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
244 reviews
105 repeat clients
from
$45
per day

Liz and her family are ideal pet sitters. My bulldog Daffodil became comfortable quickly and is not eager to leave their home at the end of the day due to the abundant personal attention she receives. Great indoor and outdoor space. Consistent updates and photos. I think Daffodil has found a 2nd family, a home away from home, if you will.

Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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2. 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
72 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.

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Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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3. 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.

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Sitter Profile Image: Makeda I.
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Sitter Profile Image: Makeda I.
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4. 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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5. 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 :)

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Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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6. 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: Willy J.
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Sitter Profile Image: Willy J.
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7. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
15 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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8. 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.

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Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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9. 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.

Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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10. 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.

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Sitter Profile Image: Dwight C.
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Sitter Profile Image: Dwight C.
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11. 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

Truly Dwight is a great dog person we absolutely love him he takes great care of our puppy he makes sure he is taking great care of and when we check on our puppy he rest assures us he is good he is definitely the person to have watch your puppy’s we love him

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Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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12. 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

Wade is reliable. He’s always on time and goes above and beyond for my Bear. We love him. He knows a lot about different dog breeds too and gives great tips for training. I’m definitely booking him.

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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
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

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Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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14. Courtney B.

Your Dog's Favorite Sitter
Grand Boulevard, CHICAGO, IL, 60653
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 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: Dominique F.
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Sitter Profile Image: Dominique F.
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15. 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!

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
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: 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
2.2 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!!

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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18. 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
8 repeat clients
from
$30
per day

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

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Sitter Profile Image: Mayela E.
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Sitter Profile Image: Mayela E.
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19. 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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Sitter Profile Image: Can C.
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Sitter Profile Image: Can C.
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20. Can C.

Just a college kid who loves dogs…
Hyde Park, Chicago, IL, 60637
1.1 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$33
per day

Can knows how to take care of dogs. Whether it is his own dog or someone else's, Can is always very attentive and caring for them. I've leave my puppy with him any day.

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