Pet Sitting & Drop Ins in West Town, Chicago

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Sitter Profile Image: Ariel B.
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Sitter Profile Image: Ariel B.
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1. Ariel B.

Star Sitter
Wherewoof & Katz
Chicago, IL, 60622
0.2 mi. away
Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 5.0 stars
313 reviews
100 repeat clients
Profile image

Ariel is the absolute best! Even through freezing rain and snow she always makes sure our little fur babies are always taken care of. She also has the very best updates and we feel so lucky to have her watch over our kitties.

Availability updated 10 days ago
Sitter Profile Image: Kate W.
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Sitter Profile Image: Kate W.
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2. Kate W.

Star Sitter
Your Pet’s Favorite WFH Aunt!
West Town, Chicago, IL, 60642
0.7 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
188 reviews
58 repeat clients
Profile image

Kate is amazing. I am so thankful and appreciative that she took such great care of my temper mental kitties. Kate took lots of pictures and gave me a great description of how my babies were doing. She is a great communicator. It was so comforting to know they were in good care while I was gone! Thanks, Kate!!!!

Availability updated 4 days ago
Sitter Profile Image: Alexis M.
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Sitter Profile Image: Alexis M.
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3. Alexis M.

Star Sitter
Reliable West Town Dog Walker!
West Town, Chicago, IL, 60622
0.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
85 reviews
30 repeat clients
Profile image

Alexis was wonderful doing drop in visits for our cat while we were away. She's excellent with communication and overall a great sitter. Thanks so much!

Availability updated 3 days ago
Sitter Profile Image: Megan A.
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Sitter Profile Image: Megan A.
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4. Megan A.

Star Sitter
High school teacher and pet auntie!
West Town, Chicago, IL, 60612
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
96 reviews
33 repeat clients
Profile image

Megan was very thorough and responsive! She was very patient with my shy cats and even did some extra vacuuming of the litter they love to kick out of their boxes. Thanks, Megan!!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Pedro T.
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Sitter Profile Image: Pedro T.
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5. Pedro T.

Star Sitter
Dog lover located at West Town
Chicago, IL, 60642
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
31 reviews
16 repeat clients
Profile image

Pedro was amazing!!! I have a new puppy (3 months) and she can be a handful since she is so young but Pedro handled it with ease. He was professional, was able to help with cleaning up after her when she had accidents, helped with puppy pad training, would take her for walks, play with her to get her energy out-and took great photos through his visits! His great photos of my puppy would make my day and made me feel less anxious about having to leave her because of how much fun she looked like she was having with Pedro! Pedro was able to do multiple drop in visits throughout the day- would update me before getting to my place, during and once leaving. He made me a part of every step of his visit. I am really appreciative of Pedro and will be booking with him again.

Availability updated 3 days ago
Sitter Profile Image: Erica M.
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Sitter Profile Image: Erica M.
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6. Erica M.

lifelong pet owner & lover / artist
Chicago, IL, 60622
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.6 stars
19 reviews
3 repeat clients
Profile image

Erica was so great! She took incredible care of my cat, even spending extra time with her, and sent me thorough daily updates. Would absolutely book again and recommend her to anyone.

Availability updated 10 days ago
Sitter Profile Image: Marlene S.
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Sitter Profile Image: Marlene S.
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7. Marlene S.

Dog loving dog mom
West Town, Chicago, IL, 60642
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Marlene did an incredible job watching our pets. We needed a sitter the night before going out of town for the Thanksgiving. Not only did she help when we needed it most, but she was very communicative the entire time and really paid attention to the important details that comes with taking care of pets. Thanks!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Elaine K.
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Sitter Profile Image: Elaine K.
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8. Elaine K.

your fave neighborhood pet sitter
West Town, Chicago, IL, 60622
0.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Elaine has been incredible with Mister! She went above the call of duty and when my puppy escaped his play pen she answered my SOS call and made me feel so much better. She takes lots of photos and always lets me know how he’s doing. She’s been so flexible and loving with my sweet boy.

Availability updated 2 days ago
Sitter Profile Image: Kristyna P.
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Sitter Profile Image: Kristyna P.
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9. Kristyna P.

Star Sitter
Less talk and more walk
West Town, Chicago, IL, 60642
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
252 reviews
68 repeat clients
Profile image

Kristyna was a joy to work with and we would love to rebook her as our cat sitter in the future! Communication was great and everything went well with our kitties!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jenny M.
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Sitter Profile Image: Jenny M.
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10. Jenny M.

Lover of cats, dogs, and walks!
Chicago, IL, 60622
0.4 mi. away
Drop-In Visits
from
$22
per visit
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

Jenny was kind and communicative and took care of my cats like they were her own. She even managed to get some great pics! I would definitely book with her again.

Availability updated 3 days ago
Sitter Profile Image: Payal S.
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Sitter Profile Image: Payal S.
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11. Payal S.

