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Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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1. Ruben M.

Star Sitter
Loving care when you're not there.
Humboldt Park, Chicago, IL, 60651
1.8 mi. away
from
$40
per day care
5.0 out of 5 stars
155 reviews
62 repeat clients
Profile image

Diver and Sloane has a great time at Ruben’s. He kept them safe and busy while I moved into my new place. I will definitely bring the dogs back to his home!!

Availability updated today
Confirmed availability for Thanksgiving
Sitter Profile Image: molly m.
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Sitter Profile Image: molly m.
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2. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
3.7 mi. away
from
$40
per day care
5.0 out of 5 stars
54 reviews
12 repeat clients
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I booked doggie daycare with Molly and my puppy Penelope had so much fun. Molly was great with drop off and pick up, very responsive and penelope came home happy.

Availability updated today
Confirmed availability for Thanksgiving
Sitter Profile Image: John K.
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Sitter Profile Image: John K.
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3. John K.

Wicker Park Pups
West Town, Chicago, IL, 60647
2.6 mi. away
from
$55
per day care
5.0 out of 5 stars
86 reviews
26 repeat clients
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John provided such a great daycare for our dog Moose. Moose got to play with John’s adorable dog, go on walks and get out his energy and we got to enjoy pics from John! He was also super communicative and accommodated our rather challenging drop off schedule (it was early!) John will absolutely be my first call the next time we need daycare!

Availability updated yesterday
Confirmed availability for Thanksgiving
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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4. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
2.9 mi. away
from
$44
per day care
5.0 out of 5 stars
74 reviews
25 repeat clients
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Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!

Availability updated today
Sitter Profile Image: Maria V.
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Sitter Profile Image: Maria V.
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5. Maria V.

Star Sitter
Best sitter for your fur babies!
West Town, Chicago, IL, 60622
1.4 mi. away
from
$45
per day care
5.0 out of 5 stars
65 reviews
40 repeat clients
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Archie had the best time with Maria and her pup! They went to the park and he came home feeling so happy relaxed! 11/10 would recommend any pet parent to book!! Thank you!! 😊

Availability updated today
Confirmed availability for Thanksgiving
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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6. Emily S.

WFH Pup Lover
Near West Side, Chicago, IL, 60607
2.8 mi. away
from
$33
per day care
5.0 out of 5 stars
11 reviews
2 repeat clients
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Emily is awesome - took Sugar to get a pup cup today and sent great pictures. She is very sweet, responsive, and accommodating. Will definitely re book :)

Availability updated 4 days ago
Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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7. Nate N.

Star Sitter
Nurture, Bond and Train!
Near West Side, Chicago, IL, 60612
1.2 mi. away
from
$50
per day care
5.0 out of 5 stars
32 reviews
11 repeat clients
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Thank you for taking such great care of Bella

Availability updated yesterday
Confirmed availability for Thanksgiving
Sitter Profile Image: Barbara R.
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Sitter Profile Image: Barbara R.
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8. Barbara R.

R.I.P Dobby you're my inspiration ❤
West Town, Chicago, IL, 60642
2.6 mi. away
from
$40
per day care
5.0 out of 5 stars
42 reviews
12 repeat clients
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Barbara did a great job overall. The videos she sent weren’t very clear or long but she communicated well. Unfortunately we had to wait almost an hour outside her home when picking up Charlie.

Availability updated 6 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Laura M.
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Sitter Profile Image: Laura M.
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9. Laura M.

Rover 101
Star Sitter
Your Trustworthy Sitter.
West Town, Chicago, IL, 60622
2.0 mi. away
from
$37
per day care
5.0 out of 5 stars
130 reviews
59 repeat clients
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Laura was so great - our dog is a little nervous and can struggle to relax in new environments but did so well with Laura. She also provided multiple updates during the day that made us feel at ease with a new sitter.

Availability updated 3 days ago
Sitter Profile Image: Kayla & Jordan J.
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Sitter Profile Image: Kayla & Jordan J.
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10. Kayla & Jordan J.

Star Sitter
“When you’re here, you’re family!”
West Town, Chicago, IL, 60622
2.3 mi. away
from
$55
per day care
5.0 out of 5 stars
44 reviews
17 repeat clients
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Chester had the best time! Always a smile on his face when they communicated updates throughout the day. Highly recommend booking with Kayla and Jordan!

Availability updated 17 days ago
Sitter Profile Image: Alec R.
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Sitter Profile Image: Alec R.
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11. Alec R.

