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
Which dates do you need?
What size are your dogs (lbs)?

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.

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
20 reviews
3 repeat clients
from
$46
per day

Yingyue is terrific!! Wasabi had a wonderful time with her care. As a anxious pup mom, I’m always so grateful to work with someone who provides regular updates and a lot of pictures so that I know wasabi is having his best life 😻

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.

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: Ashley M.
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Sitter Profile Image: Ashley M.
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3. Ashley M.

Rover 101
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
19 repeat clients
from
$38
per day

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dennis K.
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Sitter Profile Image: Dennis K.
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4. Dennis K.

Tech-Savvy PMP Turned Pet Pamperer
Near North Side, Chicago, IL, 60610
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$15
per day

Dennis was so nice and gave great updates! He also took gorgeous pictures of our girl. She was wagging her tail when we picked her up so I think she had a great day. HIGHLY recommend!

Sitter Profile Image: John M.
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Sitter Profile Image: John M.
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5. 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 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.

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Sitter Profile Image: Lisa H.
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Sitter Profile Image: Lisa H.
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6. Lisa H.

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
12 reviews
5 repeat clients
from
$48
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: Ellie O.
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Sitter Profile Image: Ellie O.
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7. Ellie O.

ISO Doggo Cuddles💕🐶🐾🫶🏼🎀
Near North Side, Chicago, IL, 60610
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
7 repeat clients
from
$60
per day

ELLIE IS THE BEST!!!!! Cant say enough good things about her. She’s so sweet and made sure my puppy was safe happy & busy the whole day. She was very flexible when work ran late which I appreciate so much. She also sent lots of pictures 😍 will absolutely be using her again. I Absolutely recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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8. 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
157 reviews
60 repeat clients
from
$50
per day

As always, our Murray was well taken care of by Melanie! She always keep us updated on how Murray was doing. We will for sure be using Melanie again!

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

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
158 reviews
50 repeat clients
from
$57
per day

David and his girlfriend took such great care of our puppy Cooper! It was our first time leaving him with anyone and they updated us with photos the whole time. Cooper played with their pups the whole day and had a great time! Definitely will rebook with David and his girlfriend soon.

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Sitter Profile Image: Jamie & Ritz W.
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Sitter Profile Image: Jamie & Ritz W.
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10. Jamie & Ritz W.

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: Kolapo A.
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Sitter Profile Image: Kolapo A.
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11. Kolapo A.

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
9 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!

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Sitter Profile Image: Ivana C.
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Sitter Profile Image: Ivana C.
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12. 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: Alexis S.
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Sitter Profile Image: Alexis S.
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13. 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
5 reviews
1 repeat client
from
$50
per day

Alexis took great care of my boy! He felt instantly comfortable with her and walked away before I could say bye! She was very accommodating which was great. I'll definitely request for her to keep Charlie again!

Sitter Profile Image: Ana B.
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Sitter Profile Image: Ana B.
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14. Ana B.

Dogs! Dogs! Dogs!❤️
Loop, Chicago, IL, 60601
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
15 repeat clients
from
$37
per day

Ana was kind, attentive, and caring of my puppy, Maeve. She communicated with me throughout the day, sent me pictures & videos. I plan to re-book her services again, and I highly recommend to anyone!

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Sitter Profile Image: Jake W.
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Sitter Profile Image: Jake W.
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15. Jake W.

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
31 reviews
12 repeat clients
from
$40
per day

My puppy can't get enough of Jake and his adorable pup! She always comes back to me happy, and ready for a nap. And in the morning she can barely contain her excitement when she sees him. And I can't Overstate how personable and communicative he is. Thank you!

Sitter Profile Image: Xinyu Y.
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Sitter Profile Image: Xinyu Y.
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16. 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: Cameron H.
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Sitter Profile Image: Cameron H.
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17. 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
23 reviews
6 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!

Sitter Profile Image: Lindsey K.
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Sitter Profile Image: Lindsey K.
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18. Lindsey K.

Rover 101
Fun and Active Dog Lover & Student
Loop, Chicago, IL, 60601
0.4 mi. away
Doggy Day Care
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$35
per day

Lindsey is a great sitter! We needed to book day car at the final hour and her response time blew my mind. She communicated clearly and was comfortable caring for my hyperactive pit bull. We then needed to extend day care for the day and she was flexible with that! Have Lindsey sit your dog and you won’t be disappointed.

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Sitter Profile Image: Shayda S.
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Sitter Profile Image: Shayda S.
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19. 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

When choosing a pet sitter the most important trait for me is someone who is extremely conscientious. Shayda thankfully has that trait which makes her an ideal sitter for my little 6 pound chihuahua Bisou. They have a very sweet bond with each other and I can tell Bisou is not only comfortable with Shayda but also very fond of her. Her place is always clean and tidy but still maintains a lot of warmth. Last but not least Shayda’s little dog Asal is the sweetest, cutest little girl who loves to play. So happy to have Shayda in my life!

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Sitter Profile Image: Emily H.
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Sitter Profile Image: Emily H.
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20. Emily H.

walks and a new bff ❤️
Loop, Chicago, IL, 60601
0.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$55
per day

Emily took amazing care of Henry during his daycare! Super flexible and easy to work with - I work in the Loop and was super easy to drop off / pick up Henry while I was in the area. She sent tons of pictures and had regular updates throughout the day. Henry had so much fun he didn't want to come home.

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