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: Ebonee A.
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Sitter Profile Image: Ebonee A.
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1. Ebonee A.

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
30 reviews
14 repeat clients
from
$50
per night

This is the second time we've used Ebonee. She's a great communicator, friendly, and prompt. She always sends plenty of updates and photos. When you first meet with her, she asks great questions and wants to get to know your pup. I definitely recommend Ebonee with your dog and we'll be sure to think of her in the future for ours.

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Sitter Profile Image: Xue G.
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Sitter Profile Image: Xue G.
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2. Xue G.

Pawsitively Reliable Pet Sitter!
Near South Side, Chicago, IL, 60605
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$60
per night

Very nice and understanding with good communication; Xue took good care of my cat Pound Cake with multiple daily updates as if he was her own cat while I was out of town for almost 2 weeks. I highly recommend her :)

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Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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3. Tania B.

Rover 101
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
4.7 mi. away
Boarding
5.0 out of 5 stars
33 reviews
9 repeat clients
from
$50
per night

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.

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Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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4. Courtney B.

Your Dog's Favorite Sitter
Grand Boulevard, CHICAGO, IL, 60653
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$39
per night

My dog immediately gravitated towards Courtney's calm and caring demeanor which let me know my dog would do well in her care! Like any dog owner, ensuring that my dog is safe, happy, and comfortable while on vacation is a top priority. Courtney provided prompt communication, daily updates, and made sure my dog felt right at home. I would rebook again! If you are looking for quality care for your dog, do not hesitate to book with Courtney! :)

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Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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5. 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
5.0 out of 5 stars
245 reviews
105 repeat clients
from
$45
per night

Elizabeth and her husband were very accommodating to my Staffordshire Maxwell. I received numerous pictures and updates for his stay! The only thing my dog enjoys is human attention. Walks and toys are not his things but he was shown a lot of attention! Very pleased and Maxwell will be back!!!!!! ?

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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6. Ashley M.

Rover 101
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
43 reviews
18 repeat clients
from
$52
per night

This was Chase's second time with Ashley and it was just as good as the first! She is very attentive and sends plenty of pictures. She put a medicated foam in his itchy spots twice per day. And chase got plenty of play time and attention. Highly recommend booking with Ashley!

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Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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7. Makeba L.

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
0.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
10 repeat clients
from
$47
per night

Makeba was amazing! I had to book for boarding SO last minute because of a sitter cancellation but she was very accommodating with schedules and pet care and was also very quick in responding and had awesome communication. She was able to take my dog out on frequent walks and pee breaks and always sent me pictures to update on how he was doing which made me feel reassured he's having a good time. My dog loved staying with her, I would recommend to family and friends.

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Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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8. 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
3 repeat clients
from
$55
per night

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.

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Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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9. Andrew T.

WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
5.3 mi. away
Boarding
5.0 out of 5 stars
102 reviews
42 repeat clients
from
$45
per night

Our dog loved staying with Ana and Andrew! We appreciated the daily updates and easy drop off/pick up. Thanks for sending Emma home with a homemade treat!

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Sitter Profile Image: Yanely O.
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Sitter Profile Image: Yanely O.
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10. Yanely O.

All animals are equal!
Bridgeport, Chicago, IL, 60608
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

She took very good care of my dogs, and they seem to enjoy themselves. She was very accommodating and helpful.

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Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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11. Jennifer N.

Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
5.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
98 reviews
61 repeat clients
from
$45
per night

Even tho it was a last minute request, Jennifer went up and beyond to take care my dog Maverick. Began with asking questions when dropping Maverick to get to know him and understand his needs. Keep me updated and sent a video. I definitely recommend Jennifer and will use again soon. If Maverick could talk I will say he definitely felt comfortable and had a good time..

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Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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12. Gillian K.

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

Walter LOVED being with Gillian and Dillon. They took amazing care of him and were amazing updates though out the whole time I was gone. Walter came back happy, healthy and tired!!! We can’t wait to go back!

Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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13. Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
15 repeat clients
from
$55
per night

This was our second time staying with Kayla and it was just as great as the first! Highly recommend! She is very caring and goes above and beyond!

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Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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14. 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
16 reviews
3 repeat clients
from
$46
per night

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: Ashley B.
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Sitter Profile Image: Ashley B.
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15. Ashley B.

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
73 reviews
38 repeat clients
from
$75
per night

Ashley helped me at the very last minute when I had a dog sitter cancel the day before I left for vacation. I am so appreciative of her family being able to watch my dog. They treated Teddy like he was their own! Thank you again kind people!

Sitter Profile Image: Alma G.
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Sitter Profile Image: Alma G.
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16. Alma G.

Caring, loving and responsible!
Kenwood, Chicago, IL, 60615
0.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$29
per night

Alma was a great sitter for our pup! She was communicative and easy to coordinate with for drop off and pick up. We will absolutely request her again!

Sitter Profile Image: Viola R.
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Sitter Profile Image: Viola R.
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17. Viola R.

A dogs best friend
Hyde Park, Chicago, IL, 60615
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$30
per night

Viola did a fantastic job on taking care of my Zoë. She sent updates and pictures of everything that she had been doing for Zoë. I saw how comfortable she made Zoë feel being in her care. I will definitely have Viola to take care of Zoë again whenever Viola is available.

Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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18. 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
10 reviews
2 repeat clients
from
$50
per night

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.

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Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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19. Rachel W.

Dog Walker for 5 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
40 reviews
16 repeat clients
from
$60
per night

Rachel was AMAZING!! She took such great care of our Shelby. She was extremely accommodating with drop off and pick up. Rachel's dog, Addy, was so sweet and Shelby enjoyed her time with her. We hope Rachel is available the next time we are out of town.

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Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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20. Briana V.

Always home, 24/7 attention & care!
South Lawndale, Chicago, IL, 60623
6.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
11 repeat clients
from
$48
per night

Briana did a wonderful job taking care of Milo. She provided frequent updates throughout the weekend. She was very attentive To his needs. If I could give her 10 stars I would!!!

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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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