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Sitter Profile Image: Kayla M.
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Sitter Profile Image: Kayla M.
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1. Kayla M.

Star Sitter
Your pet’s new best friend!
Rogers Park, Chicago, IL, 60626
1.2 mi. away
from
$25
per walk
5.0 out of 5 stars
55 reviews
24 repeat clients
Profile image

All around wonderful! Kayla is so kind, conscientious and playful. It’s is a bonus that she has a lot of experience with dogs who will chase a squirrel at a moment’s notice or take off after something unexpectedly.

Availability updated 6 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Kaitlan P.
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Sitter Profile Image: Kaitlan P.
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2. Kaitlan P.

Star Sitter
Senior Dog & Cat Pet Parent - WFH
Chicago, IL, 60660
2.1 mi. away
from
$25
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
Profile image

Kaitlan helped us in a pinch and was great with our senior dog. We met beforehand for a meet-and-greet so I could walk her through our dog's needs and quirks. She was patient with him and communicated well before, during, and after each walk. I trust Kaitlan and she will be the first person I reach out to if I need another dog walker in the future.

Availability updated 4 days ago
Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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3. Amanda J.

Star Sitter
Work From Home Dog Lover
Rogers Park, Chciago, IL, 60626
1.7 mi. away
from
$22
per walk
4.9 out of 5 stars
20 reviews
5 repeat clients
Profile image

Amanda is a great dog walker! She helps walk my 3 month puppy during the week and is so helpful! She is a great communicator and very patient with my pup! :)

Availability updated today
Sitter Profile Image: Elizabeth J.
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Sitter Profile Image: Elizabeth J.
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4. Elizabeth J.

Full time walker and sitter
West Ridge, Chicago, IL, 60645
0.3 mi. away
from
$20
per walk
5.0 out of 5 stars
50 reviews
19 repeat clients
Profile image

Our pup clearly likes Liz as much as we do and enjoys their walks together. We appreciate that Liz takes her alone, so we don't have to stress about multiple dog personalities and it's great to count on Liz to be another care-giver for our puppy when we need it!

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Cheryl C.
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Sitter Profile Image: Cheryl C.
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5. Cheryl C.

Belly Scratching Rescue Mom!
Chicago, IL, 60659
1.1 mi. away
from
$22
per walk
5.0 out of 5 stars
117 reviews
10 repeat clients
Profile image

Cheryl is so good to my dogs. She really loves them and they LOVE her. She is also very accommodating with my work schedule and helps me out when I am in a bind. She is a treasure!

Availability updated 21 days ago
Sitter Profile Image: Houston S.
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Sitter Profile Image: Houston S.
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6. Houston S.

Star Sitter
The Best Care For Your Best Friend
Lincoln Square, Chicago, IL, 60625
1.8 mi. away
from
$20
per walk
5.0 out of 5 stars
82 reviews
34 repeat clients
Profile image

Houston treats Hank like he is her own dog. Hank is always calm and happy after she takes care of him. i couldn't do my job without her valuable and reliable help!

Availability updated yesterday
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Katelyn H.
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Sitter Profile Image: Katelyn H.
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7. Katelyn H.

Star Sitter
Fun loving and responsible!
Lincoln Square, Chicago, IL, 60625
1.9 mi. away
from
$20
per walk
5.0 out of 5 stars
47 reviews
22 repeat clients
Profile image

Katelyn was so nice and thoughtful with Bella, specially on a really bad weather day like today giving updates and making sure she’s ok. Thanks a lot!

Availability updated 24 days ago
Sitter Profile Image: Victoria C.
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Sitter Profile Image: Victoria C.
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8. Victoria C.

Star Sitter
Total dog lady!!
Rogers Park, Chicago, IL, 60626
1.5 mi. away
from
$20
per walk
5.0 out of 5 stars
212 reviews
84 repeat clients
Profile image

Victoria is an incredibly patient and diligent walker. She really knows her dog phycology, and how to work with dogs with behavioral challenges. Her communication skills are excellent, and she goes above and beyond to provide quality service. Can't recommend her enough!

Availability updated 2 days ago
Sitter Profile Image: Ian H.
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Sitter Profile Image: Ian H.
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9. Ian H.

