Doggy Day Care in Kenwood, 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

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
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 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.

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
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
245 reviews
105 repeat clients
from
$45
per day

From the moment Teddy entered E. K's home it was like I didn't exist. Kind of like dropping off your kids at preschool and they don't say goodbye. Teddy had a great day with the other dogs especially Allie and will definitely be back.

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
4.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
43 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!

Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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4. Ashley B.

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

Ashley did such a great job with our 5 month old puppy! She made sure Connie felt safe and comfortable during one of our first times away from her, and Connie returned home tuckered out from a great day of play.

Sitter Profile Image: Coraihma S.
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Sitter Profile Image: Coraihma S.
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5. Coraihma S.

✨ Dogs are my kinda people ✨
Lower West Side, Chicago, IL, 60608
4.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 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

Sitter Profile Image: Vick D.
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Sitter Profile Image: Vick D.
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6. Vick D.

I'll get on your dogs level.
Bridgeport, CHICAGO, IL, 60608
3.7 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: Nakeisha B.
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Sitter Profile Image: Nakeisha B.
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7. Nakeisha B.

Rover 101
Your fur baby will be in good hands
Grand Crossing, Chicago, IL, 60619
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
24 repeat clients
from
$35
per day

We left our 7 month old for a day while we hit the lakefront, and he seemed to have loved his stay! Nakeisha sent us updates throughout the day, with photos, which was a great way for us to still feel connected while away :)

Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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8. Holly R.

Your Pet's Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
76 reviews
35 repeat clients
from
$48
per day

Holly was Great! She asked questions and kept me updated with pics showing my fur baby's comfortability level in a new environment and also showing her having fun! I would most definitely request her services again.

Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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9. Makeba L.

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
0.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
10 repeat clients
from
$42
per day

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

Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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10. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
1.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
3 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 ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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11. Ebonee A.

12 + years of Vet-Tech experience!
Hyde Park, Chicago, IL, 60615
1.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
14 repeat clients
from
$45
per day

I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.

Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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12. Taylor L.

Loving Pet Sitter, Cats & Dogs
Kenwood, Chicago, IL, 60615
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per day

About: I have years of experience caring for a variety of pets. This includes time spent pet sitting for puppies and kittens over the last 2 years. As I am a full-time grad student, I have a lot of free time throughout the week to dedicate to caring for my own pets along with others. I love to take the time to get to know pets for their personalities and preferences. Also will prioritize the needs and wants of owners above all else to ensure a safe and nurturing environment.

Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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13. Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
15 repeat clients
from
$45
per day

Kayla had great communication & Peppermint had a great time. Looking forward to booking again.

Sitter Profile Image: MariaJose R.
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Sitter Profile Image: MariaJose R.
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14. MariaJose R.

Law student who loves all pups!
Washington Park, Chicago, IL, 60623
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
11 reviews
1 repeat client
from
$30
per day

MariaJose loves dogs and it shows. She is very careful with following owner’s instructions. My dog Princesa is delicate and tempermental but she took care of her so well! She’s my go-to whenever I’m out of town or need an extra hand

Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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15. Courtney B.

Your Dog's Favorite Sitter
Grand Boulevard, CHICAGO, IL, 60653
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$31
per day

Courtney is caring and nurturing to all pets. She’s cared for my pets since they were puppies and they love her! Courtney has helped so much with establishing the relationship with my pets to make them feel comfortable and loved.

Sitter Profile Image: Chaeyeong J.
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Sitter Profile Image: Chaeyeong J.
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16. Chaeyeong J.

Reliable Rover for ur furry friends
Kenwood, Chicago, IL, 60615
0.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$40
per day

Chaeyeong was super accommodating and took pictures of my dogs during their stay so that I knew what my dogs were up to even though I was not with them.

Sitter Profile Image: Pamela K.
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Sitter Profile Image: Pamela K.
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17. Pamela K.

Dogs are four legged best friends
Grand Boulevard, Chicago, IL, 60615
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$50
per day

Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!

Sitter Profile Image: Bridget E.
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Sitter Profile Image: Bridget E.
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18. Bridget E.

Pet loving home
Grand Boulevard, Chicago, IL, 60653
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$50
per day

Bridget did an excellent job caring for our fur babies! She was responsive and sent adorable pictures through out the day. Our pups came home happy. We would definitely use her again!

Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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19. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
0.8 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per day

Took good care of my baby doggie, great communication too, I will definitely be rebooking when needed again!

Sitter Profile Image: Chaclyn H.
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Sitter Profile Image: Chaclyn H.
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20. Chaclyn H.

our dog will keep your dog playing!
Kenwood, Chicago, IL, 60615
0.4 mi. away
Doggy Day Care
15 years of experience
from
$20
per day

About: Between the two of us, we've had five dogs (including a rehabbed pit bull), three rescue cats, a million rabbits & chickens, and one sassy budgie. We love animals of all kinds! We have a small dog who loves to play & one cat who is comfortable around dogs. We work from home and take plenty of walks. No yard, but walks at least every two hours & endless indoor play. We'll treat your pets the way we treat ours - with special care and lots of attention.

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