Doggy Day Care in Woodlawn, 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

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Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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1. E K.

Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
2.6 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 did absolutely amazing when it came to our dog (Jackson) being comfortable, fed and of course loved! She did an absolutely amazing job keeping in touch with us as well. if we are ever back in the neighborhood, we will definitely be getting a hold of E to take care of our puppy!!!

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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2. Ashley M.

Rover 101
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
19 repeat clients
from
$38
per day

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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3. Ashley B.

Open house for Pets
Hyde Park, Chicago, IL, 60615
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
74 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.

Sitter Profile Image: Vick D.
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Sitter Profile Image: Vick D.
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4. Vick D.

I'll get on your dogs level.
Bridgeport, CHICAGO, IL, 60608
5.2 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!

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Sitter Profile Image: Makeda I.
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Sitter Profile Image: Makeda I.
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5. Makeda I.

I treat every pet like my own 💕
Avalon Park, Chicago, IL, 60619
2.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$37
per day

Very happy with Makeda! I know Coco is a bundle of energy but she came home at the end of the day and promptly laid down. :) Definitely recommend.

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Sitter Profile Image: Nakeisha B.
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Sitter Profile Image: Nakeisha B.
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6. Nakeisha B.

Rover 101
Your fur baby will be in good hands
Grand Crossing, Chicago, IL, 60619
1.1 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 :)

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

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
2.1 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.

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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
0.8 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: Chaeyeong J.
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Sitter Profile Image: Chaeyeong J.
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9. Chaeyeong J.

Reliable Rover for ur furry friends
Kenwood, Chicago, IL, 60615
1.8 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.

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Sitter Profile Image: Tamyra L.
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Sitter Profile Image: Tamyra L.
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10. Tamyra L.

Hey , I’m Tamyra & I Love Animals !
Grand Crossing, Chicago, IL, 60619
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$45
per day

Tamyra is one of the best care givers I know. I trust her with my dog. As she takes them out there to five times a day. She also provided multiple pictures throughout the day of my baby's updates. Tamyra is very loving and caring when it comes to my pets. I would recommend tamyra to watch my animals as we have formed a bond and my animals have formed bonds with her.

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
1.3 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: Dwight C.
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Sitter Profile Image: Dwight C.
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12. Dwight C.

Rover 101
Work from home - large fenced yard
Woodlawn, Chicago, IL, 60637
0.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
151 reviews
65 repeat clients
from
$19
per day

I would definitely ask Dwight to sit for my furbaby Duke again. Dwight was pleasant and patient and he sent pictures of Duke playing with his babies. Duke must have had a great time because he was pooped when we got home!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: MariaJose R.
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Sitter Profile Image: MariaJose R.
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13. MariaJose R.

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

Maríajose was a great dog sitter, always making sure my dog was safe and healthy, I even booked her twice because of how great she was with my dog. She even did extra then what I advised her to do which left me a happy dog father. I recommend her to anyone who needs the best dog sitter.

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Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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14. Taylor L.

Loving Pet Sitter, Cats & Dogs
Kenwood, Chicago, IL, 60615
1.7 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.

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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15. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
1.4 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: Kayla S.
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Sitter Profile Image: Kayla S.
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16. Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
2.1 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: Dominique F.
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Sitter Profile Image: Dominique F.
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17. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$65
per day

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

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Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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18. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$35
per day

He’s been such a big help with our Rotties. He helped us maintain our kennel and kept our babies busy and active. He’s welcome here anytime.

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Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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19. Angel B.

Treat your pet like my own child
Grand Crossing, chicago, IL, 60637
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$30
per day

Angel has always been great with our pets. Very reliable when you have to go out of town last minute and the pets seem to like her more than is sometimes! She is really responsible and I’m a happy as long as our pets are.

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Sitter Profile Image: Mayela E.
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Sitter Profile Image: Mayela E.
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20. Mayela E.

I’d like to be a dog in other lives
Hyde Park, Chicago, IL, 60615
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$35
per day

Mayela has taken care of my fairly large pup Ellie several times and has been wonderful to work with. She is communicative, flexible, and friendly. Mayela and her partner have been so helpful when I’ve had to go out of town, and have kept my dog in their home. I would trust Mayela with my dog anytime and recommend her to other dog owners who are looking for someone to take care of their pups.

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