Dog Boarding Kenwood

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Over 94
pet parents in Kenwood have booked dog boarding

Kenwood, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
225 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

Dwight was great! He looked after my two pups while I was away on a family vacation. I could tell that he took the time to get to know both of them and treated them like extended family. He sent picture updates and was flexible with the drop off time. Next time I have to go out of town, I’m def booking with Dwight!

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Renee H.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
181 reviews
69 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.

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Henry A.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
45 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
269 reviews
95 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!

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Raven C.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
390 reviews
183 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E is a highly communicative and caring Rover. She regularly tried different approaches to make my dog feel comfortable in a new environment. I would highly recommend.

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Christopher P.
Sitter Profile Image: Kyla & Barbara G.
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Kyla & Barbara G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
73 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kyla was the first stranger I’ve ever trusted to keep my Dylan and I am so glad I chose her! She took great care of him while I was away and he warmed up to her instantly. I am very appreciative and will be booking again in the future.

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Dajae R.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
25 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah & Casius were great with my fur baby. It was my first time using a service like this and I was so nervous. Kamiah was understanding of my nerves answered all my questions. She sent daily photos and videos. She was understandable with my travel delays and when I picked my dog up she was smiling and continued to do so for the rest of the evening. There were no stress signals or behaviors from my dog and she was right back into her routine at home. Thank you for taking such great care of Macci!! Will definitely use again

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Jada J.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.

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Joseph G.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
8 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred was communicative. Loved how he sent pictures of my little doggy looking relaxed and playful. He gave updates on how my dog was doing and I felt secure that Fred was with him and spending time.

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Lorena T.
Sitter Profile Image: Ebonee A.
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Ebonee A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
49 reviews
23 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ebonee was very attentive and knowledgeable about dog behaviors. She kept us informed daily. She sent lots of pictures. I’m very happy with the service she provided and would book her again.

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Sabrina S.
Sitter Profile Image: Joe S.
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Joe S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
66 reviews
26 repeat clients
40 years of experience
West Town, CHICAGO, IL, 60642

Our Bernie loved staying with Joe. He understands dogs through and through, and maybe even more important, he understands and appreciates the quirks and idiosyncrasies of particular dogs. He kept us well informed and accommodated our schedule. Bernie would go back in a heartbeat, I’m sure, and we would be happy knowing she was in good hands.

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Paul T.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
222 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina is seriously the best!!! Truffles boarded with her over the weekend and she had the best time, cuddling and walking and playing. Katrina sent over multiple (adorably edited and captioned) pictures and videos throughout the day, complete with an end of day report card. I was totally at ease knowing Truffles was getting the best care :)

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Maggie S.
Sitter Profile Image: Scott H.
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Scott H.
from
$55
per night
5.0 out of 5 stars
51 reviews
7 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60601

I had a great experience with Scott as always. He took wonderful care of Bambi and kept me updated throughout the stay. It was clear Bambi was comfortable, happy, and well cared for.

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Nicole V.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
275 reviews
126 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Jennifer and her husband are excellent caretakers. She is extremely responsive and send videos/photos daily if you prefer. My dog loves visiting their home and I will definitely rebook!

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Louis
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
59 reviews
21 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.

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Akshay A.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
139 reviews
28 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Buddy loves going to stay with Ann! The peace of mind we have dropping Buddy off with Ann is amazing. So much better than a normal boarding experience.

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Alec & Jelling F.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
205 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!

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Madison D.
Sitter Profile Image: Shelby D.
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Shelby D.
Star Sitter
from
$90
per night
5.0 out of 5 stars
93 reviews
40 repeat clients
30 years of experience
Near West Side, Chicago, IL, 60607

This was our first time using Rover and we are so happy we found Shelby. She was very responsive and sent us updates with pictures of our pup. I would love to have her watch our dog again. Thanks Shelby!

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Mamiko H.
Sitter Profile Image: Stephanie G.
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Stephanie G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
79 reviews
17 repeat clients
20 years of experience
West Town, Chicago, IL, 60622

We were very comfortable leaving our two dogs with Stephanie and her family for two weeks while we were out of the country. They sent us many funny pictures while we were gone, and I’m confident they got a lot of love and attention! Stephanie was great with communication and flexible.

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Anna & Adam H.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Outstanding host for our two fur babies! Anytime we find a sitter as caring and keen to detail as Mia was to our dogs, we cling on! She’s reliable and she goes the extra mile to make sure the dogs are comfortable and well taken care of. This was a last minute booking because their other sitter was unavailable, however, we feel so lucky to have found her, she adores our dogs and it shows in the interaction between them through the daily photos. We will definitely be booking her again!

