Dog Boarding in Kenwood, Chicago

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Sitter Profile Image: Tamara J.
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Sitter Profile Image: Tamara J.
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1. Tamara J.

Star Sitter
Experienced Dog Owner
Grand Boulevard, Chicago, IL, 60653
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
32 reviews
14 repeat clients
Profile image

She was super great with my pup. I loved the photos and updates provided. My pup looked like he had a great time in her care. I will definetly be rebooking!

Availability updated 5 days ago
Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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2. Bola A.

Star Sitter
Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
4.9 out of 5 stars
95 reviews
24 repeat clients
Profile image

Bola did such an amazing job with my PawSon, Zuko! She checked in daily during our trip, kept us aware of any behavior that wasn’t typical to his schedule and sent us lots of cute photos. She’s so kind and gave Zuko soooo much love. We will def be using her again.. she’s family now!

Availability updated 19 days ago
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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3. 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
from
$45
per night
5.0 out of 5 stars
295 reviews
129 repeat clients
Profile image

Elizabeth was very prompt with her updates on Bandie’s stay. I was pleased that she had the opportunity to play with other dogs in a well structured environment. She was well fed and well rested when we picked her up. We received numerous pictures of her having a great time while we were away for the week. All of Bandie’s items were returned in great condition and those that weren’t, we expected Bandie to beat them up. We have already started discussions with Elizabeth to watch Bandie again since we were so happy with her work.

Availability updated yesterday
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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4. Emily S.

Star Sitter
WFH Pup Lover
Near West Side, Chicago, IL, 60607
5.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
Profile image

Emily watched my senior dog, Chloe for 4 days while I was out of town. Chloe is on a ton of meds and is a very anxious girl so I get nervous when I have to leave her. Emily was super communicative and sent lots of pics. She followed directions very well and Chloe seemed to really like her! I highly recommend booking Emily.

Availability updated yesterday
Sitter Profile Image: Kamiah & Casius D.
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Sitter Profile Image: Kamiah & Casius D.
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5. Kamiah & Casius D.

Hyde Park Area Pup Care
Woodlawn, Chicago, IL, 60637
2.1 mi. away
Boarding, Dog Walking
from
$35
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
Profile image

Kamiah and Casius took great care of our dog, Ziggy, over the holidays. They were easy to communicate with and sent a daily video to let us know Ziggy was doing ok. Drop-off was quick and easy, and Kamiah kindly brought Ziggy back to us at the end of the week. Would definitely recommend!

Availability updated 3 days ago
Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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6. Kyle H.

Rover 101
Star Sitter
Almost 20 years of experience!
Hyde Park, Chicago, IL, 60615
0.8 mi. away
Boarding
from
$55
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
Profile image

Kyle and Ben were great! Our dog loves them and seems to have had a great time with their dogs and cats. Kyle and Ben board many dogs in our neighborhood and everyone has great things to say about them. It was relief to know our dog was in a home environment with nice, trustworthy people.

Availability updated 11 days ago
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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7. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$53
per night
5.0 out of 5 stars
91 reviews
29 repeat clients
Profile image

Ashley took great care of our dog! She provided daily updates and photos and was very responsive to messages. We would definitely recommend her!

Availability updated today
Sitter Profile Image: Lisette S.
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Sitter Profile Image: Lisette S.
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8. Lisette S.

Star Sitter
For the love of pets!
McKinley Park, Chicago, IL, 60609
4.1 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
Profile image

Very happy with Lisette. She responded very quickly and always sent an update everyday with a picture. I will definitely use her in the future! Thanks Lisette for taking good care of my Chewie!

Availability updated 5 days ago
Sitter Profile Image: Kris & Daniel P.
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Sitter Profile Image: Kris & Daniel P.
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9. Kris & Daniel P.

Lovable pet care right here!
Near North Side, Chicago, IL, 60611
6.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
Profile image

Kris and Daniel were great! First, they were so quick to reply to my sitting request and kept that responsiveness throughout the sitting. I could tell Cali loved her time w them and their other dogs. Will book again! <3

Availability updated 4 days ago
Sitter Profile Image: Anjana & Harsh N.
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Sitter Profile Image: Anjana & Harsh N.
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10. Anjana & Harsh N.

Star Sitter
Fetch-tastic Fun: Your Dog's Vacay!
Near West Side, Chicago, IL, 60607
5.6 mi. away
Boarding, Dog Walking
from
$50
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
Profile image

Anjana and Harsh were so great with Rebel. We had a couple of meet and greets before the first stay. I could tell they really are just lovely dog people. They kept me updated every moment of Rebel’s stay and sent such cute photos. I felt very comfortable with them and will def use them for a future booking. ⭐️⭐️⭐️⭐️⭐️

Availability updated 3 days ago
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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11. Ashley B.

