Personalized care for your dog or cat - Lower West Side

Highly-rated overnight sitters - Lower West Side

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

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Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
46 reviews
5 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

Fantastic dog sitter! Took great care of our dogs and kept us updated with regular messages and photos throughout their stay. We felt completely at ease knowing they were in such good hands. Highly recommend!

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

Ashely was amazing! Duncan had a great time, and Ashley was excellent at communicating throughout the stay. She has a ton of experience boarding dogs, so pretty much any situation or issue specific to our dog's care, she was able to handle no problem. Would definitely recommend and will use her again for future boarding stays for our dog!

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

Ania was great with Ringo. I was very fortunate that she was able to watch him with short notice. She kept me updated and sent pictures daily.

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Kevin T.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

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

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Michelle C.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
134 reviews
28 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann is awesome! She kept me updated throughout Briggs entire stay and even made him food when he didn’t want to eat his own. I appreciate all the pics and attention she gave him.

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Jaclyn P.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
383 reviews
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

⭐️⭐️⭐️⭐️⭐️ Liz was absolutely wonderful with my dog while I was traveling overseas. I was gone for almost 10 days on a very long international trip, so it was really important for me to find someone I could trust — and Liz exceeded my expectations. She provided regular updates with photos and videos showing what my dog was doing, which gave me great peace of mind while I was away. It was clear that my dog was happy, comfortable, and well cared for the entire time. Liz and her family created a very welcoming environment, and my dog really enjoyed the social time with the other dogs. He especially loved having access to the backyard where he could play and relax. When I picked him up, he looked healthy, happy, and clearly had a great stay. I would absolutely recommend Liz to anyone looking for a caring and responsible dog sitter, and I would not hesitate to book with her again. Thank you, Liz, for taking such great care of my dog!

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Marvin S.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$53
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea took great care of my dog for 5 days and I had a really positive experience. Communication was great the whole time, she was very sweet, and my dog seemed like she had a great time with her. She was also super thoughtful and flexible, she even offered to do drop-off for me, which I really appreciated. She also noticed my dog was running low on food and reached out right away to ask if it was okay to ration it, which I appreciated because it showed she was paying close attention and wanted to make sure everything was handled properly. I would definitely book with her again!

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Zoe W.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
201 reviews
76 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was amazing! I was sorry worried about leaving Ollie bear for the first time but he was so responsive and sent tons of pictures! I felt so good knowing Ollie was so well taken care of.

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Kristi J.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
96 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Lulu & I love SWEET Jenna!! She is simply the BEST!!! So kind & so responsive. Also sends lots of pictures which I appreciate 🩷 We can't wait to see her again!

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Hattie M.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
204 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina loves dogs and did an amazing job watching Moku! She asked all the key questions and provided us with updates and photos every day! Moku clearly had a great time!

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Elise W.
Sitter Profile Image: Iwona K.
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Iwona K.
from
$50
per night
5.0 out of 5 stars
606 reviews
200 repeat clients
22 years of experience
West Town, Chicago, IL, 60622

Iwona is the best! She gave our puppy so much love while he stayed with her for a few days while we were out of town. He is a high energy pup and she knew how to handle him. Highly recommend her!

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

Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!

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Pranshul G.
Sitter Profile Image: Chad P.
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Chad P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
60 reviews
14 repeat clients
25 years of experience
Lincoln Park, Chicago, IL, 60614

This is our third time leaving Dolly with Chad and I’m pretty sure she’s starting to like them as much much as us 😂 she ran right up to their door and was so excited to see them! Can’t recommend them enough!

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Rebecca S.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
27 reviews
12 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: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
111 reviews
30 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel took such great care of our golden Rosie when she stayed with him for a week! She came back home tired and happy. Angel was great about providing us with updates and lots of pictures and videos so we could tell Rosie was having a great time with him and his resident pups. Would definitely recommend Angel!

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Nicki F.
Sitter Profile Image: Fortino V.
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Fortino V.
Star Sitter
from
$41
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
West Town, Chicago, IL, 60642

Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.

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Andrea S.
Sitter Profile Image: Kyla R.
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Kyla R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
76 reviews
27 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

Kyla was so great with Poppy! She really helped me out with a last minute holiday weekend booking when my previous sitter fell through, and sent plenty of daily updates and pictures of her snuggled up relaxing and playing and having fun while I was gone. Thanks again!

