Pet Sitting & Drop Ins in Roseland, Chicago

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Sitter Profile Image: Melissa B.
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Sitter Profile Image: Melissa B.
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1. Melissa B.

I can't wait to meet your dog!
Morgan Park, Chicago, IL, 60655
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
52 reviews
13 repeat clients
Profile image

Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She always had her own backup supplies just in case!

Availability updated yesterday
Sitter Profile Image: Toni C.
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Sitter Profile Image: Toni C.
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2. Toni C.

Rover 101
Star Sitter
Animal welfare enthusiast
Morgan Park, Chicago, IL, 60655
3.6 mi. away
Drop-In Visits
from
$18
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
Profile image

Toni is awesome! We were so at ease while traveling, knowing that our two cats were in great hands. Toni left thorough and thoughtful reports and took lots of pictures for us. We look forward to using Rover again and hope that Toni is available to watch them in the future.

Availability updated 18 days ago
Sitter Profile Image: Kelera W.
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Sitter Profile Image: Kelera W.
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3. Kelera W.

Star Sitter
Tender loving care
Morgan Park, Chicago, IL, 60643
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
44 reviews
9 repeat clients
Profile image

Kelera is so awesome!!! So friendly, professional, and helpful. Not only did she take care of the basics for our kitties while we were gone but she went above and beyond to help them get comfortable around her and communicate how they were doing. Excellent service, communication, and care! Thank you again Kelera, we will be in touch again soon 🙂

Availability updated 6 days ago
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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4. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
155 reviews
57 repeat clients
Profile image

An excellent sitter who really cared about our cats and took great care to make sure they were happy and healthy. One of our cats has challenging health needs and it was clear that she really cared about this and tried to accommodate that. She also followed our instructions, kept us updated on what was going on with our cats with lots and lots of photos (which was super helpful) and even collected some packages that got delivered while we were away. I think if you want someone who is very detail-oriented and cares about your pet, she is definitely someone I would recommend.

Availability updated 9 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: matt M.
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Sitter Profile Image: matt M.
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5. matt M.

Star Sitter
Dog lover with spacious backyard
Evergreen Park, IL, 60805
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
33 reviews
10 repeat clients
Profile image

Matt was great, he stayed in constant contact and sent pictures of every visit while he was watching our dog Rocco. He even brought in packages and cleaned up after Rocco.

Availability updated 14 days ago
Sitter Profile Image: Moria S.
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Sitter Profile Image: Moria S.
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6. Moria S.

Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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7. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5.0 out of 5 stars
249 reviews
93 repeat clients
Profile image

Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!

Availability updated 44 days ago
Sitter Profile Image: Marchauna B.
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Sitter Profile Image: Marchauna B.
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8. Marchauna B.

We provide full-time pet services!
Roseland, Chicago, IL, 60620
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
58 reviews
15 repeat clients
Profile image

Great sitter!!. She was amazing took great care of my dogs. Made sure they were good and everything. Went above and beyond! Wish i could give more stars.

Availability updated 3 days ago
Sitter Profile Image: Tamara C.
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Sitter Profile Image: Tamara C.
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9. Tamara C.

Animals will always be my life
Chicago, IL, 60620
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients

About: I take care of all animals in my care, mine or not. I never yell and I don't abuse any animal. I treat them as my own and I make sure that their tail wags every time that they see me. I am currently watching animals as a part time gig as I have a full time job. House sittings are my most popular but I also have many drop in requests as well. I work full time so unless I am doing a house sitting or the place is close by that I can do a fly by, I am not available in the morning most days except weekends. Your dog is never out of my sight unless I allow they are secure in a crate. Any thing that brings me concern will be immediately brought up with you and I will find any solution I can to help.

Availability updated 3 days ago
Sitter Profile Image: Khalilah B.
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Sitter Profile Image: Khalilah B.
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10. Khalilah B.

Rover 101
Starbucks Run & Pup Cups!☕️🍵🍦
Morgan Park, Chicago, IL, 60643
2.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client

Khalilah is first and foremost a very loving and caring person. She has high morals and is a trustworthy friend. She is fun and friendly . She is diligent in anything she works on. She loves pets. She is hardworking and humble. Because of the qualities above mentioned,I believe she will be a wonderful pet sitter.

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Corey G.
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Sitter Profile Image: Corey G.
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11. Corey G.

A great escape where dogs have fun
Roseland, Chicago, IL, 60628
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5.0 out of 5 stars
5 reviews

Corey is a great Dog sitter he took care of my pitbull plenty of times when I left town. Corey always treats my dog like it's his own, I highly recommend using him

Availability updated 49 days ago
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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12. Jayden Phoenix (They/Them) P.

Star Sitter
Reliable & Inclusive 💛💜🤍🖤
Roseland, Chicago, IL, 60628
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$34
per visit
5.0 out of 5 stars
42 reviews
13 repeat clients
Profile image

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Marya K.
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Sitter Profile Image: Marya K.
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13. Marya K.

Excited to meet your furry family!
Chicago, IL, 60643
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
Profile image

She took very great care of my dogs and kept me updated the whole time!

Availability updated 5 months ago
Sitter Profile Image: Ellen M.
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Sitter Profile Image: Ellen M.
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14. Ellen M.

Rover 101
I'll run with you dog!
Beverly, Chicago, IL, 60643
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
39 reviews
19 repeat clients
Profile image

I was very pleased with Ellen’s care of my dogs. I would 100% recommend her and would definitely use her again. My dogs were well taken care of while I was gone!

Availability updated 64 days ago
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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15. Carmen P.

Star Sitter
A dog-less dog lover
West Pullman, Chicago, IL, 60643
2.5 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
Profile image

Carmen was amazing to work with! Great communication and great with the cats.

Availability updated 5 days ago
Sitter Profile Image: Nariah B.
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Sitter Profile Image: Nariah B.
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16. Nariah B.

Fur Mama w/o chance of Fur Baby
Washington Heights, Chicago, IL, 60621
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
Profile image

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Availability updated over 1 year ago
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Sitter Profile Image: Crystal A.
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17. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

Availability updated 85 days ago
Sitter Profile Image: Paul W.
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Sitter Profile Image: Paul W.
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18. Paul W.

Enclosed yard and near park
Morgan Park, Chicago, IL, 60643
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
2 reviews

Paul has stolen my dogs hearts! They are excited, exhilarated and anxious to go with him which demonstrates the kindness and care he gives them when they are with him. He plays with them, takes them for walks in the park and supervises their play in his big back yard. I also get photos of my babies when I am traveling. I will continue to board them with him rather than a kennel. You will delight in the care he provides for your four legged family members.

Availability updated 3 days ago
Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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19. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Darcelle was great and my cats loved having her drop by to check on them. I appreciated that she played with them and cleaned up the food dishes. I recommend her and plan to call on her again when I can't be home.

Availability updated 5 months ago
Sitter Profile Image: Kathryne G.
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Sitter Profile Image: Kathryne G.
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20. Kathryne G.

Responsible and caring dog owner!
Washington Heights, Chicago, IL, 60643
1.4 mi. away
Drop-In Visits
from
$25
per visit
5.0 out of 5 stars
4 reviews

Kathryne is great with dogs! She is very patient and caring an you can tell how much she loves dogs by how she cares for her dog, Bailey. She has always been very kind and sweet to my sometimes difficult dog Sophie, which I have always really appreciated. If you want a sitter who will treat your dog like family, then you should book with Kathryne.

Availability updated 49 days ago

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