Star Sitter
Open house for Pets
Hyde Park, Chicago, IL, 60615
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
106 reviews
48 repeat clients
Profile image

Ashley is very professional, gives great updates about your pup, and takes the job of caring for your pet seriously! 10/10, would strongly recommend.

Availability updated 35 days ago
Sitter Profile Image: Dwight C.
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Sitter Profile Image: Dwight C.
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12. Dwight C.

Rover 101
Star Sitter
Work from home - large fenced yard
Woodlawn, Chicago, IL, 60637
2.3 mi. away
Boarding, Doggy Day Care
from
$30
per night
5.0 out of 5 stars
174 reviews
69 repeat clients
Profile image

Dwight was TERRIFIC! We scheduled a meet and great prior to the scheduled sitting date and everything went great. While on vacation, Dwight provided excellent communication and made me feel at ease. It brought me such comfort knowing my Samson was in GREAT hands while I was away!! I think I have found Samson’s home away from home!! If I could give him 10 stars I would!

Availability updated 3 days ago
Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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13. Willy J.

Star Sitter
Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
1.9 mi. away
Boarding, Doggy Day Care
from
$52
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
Profile image

So appreciative of Willy and his wife taking care of our older dog for several nights! We were very comfortable while away knowing that he was in good hands.

Availability updated 3 days ago
Sitter Profile Image: Katie "Anni" W.
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Sitter Profile Image: Katie "Anni" W.
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14. Katie "Anni" W.

Star Sitter
Need work from home companions!
Near South Side, Chicago, IL, 60616
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$51
per night
5.0 out of 5 stars
52 reviews
17 repeat clients
Profile image

Anni was great at keeping us informed and sending lots of pics! It was our dog’s first time staying in a new place without her fur-brother who crossed the rainbow bridge, so she was extra nervous. Anni was understanding and gave Maja lots of love!

Availability updated today
Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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15. Ann-Marie H.

Star Sitter
Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
Profile image

Ann-Marie has been so flexible and accommodating as a repeat boarder for our 15lb Yorkie. She is great with him and also ensures that we get updated with his sometimes tempermental behavior.

Availability updated 19 days ago
Sitter Profile Image: Toojan A.
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Sitter Profile Image: Toojan A.
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16. Toojan A.

Purrfect experience booking with me
Loop, Chicago, IL, 60605
4.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
Profile image

Toojan is unbelievably attentive and communicative, not to mention a great pet photographer. Not only did she provide great care for our cat, Ginny, she also sent us some of the best pictures anyone has ever taken of the little fuzzball. Never once felt worried about Ginny or uncertain. Toojan is going to be our go-to on Rover going forward.

Availability updated yesterday
Sitter Profile Image: Candace M.
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Sitter Profile Image: Candace M.
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17. Candace M.

Rover 101
Star Sitter
Bronzeville Dog Boarding
South Side, Chicago, IL, 60653
1.1 mi. away
Boarding, Dog Walking
from
$40
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
Profile image

Best Doggy sitter ever! This is my puppy's 2nd home. Thank you Candace and Francesca for making Sunny feel at home, every time she's with you. She's always so happy to see you.

Availability updated 45 days ago
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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18. Ann V.

Star Sitter
I love pets more than people
Near South Side, Chicago, IL, 60605
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
75 reviews
12 repeat clients
Profile image

Ann is so great! My pup seemed to love his stay and she was great about sending daily updates and pics. Would definitely book with her again!

Availability updated 2 days ago
Sitter Profile Image: Denontae G.
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Sitter Profile Image: Denontae G.
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19. Denontae G.

Your Pet’s Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
2.6 mi. away
Boarding
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Denontae and his partner Holly have taken great care of our sweet boy probably a dozen different occasions now. It is comforting to know he is not only well cared for but has a great time while he stays with them. As always, thank y’all so much

Availability updated today
Sitter Profile Image: Dani B.
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Sitter Profile Image: Dani B.
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20. Dani B.

Star Sitter
Home away from home🐶
Near South Side, Chicago, IL, 60605
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
Profile image

We needed a new sitter as our typical ones were booked for our long family trip (17 days), and stumbled on Dani and Bruno! Dani was a delight from the moment we met, and they both instantly bond with Percy. She over communicated and kept us updated to ease our concerns and ensure Percy was having a blast. She went above and beyond with taking care of him, and def will use her again as I know she formed such a special bond with Percy as well as Bruno. Highly recommend for whatever length of stay!

Availability updated 2 days ago

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