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

Katie was great! Our dog had an injury that required some extra care and Katie made sure our pup was well taken care of and kept us updated throughout our dog’s stay

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Anushka P.
Sitter Profile Image: Andre S.
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Andre S.
from
$50
per night
4.7 out of 5 stars
13 reviews
2 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Andre and Gabriel took wonderful care my Leo! They sent pictures with updates and even though it was a short stay. I will definitely book them again!

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Eboni M.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!

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Michelle C.
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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 - Lower West Side

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

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Sitter Profile Image: Andres G.
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Andres G.
from
$20
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
2 years of experience
Lower West Side, Chicago, IL, 60608

Andres dropped in on our two cats for a long weekend while we were out of town. He was an amazing rover! Very communicative, reliable, and easy to work with. I could tell our cars were very happy with his companionship. I definitely plan to book again and highly recommend hom to anyone looking for pet care!

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Stella L.
Sitter Profile Image: Breanna S.
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Breanna S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
113 reviews
30 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

So helpful on her checkins with our cat and even cleaned up after her. Went the extra mile and made us feel more at ease being away from her!

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Maggie M.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
192 reviews
71 repeat clients
20 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was great. We looked forward to her thorough visit updates and photos while she dropped in on our kittens while we were gone on vacation. Would definitely hire again

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Natalie L.
Sitter Profile Image: Yesenia R.
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Yesenia R.
from
$18
per visit
4.9 out of 5 stars
102 reviews
30 repeat clients
14 years of experience
Lower West Side, Chicago, IL, 60608

Yesenia is amazing. This is our first time leaving our cat after we got her from the streets, so we're a bit reluctant, but Yesenia gave us updates every single time. We'll definitely ask Yesenia again next time

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Windy P.
Sitter Profile Image: Gwen P.
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Gwen P.
from
$18
per visit
4.9 out of 5 stars
21 reviews
11 repeat clients
8 years of experience
Chicago, IL, 60608

I had to change cat sitters last minute and I am very happy that Gwen was available. She took great care of my two boy cats. She also didn't have a problem with stocking the feeder with wet food every three days. Initially, there was a misunderstanding that was quickly remedied. When I came back, my two boys were happy and healthy, freshly brushed. Gwen apparently even cleaned the couch, as there was no hair to be found there. She also agreed to keep my huge number of plants alive during the time that I was gone... and it turned out to be a monumental task with >90F heat every day. But they are all thriving! Thank you!

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Judith B.
Sitter Profile Image: Leila S.
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Leila S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
45 reviews
12 repeat clients
18 years of experience
Chicago, IL, 60612

Lelia was great with my 2 cats, one of them took a treat right from her hand! This was the kitty who usually doesn’t go near anyone except me. She was able to give my cat his medications , all 4 of them with no issues ! I would definitely recommend her to any pet owners to care for their pets.

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Linda M.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
189 reviews
45 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60608

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

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Eric B.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great with my cats! Super communicative and sent lots of pictures. Everything was clean and kept up with. Will definitely book with her next time I need a sitter!

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Natalie M.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

Magdalena followed instructions well and took great care of my cat, he was relaxed and happy when I got home!

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Alex M.
Sitter Profile Image: Monica & Calvin M.
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Monica & Calvin M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
303 reviews
111 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

My cats were very comfortable with Calvin and Monica. They were very dependable and took great care of the cats. I was out of town for a long time and I trusted that the cats were fed and safe with them :). Lots of photos and update messages were appreciated. Will definitely use again. Thank you!

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Jeff O.
Sitter Profile Image: Paige B.
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Paige B.
from
$15
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
South Lawndale, Chicago, IL, 60608

Paige was a great sitter for Penny while I was out of town for a few days. She followed instructions clearly and provided a set of update photos with each visit.

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Jacob M.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
33 reviews
13 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: Carolina M.
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Carolina M.
from
$20
per visit
5.0 out of 5 stars
11 reviews
6 years of experience
Lower West Side, Chicago, IL, 60608

Carolina took great care of my cat. She’s communicative and reliable. I felt at ease when I was away from my little fur baby. Thanks, Carolina!

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Bernadette H.
Sitter Profile Image: Jazmyne J.
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Jazmyne J.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Lower West Side, Chicago, IL, 60608

Jazmyne did such an amazing job caring for my kitties! She was very organized and communicative, and was absolutely amazing with them. She even got my super shy kitty to come out and play with her day 1! She also took amazing care of my older cat, who has some special dietary needs. I will definitely ask her to look after them again :)

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Maia C.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
15 years of experience
Chicago, IL, 60616

It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!

