Doggy Day Care in Oakland, Chicago

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
David N.
1.
NOT A PET, A FAMILY MEMBERLower West Side, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

David continues to be an excellent caretaker for fidget and I k ow he will be given not only lots of opportunities for play, but training and behavior as well (more)

from
$30
per day
Calendar Recently Updated
Thely & Ander L.
We & our dog Chili love other dogsLoop, Chicago, IL, 60601
Dog Boarding, Doggy Day Care

Thely and Ander were amazing! They sent me tons of videos and photos. They were always very responsive. Thank you so much! (more)

from
$47
per day
Confirmed availability: Memorial Day
Zarina K.
3.
I will love your pet like my own.Near West Side, Chicago, IL, 60661
Dog Boarding, Doggy Day Care

Zarina took great care of my dog. She was very flexible and accommodating of my schedule. She made sure to update me with pictures of my pup every few hours and… (more)

from
$40
per day
Calendar Recently Updated
Seven B.
4.
Pet lover ready to make new pals!Lower West Side, Chicago, IL, 60616
Drop-In Visits, Doggy Day Care, Dog Walking

I love boarding other people's dogs, but when I leave town my dogs go with Seven. They have such a great time and are in great moods when I pick them up! Cats l… (more)

from
$40
per day
Calendar Recently Updated
Alona B.
5.
A Dawg who loves Dogs!Near North Side, Chicago, IL, 60654
Dog Boarding, Doggy Day Care

It was so smooth, from contacting Alona to scheduling a few hours of caring for my pup and picking him up from her place. Thanks, Alona! (more)

from
$30
per day
Confirmed availability: Memorial Day
West Loop husband-wife duo!Near West Side, Chicago, IL, 60607
Dog Boarding, Doggy Day Care
6 years of experience

About: My husband and I both had dogs our entire lives growing up and recently got our own who loves playing with others. We’d love to help watch your pup i… (more)

from
$33
per day
Confirmed availability: Memorial Day
7.
Woman boss and a bark of a hustleHyde Park, Chicago, IL, 60615
Dog Boarding, Doggy Day Care

Ashley did such a great job with our 5 month old puppy! She made sure Connie felt safe and comfortable during one of our first times away from her, and Connie r… (more)

from
$35
per day
Confirmed availability: Memorial Day
8.
Experienced couple care👫🐕Bridgeport, Chicago, IL, 60616
Dog Boarding, Doggy Day Care, Dog Walking

Liyu and his pets are so friendly! He would always have his dog around him everywhere he go. There isn’t a day I seen Liyu without His dog. (more)

from
$45
per day
Calendar Recently Updated
9.
Home full-time, dog park close by.Near South Side, Chicago, IL, 60616
Dog Boarding, Doggy Day Care

Had to find someone to watch my dog as she has severe separation anxiety and Kara was wonderful. She took care of my dog for 6 days during the day and my dog ma… (more)

from
$37
per day
Calendar Recently Updated
10.
Amy 
Verified Enhanced Background Check
Enthusiastic Dog AdorerLoop, Chicago, IL, 60604
Dog Boarding, House Sitting, Doggy Day Care

Hi, my name is Smokey and I am an adorable 15 year old Snoodle. I'd like to tell you about my good friend Amy Bernard. I met her last year when my human Mom was… (more)

from
$30
per day
Calendar Recently Updated
11.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog 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
Calendar Recently Updated
12.
This is a dream job for me!Bridgeport, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

About: Hi, my name is Monica and I attend Indiana University but home for the summer. As I was searching for job opportunities, I came across Rover and thou… (more)

from
$30
per day
Confirmed availability: Memorial Day
13.
The Dog-Loving Law StudentLoop, Chicago, IL, 60605
Drop-In Visits, Doggy Day Care, Dog Walking

About: All walks with your furry baby are custom tailored to their needs. I make sure to encourage exercise by increasing speed, running, and knowing when t… (more)

from
$75
per day
Confirmed availability: Memorial Day
14.
DOGGY FUNNew City, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have worked with animals for the past 5 years in various settings. I have worked as a dog walker and I currently work at a doggy daycare in Ukraini… (more)

from
$36
per day
15.
I'll get on your dogs level.Bridgeport, CHICAGO, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vick is the best! Flexible, easy to communicate with, super nice, dependable, thoughtful, and caring! Best of all, he treated my old, anxious, nearly blind do… (more)

from
$40
per day
Calendar Recently Updated
16.
Lifelong pet carer-Big dogs welcomeWoodlawn, Chicago, IL, 60637
Drop-In Visits, Doggy Day Care, Dog Walking

Jeanie had taken complete care of our two dogs while my wife and I worked. She never missed feeding them or taking them for walks during the day. Both were in e… (more)

from
$35
per day
Calendar Recently Updated
17.
Dog Walker for 5 YearsNear South Side, Chicago, IL, 60616
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel was amazing with my sweet pup Zoé! She allowed us to meet up beforehand because my pup is very shy to new people and she went above and beyond to send my… (more)

from
$50
per day
Confirmed availability: Memorial Day
18.
Hello! Im Britney I ❤️ PetsHyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Britney was amazing! Definitely recommend her as a pet sitter. Made me feel great knowing he was in good hands and he was in great spirits after the daycare at … (more)

from
$27
per day
19.
I’m walkin here! (boston accent)Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor has watched my dogs numerous times. Whether it be a couple walks a day, staying a night over, or staying for multiple days, she has always delivered and … (more)

from
$33
per day
Calendar Recently Updated
20.
Plenty of long walks and treats!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine was available on short notice (day before) and Moose was so happy when I picked her up. She walked Moose and sent pictures and check ins all day. (more)

from
$33
per day

Dog owners in Oakland, Chicago, IL turn to day care sitters on 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. Doggy day care can be affordable, no matter where you live or what your price range may be. Curious about how much doggy day care costs in Chicago with Rover.com? Check out our average doggy day care rates near you to get an idea before getting a conversation started with a day care sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. 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 60,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.

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 Oakland, 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: