Doggy Day Care in Douglas, 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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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
3.9 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
$39
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: 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
3.6 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: E K.
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Sitter Profile Image: E K.
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3. E K.

Rover 101
Star Sitter
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
1.7 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

E. Took wonderful care of my fur baby. She is very responsive, sends pictures and updates. It was my very first time using rover and E. I was very comfortable leaving my 8 week old pup with E. I will continue to use E. for our doggy daycare. I also like the that my pup got to socialize with other pups.

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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
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
18 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: Ashley B.
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Sitter Profile Image: Ashley B.
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5. Ashley B.

Star Sitter
Open house for Pets
Hyde Park, Chicago, IL, 60615
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
38 repeat clients
from
$50
per day

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

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
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 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
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
157 reviews
62 repeat clients
from
$50
per day

Melanie was absolutely amazing with my puppy Hank! Sent so many updates and photos throughout the day! She was incredibly accommodating with my 12 hr/day work schedule and took such good care of my baby, he didn’t wanna leave! I will absolutely be reaching out to her in the future!!!

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.

Star Sitter
Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
2.4 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.

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

Animal lover and dog whisperer
Near North Side, Chicago, IL, 60654
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 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.

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Sitter Profile Image: Joanna K.
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Sitter Profile Image: Joanna K.
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10. Joanna K.

Star Sitter
WFH Artist and Lifelong Dog Lover!
Lower West Side, Chicago, IL, 60608
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 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: Jamie & Ritz W.
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Sitter Profile Image: Jamie & Ritz W.
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11. Jamie & Ritz W.

Star Sitter
WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
2.1 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: christian t.
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Sitter Profile Image: christian t.
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12. christian t.

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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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13. Makeba L.

Star Sitter
WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
2.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
11 repeat clients
from
$42
per day

Make a is the best!! I fell very comfortable with Makeba caring for Champ.

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Sitter Profile Image: Talla A.
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Sitter Profile Image: Talla A.
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14. Talla A.

I love spoiling dogs
Douglas, Chicago, IL, 60616
0.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$40
per day

Excellent communication and clearly responsible. My dog was happy to meet her when I went to leave her a second time. Would strongly recommend.

Sitter Profile Image: Vick D.
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Sitter Profile Image: Vick D.
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15. Vick D.

I'll get on your dogs level.
Bridgeport, CHICAGO, IL, 60608
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
16 reviews
6 repeat clients
from
$40
per day

Vick is the best! Flexible, easy to communicate with, super nice, dependable, thoughtful, and caring! Best of all, he treated my old, anxious, nearly blind dog with kindness and expertise. She really loved staying at his house. It's obvious that he really loves and understands dogs. He's an amazing dog sitter. Thank you!

Sitter Profile Image: Coraihma S.
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Sitter Profile Image: Coraihma S.
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16. Coraihma S.

Star Sitter
✨ Dogs are my kinda people ✨
Lower West Side, Chicago, IL, 60608
2.2 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: Elena W.
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Sitter Profile Image: Elena W.
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17. Elena W.

Work from home MBA who loves pets!
Loop, Chicago, IL, 60605
2.4 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: Katie "Anni" W.
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Sitter Profile Image: Katie "Anni" W.
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18. Katie "Anni" W.

Welcoming all fur babies :)
Near South Side, Chicago, IL, 60616
1.7 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: jiehui l.
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Sitter Profile Image: jiehui l.
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19. jiehui l.

I treat all pet like my own pet
Bridgeport, Chicago, IL, 60616
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$45
per day

Jiehui watched our dogs on very short notice for the day. They came back happy and healthy and jiehui communicated and sent a video when I checked in! Very happy, I recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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20. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
0.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$35
per day

Willy was amazing with my pup! I love that he has the skill to assist me with my 11wk pup with potty training. Very attentive with my baby and a lot of play time! Love the consistency with the updates and pictures and videos though out the day! Definitely will book against ten stars ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

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