Doggy Day Care in Kenwood, 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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ashley B.
Sitter Profile Image: Ashley B.
1.
Open house for Pets
Hyde Park, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ashley took great care of my Cane Corso Roman. She sent me multiple pictures and videos to keep me updated. She played and walked him. He returned home pooped o… (more)

from

$35

per day
Calendar Recently Updated
Sitter Profile Image: Pauline A.
Sitter Profile Image: Pauline A.
Your furry baby’s second mom
Loop, Chicago, IL, 60605
Boarding, Doggy Day Care

Wow! Pauline was incredible. She was so flexible and took such good care of our pup. We had constant photos and updates. We will absolutely book with her again … (more)

from

$35

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kathiuska R.
Sitter Profile Image: Kathiuska R.
🧡I want a 4 legged friend 🐾
Hyde Park, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kathi cared for our cat Lando. She did a great job meeting his needs and playing with him everyday, taking care of his nightly tooth-brushing and tricks routine… (more)

from

$30

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jumari H.
Sitter Profile Image: Jumari H.
4.
Ever seen a dog smile?🙃
Grand Boulevard, Chicago, IL, 60653
Boarding, Doggy Day Care, Dog Walking

About: I’ve taken care of dogs of every kind since I was 18. Friends and family have relied on me for training, tips, and tricks. I recently worked at a dog… (more)

from

$38

per day
Sitter Profile Image: Antonio B.
Sitter Profile Image: Antonio B.
Attentive & Loving Walker Here
Woodlawn, Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My relationship with Antonio, has grown into a friendship. He played a major role in helping my extremely shy bulldog, become more outgoing; and interactive wit… (more)

from

$45

per day
Sitter Profile Image: E K.
Sitter Profile Image: E K.
6.
E 
Verified Background Check
Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Liz and her family are ideal pet sitters. My bulldog Daffodil became comfortable quickly and is not eager to leave their home at the end of the day due to the … (more)

from

$40

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Brianna F.
Sitter Profile Image: Brianna F.
Animal lover, works from home!
Lower West Side, Chicago, IL, 60608
Drop-In Visits, Doggy Day Care, Dog Walking

Brianna took excellent care of our dog milkshake during out week long vacation! We were nervous leaving him since it was our first time away from him but she wa… (more)

from

$33

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Justin M.
Sitter Profile Image: Justin M.
8.
Unleash the Happiness!
Hyde Park, Chicago, IL, 60615
Drop-In Visits, Doggy Day Care, Dog Walking

Justin is extremely reliable. He watches both my dogs when I’m out of town. He brings his dog over to play sometimes. He’s a hard and efficient worker! He loves… (more)

from

$33

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jamie & Ritz W.
Sitter Profile Image: Jamie & Ritz W.
WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
Boarding, Doggy Day Care

Jamie was very responsive and gave updates while watching my dog. Highly recommend them to watch your pet! (more)

from

$40

per day
Sitter Profile Image: Asia B.
Sitter Profile Image: Asia B.
10.
It’s your dog’s world🫶🏽
Kenwood, Chicago, IL, 60615
Boarding, Doggy Day Care

Asia loves dogs! She always posts cute snuggling pictures and always talks about them on social media. I have known Asia for 10 years and she has never been wit… (more)

from

$50

per day
Calendar Recently Updated
Sitter Profile Image: Susan C.
Sitter Profile Image: Susan C.
11.
You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan did an amazing job taking care of Clara! She was incredibly prompt at replying to all of my messages and questions, and sent lots of photos during Clara's… (more)

from

$35

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ashley M.
Sitter Profile Image: Ashley M.
12.
WFH, Pet Loving, Porch, Park!
Lower West Side, Chicago, IL, 60608
Boarding, Doggy Day Care

We got one photo everyday and it seems Nugget had lots of fun socializing with her new friends! Ashley was very flexible with pick up and drop off times which w… (more)

from

$32

per day
Sitter Profile Image: Kyla G.
Sitter Profile Image: Kyla G.
13.
Available to watch your fur babies!
West Elsdon, Chicago, IL, 60632
Boarding, House Sitting, Drop-In Visits, Doggy Day Care

About: I have had dogs my entire life and I can't imagine life without them. I currently have my own baby named Tebow, a 12-year-old 20 lb dog who does well… (more)

from

$33

per day
Calendar Recently Updated
Sitter Profile Image: Cindy & Cesar M.
Sitter Profile Image: Cindy & Cesar M.
Making time apart easy for you both
Near South Side, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy is a very responsible and caring person. She loves dogs and has two of her own, which she has had since they were puppies, She has trained and cared for … (more)

from

$30

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Natalie H.
Sitter Profile Image: Natalie H.
15.
UChicago third-year student
Hyde Park, Chicago, IL, 60637
Boarding, Doggy Day Care, Dog Walking

While we are out of town, Natalie H. has taken excellent care of our aging mini dachshund, Wendy, and our house many times for two to four weeks at a time. Due… (more)

from

$33

per day
Calendar Recently Updated
Sitter Profile Image: Vivian L.
Sitter Profile Image: Vivian L.
16.
All you need under one woof :)
Bridgeport, Chicago, IL, 60616
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Vivian sent frequent updates about Jasper’s daycare! I enjoyed all the videos and photos. Jasper and her dog Levi had a great day together. I felt at ease kn… (more)

from

$33

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Holly R.
Sitter Profile Image: Holly R.
17.
Your Dog’s WFH Bestie
Woodlawn, Chicago, IL, 60637
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We had a great first visit with Holly for doggy day care. She is a clear communicator and put me at ease with her experience with dogs. My pup loved the big yar… (more)

from

$48

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Anant G.
Sitter Profile Image: Anant G.
18.
HUGE dog lover-I’ll take great care
Near West Side, Chicago, IL, 60661
Doggy Day Care

Anant is my go-to person when i need a sitter for my shih tzu. He is a handful but anant takes amazing care of him. He also updates us regularly and keeps send… (more)

from

$30

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kara G.
Sitter Profile Image: Kara G.
19.
Home full-time, dog park close by.
Near South Side, Chicago, IL, 60616
Boarding, Doggy Day Care

Great communication, extremely appreciative for her flexibility, which is hard to come by. My Pugsley is always excited to see her so I know he’s in good hands.… (more)

from

$45

per day
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ivan & Linda G.
Sitter Profile Image: Ivan & Linda G.
Animal loving couple with yard!
Gage Park, CHICAGO, IL, 60629
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My pets are always so excited when they stay with Ivan! He always has a great attitude and I’d definitely trust his for future stays! (more)

from

$33

per day

In Kenwood, Chicago, IL, dog lovers trust Rover.com for their doggy day care needs. Over 7,915 pet owners have reviewed day care sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking doggy day care in Kenwood can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book doggy day care in Chicago on Rover? Check out our average doggy day care rates to get an idea before reaching out and beginning a conversation with a sitter.

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Kenwood, Chicago on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Kenwood, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

Doggy Day Care