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Samiha Z.
Sitter Profile Image: Julianne F.
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Julianne F.
from
$25
per visit
5.0 out of 5 stars
106 reviews
29 repeat clients
30 years of experience
Lower West Side, CHICAGO, IL, 60616

Julianne was great with our little guy. She sent very detailed notes about how he was doing while we were gone. I'd highly recommend her, and will definitely book her again in the future!

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Donna G.
Sitter Profile Image: Ana A.
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Ana A.
from
$21
per visit
4.9 out of 5 stars
33 reviews
14 repeat clients
4 years of experience
Lower West Side, Chicago, IL, 60608

Ana took care of my snap dog for 3 days woke I was out of town. I really appreciated that she listened and followed my instructions to make sure my dog's schedy was not affected too much. Age was on time and communication was prompt and very appreciated! Thank you Ana!

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

Jenna was so great! Super communicative, friendly, and great with my cats. I felt very comfortable knowing that they were in great hands while I was gone for the holidays. I would definitely book with Jenna again!!

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Caroline R.
Sitter Profile Image: Nataliia S.
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Nataliia S.
Star Sitter
from
$24
per visit
4.9 out of 5 stars
29 reviews
13 repeat clients
2 years of experience
Chicago, IL, 60608

Does not provide notes in the rover card and only takes 1-2 photos but came on time and got the job done! And communicated about booking well enough.

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Sydney S.
Sitter Profile Image: Cáel H.
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Cáel H.
from
$18
per visit
5.0 out of 5 stars
282 reviews
97 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Cáel was great! Will definitely be re-booking. Her patience and persistence with our shy cat paid off and he actually came out for her and let her pet him ?

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Suzanne B.
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Perfect for high energy dogs - Lower West Side

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

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Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
191 reviews
70 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: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

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Eric F. R.
Sitter Profile Image: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
7 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: Jennifer N.
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Jennifer N.
from
$30
per day
4.9 out of 5 stars
264 reviews
122 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Jennifer took great care of Kashi. I got plenty of pictures and videos for his one day daycare stay. I picked him up and he was in great spirits. I would definitely use her again!

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Angela L.
Sitter Profile Image: Diamond D.
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Diamond D.
Star Sitter
from
$39
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60612

Diamond is an amazing sitter! She truly cares for the dogs she looks after and keeps you at ease with regular updates. My Leo came back home so tired and happy-which says everything, and he honestly didn’t even want to leave her place! Her dogs are wonderful as well and got along perfectly with mine, which made the whole experience even better. Diamond is reliable, punctual, and clearly passionate about what she does. I would highly recommend her to anyone looking for a caring and trustworthy sitter.

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Jhalak A.
Sitter Profile Image: Monica M.
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Monica M.
from
$35
per day
5.0 out of 5 stars
13 reviews
5 repeat clients
19 years of experience
Bridgeport, Chicago, IL, 60608

About: Hi! My name is Monica and I recently graduated from Indiana University. I’ve grown up around animals my entire life, so caring for them has always come naturally to me. While I was in college, I fostered through local animal shelters, which gave me experience caring for animals with all different personalities, ages, and needs. I’m also currently a volunteer at the Anti-Cruelty Society in Chicago, where I help care for animals and support the shelter. I work from home, so I’m able to give pets a lot of attention throughout the day. Your pet will never be left alone for long. My dad is also recently retired and home most of the time, so there’s always someone around to give extra attention, playtime, and care. I have a small Yorkie named Tucker and a cat named Penny. They’re both very friendly and used to being around other animals. Tucker is great at matching other dogs’ energy (whether they want to play or relax), and Penny is very calm and tends to mind her own business. Whether it’s walks, playtime, feeding, or just keeping your pet company, I treat every animal like they’re part of the family. I’d love the opportunity to care for your pet and make sure they feel safe, happy, and comfortable while you’re away! I recently graduated from Indiana University and am now back home in Chicago full-time. My dad is retired and home all day, and I spend most of my time at home too, so your pet will always have company and attention. I’m not super busy and genuinely love being around animals — it’s the perfect setup! I have a private, fully fenced yard and never let pets outside without supervision. My home is spacious, and pets are welcome to relax anywhere they’d like. I also have a 2-year-old, 4.5-pound Yorkie who mostly keeps to himself but is always up for a little playtime if your pet wants a buddy! I’m happy to crate your dog at night if you prefer, or they’re welcome to sleep with me — I’d love that too!

