Doggy Day Care In Near South Side 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
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$46
per day

Yingyue was amazing with my little Bruno, very patient and caring. She kept me updated throughout the day helping me do what I needed to do knowing my baby was well. He came back happy and relaxed. Thank you !

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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2. E K.

Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
245 reviews
106 repeat clients
from
$45
per day

My puppy had sooo much fun he came home & took the longest nap. i received so much updates and pictures which made me feel so at ease! I 100% recommend You bring your Doggy with E!

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

Doodle lover & big exerciser!
Loop, Chicago, IL, 60601
2.1 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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4. Ashley M.

Rover 101
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
2.0 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!

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
2.1 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
1.3 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: 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
2.4 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

Melanie was a great communicator and according to Bandido he had a great time as he didn't want to leave when the stay was over. Melanie has plenty of room in her apartment and knows how to take great care of dogs. I wouldn't hesitate to book with 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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8. David R.

Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
0.9 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

While planning our anniversary vacation, we found ourselves in need of a last-minute puppy sitter. Luckily, we found David here on Rover. They were amazing with Lou! Throughout the day, they stayed in touch, sending us regular updates and pictures of Lou having a great time. We'd definitely reach out to David again. And if you're ever in the area and need someone reliable and caring for your pet, we highly recommend you consider David.

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

WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
0.6 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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10. Kolapo A.

Passionate for the pets!
Near North Side, Chicago, IL, 60654
2.5 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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11. Ivana C.

MBA student, works remote
Loop, Chicago, IL, 60601
1.9 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!

Sitter Profile Image: Ana B.
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Sitter Profile Image: Ana B.
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12. Ana B.

Dogs! Dogs! Dogs!❤️
Loop, Chicago, IL, 60601
1.9 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!

Sitter Profile Image: Xinyu Y.
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Sitter Profile Image: Xinyu Y.
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13. Xinyu Y.

Responsible dog owner/sitter :)
Loop, Chicago, IL, 60601
1.9 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!

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Sitter Profile Image: Shayda S.
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Sitter Profile Image: Shayda S.
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14. Shayda S.

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

Shayda was amazing! She was so warm and full of love with Daisy! She also updated me with pics on how my dog was doing during the stay. Shayda just made me feel very comfortable trusting her right away. I would 100% recommend using her!!

Sitter Profile Image: Coraihma S.
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Sitter Profile Image: Coraihma S.
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15. Coraihma S.

✨ Dogs are my kinda people ✨
Lower West Side, Chicago, IL, 60608
1.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$40
per day

About: Hi! My name is Cory and I live in Pilsen with my 12 year old poodle mix Abbey. I’ve had Abbey since she was 2 months old and we’ve been inseparable since. I am a huge animal lover and would love to care for your furbaby/furbabies. I love to keep Abbey pretty busy even at her age we do lots of long walks, lots of enrichment, will occasionally visit the small dog park near us to allow her to socialize with other dogs. She loves all humans, dogs and cats and would love to have a little companion visiting us! 🐾 I work from home 3-4 days of the week and am readily available to feed them and take them out on their same schedule to make their stay as comfortable as possible Dogs are welcomed to roam the entire house as they want. I will walk your dog every couple hours and make sure they are comfortable

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Sitter Profile Image: Daniela C.
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Sitter Profile Image: Daniela C.
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16. Daniela C.

Work from home, flexible
Near South Side, Chicago, IL, 60605
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$38
per day

Daniella was very easy to talk to. Accomodated Joy in the last min and was super flexible on pick up and drop off timings.

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Sitter Profile Image: Katie "Anni" W.
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Sitter Profile Image: Katie "Anni" W.
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17. Katie "Anni" W.

Welcoming all fur babies :)
Near South Side, Chicago, IL, 60616
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$40
per day

I have booked her multiple times for my dogs when I go on vacation and business trips. She always makes them feel comfortable right away and I can tell they are having a good time when I see their pictures together. I would recommend her to anyone trying out Rover!

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Sitter Profile Image: christian t.
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Sitter Profile Image: christian t.
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18. christian t.

South loop sitter
Loop, Chicago, IL, 60605
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$33
per day

Excellent sitter! Lots of exercise & great at administering meds for my dog.

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Sitter Profile Image: Elena W.
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Sitter Profile Image: Elena W.
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19. Elena W.

Work from home MBA who loves pets!
Loop, Chicago, IL, 60605
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$50
per day

Queenie loved her time with Elena and next time I'm in the city she's definitely our favorite sitter we'll come back to.

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Sitter Profile Image: Jillian K.
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Sitter Profile Image: Jillian K.
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20. Jillian K.

NP student, RN, & doodle mom
Near South Side, Chicago, IL, 60605
0.6 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per day

Jillian is a superb pet caregiver, she has taken care of my energetic and sometimes overwhelming staffy mix. She handles him with ease and grace. She is such a caring pet lover, always attentive and caring. Jill will go above and beyond to care for you pet, treating it with love like it is her own. Jill is a wonderful pet caregiver, when Jill is watching my own dog I know he is in great hands.

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