Dog Lover
West Town, Chicago, IL, 60622
2.7 mi. away
from
$40
per day care
5.0 out of 5 stars
10 reviews
2 repeat clients
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Alec was great with our dog Moomoo, made him feel comfortable right away. Great communication and attentive to our anxious pups needs

Availability updated 51 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Sara & Jose Y.
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Sitter Profile Image: Sara & Jose Y.
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12. Sara & Jose Y.

Rover 101
Work from home animal lovers
West Town, Chicago, IL, 60622
2.3 mi. away
from
$50
per day care
5.0 out of 5 stars
121 reviews
39 repeat clients
Profile image

A loving home away from home for our dog! we really appreciate how understanding Sara and Jose are of our anxious old girl 😅 They're very kind and flexible, and we can tell they take great care of her. Thanks Sara and Jose!!

Availability updated 34 days ago
Sitter Profile Image: Dara F.
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Sitter Profile Image: Dara F.
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13. Dara F.

I’ve never met a dog I didn’t love!
West Town, Chicago, IL, 60622
2.3 mi. away
from
$40
per day care
5.0 out of 5 stars
9 reviews
1 repeat client
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Dara was AMAZING with Tina. She sent so many pictures and kept me updated throughout the day. Tina was so comfortable with Dara. She will absolutely be my go-to sitter from now on!

Availability updated 3 months ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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14. Jennifer N.

Star Sitter
Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
2.3 mi. away
from
$35
per day care
5.0 out of 5 stars
147 reviews
90 repeat clients
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We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

Availability updated yesterday
Confirmed availability for Thanksgiving
Sitter Profile Image: Elliott S.
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Sitter Profile Image: Elliott S.
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15. Elliott S.

Star Sitter
I love to train/rehabilitate dogs!
Humboldt Park, Chicago, IL, 60647
2.3 mi. away
from
$38
per day care
5.0 out of 5 stars
394 reviews
215 repeat clients
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Elliott was amazing !!! As soon as me n my dog got there he greeted her. I honestly recommend him if you need a sitter. He gave me advice on how to properly train my puppy, such as walking her on the leash so she won’t pull.

Availability updated 5 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Karia J.
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Sitter Profile Image: Karia J.
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16. Karia J.

Dogs are family and family is loved
East Garfield Park, Chicago, IL, 60612
0.6 mi. away
from
$40
per day care
5.0 out of 5 stars
8 reviews

I will recommend Karia to everyone. I’m usually away twice a month and I always can depend on her. I have four dogs and one cat and my dogs vary in sizes and breeds. She is amazing! Always sweet and joyful. She walks, feed and even take my pets to the vet for me. You won’t be disappointed if you hire her!

Availability updated 8 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Norma G.
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Sitter Profile Image: Norma G.
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17. Norma G.

Trustworthy Care for Furry Friends!
Near West Side, Chicago, IL, 60612
1.4 mi. away
from
$45
per day care
5.0 out of 5 stars
3 reviews
1 repeat client
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Norma and her husband Jimmy were lovely! They treated my Gigi like family. We can't wait to book again.

Availability updated 4 months ago
Sitter Profile Image: Jazz & Michael O.
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Sitter Profile Image: Jazz & Michael O.
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18. Jazz & Michael O.

Your Fur-Baby's Second Home
West Town, Chicago, IL, 60622
1.4 mi. away
from
$40
per day care
5.0 out of 5 stars
2 reviews
1 repeat client
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Jazz and Michael were fantastic! Jazz sent me updates through out the day and our dog Mara had a great time. Highly recommended!

Availability updated today
Sitter Profile Image: Lauren L.
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Sitter Profile Image: Lauren L.
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19. Lauren L.

Experienced sitter. Fenced yard.
Near West Side, Chicago, IL, 60612
0.8 mi. away
from
$55
per day care
5.0 out of 5 stars
33 reviews
15 repeat clients
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We had a great experience with Lauren.. our Max enjoyed the stay with Lauren. She was very caring and took care of our Max like it was her own. She was available for chat at any time during the day and she kept us updated and sent cool pics. I am sure we will have Max stay with her on our next trip to Chicago. Lauren has the coolest house in Chi Town.

Availability updated 7 months ago
Sitter Profile Image: Felisa D.
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Sitter Profile Image: Felisa D.
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20. Felisa D.

Caring for dogs for many years
East Garfield Park, Chicago, IL, 60624
0.6 mi. away
from
$62
per day care
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

My puppies loved her was excited to see her

Availability updated 3 days ago
Confirmed availability for Thanksgiving

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