Personalized care for your dog or cat - Douglas

Highly-rated overnight sitters - Douglas

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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 had kept my 2 dogs at least 3 times this year and she is the absolute best. My pups love her, she has so much experience, and I never have to worry about something happening or going wrong when they are with her. On top of that she is very kind, compassionate and flexible. Can’t wait for our next stay!”

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Nandi R.
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

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

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

“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”

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Amanda L.
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

“This is the second time Harper has stayed with Bola - she is amazing with him. Whenever I drop him off, he just forgets about me. She's super attentive, ask questions when she's unsure, and checks in enough to give me comfort. Would return asap!”

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Mironda R.
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 Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”

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

“E is a highly communicative and caring Rover. She regularly tried different approaches to make my dog feel comfortable in a new environment. I would highly recommend.”

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Christopher P.
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

“Tim took excellent care of my four month old puppy while I was on a trip. He was very accommodating, easy to communicate with and sent frequent updates and photos while I was gone. I would definitely book with Tim again!”

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Nicole C.
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

“We love Jenna! She was so great with my dachshund Honey. I don’t leave her often, so it was wonderful to have a totally stress-free trip knowing Honey was happy and in great hands with Jenna. She checked in multiple times a day, sent lots of pictures, and was so sweet. Will definitely book her again!”

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Libby E.
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

“This was our first time using Rover, and she made the experience so easy and stress-free. She watched our dachshund puppy, Winnie, and was incredibly responsive throughout the stay. We really appreciated the updates and pictures she sent so we always knew how Winnie was doing. She was truly a lifesaver, and we felt completely comfortable trusting her with our puppy. We would absolutely book with her again!”

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

“This was Miji’s third boarding with Steven and Amanda. We always feel secure when going on a trip as we know Miji loves to stay there. He was even unwilling to go home when we picked him up.🤣”

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Ruby T.
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: 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 is so amazing!! So flexible with timing, kind, and sends pictures! She also was so nice in meeting me before so I could make sure my dog would be okay with her dog. Her dog is so chill so it was perfect for my anxious dog. Thank you so much again Katie!!! Definitely will book again 😊😊😊”

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Ana H.
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.
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 is such a fantastic sitter and it’s very obvious she really cares for our pup and enjoys the time spent with her while we’re away. I would recommend Sarah over and over again for anyone looking for a caring pet sitter!”

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Jake N.
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

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

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

“Andrea was great! Very responsive to all messages and sent super cute pictures of my girl while I was away. Will definitely book with Andrea again!”

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Victoria A.
Sitter Profile Image: Zachary V.
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Zachary V.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
West Town, Chicago, IL, 60642

“Fantastic! Zach was respectful, attentive, and welcoming to my dog. Drop off/pick up was incredibly simple and I could tell my dog enjoyed his stay!”

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Noah T.
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Cat caregivers near you - Douglas

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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

“Thanks Ruari!”

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Ali A.
Sitter Profile Image: Kaylie L.
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Kaylie L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
34 years of experience
Near South Side, Chicago, IL, 60616

“Kaylie took such great care of my senior kitty while I went away for the weekend. She was very quick to respond, and sent me wonderful pictures and updates. He was well cared for and happy. I would definitely book with her again!”

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Teresa B.
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 was great with checking on our cat, Tom, while we were away for the long weekend! Mariam kept us updated with how he was doing and was overall very responsive and excellent to work with! Thank you!”

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Morgan P.
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 did a great job with our two cats. Lots of pictures of them hanging out together. She left everything in order after her stay at our place, and we will definitely book with her again.”

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Charles K.
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: 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 is an amazing sitter. My cat felt comfortable with her very quickly and loved when she would visit. Qutress sent me thorough updates and lovely photos every time she went to check in on her. If I leave town again I’d definitely want to rebook with Qutress (and so would my cat!).”

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Ceylon A.
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
6 repeat clients
10 years of experience
Oakland, Chicago, IL, 60653

“Christina took amazing care of our cats when we went out of town. She was consistently punctual, reliable, and went above and beyond when we need it came to cleanliness. She administered medication to our older cat and spent extra time playing with our younger cat. She even picked up our packages. Leaving your pets with Christina means leaving them in the best hands.”

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Jordan L.
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 was responsive, kind, and so great with Nimby! I would absolutely book her again and would highly recommend her to anyone looking for someone to watch their babies!!”

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Emma H.
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: 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: 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: 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

“Tamara took great care of my cat while I was out of town! She was very responsive and transparent, keeping me updated throughout the booking. She was also really flexible & understanding when an issue came up with my keys - l couldn't have asked for a better sitter”

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Janaye M.
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: 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 great care of my cats, and spent time giving them attention on top of making sure all their basic needs were met. Her daily updates were so helpful. I usually feel guilty leaving my cats during a trip, but I felt total peace of mind knowing she was taking care of them. Will definitely use her again.”

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Tyson W.
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 was absolutely fantastic with my kitten Tyson! She covered the span of 5 days - on three of them I wanted him checked on twice and on the other two days I had her come once as family wanted to visit with him as well. She sent me pictures every time she was with him and I hate to say it, but I don’t even think he realized I was gone! He was happy and playful and sweet - she is clearly an animal lover and whisperer! Super trustworthy and stayed in constant communication. Don’t hesitate to use her - we will continue to whenever he needs a sitter! Thanks, Annie!”

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Stephanie G.
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: 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

“Sally took care of my two cats for about 2 weeks .she sent us everyday 2 or 3 pictures of cats and me and my husband felt relived after we got messages from Sally that cats were doing good while we were traveling.I am so happy that I got to know her.”

