Dog Boarding in Kenwood, Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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1. Kyle H.

Rover 101
Over a decade of experience!
Hyde Park, Chicago, IL, 60615
0.8 mi. away
Boarding
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$55
per night
Profile image

My dog has boarded with Kyle a few times and is always sooo happy to see her. She clearly has a way with dogs. I would recommend her and definitely use her again.

Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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2. Ebonee A.

Star Sitter
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
32 reviews
15 repeat clients
from
$50
per night
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My puppy (Beau) had an amazing time with Ebonee. She was very communicative and sent pictures/videos daily. He seemed to be really calm and happy during his stay with Ebonee. ?

Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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3. E K.

Rover 101
Star Sitter
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
249 reviews
107 repeat clients
from
$45
per night
Profile image

Elizabeth did an excellent job caring for our fur baby Molly. She sent pictures, updated us throughout the day, and even delivered her to our hotel. We were able to enjoy our visit to Chicago, knowing that Molly was happy and well taken care of. Thank you Elizabeth!

Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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4. 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
17 reviews
5 repeat clients
from
$47
per night
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Very accommodating, even for a last minute request. Kept me updated on things that could be of concern (my girl refused to eat because she’s dramatic) and sent pics/videos throughout the stay! Would recommend. Thank you again

Sitter Profile Image: MariaJose R.
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Sitter Profile Image: MariaJose R.
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5. 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
16 reviews
2 repeat clients
from
$40
per night
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My dog was taken care off even though she is particular with her habits. María José always keep me updated and made me feel good and at easy while I was out of town. Thank you!

Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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6. Tania B.

Rover 101
Star Sitter
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
4.7 mi. away
Boarding
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$50
per night
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Tania was amazing with our Ginger! She spoiled her snd kept her busy and active. We will definitely be reaching out to her again when we need someone to care for our baby.

Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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7. Rachel W.

Star Sitter
Dog walker for 7 years
Near South Side, Chicago, IL, 60616
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
19 repeat clients
from
$60
per night
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Our dog had a great time! We got lots of pictures and updates. They live close to a dog park and he got a lot of exercise. Flexible and friendly.

Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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8. Ashley M.

Rover 101
Star Sitter
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
46 reviews
19 repeat clients
from
$52
per night
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Really appreciate Ashley take care of our dog for a long weekend! Ashley is super considerate and communicative - you can expect to receive regular updates on how your pup is doing and you can tell she goes to great lengths to ensure every pet that stays with her has a great experience. I would absolutely choose Ashley again for boarding!

Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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9. Courtney B.

Your Dog's Favorite Sitter
Grand Boulevard, CHICAGO, IL, 60653
1.3 mi. away
Boarding
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$39
per night
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Courtney was great with my pup Grayson! I appreciated the pics and updates, which put my mind at ease while I was away for a weekend trip. I definitely look forward to booking again!

Sitter Profile Image: Dwight C.
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Sitter Profile Image: Dwight C.
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10. Dwight C.

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

Dwight is a next-level host!! He cares so much about your pups and welcomes them warmly into his home. He is flexible with timings and communicative regarding updates. He also has confidence earned through ample experience. And his overnights are offered at an unbeatable price!! Your pup will have an excellent time at Dwight’s!

Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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11. Gillian K.

Star Sitter
Loves long walks and fluffy friends
Bridgeport, Chicago, IL, 60608
4.1 mi. away
Boarding
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$40
per night
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My shy dog started pulling on her leash as we approached Gillian's house because she was so excited. My dog was very happy with her visit and will be back!

Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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12. Ashley B.

Star Sitter
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
84 reviews
38 repeat clients
from
$75
per night
Profile image

Ashley B. was phenomenal with our dogs. They came back home happy and well rested. Our tiny dog is very anxious and can be hard to deal with so we truly appreciate her!! She sent photo and video updates and was great with communication leading up to booking and during the stay. Will definitely book with her and her family again! Book with Ashley B - you and your pups will not be disappointed!!

Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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13. 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
5.0 out of 5 stars
26 reviews
7 repeat clients
from
$40
per night
Profile image

Bola was fantastic! She sent plenty of pics and videos. We could tell that our baby girl was getting plenty of love and attention. Highly recommend!

Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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14. Katie M.

Star Sitter
Long time animal lover
Near North Side, Chicago, IL, 60610
7.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
173 reviews
58 repeat clients
from
$45
per night
Profile image

Katie is so amazing!! So flexible with timing, kind, and sends pictures! She also was so nice in meeting me before so I could make sure my dog would be okay with her dog. Her dog is so chill so it was perfect for my anxious dog. Thank you so much again Katie!!! Definitely will book again 😊😊😊

Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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15. Ann-Marie H.

Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
3.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$55
per night
Profile image

Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.

Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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16. 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
79 reviews
36 repeat clients
from
$60
per night
Profile image

Holly was a wonderful sitter for our Molly girl. She loved playing with the other dogs and was well cared for. I would definitely have Holly watch Molly in the future!

Sitter Profile Image: Ra'eesa S.
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Sitter Profile Image: Ra'eesa S.
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17. Ra'eesa S.

Extraordinary pet care! :)
Woodlawn, Chicago, IL, 60637
2.3 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$45
per night
Profile image

Ra'eesa kept our doggy while we were out of town. I didn't have to worry about him. He was in good hands with her. She is so nice! She sent pics and videos. Will definitely use her again.

Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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18. Melanie S.

Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
159 reviews
65 repeat clients
from
$55
per night
Profile image

Melanie was AMAZING! She really went the extra mile to take care of Molly, provided frequent updates and pictures, and is very clearly a dog lover. I am not sure Molly wanted to leave at the end of her stay with Melanie. We hope Melanie is available next time we are out of town!

Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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19. Dion F.

Your baby’s favorite hotel 🐕🦴
Near West Side, Chicago, IL, 60661
5.6 mi. away
Boarding
5.0 out of 5 stars
6 reviews
from
$50
per night
Profile image

It’s always a little nerve wracking when you’re away from your pup for an extended period, but Dion was great with Brix! He was patient, kind, communicative and gave him plenty of long walks which we appreciate. Will be utilizing Dion in the future when needed :)

Sitter Profile Image: Madeleine G.
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Sitter Profile Image: Madeleine G.
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20. Madeleine G.

Dog lover/babysitter for your pup!
Hyde Park, Chicago, IL, 60615
0.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$40
per night
Profile image

Madeleine did great with Nonnie! I got multiple updates per day on how things were going with pictures. I even needed to extend my stay for a few hours and she was very accommodating.

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Dog lovers in Kenwood, Chicago, IL love dog sitters on Rover.com. Over 7915 pet owners have reviewed dog sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chicago can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Kenwood dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Kenwood, Chicago, IL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Kenwood dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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