Sitter Profile Image: Adriana Z.
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Adriana Z.
from
$31
per day
5.0 out of 5 stars
3 reviews
16 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve taken care of dogs (small mostly) since I was 11. I grew up with two chihuahuas and am currently fully in love with my mom’s current weenie dog. I’ve fostered 3 small/medium dogs in the past 2 years and am trusted with my friends and families dogs for walking and sitting. I work from home Mondays and Fridays and am usually home most weekends (unless I’m traveling). I’m able to be home with the dog and take on walks for most of the day. I live less than a block from Harrison Park, so I will be able to take the dog for a walk and some exercise daily. I also happy to lounge on the couch and bed with the dog if they need plenty of company and rest. Dogs are little fur babies to me and they will be the royalty in the home. Be prepared for many pictures.

Sitter Profile Image: Beatriz R.
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Beatriz R.
Star Sitter
from
$37
per day
5.0 out of 5 stars
11 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve had pets my whole life so I’m adapting to watch dogs an cats I used to help some of my friends and family to watch their pets and actually I still doing with some of my neighbors’s pets and other people’s pets! I can watch the pets in my house or in the client’s house. I’m almost all day at home so I have time to play and walk to your dogs or watch your cats I enjoy when I watch pets ‘cause I’m a dog and cat lover! I have a park so close to my house so I can take Your pets for walks, and also there is a fence dog park with in walking distance from my house and I have a fence yard.

Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$48
per day
5.0 out of 5 stars
204 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina was great. Very good communication, lots of updates and pictures, and had an extra harness when ours broke. Would highly recommend!

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AJ S.
Sitter Profile Image: Czarina H.
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Czarina H.
from
$55
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
17 years of experience
Near West Side, Chicago, IL, 60607

About: I grew up with family dogs and have had mine since he was 8 weeks old (he will be 17 years old this August!). Experience with puppies through senior dogs. Large breeds and small! Would love to take care of yours. I work full time from home, so I have ample amount of time to hang out with your pups (no matter the age, dogs are forever pups in my eyes!). I have an almost 17 year old pup who naps most of the day but is always excited for his walks! I live in a low traffic area and just down the street from a fenced grass area we play in. In case there’s rain, I have a covered area to take the pups out so they still get some fresh air.

Sitter Profile Image: Nicholas E.
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Nicholas E.
from
$40
per day
5.0 out of 5 stars
4 reviews
15 years of experience
Lower West Side, Chicago, IL, 60608

About: I have been a pet owner for over 20 years, so caring for animals has been a big part of my life for as long as I can remember. I have helped raise, train, exercise, and comfort dogs of all breeds, sizes, and temperaments. I was also a cat owner for over a decade, which gave me experience with pets who have very different personalities, routines, and comfort levels. My family has been pet sitting for nearly 10 years, and I helped with a lot of that care over the years. Through that, I learned how important it is to be reliable, patient, and attentive to each pet’s needs. Now that I am on my own, I am excited to start offering pet care myself and to provide pets with the same kind of safe, loving care I would want for my own animals. I am a teacher, but I am currently on summer break, so my schedule is very open and flexible. I have plenty of availability during the day, evenings, and weekends, while still being dependable and consistent with the care I provide. I am able to work around each pet’s routine and make sure they get the attention, exercise, and care they need. In my home, pets will have a safe, clean, and comfortable space to relax and feel cared for. I live in a large 3-bedroom apartment with secure doors that create natural barriers throughout the apartment, which makes it easy to separate spaces when needed or help a pet feel more comfortable. There are no other pets in the home, so your pet will receive my full attention without having to adjust to unfamiliar animals. One of the best parts of my home is the fully fenced-in backyard. There is plenty of space for dogs to run around, play, use the bathroom, or just stretch their legs safely. I can provide walks, playtime, feeding, water, comfort, and supervision based on each pet’s normal routine. When caring for pets in a client’s home, I do my best to follow the owner’s instructions closely so the pet can stay on their usual schedule. I know how important consistency is, so I pay attention to feeding times, walks, medication instructions, favorite toys, comfort needs, and any house rules. My goal is always to make pets feel safe, comfortable, and cared for whether they are in my home or their own. Please note, I only sit pets from 1 household at a time - that way your pet(s) get all of my attention!