I’m here to help!
Rogers Park, Chicago, IL, 60626
1.5 mi. away
from
$15
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
Profile image

Ian is terrific with my not-quite-perfect pup! Roscoe is always delighted to see him and Ian does a great job ensuring Roscoe behaves well but also has a good time on their walks. Ian is an excellent communicator and I’m very happy to have him join team roscoe!

Availability updated 48 days ago
Sitter Profile Image: Rafaella L.
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Sitter Profile Image: Rafaella L.
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10. Rafaella L.

Highly reliable dog walker & sitter
West Ridge, Chicago, IL, 60659
0.6 mi. away
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

This pet sitter couldn’t have been more accommodating. What a relief to have a reliable pet sitter after finding out at the last minute that your weekend plans ban gods. Very great full.

Availability updated 10 days ago
Sitter Profile Image: Anna B.
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Sitter Profile Image: Anna B.
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11. Anna B.

Trustworthy Pet Sitter
West Ridge, Chicago, IL, 60645
0.7 mi. away
from
$20
per walk
5.0 out of 5 stars
12 reviews

Anna is awesome with pets! She's caring, reliable, and treats animals like family. If you need someone to look after your furry friends, Anna's your go-to gal!

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Aleyna B.
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Sitter Profile Image: Aleyna B.
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12. Aleyna B.

The cat lady your dogs will love
Rogers Park, Chicago, IL, 60626
1.6 mi. away
from
$13
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

Look no further - she is definitely the best!! I choose Aleyna to watch my dog Simba while I was on vacation for a longer time (3weeks) and that was the best decision. She not only did an amazing job, but also made sure to keep sending me updates on any changes. I could clearly see Simba was well taken care of and she kept a sending me pictures all the time. He really got attached to her! She’s the best!! :)

Availability updated 24 days ago
Sitter Profile Image: Shante D.
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Sitter Profile Image: Shante D.
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13. Shante D.

Star Sitter
WFH & happy to get to know your pet
West Ridge, Chicago, IL, 60645
0.5 mi. away
from
$25
per walk
4.9 out of 5 stars
86 reviews
40 repeat clients
Profile image

Shante is great! Very responsive and did a great job with my corgi puppy.

Availability updated 50 days ago
Sitter Profile Image: Matthew Y.
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Sitter Profile Image: Matthew Y.
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14. Matthew Y.

Pet enthusiast ready to help
Edgewater, Chicago, IL, 60660
1.3 mi. away
from
$10
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

Matthew was great with my Beagle. Thanks!

Availability updated 11 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Nathan K.
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Sitter Profile Image: Nathan K.
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15. Nathan K.

Dog’s best friend
Rogers Park, Chicago, IL, 60645
0.8 mi. away
from
$10
per walk
1 review

I have known Nate the entire time he has had his cat Snowball and he takes such good care of her. He is an extremely responsible, loving, and attentive pet owner. Nate is a huge animal lover and is good with animals of all temperaments. When he met my two dogs (Sadie who has a lot of energy and Mocha who gets very anxious) he was so good with them and bonded with them instantly. He was great at making them both feel safe and loved by discerning the types of attention they each individually needed. Sadie and Mocha both love Nate so much and are so excited when he comes over and hangs out with them. I am confident that Nate would be an amazing caregiver to any animal!

Availability updated 5 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Shamontiel V.
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Sitter Profile Image: Shamontiel V.
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16. Shamontiel V.

Rover 101
99 dogs, 601 walks, 14 board/sit
Rogers Park, Chicago, IL, 60645
0.8 mi. away
from
$20
per walk
4.6 out of 5 stars
13 reviews
4 repeat clients

Shamontiel is definately a dog lover and she would be a terrific dog walker. She cares about dogs of all kinds and in every way. She would be very careful with your dog.

Availability updated 5 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Sonia R.
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Sitter Profile Image: Sonia R.
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17. Sonia R.