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Jada D.
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The median cost per night for dog boarding in Kenwood is $50

Dog parents share their Rover experiences - Kenwood

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5.0 out of 5 stars

Brianna was very friendly and accommodating! I think Charlie had a good time playing with her puppy and taking lots of walks. She sent lots of pictures which was great!

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Ashley M.
Boarding
5.0 out of 5 stars

This is my Baby's Home Away from Home! We always feel safe & secure to travel when Maria Jose and Family are loving our boy.

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Miriam F.
Boarding
5.0 out of 5 stars

Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!

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Samantha M.
Boarding
5.0 out of 5 stars

Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.

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L M P.
Boarding
5.0 out of 5 stars

I am so very thankful to have Dwight watch my baby, and love that he has dogs too, so deL can socialize and play.

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Amy M.
Boarding
5.0 out of 5 stars

I’m a first-time puppy owner who felt very anxious and guilty about leaving my little guy with a boarder. Cheyanne’s calm presence, timely replies, and photo and video updates helped me overcome my feelings. The puppy seems to have liked being in the company of Cheyanne and her dogs. Previous positive reviews are accurate. I recommend her! Thank you, Cheyanne.

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Mario L.
Boarding
5.0 out of 5 stars

Ari stayed overnight, and I couldn’t have asked for a better experience! She was incredibly flexible with scheduling, which made everything so easy. Throughout Ari’s stay, she kept me updated with messages and adorable pictures, giving me complete peace of mind. It was clear that Ari was well cared for and treated like family. I highly recommend her to anyone looking for a reliable, caring, and communicative dog boarder. We’ll definitely be booking with her again!

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Lovie F.
Boarding
5.0 out of 5 stars

Kamiah and Casius were very caring. It was Teddy’s first time to be left with someone he did not know and it was for ten days. They took very good care of him and were understanding when he cried at bedtime. I highly recommend them and will definitely use them again!!!

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Michelle F.
Boarding
5.0 out of 5 stars

Our dog had a wonderful stay at E.K.’s! We felt great knowing he was socializing with other dogs and children while in a home environment. We’ll definitely trust E.K. with our dog’s care again soon.

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Emily Braun and Chris Gawronski
Boarding
5.0 out of 5 stars

Amazing we plan to book with her every time we go out of town she took excellent care of my dog. She even helped with a skin issue that my dog was having I will be leaving a tip and I highly recommend 10 out of 10!

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Johnita M.
Boarding
5.0 out of 5 stars

Sarah is such a fantastic sitter and it’s very obvious she really cares for our pup and enjoys the time spent with her while we’re away. I would recommend Sarah over and over again for anyone looking for a caring pet sitter!

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Jake N.
Boarding
5.0 out of 5 stars

Chelsea was great with my baby! She sent me plenty of photos and kept me updated throughout his entire day. I can tell he was well taken care of and enjoyed his time with her.

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Tyler H.
Boarding
5.0 out of 5 stars

I was nervous to board my dog but Brandon provided a lot of comfort. He responded to my messages as well as sent me videos with updates. The drop off and pickup service was easy. He was flexible, great customer service, and took great care of dash! Thanks, Brandon!

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Joslyn J.
Boarding
5.0 out of 5 stars

Ashlee was an amazing sitter! She was very communicative, flexible, and, most importantly, great with Bella!! She sent the cutest pictures of her during my time away and it gave me tons of reassurance that Bella was in great hands. She asked plenty of questions and was just overall a trustworthy sitter!

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Anissa W.
Boarding
5.0 out of 5 stars

Just got home to Ms Kinzie and it seems like she had an absolute blast! I had a very hectic flight back home with many cancellations involved and Tamya and her partner were incredibly accommodating! Though I couldn’t be there for pickup, they made sure everything was ready to go and were super flexible with scheduling so that my friend would be able to come pick her up on my behalf!

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Jane V.
Boarding
5.0 out of 5 stars

Danielle took wonderful care of my senior pup while we were away! She was patient and attentive to his needs. Pictures were appreciated as well. I highly recommend Danielle for your pet sitting needs.

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Corbin B.
Boarding
5.0 out of 5 stars

I highly recommend her. She was so great with my dog Snoopy and I can’t wait to use her again. Thank you so much for everything.

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Iesha H.
Boarding
5.0 out of 5 stars

Cassandra and Chewy were great! Cassandra kept me updated throughout the stay and sent tons of photos. She was very responsive and made me feel completely at ease knowing my dog was in good hands. I would definitely book with her again and highly recommend her to anyone looking for a reliable and caring sitter.

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Asantua W.
Boarding
5.0 out of 5 stars

Morgan took really great care of my Reba. She communicated well and sent pictures. I would like to use Morgan again and again

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Sabrina M.
Boarding
5.0 out of 5 stars

Tiffany was so patient and communicative with our senior pup. We appreciated her updates and her willingness to work with his quirks :)

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Megan D.
Boarding
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