Sitter Profile Image: Magdalena M.
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Magdalena M.
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$33
per day
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve had my cat for 3 years, raising her from a playful kitten into a calm, well-behaved adult. This has given me hands-on experience with feeding, litter care, and keeping pets comfortable and happy. I specialize in caring for cats and calm adult dogs, providing a safe, crate-free, stress-free home. I’m patient, reliable, and attentive — making sure every pet feels loved while their owners are away. Special Skills: -Training and caring for kittens -Creating calm, low-stress environments Routine management: feeding, litter, and general care -Comfortable hosting calm adult dogs I currently have a flexible schedule and am available most days and times to provide attentive, stress-free care for both cats and calm adult dogs. Being between jobs allows me to focus fully on your pet’s needs, including feeding, litter care, companionship, and walks for dogs. I can accommodate morning, afternoon, or evening visits, and I’m happy to adjust my schedule to fit your pet’s routine. I provide a calm, safe environment for cats and calm adult dogs, whether in my home or at the client’s home. Pets are always supervised and cared for according to their routines. My home features a fenced yard, giving pets a safe outdoor space to explore. I also have a friendly, well-behaved cat, so I’m experienced in helping pets feel comfortable around other animals. I follow owners’ instructions closely for feeding, litter care, walks, and general routines to ensure pets feel secure and happy while in my care.

Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
138 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.

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Isabel C.
Sitter Profile Image: Sara T.
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Sara T.
from
$40
per day
5.0 out of 5 stars
4 reviews
20 years of experience
Lower West Side, Chicago, IL, 60608

Thank you so much for taking care of Seymour.

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Anup A.
Sitter Profile Image: Yasmine A.
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Yasmine A.
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$35
per day
5.0 out of 5 stars
6 reviews
12 years of experience
Near West Side, Chicago, IL, 60612

Yasmine was wonderful with my very energetic dog. Her own dog is well-behaved and serves as a great role model for other dogs. When my dog came home, he was happy, tired, and completely content, a clear sign that he had a fantastic time. She lives close to a large dog park where dogs can run, play, and burn off their energy while having the time of their lives. I feel completely comfortable leaving my dog with Yasmine and plan to do so regularly. I highly recommend her to anyone looking for a caring, reliable sitter and excellent company for their dog.

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Jhalak A.
Sitter Profile Image: songen f.
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songen f.
Star Sitter
from
$50
per day
5.0 out of 5 stars
16 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Sundae had a great time with Songen and poopoo. Sundae loves playing with poopoo and Songen does a great job of providing updates on how Sundae is doing.

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Cheryl G.
Sitter Profile Image: Anthony N.
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Anthony N.
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$60
per day
5.0 out of 5 stars
26 reviews
8 repeat clients
7 years of experience
Near West Side, Chicago, IL, 60608

Anthony was very nice, communicative and flexible with booking when there was a mistake on our end.

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

About: ✦Limited spots left for July 4th weekend• South Loop/Downtown 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: Rachel S.
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Rachel S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60607

Rachel and her pup took great care of Leo! She was very responsive and flexible, and Leo was comfortable with her right away. We will definitely be using her services again soon!

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

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

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David B.
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Adventure-ready dog walkers - Lower West Side

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Sitter Profile Image: Andres G.
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Andres G.
from
$20
per walk
5.0 out of 5 stars
35 reviews
12 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres has been absolutely amazing! He has been amazing to work with. My pittie mix absolutely loves going for his walks with Andres. He is always on time and very professional. Would highly recommend.

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Jo K.
Sitter Profile Image: Breanna S.
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Breanna S.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
113 reviews
30 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Breanna has been amazing with Nala, very consistent, and excellent at communicating with us! Nala loves her daily walks and looks forward to seeing her every day. She has definitely been instrumental in helping us bring this new pup into our home

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

I’m so grateful I found Jenna. She’s been a blessing for me and my dog. Zara is always excited to see her, and I can tell that Jenna treats my baby with so much patience and love. Jenna’s reliability and kindness mean the world to us.

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Ciera B.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve had my cat for 3 years, raising her from a playful kitten into a calm, well-behaved adult. This has given me hands-on experience with feeding, litter care, and keeping pets comfortable and happy. I specialize in caring for cats and calm adult dogs, providing a safe, crate-free, stress-free home. I’m patient, reliable, and attentive — making sure every pet feels loved while their owners are away. Special Skills: -Training and caring for kittens -Creating calm, low-stress environments Routine management: feeding, litter, and general care -Comfortable hosting calm adult dogs I currently have a flexible schedule and am available most days and times to provide attentive, stress-free care for both cats and calm adult dogs. Being between jobs allows me to focus fully on your pet’s needs, including feeding, litter care, companionship, and walks for dogs. I can accommodate morning, afternoon, or evening visits, and I’m happy to adjust my schedule to fit your pet’s routine. I provide a calm, safe environment for cats and calm adult dogs, whether in my home or at the client’s home. Pets are always supervised and cared for according to their routines. My home features a fenced yard, giving pets a safe outdoor space to explore. I also have a friendly, well-behaved cat, so I’m experienced in helping pets feel comfortable around other animals. I follow owners’ instructions closely for feeding, litter care, walks, and general routines to ensure pets feel secure and happy while in my care.

Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
189 reviews
45 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60608

We are very grateful we found Mike! He is great with our two large dogs and has worked hard on keeping us updated on their walks, and working with them on listening better while walking. He is very responsive and respectful of our home, and we look forward to working with him again.

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

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

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Oscar R.
Sitter Profile Image: Janelle C.
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Janelle C.
from
$20
per walk
5 years of experience
Lower West Side, Chicago, IL, 60608

About: Hello i'm Janelle C.(she/her)! A dog walker and pet sitter with 5 years of professional experience at Fur Real K9's as well as with my own clients here in Chicago. I also have a life time of experience loving and caring for animals, including my own two adorable black cats Elizabeth and Momo. In my childhood I took care of all the cats, dogs and horses on our family farm back in Missouri. In my 5 years as a pet sitter i've taken care of everything from geckos to guinea pigs. In that time I took classes in pet CPR and behavior management, particularly for large dogs. I know I can give your pet the love, care and attention they deserve. I hope you trust me to be your next pet sitter! I'm free on weekends (Friday night, Saturday and Sunday) for pet sitting and walking as well as over nights. I have time on Wednesdays for walks and home visits. I consider myself to be an attentive, patient and caring pet parent and I look after my clients pet's just as I would my own. I've worked with all sorts of animals, I've broken up ugly dog fights, changed diapers and sat with pups through seizures

Sitter Profile Image: Lillian M.
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Lillian M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
28 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: Craila N.
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Craila N.
from
$25
per walk
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Chicago, IL, 60608

About: I work from home full time and I’ve grown up with dogs all my life and I’m a huge pet lover. I used to foster dogs of all sizes so I’m used to having guest pups around. I have a 11yr old Doberman mix who wouldnt mind the extra company of another dog. He’s too old to actively play so he’ll do best with another low energy dog or dog that doesn’t need a play friend. We love the outdoors and go on frequent walks. Dogs will have free rein of the apartment. Daily routine will be the same as my pup. Three walks a day (or more if needed). Breakfast around 8 and dinner around 6 unless different hours are needed. Dogs will have free roam of the apartment but I also have the ability to separate them if requested. I also don’t mind if they are on the furniture and I have plenty of options for sleeping arrangements.

Sitter Profile Image: Nataliia S.
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Nataliia S.
Star Sitter
from
$26
per walk
4.9 out of 5 stars
29 reviews
13 repeat clients
2 years of experience
Near West Side, Chicago, IL, 60608

Nataliia has been great! My dog can be a little anxious, but she is patient and built trust right away. It’s such a relief knowing he is in kind, capable hands. We especially appreciate the detailed updates after each walk—it shows genuine care and professionalism.

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Goat Lives M.
Sitter Profile Image: Jacob S.
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Jacob S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
11 reviews
7 repeat clients
15 years of experience
Chicago, IL, 60607

Jacob was my first dog walker for Bear. He arrived later than booked but communicated his arrival. Jacob was able to answer my questions and we spoke about Bear and his behavior. Jacob returned with a happy pup after an hour. I like the report card that shows the walk they went on. I would recommend.

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Andrea P.
Sitter Profile Image: Kristi T.
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Kristi T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
52 reviews
15 repeat clients
17 years of experience
Lower West Side, Chicago, IL, 60608

Kristi provided great care to my dog Bria. She sent detailed updates throughout her visit including many photos. She made Bria feel very comfortable. Would definitely book again! Highly recommend!!!

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

It was a pleasure working with Chauntrell to walk my boy! I received great progress pics and solid communication during the process. I appreciate knowing my son was well taken care of while I couldn’t be home. Thank you, Chauntrell!

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Melissa M.
Sitter Profile Image: Monica & Calvin M.
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Monica & Calvin M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
303 reviews
111 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

Calvin does an amazing job walking my dog Penny. I get detailed updates and he’s always there when he says he will be.

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Rachel M.
Sitter Profile Image: Carolina M.
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Carolina M.
from
$20
per walk
5.0 out of 5 stars
11 reviews
10 years of experience
Chicago, IL, 60608

Carolina did great with my dog, he bonded with her right away and I will definitely book with her again. I appreciate how easy it was to communicate, and how flexible she was with my new work schedule, which im still working out.

