: Giancarlo C.
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Giancarlo C.
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
33 years of experience
Loop, Chicago, IL, 60605

About: I am a lifetime dog owner, volunteer with Last Hope. I foster and rescue with PAWS. I volunteer for the animal program at The Nettlehorst School, and plan to open an animal sanctuary. I work part time and have flexible hours. I can meet almost any scheduling needs and will work with you to do what's best for you and your animal(s). My building has an indoor fenced dog park. I have an apartment with a large outdoor balcony. I will focus on your pet's safety above all else.

Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$10
per walk
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. I understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoy getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.

Sitter Profile Image: Natasha N.
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Natasha N.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Chicago, IL, 60605

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

Sitter Profile Image: Emily R.
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Emily R.
from
$20
per walk
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60616

About: My pet experience includes a lifetime with both cats and dogs. I have over 25 years experience with pets of all ages and capabilities. I’ve had medically complex and fragile animals for years as well, and am honored to help with yours. Hi I’m Emmie and I currently run my own vintage business with my wife. We are completely flexible with our time and look forward to being a part of yours! I have dealt with medically complex animals as well as aggressive animals. I’m confident in my experience and abilities that your pets safety is the utmost priority with me!

Sitter Profile Image: Janet T.
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Janet T.
from
$20
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
21 years of experience
Loop, Chicago, IL, 60605

About: Moved from Vegas to Chicago summer of 2023! I took time to acclimate myself with the city before I turned my Rover profile back on. I have had dogs my whole life. I am very confident in my knowledge of dogs health & behavior to care for your fur-babies well. They would be in great hands, & having a great time hanging out with me, an extreme dog lover! I'm very well-accustomed to being around dogs of all sizes. I've taken care of many different kinds of dogs and they always brighten my day. I have one dog of my own! They are a huge part of my life.I am looking forward to meeting you & your pup. Currently working part time. Looking to fill my time with my outdoor walking, hanging out with doggies and exploring the city more. We moved here from Vegas 3 years ago and have not explored much. I work from home so I can step away easily to handle any dog walking bookings. I give all the dogs I care for 100% attention and care to make sure their needs are met and they are comfortable. I am patient and intuitive to what is needed. I enjoy walking so it’s a benefit for both me and your doggo. I follow instructions well and will not hesitate to reach out if I have a question. I provide constant follow ups with photos as well to provide peace of mind for the owners.

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

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

Sitter Profile Image: Lida A.
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Lida A.
from
$12
per walk
1 year of experience
Chicago, IL, 60603

About: I foster for the shelter One Tail at a Time located here in Chicago. Even though I’m still new at caring for dogs, I understand the amount of work and responsibility that goes into being a dog owner. Through fostering and volunteering, I’ve encountered different types of dogs form puppies to seniors which has taught me a lot about different needs of each breed and age. I’m very active and love walking around parks and areas where your dog can get that stimulation that is missing at home. I’m currently enrolled in universiry but have one 3 to 4 hour class each day so I’m able to do check-ins pretty often. Weekends are usually very free for me. My main priorities is your dogs safety and happiness. I will enter and leave your home like I was never there but leave your dog feeling like I’ve been there all day. I love animals and their happiness and wellbeing means a lot to me.

Sitter Profile Image: Zoe G.
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Zoe G.
from
$20
per walk
5.0 out of 5 stars
• 86 reviews
28 repeat clients
6 years of experience
Near South Side, Chicago, IL, 60605

“My dog can be a handful with how energetic he can be but Zoe always does an amazing job with him. I never worry about leave Noodle home when I know she is going to walk him.”

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Erin K.
Sitter Profile Image: Erin K.
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Erin K.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60612

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

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Vikas G.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Near South Side

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

1 / 1
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 377 reviews
102 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

“Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !”

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Andrea S.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 397 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”

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Robert R.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 45 reviews
9 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

“Fred was great! Super responsive, flexible & sent updates and pictures of Winnie! Picked up a healthy & happy dog at the end of a long weekend! Would rebook & recommend to others!”

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Lauren W.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.”

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Henry A.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 210 reviews
75 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

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Madison D.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 79 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

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

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Akshay A.
Sitter Profile Image: Barbara R.
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Barbara R.
from
$45
per night
4.9 out of 5 stars
• 90 reviews
33 repeat clients
16 years of experience
West Town, Chicago, IL, 60642

“Barbara was amazing! I needed a sitter last minute on the weekend and Barbara was so responsive and accommodating. My dog is incontinent and has separation anxiety and he was taken care of so much with Barbara. She has worked with incontinent dogs which was such a help. She sent me many updates throughout the day including photos and videos, bathed my dog, and made him feel at home. He even got some fun treats. I will definitely be using Barbara again :)”

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Madison G.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 30 reviews
8 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: Kyla R.
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Kyla R.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 89 reviews
35 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

“I’ve booked with Kyla three times now and she’s been phenomenal! She’s very communicative and always sends pictures and updates on how Koda is doing and getting along with the other pups. She’s also very attentive to his behaviors (eating patterns, socializing etc). Koda is happy to be dropped off and also if happy and tired out when I pick him up. I would highly recommend booking with Kyla!”

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Amber B.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 151 reviews
7 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”

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

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

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Cherri B.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

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Samantha M.
Sitter Profile Image: Niamh M.
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Niamh M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60610

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

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Bassey A.
Sitter Profile Image: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
• 108 reviews
44 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

“Mack seemed to have a great time playing with Rizzo, and we really appreciated the pic and video updates of how things were going while we were gone!”

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Randy & Amy O.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 131 reviews
35 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

“Angel took great care of Bean while we were gone for our extended vacation. He was very flexible on dates/times and communicative about how my dog Bean was doing while away.”

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Talia O.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 103 reviews
24 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

“Great as always. Had a personal emergency pop up and she was so easy to work with around it. Your animals will always be in great hands with her.”

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J.T. A.
Sitter Profile Image: Christina L.
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Christina L.
from
$55
per night
5.0 out of 5 stars
• 65 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

“Per usual, Cocoa was in the best hands with Christina. She loves going over, so much so she dragged me there this time. I love all the updates and never have any second thoughts dropping her off with Christina!”

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Marlene S.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 31 reviews
9 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

“Samantha and Rosie were amazing! She sent such cute pictures and was very accommodating. I will definitely book again when I need a sitter :)”

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Greta F.
Sitter Profile Image: Audrey A.
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Audrey A.
Star Sitter
from
$93
per night
5.0 out of 5 stars
• 449 reviews
17 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60611

“Audrey did such a great job of taking care of Pickles! This was his second time staying with her and he loved all of the attention and all of the walks they went on. Audrey was great about keeping in touch and sending us videos and even kept us updated on Pickles’ upset stomach. He can’t wait to stay with her again!”

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Amanda H.
Sitter Profile Image: Adam C.
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Adam C.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Lake View, Chicago, IL, 60657

“Adam is incredible! Fast and clear communication. Our puppy loved him instantly! He is near the lake to take dogs on long walks. Adam is an ideal dog sitter in just about every way! I will be asking him to watch my dog next time i'm out of town!”

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Nate H.
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