Personalized care for your dog or cat - Douglas

Highly-rated overnight sitters - Douglas

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: 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: 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: 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: 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: 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: 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: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
25 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”

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Kurt S.
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: 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: 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: 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: 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: 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: 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: 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: 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: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

“Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.”

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Joseph G.
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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 - Douglas

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: Annie X.
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Annie X.
from
$30
per visit
4.9 out of 5 stars
• 159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

“Annie is amazing! She took great care of my cats, who immediately warmed up to her. Her communication was excellent. Will definitely book with again!”

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Steve M.
Sitter Profile Image: Ruari H.
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Ruari H.
from
$9
per visit
5.0 out of 5 stars
• 9 reviews
5 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60608

“Ruari was very responsive and sent photos to make certain to me that everything was good for our pet. Would recommend to anyone”

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Will B.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 92 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

“Qutress was great with our shy cat, who even let Qutress pet her which is quite rare for newcomers! She was very communicative and gave us wonderful updates every day. Highly recommend!”

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Luke M.
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: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 49 reviews
17 repeat clients
10 years of experience
Douglas, Chicago, IL, 60653

“Chelsea did an amazing job caring for my kitties over the holidays! First, I ended up booking shorter notice and Chelsea responded immediately, was flexible, and was able to accommodate me and my babies. Chelsea was a great communicator when she was caring for my kitties, she gave consistent updates about how they were doing, as well as the tasks she completed when caring for them (refilling food and water, cleaning the litter box). I really appreciated the time and effort Chelsea put into caring for my babies, especially during the holiday time. Thank you!”

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Eden A.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
• 38 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

“Jozelin is wonderful!! She spent time with my cats, played with them and went above and beyond my instructions. This was my first experience with Rover after moving to a new city recently, and I feel like Jozelin is someone I could completely trust in my home and with my cats!”

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Paula F.
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: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“As of now I have an aging cat which presents considerable challenges. Tamara was able to provide good care for her as I was away. She has visited my place many times throughout the year and I highly recommend her for all pet care needs. -William”

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William P.
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: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
39 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

“Jasmine was great, I really appreciated her willingness to come over for a meet and greet before sitting. Thanks for letting Mickey lick the spoon! 🐈😹”

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Danielle W.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

“Daphnay was very amenable to last minute plans she communicated well and sent photos!”

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Natala B.
Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
10 years of experience
Oakland, Chicago, IL, 60653

“Christina did a great job taking care of my five cats, two of whom zi have medical needs. I really appreciated her daily updates and photos of my boys.”

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Susan B.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 56 reviews
10 repeat clients
12 years of experience
Bridgeport, Chicago, IL, 60616

“Sarah did a fantastic job looking after my two senior cats while I was out of town. She was communicative and followed my instructions for feeding and giving meds perfectly. I could relax and enjoy my break knowing that my cats were in good hands while I was away!”

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Danielle P.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$18
per visit
5.0 out of 5 stars
• 48 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

“Jenna is the best! Very attentive, reliable, and great with our cats - we've never seen our shy cat befriend a new person so quickly. Will definitely be returning to Jenna the next time we need a petsitter.”

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Mitchell H.
Sitter Profile Image: Grace P.
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Grace P.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Douglas, Chicago, IL, 60616

About: I have cared for cats at several points throughout my life, and have just recently adopted my own cat! I love her more than anything, and I will be sure to care for your kitty like my own!

Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 30 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

“Timothy did a wonderful job caring for Ava 🐱 while I was away! His communication, consistency, and pics gave me peace of mind that Ava was in good hands. Would hire again and recommend. It’s obvious that he is passionate and genuine in his work!”

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Sydney S.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per visit
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

“Jasmine R was awesome. Thorough and punctual. My kitty was happy and my home was just as I left it. I will use her services again.”

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Stacey S.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$27
per visit
5.0 out of 5 stars
• 32 reviews
9 repeat clients
22 years of experience
Douglas, Chicago, IL, 60609

“Elizabeth was amazing with my cat. This was my first time using a sitter I didnt know personally and she eased all of my fears. Multiple updates with pictures. Not to mention being great to work with- with a calming personality. Would definitely book her again.”

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Joy M.
Sitter Profile Image: Sujae V.
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Sujae V.
from
$18
per visit
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Chicago, IL, 60608

“Sujae is an excellent cat sitter. She came for drop in visits on time and consistently over multiple days. I liked seeing pictures of all the cats and the nice notes she left. She helped me out of a jam when another sitter cancelled my pet sitting while I was already out of town. Rover helped me find Sujae and I’m super happy we found each other! Sujae did a wonderful job for me and my cats. Thanks Sujae!”