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Jennifer D.
Sitter Profile Image: Melissa L.
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Melissa L.
from
$30
per walk
5.0 out of 5 stars
56 reviews
20 repeat clients
7 years of experience
Lower West Side, Chicago, IL, 60608

Melissa is the best🩷 — we absolutely love her! She is so sweet with my baby, spoils him, takes amazing care of him, and always keeps me updated on how everything is going. My favorite part is that she’s always sharing videos and photos with me! She even plays with him and makes little blanket forts 🥹 We can truly tell she does this with so much love for dogs. She always goes the extra mile. Thank you so much, Melissa!✨🤗

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Laura Elena O.
Sitter Profile Image: Beatriz R.
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Beatriz R.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Thank you Beatriz! Glad to have someone if I need more dog walking in the future

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Francis B.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
33 reviews
13 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: Jazmyne J.
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Jazmyne J.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Lower West Side, Chicago, IL, 60608

About: I am an educator by training. I am looking for extra work during the summer and school year away from the classroom. I dog and cat sat and dog walked throughout college for four years. I cared for a 15-year-old labrapoodle and I cared for a 7-year-old bordie collie for a combined 5 years. I took them on daily walks, fed them according to a strict meal regimen, and made sure they were safe. The 15-year-old dog had health issues so I have experience in responding to health crisis with elderly dogs and know how to respond in case of an emergency. I am willing to commute, but have limited availability with overnight visits as I have a 19 month old and 7 month old at home.I also have experience with cats! I personally have four cats (ages 2,2, 2, and 4) who I love dearly. I’m able to administer medicine, feed, and care for all breeds and ages of cats. Generally, I do have a full-time job so pet care is part time for me. I’m saving to buy a house and go on a trip so I’m really looking for extra income. Work takes up my time during the day, but I’m available in the evenings and weekends for pet sitting. I’m also available during holidays and the summer. As of 12/2/25: I am currently not working so I have open availability. I have cats so animals need to be friendly with cats. We dog sat for a few weeks and my cats were friendly with the dogs. If the animals must stay with me, I prefer cats as my schedule makes dog walking from my home challenging. I can do drop ins!

Sitter Profile Image: Jazmyne T.
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Jazmyne T.
from
$15
per walk
10 years of experience
Chicago, IL, 60607

About: Hi, I’m Jazmyne, a lifelong animal lover with a passion for all pets. I’ve grown up with pets, have my own, and have volunteered and worked with animals professionally; including as a Client Care Coordinator at Thrive Pet Healthcare, where I was the first point of contact for pet parents, coordinated with the veterinary team, and learned firsthand how to read a pet’s needs and keep them calm in a clinical setting. I also rotated onto the daycare floor, where I helped supervised group playtime, watched for signs of stress or overstimulation, and kept things safe and calm for dogs of different sizes and temperaments. That mix of experience taught me a lot about animal behavior and how to stay calm and attentive no matter the setting. Your pet will be in experienced, caring hands. I promise to bring energy and enthusiasm to every visit. Your pet will have fun and receive individual attention and love, regardless of size or age. I’m highly responsive and flexible, making it easy to fit walks and drop-in visits into your schedule. I’ll always confirm plans in advance so you can count on me being there when your pet needs it most. During drop-in visits I follow your routines closely and make sure your home is left exactly as I found it. I’m experienced handling pets of all sizes and temperaments, and I’ll always send photos and updates. You won’t ever have to wonder about what they’re up to, or how they’re doing.

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Large dog specialists near you - Lower West Side

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

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

Ashely was amazing! Duncan had a great time, and Ashley was excellent at communicating throughout the stay. She has a ton of experience boarding dogs, so pretty much any situation or issue specific to our dog's care, she was able to handle no problem. Would definitely recommend and will use her again for future boarding stays for our dog!

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

Ania was great with Ringo. I was very fortunate that she was able to watch him with short notice. She kept me updated and sent pictures daily.

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Kevin T.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

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

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Michelle C.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
383 reviews
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

⭐️⭐️⭐️⭐️⭐️ Liz was absolutely wonderful with my dog while I was traveling overseas. I was gone for almost 10 days on a very long international trip, so it was really important for me to find someone I could trust — and Liz exceeded my expectations. She provided regular updates with photos and videos showing what my dog was doing, which gave me great peace of mind while I was away. It was clear that my dog was happy, comfortable, and well cared for the entire time. Liz and her family created a very welcoming environment, and my dog really enjoyed the social time with the other dogs. He especially loved having access to the backyard where he could play and relax. When I picked him up, he looked healthy, happy, and clearly had a great stay. I would absolutely recommend Liz to anyone looking for a caring and responsible dog sitter, and I would not hesitate to book with her again. Thank you, Liz, for taking such great care of my dog!

