Pet Sitting & Drop Ins in Humboldt Park, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Sitter Profile Image: Megan A.
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Sitter Profile Image: Megan A.
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1. Megan A.

Star Sitter
High school teacher and pet auntie!
West Town, Chicago, IL, 60612
1.8 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
66 reviews
21 repeat clients
Profile image

Megan was super helpful and easy to work with! She was very flexible and her updates gave us peace of mind during our travels. Highly recommend.

Availability updated today
Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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2. Morgan D.

Star Sitter
Walker/Drop in Visits (Oak Park)
Oak Park, IL, 60302
3.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
27 reviews
11 repeat clients
Profile image

Omg she is the best !!! I needed a dog walker last minute and she immediately responded and even came the day before I had to leave for a trip to meet my dog and to make sure she knew where his food was etc…. My dog can be sometimes a bit tricky to take care of , but she made sure to spoil him all the time ❤️definitely recommend her !!!!

Availability updated 13 days ago
Sitter Profile Image: Katie S.
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Sitter Profile Image: Katie S.
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3. Katie S.

Loving your dogs like my own
Logan Square, Chicago, IL, 60647
2.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients

I had Katie watch my golden retriever over one weekend when I was out of town, and I couldn't have been happier with my experience. Katie is a very welcoming and polite woman who took great care of my dog. From the first time I met her, I could tell that she really loves taking care of dogs. When I came back from my trip, my dog was healthy and happy. Since then, I have had Katie dog sit for me 3 more times, and will continue to as long as she will have me.

Availability updated 8 days ago
Sitter Profile Image: Isaac V.
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Sitter Profile Image: Isaac V.
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4. Isaac V.

Ready to meet your wonderful pets!
Logan Square, Chicago, IL, 60647
2.1 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
23 reviews
10 repeat clients
Profile image

Thanks for taking care of Phillip and Meera on short notice!

Availability updated 17 days ago
Sitter Profile Image: Allison R.
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Sitter Profile Image: Allison R.
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5. Allison R.

Rover 101
Last minute care at your service!
West Town, Chicago, IL, 60622
2.6 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
Profile image

This was my first time hiring a pet sitter, so I was super nervous. However, Allison made me feel so much better about the process! She communicated well and my cats warmed up to her right away (and one of my cats is usually super shy!) She was also very understanding of my nerves and made sure I felt better about leaving my cats.

Availability updated today
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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6. Malcomn F.

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
Profile image

Malcomn took such great care of my cat, Kashi. He was very communicative and sent updates and photos everyday which I thoroughly appreciated. Kashi and I are so grateful for Malcomn’s service!

Availability updated 4 days ago
Sitter Profile Image: Connor K.
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Sitter Profile Image: Connor K.
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7. Connor K.

Rover 101
Loving your Pups like my own
Logan Square, Chicago, IL, 60647
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
55 reviews
41 repeat clients
Profile image

Conner was great! Very good communication about our pups. He clicked with them instantly and it was clear he enjoys working with animals. Thanks Conner!

Availability updated 3 days ago
Sitter Profile Image: Bethany S.
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Sitter Profile Image: Bethany S.
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8. Bethany S.

Reliable & Compassionate Dog Walker
Chicago, IL, 60622
1.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients

Bethany is an amazing pet caregiver. She is fun, reliable, and extremely responsible. My cat adores her, and she has provided amazing care for him each time she has pet sat. I highly recommend Bethany for anyone looking for a loving and dependable pet sitter.

Availability updated 9 days ago
Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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9. Jessica D.

Star Sitter
Cat mom-Love animals & the outdoors
Logan Square, Chicago, IL, 60647
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per visit
5.0 out of 5 stars
106 reviews
44 repeat clients
Profile image

Jessica is amazing! She was able to watch our cat on Thanksgiving with only a few days notice. She’s very friendly, communicative, and took great care of our little kitty. I highly recommend her!

Availability updated 2 days ago
Sitter Profile Image: Maya K.
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Sitter Profile Image: Maya K.
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10. Maya K.

Pet care professional- love em all!
Logan Square, Chicago, IL, 60647
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$23
per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
Profile image

Maya took such great care of our cat, Amber. Amber had CKD and has more needs than a usual cat so appreciated Maya being very attentive and caring, giving Amber her meds, and communicating effectively with us. Very trustworthy, responsible, and lovely sitter. Thanks so much Maya!

Availability updated 3 days ago
Sitter Profile Image: Keri F.
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Sitter Profile Image: Keri F.
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11. Keri F.

Play, Cuddle & Repeat
West Town, Chicago, IL, 60647
1.7 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients

About: I’m a single mom with two teenage kids and a 8y mixed breed named Rosie. I’ve always had a dog in my life. We know how hard it can be to find a affordable, reliable, and affectionate dog sitter. If we can care for your dog while you’re away, we’d be happy to help. We’re a good mix between play and snuggles. My kids are teens and responsible with animals, aren’t too loud or overbearing. Rosie likes to play with other dogs, but will give space when needed. I work a hybrid schedule (2 days in office and 3 WFH) so dogs would need to be comfortable being alone no more than a few hours. Rosie is kept in a separate room while we are out of the house, but we’re flexible with well-behaved furry friends having a run of the first floor. We have a fenced-in yard for potty breaks and can take your pup on walks or to the dog park for exercise. We have 8 steps to both our front door from our home to our yard, a consideration for any petite or senior pups.

