Pet Sitting & Drop Ins in Douglas, Chicago

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Sitter Profile Image: molly m.
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Sitter Profile Image: molly m.
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1. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
151 reviews
45 repeat clients
Profile image

I appreciate Molly’s patience and care for our senior dogs. She was accommodating with our schedule changes at the last minute and it was such a big help for us. We look forward to working with her again in the future.

Availability updated today
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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2. David K.

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
110 reviews
39 repeat clients
Profile image

David was extremely communicative and understanding about my pets’ needs. Very easy to coordinate with and respectful of my space and my request for plenty of pictures :) I will absolutely be booking with David again!

Availability updated 4 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Jade T.
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Sitter Profile Image: Jade T.
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3. Jade T.

Highly experienced animal caregiver
Lower West Side, Chicago, IL, 60608
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
17 reviews
2 repeat clients
Profile image

Jade was quick to respond to my request for sitting and overall had great communication and detailed check-ins. My very shy and hesitant kitty loved her too. Overall a great experience and will be booking again!

Availability updated 2 days ago
Sitter Profile Image: Qutress T.
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Sitter Profile Image: Qutress T.
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4. Qutress T.

a dog-person without dogs
Grand Boulevard, Chicago, IL, 60615
2.2 mi. away
Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
66 reviews
21 repeat clients
Profile image

I am always very nervous when I leave my furry girl alone. It was the first time we booked Qutress and she did it amazing. On a couple days did a great bond and my Kira is always scared to everyone, she really had the touch, the care and patience for her. Qutress is reliable, careful with all details and kind. I would repeat her service as much I need it.

Availability updated 3 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Shawn D.
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Sitter Profile Image: Shawn D.
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5. Shawn D.

Star Sitter
Dogs are the Best!
Near South Side, Chicago, IL, 60605
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
46 reviews
21 repeat clients
Profile image

Shawn was very responsive, attentive to my dog and actively engaged with him each visit. I left detailed instructions, which Shawn followed and reached out with any questions he had. I appreciate his communication and that he treated my dog with the same amount of care and affection as I would have. Thanks Shawn!

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Tamara J.
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Sitter Profile Image: Tamara J.
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6. Tamara J.

Star Sitter
Experienced Dog Owner
Grand Boulevard, Chicago, IL, 60653
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per visit
5 out of 5.0 stars
40 reviews
15 repeat clients
Profile image

Tamara has been a wonderful support to our family. She’s a quick learner, is patient and communicates well. Our team pups enjoy her and always look forward to their walks with her.

Availability updated 3 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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7. Erin M.

Reliable care for your pet
Bridgeport, Chicago, IL, 60608
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
62 reviews
15 repeat clients
Profile image

Erin did a great job with our cats. She hit all of the scheduled visits and sent pictures each time. The boys filed no complaints upon our return. I would rebook in the future.

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

Star Sitter
Longtime Doggie Sister
Near South Side, Chicago, IL, 60605
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
20 reviews
6 repeat clients

Maritza is a fantastic pet sitter! I've known Maritza a long time and know her to be dependable, patient, and caring. She's great with pets of all kinds and has experience raising a dog. As a pet sitter myself, I am confident she will go above and beyond to provide great care for your pet. I highly recommend Maritza

Availability updated 30 days ago
Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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9. Emily L.

Rover 101
Pet passionate care😊🫶
Chicago, IL, 60616
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
19 reviews
1 repeat client
Profile image

Emily did a wonderful job watching our two cats over a week long vacation! She followed our instructions to a T and provided ample pictures of our boys after each visit. She’ll be our new go-to for sure!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Malayna M.
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Sitter Profile Image: Malayna M.
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10. Malayna M.

Attentive, Active, and Kind!
Chicago, IL, 60616
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
25 reviews
6 repeat clients
Profile image

Malayna was super awesome. She was flexible with my schedule and gave me great updates on Doc during her visits. She was very communicative and I will definitely be reaching out to her again if I need someone to look after my cat.

Availability updated 11 days ago
Sitter Profile Image: Ruslan S.
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Sitter Profile Image: Ruslan S.
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11. Ruslan S.

