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Alison C.
1.
Work from home | Treats. Play. ♥️Loop, Chicago, IL, 60606

Allison was the absolute best ! She made sure to keep me updated on my baby and Gia loved her . When I came to get her she cried a little for Allison ! I was sh… (more)

from
$55
per night
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Alex K.
2.
Your dog's yappy placeWest Town, Chicago, IL, 60642

Alex was amazing! I got tons of pictures and updates on Jeter. Her dog is super friendly and my dog had so much fun playing with him. I highly recommend Alex!! (more)

from
$45
per night
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Whitney O.
Work From Home, Dog Park Next Door!Near South Side, Chicago, IL, 60616

Used Whitney for boarding service. This was the second time my pup had interacted with her and it went well. Very nice person and accommodating when needed. (more)

from
$50
per night
Confirmed availability: Labor Day
Dana B.
4.
Playtime Pawtastic!North Side, Chicago, IL, 60647

Hello everyone, Mala and M.C.A here! We stole our Mom's computer because we wanted to tell everyone how much fun we had with Dana and her doggies when she watc… (more)

from
$55
per night
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Stephanie M.
Dog, Cat, and Small animal loverLoop, Chicago, IL, 60605

Stephanie is SO great! She doted on our sweet pup for an entire week and kept us updated on everything. I would highly recommend! We’ll be using her again (more)

from
$44
per night
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6.
Your Loved One's Second HomeLoop, Chicago, IL, 60605

Maria is amazing!! I went on an 8 day trip at the beginning of September and the first 2 sitters I met with just did not feel right. I was in communication with… (more)

from
$40
per night
7.
Meg 
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May I pet all of the dogs, please?West Town, Chicago, IL, 60642

Meg loves dogs and is a very responsible and caring pet caregiver. Would definitely utilize her services as a pet sitter any time. Her little dog Honey is a sw… (more)

from
$49
per night
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8.
Responsible & fun loving care giverLake View, Chicago, IL, 60657

Julie was wonderful - provided lots of pictures and updates and my boy came home happy and calm. I was nervous to try a new sitter because I am a very overprote… (more)

from
$46
per night
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9.
15+ years of cat & dog ownershipWest Town, Chicago, IL, 60622

Ryan is was great with my 2 small elderly chihuahuas. He was very consistent with contact and I believe they had a good stay together:) Thank you Ryan! (more)

from
$40
per night
Confirmed availability: Labor Day
10.
NOT JUST A PET BUT FAMILYLower West Side, Chicago, IL, 60608

We have never left Sissy with anyone but family and we were quite nervous because Sissy is a senior dog with dementia and seizures and she takes several medicat… (more)

from
$40
per night
Confirmed availability: Labor Day
Your fur baby will be in good handsWest Town, Chicago, IL, 60622

Left my cooper with Nakeisha while I went on vacation and my pup came back happy and well. I loved that I was getting updates throughout the day and was able to… (more)

from
$40
per night
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12.
Dog Mom Extraordinaire!North Center, Chicago, IL, 60618

She told me she is "a crazy dog lady!" The only type of people I trust with my dog. Dorothy and her three beautiful huskies will keep your dogs very busy and ex… (more)

from
$48
per night
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13.
Meet your pet’s new friendNear West Side, Chicago, IL, 60612

Ghannam was extremely polite, professional and responsive during the time that he watched our dog this past weekend. He did a great job taking her for walks, f… (more)

from
$40
per night
Confirmed availability: Labor Day
14.
Wags While You're Away!Humboldt Park, Chicago, IL, 60647

Erica was awesome. Roo had a great time with her new puppy friends, especially Basil :). My husband and I received picture and video update everyday which was s… (more)

from
$50
per night
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15.
Work from home, dog lover!West Town, Chicago, IL, 60622

Drew was absolutely wonderful with our very energetic pup. He sent us photos often, took him on lots of walks and runs, and actually managed to tire him out. Ou… (more)

from
$40
per night
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A family that loves pets!North Center, Chicago, IL, 60618

Evelyn and her family were amazing and took great care of Lupa! We received updates throughout the day and could see Lupa was very happy. She came home exhauste… (more)

from
$44
per night
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17.
A Happy and Safe Stay For Your Dog!Lake View, Chicago, IL, 60657

Camila was a fantastic sitter for our 9 month (very energetic!) labradoodle! She sent picture updates and took such great care of our pup and her spot is a grea… (more)

from
$35
per night
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Unleashing Dog Love and Bad PunsLake View, Chicago, IL, 60657

Stephanie took really great care of our dog! She kept us informed the whole time and was also flexible when our schedule changed. I’d highly recommend her to fr… (more)

from
$55
per night
Confirmed availability: Labor Day
Animal lover here to help!North Center, Chicago, IL, 60618

Alexandra was amazing with our dog Semper. She was very attentive to our directions for his care, and spent a lot of time taking him on walks, updating us throu… (more)

from
$75
per night
Confirmed availability: Labor Day
20.
All you need under one woof :)West Town, Chicago, IL, 60622

Vivian was amazing with my fur baby Paloma! She took great care of her and fed her favorite treats. Paloma was in great hands. Highly recommend! (more)

from
$30
per night