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Jessica E.
Sitter Profile Image: Sally H.
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Sally H.
from
$23
per visit
5.0 out of 5 stars
• 59 reviews
21 repeat clients
15 years of experience
Kenwood, Chicago, IL, 60653

“This is my second time booking a stay with Sally, and I really can’t say enough wonderful things about her. I left her with two (somewhat shy) kittens for two weeks, and they must have remembered her from her first visit because it didn’t take very long for them to warm up and soak up all the love. I haven’t seen them as affectionate with anyone so far as they were with her. She’s so incredibly sweet to them I didn’t have a single worry being away for such an extended period of time. Her pictures also made me rest assured that they were having a blast. I came home to the happiest little guys and I can’t thank Sally enough. I would recommend booking with her in a heartbeat.”

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Morgan I.
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Perfect for high energy dogs - Douglas

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: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.”

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

“From the moment Teddy entered E. K's home it was like I didn't exist. Kind of like dropping off your kids at preschool and they don't say goodbye. Teddy had a great day with the other dogs especially Allie and will definitely be back.”

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Susan L.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$30
per day
4.9 out of 5 stars
• 286 reviews
129 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

“I’ve had dogs for 26 years and it’s very clear that Jennifer and her husband are highly experienced dog lovers. My boy came back to me with a very peaceful energy which tells me he was well cared for. Highly recommend them!”

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Isabel 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: 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: Talla A.
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Talla A.
from
$40
per day
4.8 out of 5 stars
• 27 reviews
11 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

“Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!”

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

About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.

Sitter Profile Image: Chent & Princess S.
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Chent & Princess S.
from
$40
per day
5.0 out of 5 stars
• 41 reviews
9 repeat clients
6 years of experience
Douglas, Chicago, IL, 60616

“Sweetest pet sitter ever! Our dog is people shy and he warmed up right away. You can really tell that princess cares for every animal she meets!! Definitely would rebook if in the area again!”

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Adi E.
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: 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: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

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

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Abby B.
Sitter Profile Image: 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: 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: 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: 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: 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: 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: 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: Tamya O.
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Tamya O.
from
$40
per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Grand Boulevard, Chicago, IL, 60653

“Having Tamya provide day care for our Weimaraner MacKenzie was the best decision! We traveled from the DC area to Chicago to visit the new Obama Presidential Library and Center and wanted to ensure she would be in good hands for the several hours we were away. Tamya made planning for MacKenzie very easy and I was impressed with the advanced questionnaire provided so that they could match the needs for her. They got along superbly. Thank you Tamya for caring for our little girl!”

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Donna H.
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Adventure-ready dog walkers - Douglas

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: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“Tamara was so great and accommodating to my schedule! I was so happy with her communication with me and how she cared for my pups on their walk!”

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Tylena J.
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: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

“Chelsea is super patient and collaborative! She is dedicated to gaining my dog's trust as my dog's new and first ever walker.”

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Cory H.
Sitter Profile Image: Annie X.
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Annie X.
from
$32
per walk
4.9 out of 5 stars
• 159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

“Kaia had a great time with Annie today; brief walk and some cuddle time. She also sent great photos and even brought in our package from the lobby. Thank you! Looking forward to using her services.”

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NORMA L.
Sitter Profile Image: Ruari H.
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Ruari H.
from
$10
per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60608

About: i’m patient, detail-oriented, and genuinely enjoy getting to know each pet’s personality. i take the time to make shy or anxious pets feel safe and comfortable, and i adjust my approach depending on their energy level and needs. i’m also very reliable with routines and communication, so you can trust your pet is getting consistent care and attention. pet care is part of my everyday routine, as i currently care for two kittens with consistent feeding, cleaning, and play schedules. i’m used to planning my day around their needs, so incorporating additional pet care is something i can do reliably & consistently. when caring for pets in a client’s home, i focus on keeping their routine as consistent as possible. i follow all instructions closely, including feeding schedules, litter box cleaning, playtime, and any specific preferences your pet has. i take the time to understand each cat’s personality—whether they’re social or more independent—and adjust my approach so they feel comfortable in their own space. i also keep the home tidy and provide regular photo and message updates so you always know how your pet is doing.

Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

“Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!”