Taking Care of Your Pet as my own
Near South Side, Chicago, IL, 60616
0.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 reviews
1 repeat client

Ruslan went above and beyond in caring for our cat, especially when it came to giving her medication. Our cat needs daily medicine, which can be tricky, but Ruslan handled it perfectly. He was calm and patient, making sure she got her doses on time without causing her any stress. Not only did he follow all instructions precisely, but he also gave her plenty of attention and affection, which kept her comfortable throughout. We were so grateful for his help and knew our cat was in excellent hands!

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Martha G.
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Sitter Profile Image: Martha G.
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12. Martha G.

Fun and adventurous Chicago Native!
Armour Square, Chicago, IL, 60616
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Martha did a fantastic job taking care of my kitties and making sure they were comfortable and happy while I was gone. Even my super shy kitten warmed up to her quickly! I’d highly recommend her for any pet-care needs.

Availability updated 6 days ago
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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13. Kelsey S.

I’m an animal lover + tree hugger.
Chicago, IL, 60616
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Kelsey is an excellent pet sitter. My cat is very shy but seemed to take a liking to her immediately. She is a great communicator, very punctual, and thoughtful.

Availability updated 2 days ago
Sitter Profile Image: Jasmine R.
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Sitter Profile Image: Jasmine R.
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14. Jasmine R.

Enthusiastic and earthy sitter
Chicago, IL, 60653
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Jaz is an incredible person who deeply cares for animals, plants, and nature. You can tell that they are passionate about making animals feel loved, cared for, and safe. Jaz developed a beautiful bond with my dog, whom I would leave in their care again anytime! They always bring a little bit of magic with them wherever they go, and that’s what makes them such and amazing pet sitter— plus, if you have plants, they’ll thrive under Jaz’s nourishing care!!

Availability updated 4 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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15. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
29 reviews
7 repeat clients
Profile image

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

Availability updated 10 days ago
Sitter Profile Image: Carli S.
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Sitter Profile Image: Carli S.
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16. Carli S.

An experienced dog lover
Douglas, Chicago, IL, 60620
0.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
38 reviews
14 repeat clients
Profile image

Carli did a great job walking and feeding my dog while I was away and she also sent several videos of her playing with my dog. Extremely easy to contact and I never had to worry!

Availability updated 3 months ago
Sitter Profile Image: Caitlin B.
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Sitter Profile Image: Caitlin B.
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17. Caitlin B.

Here to Pamper Your Fur Baby
Chicago, IL, 60616
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Caitlin went above and beyond IN THE COLD AND RAIN for my baby. She was so sweet and concerning and her communication was top tier. I would definitely book again. Thank you so much for your love and care for my Black. You are appreciated more than you know.

Availability updated 15 days ago
Sitter Profile Image: Daphnay S.
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Sitter Profile Image: Daphnay S.
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18. Daphnay S.

Dog Lover and Owner
Douglas, Chicago, IL, 60653
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$20
per visit
2 reviews
1 repeat client

I asked Daph to watch my friend’s hound mix , King, while I had to run out of town last minute . Confident in her dog-sitting skills, Daph assured me that everything will go smoothly. And it did ! Daph admits King was a handful, but she enjoyed every moment of their adventure.

Availability updated 30 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Andrea H.
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Sitter Profile Image: Andrea H.
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19. Andrea H.

Animal lover ❤️
Douglas, Chicago, IL, 60616
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
9 reviews

Awesome pet sitter for my dogs, they always love being petsit by her. She was patient, kind, and caring. She even taught them a few tricks! 10/10 recommend!!

Availability updated 22 days ago
Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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20. Nicole D.

Pets are like children
Douglas, Chicago, IL, 60616
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
1 review

About: I have always owned pets. I have had cats, dogs, fish, turtles, hamsters, birds, etc.I have had a Pekingese dog and a Labrador. My family has always loved pets. We have had a Persian cat and now we have a Siamese named Neo. But he does not stay with me, he stays with my family and I see him when I visit home. Family and friends have relied on me a lot to take care of their pets (cats and dogs) when they’re out of town. I have taken care of a Chowchow for a friend and two Poodles for family friends. I have also taken care of my friends cats in their home when they had to leave for a few days. I am a student and I have free time during the weekends or weekdays in the afternoons/evenings. I am able to walk, play or take care for pets. I make sure I know their schedules, their intakes as in food, water, treats, medicine or vitamins. I try to pay attention to them all the time and play with them.

Availability updated 14 days ago
Confirmed availability for Easter Weekend

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