Rover 101
Pet Sitting Sweetheart
West Ridge, Chicago, IL, 60645
0.7 mi. away
from
$15
per walk
4.9 out of 5 stars
31 reviews
8 repeat clients

Hi I would like to say that Sonia is a hard working person, very trustworthy and always tries to do more than she has to. She has been working at a cat shelter, she also does pet sitting for cats/dogs when needed for some friends. Sonia is an animal lover, best said. sincerely, carmen

Availability updated 6 days ago
Sitter Profile Image: Natalie P.
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Sitter Profile Image: Natalie P.
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18. Natalie P.

Spoiling your pets with snuggles 🎀
Chicago, IL, 60645
0.7 mi. away
from
$20
per walk
1 review

I cannot recommend Natalie highly enough for anyone looking for a trustworthy and caring pet sitter or dog walker. It is clear she has a true love for animals. She is not only responsible but also attentive to each pet's unique needs, whether it's a high-energy dog needing extra playtime or a shy cat that requires a calm and quiet space. One thing that stands out about Natalie is her commitment to safety and routine. She always follows detailed instructions, ensuring your pet’s schedule—whether it's medication, feeding times, or preferred walking routes—is adhered to. I’ve watched her form great bonds with animals quickly, providing a level of comfort that makes both pets and owners feel at ease. I’ve also been impressed by how communicative and proactive Natalie is. What truly sets Natalie apart is her love and patience with all animals. If you’re looking for someone who will ensure your pet is not only well cared for but also feels safe and loved while you're away, Natalie is the ideal choice.

Availability updated 9 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Tommy H.
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Sitter Profile Image: Tommy H.
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19. Tommy H.

Animal lover, seasonal NPS worker
West Ridge, Chicago, IL, 60645
0.3 mi. away
from
$15
per walk
10 reviews

Tommy is an excellent caretaker and wonderful person! After taking care of my dogs, he quickly became their favorite person (which I’m quite jealous of now). I always felt confident that my dogs were safe and having fun whenever Tommy watched them!

Availability updated 32 days ago
Sitter Profile Image: Gwendolyn H.
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Sitter Profile Image: Gwendolyn H.
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20. Gwendolyn H.

Rover 101
Love Your Dog in West Rogers Park
West Ridge, Chicago, IL, 60645
0.1 mi. away
from
$20
per walk
4.9 out of 5 stars
41 reviews
19 repeat clients

About: Do you need a day off from working from home with your best friend? We are a family of 4 1/2 (3 full time humans, a doxie-doodle, and a college student who comes home from time to time. On April 25th we lost our beloved Schnoodle and recently adopted a 6 year old doxie-doodle. The schnoodle survived IVDD and was diabetic for the last two years of his life. Shiloh the doxie doodle is a super chill dog but does not like to go on walks. He came from a home of 11 dogs with an owner who couldn't care for them so he's lonely! We are currently working from home most of the time, and the super responsible high school senior is home all of the time. So someone is home all day, most days. As of today (12/28/20) we are COVID-Free and (with the exception of the high school senior who tests positive for antibodies even though we don't know when she had it) have tested negative for anti-bodies on multiple occasions (for what is worth). We take COVID-19 extremely seriously and practice strict social distancing and mask wearing. Any pets, however, will be fully integrated into our household for walks, play, and snuggles. We have a typical Chicago bungalow with a fenced in back yard. We recently upgraded to central air so your pet will be comfortabl year round. We can’t wait to meet your pet. Your dog can sleep in the kitchen or one of our bedrooms, depending on the particular situation. We also have a full basement for play on rainy days. We do require current vaccinations and prefer to host dogs that are microchipped. We can't wait to host and care for your pet. About this sitter: We are a family of 3 1/2, 2 adults, a 21 year old college student who may or may not be going back to school, and a high school senior who is probably not going to school. We lost our precious schnoodle three months ago and are ready to bring pets back into our home on a part time basis. We will shower your pup with love. Why I love dog sitting I grew up with dogs. I love them all. About my yard We have a standard bungalow backyard with a small brick patio and a grassy area. It is completely fenced in. Over the summer we set out a dog pool for the pups who love it. Even though we have the yard we prefer to walk all dogs at least 3 times a day in the neighborhood. My experience administering medication Yes ! Our schnoodle had diabetes and received two shots of insulin and many many pills a day for over two years.

Availability updated over 1 year ago

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