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Tammy M.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
• 38 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

“Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy”

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Cassidy C.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 20 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

“I couldn’t be more grateful for the incredible care Chauntrell gave my pup while I was away! From the moment we connected, he was communicative, kind, and clearly passionate about animals. He sent daily updates, photos, and even little notes about how my dog was doing, which gave me so much peace of mind while I was gone. Chauntrell was so patient and gentle with him it didn’t take long before he was completely comfortable and excited for their walks. He treated my pup like he was their own, and that means the world to me. I highly recommend Chauntrell to anyone looking for someone dependable, loving, and professional. I will absolutely be booking with him again in the future! Thank you again for everything my friend! 🐾❤️”

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

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

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Carla T.
Sitter Profile Image: Ella M.
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Ella M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Bridgeport, Chicago, IL, 60616

“Toby has a new best friend and it’s Ella! Highly recommended for your fur babies needs”

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Anna T.
Sitter Profile Image: Talla A.
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Talla A.
from
$20
per walk
4.8 out of 5 stars
• 27 reviews
11 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

About: I’ve taken care of multiple breeds before since i was a child. I was the one that was always responsible for taking care and walking the dogs for my friends and family. Im currently, in part time summer school however its online so i would have plenty of time to spoil your cute little loved ones all the time. I have a beautiful grass yard downstairs and im right by the lake shore walk so im gonna have so many activities for your puppies.

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: Danielle G.
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Danielle G.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
25 years of experience
Chicago, IL, 60616

About: I have had cats my whole life, and I love them so much because they teach you about respect. I’ve had the honor of caring for other people’s dogs, including elderly and ones with medical issues, and everything in between. I’m currently working part time online where I can work as little or as much as I want to, so my schedule is wide open! Even for overnight needs. I am able to do whatever is asked of me, the most important thing to me is respecting a pets boundaries, especially when getting to know them.

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: Valeria V.
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Valeria V.
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

“Val is great with our old soul! She is punctual, leaves great notes, and our dog looks forward to time with her.”

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Allecia H.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$21
per walk
5.0 out of 5 stars
• 48 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

“Jenna has been fantastic dog walker for Archer and I! She’s communicative, super responsive, and personable!! Highly recommend her to any pet owner!”

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Connor C.
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: Sujae V.
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Sujae V.
from
$23
per walk
5.0 out of 5 stars
• 25 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60608

“My pup is always excited to see her! She’s careful to make sure she’s well exercised and safe on their walks, and always checks in with me before taking her to new places (ie a new dog park) :) would book with her any day.”

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Jiani S.
Sitter Profile Image: Isaiah Y.
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Isaiah Y.
from
$18
per walk
4 years of experience
Douglas, Chicago, IL, 60616

About: Fun fact about me is I’ve never actually had a pet thanks to my parents, but ever since I was a little kid, I have always been around and taken care of the pets of different family members. This has led me to form a love for dogs and animals in general, hopefully as a profession in the future. I’m currently a student athlete at the University of Tampa meaning that working on my craft daily is a must. In my free time, I will definitely have time for pet care. I plan to not only respect the dog that I am caring for, but I will respect the owner, the owner’s property, and whatever they request.

Sitter Profile Image: Ava G.
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Ava G.
from
$15
per walk
13 years of experience
Bridgeport, Chicago, IL, 60609

About: What sets me apart is my experience caring for animals of all different ages and personalities. I’ve been taking care of animals since I was about 7 years old, and I’ve cared for cats and dogs. I’ve also had experience caring for senior pets, including looking after a 22-year-old cat while their owner was away. I’m patient, attentive, and comfortable adapting to each pet’s individual needs and routine. I understand how important it is for pets to feel safe, comfortable, and cared for while their owners are away. I'm currently taking my college classes online, so I have plenty of time to take care of animals! I am available pretty much every day of the week for whatever your pet needs. Having experience with reactive animals, I understand that comfort and familiarity are number one for a pets safety. I have no problem adapting to an animal's needs so that they can trust me and feel comfortable with my care, whether it be sitting patiently with them until they feel safe, or crating an animal if need be. My top priority is making sure your furbabies are fed, having fun, and not scared!

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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 - Douglas

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: 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: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 286 reviews
129 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

“Jennifer is excellent!! Total lifesaver taking my dog at the last minute for several days while I was out of town. I loved the videos and pics!! So nice to know our dog was having as much fun as we were 😊😊😊”

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Rachel B.
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: 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: 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: Sarah B.
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Sarah B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
10 repeat clients
21 years of experience
Bridgeport, Chicago, IL, 60616

“Sarah was an amazing dog sitter! She took care of Moose for an extended period while I was traveling, and I couldn’t have been happier with the experience. She took wonderful care of her and sent me lots of photos and updates, which gave me so much peace of mind while I was away. I came home to a very happy and well-cared-for Moose. I highly recommend Sarah and would absolutely use her again!”

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Patricia P.
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: 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: 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: 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: 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: 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: 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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1Global data from Rover (November 2025)