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Joohyun L.
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 watched our cat Chachi and she did an amazing job! He’s typically very shy but Elizabeth was so gentle and patient that he immediately warmed up to her. Having Elizabeth watch him gave us a really big sense of relief and made us feel safe leaving him knowing he was in such good hands. I can tell she really cared for him and enjoyed his company. I hope to always use Elizabeth when we’re out of town.”

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Madeline E.
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.
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Perfect for high energy dogs - Douglas

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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: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 398 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: 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: 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: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
• 210 reviews
76 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: 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: 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: 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: 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: 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: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 108 reviews
32 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: 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: 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

“Excellent communication and clearly responsible. My dog was happy to meet her when I went to leave her a second time. Would strongly recommend.”

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Soorya S.
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: 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 boarded my pup overnight and she was great. She's knowledgeable, loving and caring in her interaction with me and my fur buddy. We look forward to using her services again in the near future.”

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Millicent C.
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

“Katrina was absolutely fantastic. She went above and beyond taking care of Snowy while I was visiting Chicago. I would strongly recommend her to anyone looking for dependable dog care in Chicago.”

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Akanksha T.
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.
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: 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

“Great first day of daycare. Jennifer is very experienced with dogs and was super understanding of my nervous pup, who ended up having a great time!”

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Corey C.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$40
per day
4.5 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
McKinley Park, Chicago, IL, 60609

About: I’ve taken care of or have had animals since I was a child. Currently I have a cat named Ida who is very sweet & affectionate. I always strive for a 5-star experience, but my top priority will always be the safety of the pets in my care. I chose to refuse a request to take a cat outside without a harness, as the flight risk was far too high. It resulted in a low rating, but I will never compromise an animal's safety. I just graduated with a Master’s of Social Work. Before beginning my career, I’m taking some down time and taking care of animals. This gives me the ability to prioritize your pets needs! My environment is animal friendly. I have a fenced in back yard and live near a park. I have a cat named Ida who is welcoming to new animals inside our home. I allow animals on my bed and furniture.

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Adventure-ready dog walkers - Douglas

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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: 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: 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

“Strong communicator and sweet energy with my pets. I was nervous about hiring a dog walker and Mariam helped put me at ease by demonstrating her trustworthiness.”

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Heather M.
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 is awesome! She’s always communicative and punctual. Our dog Archie loves walking with her and waits by the door for her to come on the days she walks him.”

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Caroline C.
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: 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: 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: 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: Ella M.
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Ella M.
from
$20
per walk
5.0 out of 5 stars
• 4 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: 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: 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: 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: 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!

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: 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

“So good with Cassius Clay, and always right on time!”

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Allecia 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: 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: 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: 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: 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

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Large dog specialists near you - Douglas

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Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 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: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 210 reviews
76 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”

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Amanda L.
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

“This is the second time Harper has stayed with Bola - she is amazing with him. Whenever I drop him off, he just forgets about me. She's super attentive, ask questions when she's unsure, and checks in enough to give me comfort. Would return asap!”

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

“E is a highly communicative and caring Rover. She regularly tried different approaches to make my dog feel comfortable in a new environment. I would highly recommend.”

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Christopher P.
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

“Tim took excellent care of my four month old puppy while I was on a trip. He was very accommodating, easy to communicate with and sent frequent updates and photos while I was gone. I would definitely book with Tim again!”

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Nicole C.
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

“We love Jenna! She was so great with my dachshund Honey. I don’t leave her often, so it was wonderful to have a totally stress-free trip knowing Honey was happy and in great hands with Jenna. She checked in multiple times a day, sent lots of pictures, and was so sweet. Will definitely book her again!”

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Libby E.
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: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 81 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

“This was Miji’s third boarding with Steven and Amanda. We always feel secure when going on a trip as we know Miji loves to stay there. He was even unwilling to go home when we picked him up.🤣”

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Ruby T.
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: 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 is so amazing!! So flexible with timing, kind, and sends pictures! She also was so nice in meeting me before so I could make sure my dog would be okay with her dog. Her dog is so chill so it was perfect for my anxious dog. Thank you so much again Katie!!! Definitely will book again 😊😊😊”

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Ana H.
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 is such a fantastic sitter and it’s very obvious she really cares for our pup and enjoys the time spent with her while we’re away. I would recommend Sarah over and over again for anyone looking for a caring pet sitter!”

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Jake N.
Sitter Profile Image: Zachary V.
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Zachary V.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
West Town, Chicago, IL, 60642

“Fantastic! Zach was respectful, attentive, and welcoming to my dog. Drop off/pick up was incredibly simple and I could tell my dog enjoyed his stay!”

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Noah T.
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: 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

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

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Rachel R.
Sitter Profile Image: 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

“Lech did a great job with our dog Lacey! She seemed relaxed and very well cared for - he even took her on a trip to the dog beach ?. I would definitely book again!”

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Meg & Gabriel D.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

“Magdalena did a great job watching our dog for the week. She proactively provided updates and pictures and was very responsive. She exhibited great care for our dog asking questions related to behaviors and patterns. Will trust her to watch our pets in the future!”

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Charles U.
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
36 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

“Kyla was wonderful. I was so nervous because I normally have my dog stay with a neighbor that he knows very well, but she sent so many wonderful updates (the good and the bad! like him being shy at first and then warming up) that I felt at ease. I will definitely repeat with her!”

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Ella C.
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.
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

“While I’m away, I feel super comfortable having my 4 dogs with Jennifer. I miss my dogs and it helps so much that she sends videos and pictures of my babies. She’s flexible and it helps with my last minute schedule. Super duper appreciative of her!!! Returning for a 3rd time tomorrow. :)”

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Michelle C.
Sitter Profile Image: Angel V.
Verified Enhanced Background Check
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 is a great communicator. He takes such good care of my old pup. He find inventive things for her to do, to make her comfortable, and even encourage her to eat! So thankful for him!”

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Natalie H.
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