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
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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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1. E K.

Rover 101
Star Sitter
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. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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2. Ashley B.

Star Sitter
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
76 reviews
38 repeat clients
from
$50
per day

Ashley was great with Kash! She loved him and he loved her! She constantly sent updates and photos of my little guy having fun. Your pup is in good hands in Ashley’s care!

Confirmed availability: Memorial Day Weekend
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
78 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.

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

Star Sitter
WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
2.1 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: Bola A.
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Sitter Profile Image: Bola A.
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5. Bola A.

Star Sitter
Big time dog lover 😄
Woodlawn, Chicago, IL, 60637
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$38
per day

Outstanding dog sitter! Reliable, caring, and attentive to my pup's needs. Highly recommend for anyone seeking a responsible and loving pet caregiver! Love the service!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dwight C.
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Sitter Profile Image: Dwight C.
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6. 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: Marchauna B.
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Sitter Profile Image: Marchauna B.
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7. Marchauna B.

Ever seen a dog smile?
Grand Boulevard, Chicago, IL, 60620
2.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per day

About: Our mission is to provide the perfect answer for when you travel. We offer the highest quality of pet care to enrich the quality of life for all pets by providing physical and mental simulation all while in a stress free environment. My partner and I provide full time pet care service. Over the past year we serviced 200+ pets. We realized that working with dogs is much more rewarding. Before this I managed a dog boarding/ grooming salon for 3.5 years, hands down the best job I ever had. It taught me so much about different breeds, genetic issues and much more. My partner also has 8 years experience with dogs, 2 years experience as a bather, and 2 years experience training dogs. We understand how important it is for your pup to be treated like a member of the family. With your permission, we are prepared to do so! New to rover? Apply code:BARKSD52800 for $20 off your first booking Available Sunday - Saturday. Availability includes All holidays - January 14th - 16th | Martin Luther King Jr. Day - February 13th - 15th| Valentine's Day - February 19 | Presidents' Day - March 29th - 31st | Easter - May 11th - 13th | Mother's Day - May 27th | Memorial Day - June 16th - 19th | Father's Day / Juneteenth - July 3rd - 5th | Fourth of July - September 2nd | Labor Day - October 14th | Indigenous Peoples' Day - October 30 - 31st | Halloween - November 11 | Veterans Day - November 24th - 29th | Thanksgiving - December 22nd - January 2nd | Christmas/ New Year New to rover? Apply code:BARKSD52800 for $20 off your first booking To provide the absolute best care for your fury friend. A questionnaire will be required for all bookings. We take absolute pleasure in providing the highest quality care for your fury friend. Barksdell is committed to giving the best care possible for your fury friend, and we hope to have the chance to do so. Thank you for considering Barksdell as your next pet caregivers

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Sitter Profile Image: Nakeisha B.
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Sitter Profile Image: Nakeisha B.
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8. 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: MariaJose R.
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Sitter Profile Image: MariaJose R.
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9. 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
13 reviews
2 repeat clients
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

Confirmed availability: Memorial Day Weekend
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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11. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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12. Ebonee A.

Star Sitter
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: Chaeyeong J.
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Sitter Profile Image: Chaeyeong J.
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13. 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.

Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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14. Kayla S.

Star Sitter
✨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: Chaclyn H.
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Sitter Profile Image: Chaclyn H.
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15. Chaclyn H.

our dog will keep your dog playing!
Kenwood, Chicago, IL, 60615
1.7 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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16. 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: Taylor C.
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Sitter Profile Image: Taylor C.
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17. 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: Can C.
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Sitter Profile Image: Can C.
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18. 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.

Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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19. Jennifer W.

Attentive & comfortable care ❤️
Woodlawn, Chicago, IL, 60637
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$40
per day

Jennifer was so great with my 16 week old high energy puppy! She is an excellent communicator and always took instructions really well. She even provided helpful updates on my pups eating and walking habits which was great! She took the pup out on scheduled walks and sent lots of pictures. Best “day care” host ever!

Sitter Profile Image: Jesse F.
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Sitter Profile Image: Jesse F.
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20. Jesse F.

luvly pet experience
Woodlawn, Chicago, IL, 60637
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$39
per day

About: Hiii pet people!! I’ve taken care of cats&dogs of all sizes n shapes for about over 12 years now, and really enjoy the experience, light and joy that other animals grace us humans with ;0 ! I have plenty experience sitting homes, walking dogs, feeding cats routinely, and even taking furry friends into my home to watch over. It would be suchh an honor to extend my loving care and gentle and fun affection to one of yOUR animals in the near future, jus hit my line n I’m down! Currently am unemployed so I have thee most free time haha,,, looking to spend most of my day/s n hours with animals pretty much. Free almost any time basically ! Right now I have an apartment with luvly roaming space n an unfenced yard/ stretch of grass to occasionally let dogs poopnpee when they need! Luv being outdoors n spending time w animals outdoors aswell so I luv a good walk/trek to get exercise n play,,,also know plenty dog friendly areas around town n dogparks for socialization!

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