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Marvin S.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
201 reviews
76 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was amazing! I was sorry worried about leaving Ollie bear for the first time but he was so responsive and sent tons of pictures! I felt so good knowing Ollie was so well taken care of.

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Kristi J.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
96 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Lulu & I love SWEET Jenna!! She is simply the BEST!!! So kind & so responsive. Also sends lots of pictures which I appreciate 🩷 We can't wait to see her again!

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Hattie M.
Sitter Profile Image: Iwona K.
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Iwona K.
from
$50
per night
5.0 out of 5 stars
606 reviews
200 repeat clients
22 years of experience
West Town, Chicago, IL, 60622

Iwona is the best! She gave our puppy so much love while he stayed with her for a few days while we were out of town. He is a high energy pup and she knew how to handle him. Highly recommend her!

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Agnes K.
Sitter Profile Image: Christina L.
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Christina L.
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$55
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!

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Pranshul G.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
111 reviews
30 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel took such great care of our golden Rosie when she stayed with him for a week! She came back home tired and happy. Angel was great about providing us with updates and lots of pictures and videos so we could tell Rosie was having a great time with him and his resident pups. Would definitely recommend Angel!

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Nicki F.
Sitter Profile Image: Fortino V.
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Fortino V.
Star Sitter
from
$41
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
West Town, Chicago, IL, 60642

Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.

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Andrea S.
Sitter Profile Image: Kyla R.
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Kyla R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
76 reviews
27 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

Kyla was so great with Poppy! She really helped me out with a last minute holiday weekend booking when my previous sitter fell through, and sent plenty of daily updates and pictures of her snuggled up relaxing and playing and having fun while I was gone. Thanks again!

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

Katie was great! Our dog had an injury that required some extra care and Katie made sure our pup was well taken care of and kept us updated throughout our dog’s stay

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Anushka P.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!

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Michelle C.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha is awesome!! Hazel clearly loved her stay with Samantha (and of course, her sweet pup Rosie). Samantha provided multiple updates (and very cute photos), and I felt very comfortable leaving Hazel at someone else's place overnight for the first time. She's great with dogs, very flexible, and knows how to handle high-energy dogs. Will definitely be booking with Samantha again, and I know Hazel will be excited to go back and spend time with her new friends!

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Kelsey A.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven was great! He has a calm disposition and Jessy loved him. He took her on a walk and played fetch and kept me updated with photos! Would definitely use him again.

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Rachel A.
Sitter Profile Image: Jennifer N.
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Jennifer N.
from
$50
per night
4.9 out of 5 stars
264 reviews
122 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Jennifer and her family have always been reliable sitters that we can count on for our pup Kona. Both with food, medications, socializing with other dogs, and even attending to more particular concerns about her care they’ve always been very kind and caring. The only sitters I use!

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Nicole L.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
304 reviews
104 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

Our daycare we normally go to had a bordatella outbreak so we couldn’t use them for the weekend we were celebrating our anniversary. We’re so glad we found Ruben! He was very quick to reply and sent plenty of pictures — which we love. Our dog also requires taking medicine which he was able to do with ease and texted a confirmation with us when he gave it to our dog. He was a great substitute and we’re hoping to have our dog stay with him again soon!

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

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

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Cherri B.
Sitter Profile Image: Charise R.
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Charise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
35 years of experience
Logan Square, Chicago, IL, 60647

Roman was Charise’s first ever Rover dog and we were really happy to have connected with her for our 5-day trip. Charise was a great sitter—she sent detailed updates about how Roman was doing with Navi and hope he was settling in while we were away. Her home is very clean and Charise is a very warm and welcoming host. Navi is just the cutest little nugget ever, and I could tell immediately Roman would feel right at home with Charise. Our big GSD is a big baby and throws a bit of a fit every time we leave, but Charise and Navi were patient with him while he warmed up to the idea of us being away—by the time we returned, he was fully integrated into their little family. Roman is allowed on the couch and bed for cuddles, and Charise has a full basement for the dogs to run around and play, a small yard, and she takes them together on long walks. Roman came home fully pooped from a week of playing with Navi and we’ll definitely be using Charise in the future!

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KyLeigh N.
Sitter Profile Image: Michael B.
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Michael B.
from
$44
per night
4.6 out of 5 stars
8 reviews
3 repeat clients
9 years of experience
Humboldt Park, Chicago, IL, 60647

I am very grateful. Akon spent 7 days with Michael and returned very happy and well cared for. He kept me updated every day by sending me photos and videos. Thank you for taking such good care of him.

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Alejandra C.
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