Experienced dog lover and owner
West Town, Chicago, IL, 60622
0.3 mi. away
Drop-In Visits, Doggy Day Care
from
$17
per visit
5 out of 5.0 stars
20 reviews
1 repeat client

Payal is amazing with dogs! She's taken care of our family Yorkie for years now. Every time Maxine sees Payal, she's already running towards the front door trying to jump through the screen, so we know how much she truly loves her. Payal has such a sweet and loving heart who wants to make sure your dog is taken care of. She also has a dog of her own, so she knows what signs to look for if your dog isn't feeling well or wants something in particular. We love Payal and we totally recommend her to take care of any dog she encounters. Thanks Payal for taking care of our sweet Yorkie!

Availability updated 2 days ago
Sitter Profile Image: Cris C.
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Sitter Profile Image: Cris C.
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12. Cris C.

Rover 101
Star Sitter
mindful & fun + trustworthy & tidy
Chicago, IL, 60622
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per visit
5 out of 5.0 stars
261 reviews
87 repeat clients
Profile image

Per usual, Cris is the best! We can count on her to take the best care of our kitties. Changing water filters, brushing them, giving them treats and even changing batteries of our carbon monoxide detector while were away!

Availability updated 11 days ago
Sitter Profile Image: Annie L.
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Sitter Profile Image: Annie L.
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13. Annie L.

Star Sitter
Here for you and here for your pet!
West Town, Chicago, IL, 60622
0.7 mi. away
House Sitting, Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
109 reviews
21 repeat clients
Profile image

Annie was fantastic! She clearly took great care of my cat and left detailed notes and took lots of pictures! I could tell he was in really good hands. I would definitely book Annie again, and plan to do so!

Availability updated 14 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jake K.
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Sitter Profile Image: Jake K.
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14. Jake K.

Lifelong pet owner!
West Town, Chicago, IL, 60622
0.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
3 reviews

Dalton watched my cat over the summer while I was traveling. My cat is very particular about who he will let pet or hold him, but Dalton is one of the only people outside of my household that my cat enjoys being around. Dalton is a great and reliable pet sitter. I would let him watch my pet anytime.

Availability updated 6 days ago
Sitter Profile Image: Kelsey R.
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Sitter Profile Image: Kelsey R.
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15. Kelsey R.

Let me hang out with your pup!
West Town, Chicago, IL, 60622
0.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
79 reviews
37 repeat clients
Profile image

I always love booking Kelsey! She gets along great with the cats, is consistent and reliable, and always sends great updates with the cutest photos!!

Availability updated 56 days ago
Sitter Profile Image: Xinwen M.
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Sitter Profile Image: Xinwen M.
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16. Xinwen M.

Star Sitter
A 200% genuine petlover!
West Town, Chicago, IL, 60622
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
24 reviews
6 repeat clients
Profile image

Xinwen was amazing!! She watched my cat for over a week and through Christmas and she was very consistent and did everything Goji needed. She also took great pictures and left detailed overviews of what occurred during her visits. She is very kind and I would recommend her to anyone I know who needs a sitter!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Rachel E.
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Sitter Profile Image: Rachel E.
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17. Rachel E.

Your local cat lover
Chicago, IL, 60607
0.3 mi. away
Drop-In Visits
from
$22
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Rachel is amazing as always. Our cats don’t like most people and they have warmed to Rachel after her patience and understanding of how cats work. Our cats are eagerly waiting at the door to greet Rachel and have a great time playing with her. Rachel also proactively thinks outside the box and even thought to turn up the thermostat to keep the cats warm when the weather unexpectedly dropped. Thank you for giving us peace of mind while we’re away!

Availability updated 7 days ago
Sitter Profile Image: Allison C.
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Sitter Profile Image: Allison C.
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18. Allison C.

Star Sitter
Lover of cats, dogs & adventures
West Town, Chicago, IL, 60622
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
83 reviews
32 repeat clients
Profile image

Allison was great with my cat, Mason. She visited on time, sent photos, and the place looked great when we returned -- and Mason was a happy boy. Recommended!

Availability updated yesterday
Sitter Profile Image: Gianna C.
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Sitter Profile Image: Gianna C.
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19. Gianna C.

Dog obsessed! Let me help you out!
West Town, Chicago, IL, 60622
0.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews

Gianna is a very loving pet caregiver. She has watched my dog for me when we were on vacation. Gianna walked our dog and played with her which is what we wanted, especially since our dog was young at the time. I also appreciated how Gianna knows the importance of just hanging out with a dog. Gianna loves dogs and I know she has a special place in her heart for all animals.

Availability updated 5 days ago
Sitter Profile Image: Kayla & Jordan J.
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Sitter Profile Image: Kayla & Jordan J.
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20. Kayla & Jordan J.

Star Sitter
“When you’re here, you’re family!”
West Town, Chicago, IL, 60622
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
70 reviews
32 repeat clients

Kayla is a true dog enthusiast! Her genuine love and attentiveness make her an outstanding dog person. Dependable and caring, she's the perfect choice for your furry friend's well-being.

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend

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