Availability updated yesterday
Sitter Profile Image: Madeline L.
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Sitter Profile Image: Madeline L.
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12. Madeline L.

Rover 101
Star Sitter
In Praise of Pets
West Town, Chicago, IL, 60647
1.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
Profile image

Madeline was amazing! Prompt to respond, such a sweetheart, and took WONDERFUL care of our cats and sent great updates while we were away. We’ll definitely be rebooking again!

Availability updated 4 days ago
Sitter Profile Image: Caitlin W.
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Sitter Profile Image: Caitlin W.
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13. Caitlin W.

Let me make your vacation easy!
West Town, Chicago, IL, 60647
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
2 reviews

Caitlin has been amazing at taking care of our dogs over the years. She’s very attentive to their needs and has a great understanding of their behavior and wants. Would absolutely recommend!

Availability updated today
Sitter Profile Image: Rebecca P.
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Sitter Profile Image: Rebecca P.
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14. Rebecca P.

I wave hello to every dog I see
West Town, Chicago, IL, 60622
1.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

Rebecca was super communicative and easy to work with. She did everything we asked and spent time cuddling and playing with our kitty.

Availability updated 5 days ago
Sitter Profile Image: Anthony N.
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Sitter Profile Image: Anthony N.
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15. Anthony N.

Your dog's new Fetch Buddy
Chicago, IL, 60624
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients

About: I pride myself on being reliable and detail-orientated, especially when it comes to caring for other people's doggos! I completely understand, similar to people, dogs have different preferences and needs when it comes to feeling loved and safe. I'm very attentive with small nuances, so that it helps me create a stronger bond with your fur family! Rest assured, any other quirks and requests can be discussed in further detail before I meet your pets as well. I'm currently a student taking online classes for nursing full-time, so 24/7 care should be expected with your dog! I'm usually up by 9 AM and usually go to sleep by midnight, so it's really easy for me to work my schedule around your dog's schedule! I live in a pet-friendly condo/apt and I'm located just 2 minutes away from a large, fenced-in dog park. There are 2 dedicated dog relief areas at the condo as well, so potty breaks are very early accessible. I always try to keep the home clean and clutter free, so there's plenty of space for your doggo! If you ever feel the need to check in, your pet worries are just a phone call or video chat away.

Availability updated 2 days ago
Sitter Profile Image: Sierra S.
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Sitter Profile Image: Sierra S.
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16. Sierra S.

Calming dog lover
West Town, Chicago, IL, 60647
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
4.5 out of 5 stars
5 reviews

Sierra has been a friend of mine for about ten years. She has a generous heart and is extremely reliable. She helps us walk and dogsit our 1-year old Australian Cattle Dog, Sadie. Sierra has been able to cover us on both a scheduled and last-minute basis. Sierra is punctual and thorough. I am always at ease knowing Sadie is in Sierra's responsible and loving care. Sierra is well-loved by humans and animals alike!

Availability updated yesterday
Sitter Profile Image: Hope C.
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Sitter Profile Image: Hope C.
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17. Hope C.

Full-time student and dog-lover!
Humboldt Park, Chicago, IL, 60651
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client

Hope has watched my dog Oliver many times, and I know he’s always in great care. She takes the time to walk him, give him healthy treats, and make sure he eats his meals. She loves him like she loves her own dog Petunia. Hope is a great dog mom and will take great care of your dog!

Availability updated 11 days ago
Sitter Profile Image: Maria N.
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Sitter Profile Image: Maria N.
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18. Maria N.

Here to prioritize your Fur Babies!
Humboldt Park, Chicago, IL, 60622
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
2 reviews

Maria is not only the most caring, thoughtful, and detail-oriented person I know but this reflects in the way in which she has cared for pets since I have known her. Every interaction she has had with my dog has been one of ultimate care and genuine love for the animal. I would not only trust her with my dog, but with any of my pets in the future. She is one of the most responsible people I know which reflect in the success she has had throughout her life and the thought in which she puts into her responsibilities cannot be overstated.

Availability updated 4 days ago
Sitter Profile Image: Tanisha S.
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Sitter Profile Image: Tanisha S.
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19. Tanisha S.

Kind and Attentive Caregiver
Humboldt Park, Chicago, IL, 60651
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
1 review

Tanisha is a great pet caretaker. She’s responsible, patient and caring with my beagle CocoButter. I know I can count on her for walking Coco in a timely manner. I’m able to plan a walk ahead of time but she’s also there if I can’t get back home in time to walk Coco myself. Coco is always happy to see Tanisha and knows she’s off for a nice long walk.

Availability updated 4 days ago
Sitter Profile Image: Christine P.
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Sitter Profile Image: Christine P.
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20. Christine P.

I have 3 dogs of my own
Humboldt Park, Chicago, IL, 60651
0.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client

Christine has an unmatched love when it pertains to domesticated animals. For the majority of her life, she has been around dogs and is accustomed to knowing, inside-out, truly how it is to treat, care for and show an abundance of love towards them. She pays close attention to details with dogs which strengthens her abilities to tell when something may be off with them and how to identify what truly makes the happy. I can say with full confidence that Christine is not only just a great choice for this service, but she is THE choice for this service. You will not be disappointed.

Availability updated 19 days ago

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