Doggy Day Care in Loop, Chicago

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yingyue L.
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Sitter Profile Image: Yingyue L.
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1. Yingyue L.

Star Sitter
Streeterville WFH doggy lover
Near North Side, Chicago, IL, 60611
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$46
per day

We decided to book Yingyue for our visit to chicago with our dog. She was very flexible and understanding. She sent tons of updates and took my dog out multiple times throughout the day. He came back ready to go to sleep on both days 😄 Communication was great and she seemed to bond very well with my shy dog. If we ever come back to Chicago, I will definitely book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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2. Morgan D.

Star Sitter
Doodle lover & big exerciser!
Loop, Chicago, IL, 60601
0.7 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$50
per day

Morgan was great with Pepper! She sent a bunch of photos and videos throughout the day and was very attentive. She asked questions to make sure she was filling Pepper’s needs. She had such a great time that when I picked her up she kept looking back for Morgan because she didn’t want to leave. Would 100% recommend and use Morgan again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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3. David R.

Star Sitter
Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
159 reviews
51 repeat clients
from
$57
per day

These guys….so loving toward our pups. Communicative and friendly - we just can’t say enough good things. Bean and Olive had a wonderful time spending the afternoon and evening with David so we could attend a wedding worry-free. Highly recommend if you need pet care in the Windy City. Wish we could give six stars!

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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
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
18 repeat clients
from
$38
per day

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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5. Alexis S.

Animal lover and dog whisperer
Near North Side, Chicago, IL, 60654
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per day

Alexis is an amazing sitter. She brings my dog on several long walks every time she comes over for daycare!! My pup comes home exhausted and happy. Alexis is very flexible and communicative. So glad I found her! We’re regulars now.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lisa H.
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Sitter Profile Image: Lisa H.
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6. Lisa H.

Star Sitter
Extended family to your fur babies
Loop, Chicago, IL, 60607
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$49
per day

Lisa and her husband were incredible dog sitters. They have a very friendly dog of their own and he got along great with our puppy. Taking care of a puppy is a lot of work and they took her on lots of walks and played with her all day. They were super responsive and lovely. 5 stars! Would absolutely recommend

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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7. Melanie S.

Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
158 reviews
62 repeat clients
from
$50
per day

Milly and I both loved Melanie instantly! She’s friendly, welcoming, and oozes love for dogs. I was completely at ease during my workday with Milly in her care. Melanie is active and took Milly out and about - she had a blast hanging out in Melanie’s neighborhood! We will definitely be repeat customers!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cameron H.
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Sitter Profile Image: Cameron H.
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8. Cameron H.

Elevated Cat Care & Dog Boarder
Near North Side, Chicago, IL, 60611
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$35
per day

Cameron is the absolute best! We're so happy to have found somebody so reliable and consistent in our neighborhood to hang out with our dog while we're in the office. Cameron is always timely to meet us and Mildred gets excited every morning when she's dropped off! She's flexible if we need to change the schedule and it's such a relief knowing Mildred is well taken care of during the day!

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Sitter Profile Image: Jake W.
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Sitter Profile Image: Jake W.
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9. Jake W.

Star Sitter
Pets are humans too!
Near North Side, Chicago, IL, 60611
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$40
per day

Very kind man. My Ellie was excited to meet him, which is fantastic because she's never had a male sitter before. He took her to the puppy park where she and his pup could meet on casual ground, which I also love. And adoringly, he sent photos of her stay and inquired when she wasn't eating. ♡♡ truly made my day. Will definitely request services from again!

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Sitter Profile Image: Jasmine K.
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Sitter Profile Image: Jasmine K.
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10. Jasmine K.

Star Sitter
Your dog’s new bestie 😊❤️
Near West Side, Chicago, IL, 60607
1.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$50
per day

Jasmine exceeded all expectations in a dogsitter. She was patient and extremely accommodating of Rue. I always felt in the loop and updated throughout the day, which I really appreciated. 10/10 would recommend Jasmine to anyone looking for someone who genuinely cares about their pet and wants to know they are in safe and caring hands.

