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

Yingyue was accommodating, responsive, and took great care of Baxter. He is a senior and needs many potty breaks; she took him out multiple times and sent me pics and messages to let me know how he is doing throughout the day. This was the first time but definitely not the last time Baxter will be staying w Yingyue. I highly recommend her to anyone looking for a responsible and caring pet sitter for their fur baby.

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

Wicker Park Pups
West Town, Chicago, IL, 60647
2.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
47 reviews
18 repeat clients
from
$55
per day

John was so friendly and seemed so genuinely excited to see Dua. He sent a note after her first ever day there that really made my day. Plus Dua seems to have had the time of her life playing with Pax, cause she is absolutely pooped when she gets home. She’s definitely living her best life when she’s staying with John.

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
2.5 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!

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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
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
1.1 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!

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Sitter Profile Image: Judy D.
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Sitter Profile Image: Judy D.
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5. Judy D.

Pet loving
Near North Side, Chicago, IL, 60654
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$38
per day

Judy took great care of our dog! He can be anxious with strangers but seemed to settle in fine

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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
1.5 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

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Sitter Profile Image: Kolapo A.
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Sitter Profile Image: Kolapo A.
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7. Kolapo A.

Passionate for the pets!
Near North Side, Chicago, IL, 60654
1.8 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: Alexis S.
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Sitter Profile Image: Alexis S.
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8. Alexis S.

Animal lover and dog whisperer
Near North Side, Chicago, IL, 60654
2.0 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 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.

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Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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9. Jennifer N.

Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
105 reviews
61 repeat clients
from
$35
per day

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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10. Nate N.

Nurture, Bond and Train!
Near West Side, Chicago, IL, 60612
1.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per day

Great friendly service. We will request his services again.

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Sitter Profile Image: Payal S.
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Sitter Profile Image: Payal S.
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11. Payal S.

Experienced dog lover and owner
West Town, Chicago, IL, 60622
1.7 mi. away
Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$32
per day

Payal was an amazing dog sitter. She followed the instructions that I left for her. See sent photos and videos throughout the day and my pup didn't want to leave when I picked him up. Afterwards he slept for hours when I came home. I've used rover and other sitters before as well as daycare facilities and I can easily say she took care of my pup the best and my mind was at ease the most. I would definitely recommend having her sit for your pup.

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Sitter Profile Image: Joanna K.
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Sitter Profile Image: Joanna K.
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12. Joanna K.

WFH Artist and Lifelong Dog Lover!
Lower West Side, Chicago, IL, 60608
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$40
per day

I brought my dog jazzy to Joanna’s and she was amazing! Jazzy was so happy and tired after hanging with Joanna all day it was absolutely perfect. We will definitely be booking again!! Thank you Joanna ❤️

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Sitter Profile Image: Raquel W.
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Sitter Profile Image: Raquel W.
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13. Raquel W.

⭐️Reliable West Town Pet Sitter ⭐️
West Town, Chicago, IL, 60622
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
7 repeat clients
from
$40
per day

Raquel was so communicative, patient and loving to my puppy. I will 100% book her again. She’s the best!

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Sitter Profile Image: Erin & Stephen H.
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Sitter Profile Image: Erin & Stephen H.
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14. Erin & Stephen H.

Rover 101
Your pup’s favorite city staycation
West Town, Chicago, IL, 60622
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per day

Erin and Stephen took such great care of our boy!! We are so appreciative of them, they’re so sweet!!

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Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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15. Amanda B.

WFH dog daycare
West Town, Chicago, IL, 60642
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$35
per day

About: I have grown up around dogs and volunteered at RSPCA in my hometown. I also currently have my own dog, Otis, who is 3. Caring for Otis has been wonderful and he would love a playmate on his walks and during the day. I have an extremely flexible schedule where I work from home, so I am available most of the day. I take my own dog on 3-5 walks per day. I am a respectful and clean person, and will make sure your home remains the way you left it! I am also very punctual and responsible.

Sitter Profile Image: Jasmine K.
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Sitter Profile Image: Jasmine K.
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16. Jasmine K.

Your dog’s new bestie 😊❤️
Near West Side, Chicago, IL, 60607
0.5 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 is so wonderful taking care of Teddy! He is an anxious dog by nature but is visibly so excited to see her, which is very rare. Jasmine keeps me posted throughout the day and is a pleasure to communicate with. I will definitely continue to request her for daycare in the future!

Sitter Profile Image: Gigi W.
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Sitter Profile Image: Gigi W.
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17. Gigi W.

Experienced Dog Owner
Near West Side, Chicago, IL, 60607
0.6 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 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: kaveh m.
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Sitter Profile Image: kaveh m.
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18. kaveh m.

I love dogs and love walking
Near West Side, Chicago, IL, 60607
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$35
per day

In my years of knowing Kaveh, I can confidently say that he is a true animal lover; his compassion for them has always stood out. He possesses a genuine affinity for pets and understands their needs and behaviors, making him a great choice as a pet sitter and dog walker.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shivani P.
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Sitter Profile Image: Shivani P.
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19. Shivani P.

Animal lover! Pet owner for 15+ yr!
Near West Side, Chicago, IL, 60607
0.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
5 repeat clients
from
$50
per day

Shivani has been caring for our cats for over six years when we travel. She is reliable, trustworthy and caring, and we never worry about our fur babies when we are gone.

Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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20. Samantha L.

Devoted College Pet Sitter 🐾
Near West Side, Chicago, IL, 60607
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$50
per day

Samantha is one of the most compassionate and nurturing people I know! Her connection and relationship with animals is admirable. From caring for her own five dogs with the utmost passion and dedication, she’s been a loyal choice for me whenever I have dog sitting needs. Amongst our friends, she’s reliable and trustworthy whenever we have a pet sitting task since she’s able to adapt and problem-solve when a situation gets out of hand. I highly recommend her for any and all of your pet needs! She excels at communication and empathizes with all of your worries which she quickly puts to rest.

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