Sitter Profile Image: Xinyu Y.
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Sitter Profile Image: Xinyu Y.
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11. Xinyu Y.

Responsible dog owner/sitter :)
Loop, Chicago, IL, 60601
0.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$50
per day

Xinyu was amazing! Very kind and accommodating. Took much care to understand Charlie's routine and needs. She shared pictures throughout the day so I'd know that he was ok. Taco is so cute! I appreciated the service very much!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kolapo A.
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Sitter Profile Image: Kolapo A.
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12. Kolapo A.

Star Sitter
Passionate for the pets!
Near North Side, Chicago, IL, 60654
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$40
per day

Kolapo was great! Lots of communication, updates & photos throughout her stay. Pick up & drop off was a breeze too. Lola had so much fun playing with Kolapo, his dog Roscoe, and another dog he was watching. She came home so tired, but so happy. Was a huge relief to find someone I felt comfortable leaving her with. Would absolutely recommend Kolapo and hope to have him watch Lola again in the future!

Sitter Profile Image: John M.
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Sitter Profile Image: John M.
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13. John M.

Great place to stay with a fun dog
Loop, Chicago, IL, 60601
0.7 mi. away
Boarding, Doggy Day Care, Dog Walking
1 review
1 repeat client
from
$45
per day

John has frequently watched my dogs and always provides high quality care! He’s very much a “dog person” and always plays with the dogs a bunch and will take them to the dog park. He’s very responsible, communicative, and dependable.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Olivia S.
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Sitter Profile Image: Olivia S.
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14. Olivia S.

WFH Pet Lover!
Near North Side, Chicago, IL, 60654
1.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$40
per day

Olivia was great. She watched our pup for a few hours while we went out for dinner. We would use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jamie & Ritz W.
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Sitter Profile Image: Jamie & Ritz W.
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15. Jamie & Ritz W.

Star Sitter
WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$50
per day

Jamie & Ritz are wonderful guardians to Maeve. They consistently throughout the day kept me posted on how she’s doing, and Toffee made her feel very welcome in their home. I highly recommend, and I plan to rebook with them again!

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Sitter Profile Image: Gigi W.
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Sitter Profile Image: Gigi W.
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16. Gigi W.

Star Sitter
Experienced Dog Owner
Near West Side, Chicago, IL, 60607
1.0 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$40
per day

Gigi was so helpful and easy to coordinate with! My dog had a cone and stitches and she was well taken care of - very communicative and lots of pictures. Would book again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ivana C.
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Sitter Profile Image: Ivana C.
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17. Ivana C.

MBA student, works remote
Loop, Chicago, IL, 60601
0.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
1 repeat client
from
$40
per day

Sweet, personable, communicative and just an overall friendly person. My puppy looked happy and content and when she was returned to me her happy dance said it all. Will absolutely hire again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabby J.
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Sitter Profile Image: Gabby J.
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18. Gabby J.

Rover 101
Your Dog's Favorite Aunty
Loop, Chicago, IL, 60605
0.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$50
per day

Gabby was very professional and kind! My pup seemed very happy after I picked him up. I will definitely be utilizing her services with my dog again.

Sitter Profile Image: Haydee M.
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Sitter Profile Image: Haydee M.
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19. Haydee M.

Dog lover 4ever!
Loop, Chicago, IL, 60601
0.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$50
per day

Wonderful! Amazing! Communicative and super considerate! My puppy came back to me with a happy tail, heavy lidded eyes, and ready for the hour and a half ride home (she slept the entire ride, which was adorable). I will absolutely book with her again! Thank you madam!

Sitter Profile Image: Shayda S.
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Sitter Profile Image: Shayda S.
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20. Shayda S.

Nurturing & protective dog lover
Loop, Chicago, IL, 60604
0.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
from
$40
per day

Shayda is a very loving , caring & energetic person. She is a great fur mom and very responsible! She is kind & tender towards aging dogs and playful with puppies.

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