Doggy Day Care in Woodlawn, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Andrew T.
1.
WFH Couple, dog park nearby 🐶Lower West Side, Chicago, IL, 60608
Boarding, Doggy Day Care

Moo had a great time with Andrew! He made sure to send us lots of updates and pictures. Would recommend! (more)

from
$35
per day
Confirmed availability: Easter Weekend
Ashley B.
2.
Open house for PetsHyde Park, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

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
Calendar Recently Updated
Joshua W.
3.
Life is better with dogs 🐶Near South Side, Chicago, IL, 60616
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Joshua did such a great job taking care of my dog. He was really flexible and easy to communicate with. My dog also loves him, whenever we get near Joshua’s hou… (more)

from
$45
per day
Confirmed availability: Easter Weekend
Catherin C.
WFH 🏠 fenced yard w/ a dog 🐶Armour Square, chicago, IL, 60616
Boarding, Doggy Day Care

Catherine is great with our dog Ollie! She is loving and detailed oriented and cares for our dog as if he were her own. I would definitely recommend! (more)

from
$40
per day
Calendar Recently Updated
Ethel B.
5.
DOGGY FUNNew City, Chicago, IL, 60609
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
$40
per day
Confirmed availability: Easter Weekend
6.
Playful Fur Baby CaregiverChatham, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

really communicative and patient even with my big dog, made sure my senior dogs were well taken care of and even went above and beyond with her. thank you for t… (more)

from
$33
per day
Confirmed availability: Easter Weekend
Full time pet sitter :)Grand Boulevard, Chicago, IL, 60653
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Masheika is one of the most enthusiastic caretaker a pet parent could ever have. She is well educated in pet care and I learn so much from her. She genuinely ca… (more)

from
$50
per day
Calendar Recently Updated
Your Pet’s Home away from Home 🏡Grand Crossing, Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Adrianna is one of the best pet caregivers that I have ever had. She treats my dogs like they’re her own. They get plenty of walking, play, and cuddle time and… (more)

from
$40
per day
Confirmed availability: Easter Weekend
9.
Your Dog’s WFH BestieWoodlawn, Chicago, IL, 60637
Boarding, Doggy Day Care, Dog Walking

The meet and great went well. Thank you Holly. (more)

from
$45
per day
Calendar Recently Updated
10.
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: Easter Weekend
11.
Work from home - large fenced yardWoodlawn, Chicago, IL, 60637
Boarding, Doggy Day Care

This was our first time using Rover, so we were a bit nervous about leaving our two pups for the day (especially a teething puppy). Dwight however made us feel… (more)

from
$19
per day
Calendar Recently Updated
12.
E 
Verified Background Check
Rover 101
Animal Loving FamilyGrand Boulevard, Chicago, IL, 60653
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Elizabeth was a pleasure to deal with from first contact until we picked Tika up at the end of the night. Amazing communication and pictures. (more)

from
$40
per day
Dog mom / babysitter for your pup!Grand Crossing, chicago, IL, 60619
Boarding, Doggy Day Care
10 years of experience

About: Everything a pet would love under one woof. I love animals, I grew up with dogs, and have a 2 year old Pomeranian of my own, who is my world. I have … (more)

from
$30
per day
I'd love to take care of your petHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Samara is your perfect dog sitter without doubt! She love animals, especially dogs and cats. She is very responsible and patient. She loves to play and walk wit… (more)

from
$33
per day
Confirmed availability: Easter Weekend
Pet Daycare (:Grand Crossing, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ana is the sweetest caring person who takes each animal as her own when cared for. I have had her watch my cat a few times while on vacation and I had no issues… (more)

from
$45
per day
Confirmed availability: Easter Weekend
16.
Your dog’s new bestie😃Kenwood, Chicago, IL, 60615
Boarding, Doggy Day Care

About: Patient and caring dog walker and sitter with 5 years of experience with various breeds of dogs. Love taking furry buddies on long stress-relieving … (more)

from
$40
per day
Confirmed availability: Easter Weekend
17.
Dog-loving person to watch your pupHyde Park, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amalia has taken care of my dog regularly since 2022. She is an excellent intuitive trainer, reliable, and diligent in all communications. My dog always returns… (more)

from
$30
per day
Calendar Recently Updated
18.
I work from home and love animals!Hyde Park, Chicago, IL, 60615
House Sitting, Doggy Day Care, Dog Walking

Corinne was great with our requests and was very prompt to reply when we booked last minute. Best of all, our dog loved Corinne! Highly recommended! (more)

from
$50
per day
Calendar Recently Updated
19.
Animal lover looking to dog sit!Hyde Park, Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Nairie for several years. I have observed Nairie with her own dogs and dogs belonging to other people. Nairie is by far the most loving, devoted,… (more)

from
$30
per day
20.
Extraordinary pet care! :)Woodlawn, Chicago, IL, 60637
Boarding, Doggy Day Care

About: I've cared for dogs and other pets since I was a kid. I've had the opportunity to love dogs, hampters, birds, and cats! I am and have always been rel… (more)

from
$35
per day

In Woodlawn, 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 Woodlawn 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.

Don't let your 9-to-5 stop you from being a great pet parent. When you're heading to work, drop off your beloved pet with a loving dog sitter in Woodlawn, Chicago. Your dog will get the love and care they're used to at home, and you'll get photo updates and the peace of mind that comes from finding great care for your pet. We're proud to offer a wide range of pet care, including puppy day care and pet day care for all kinds of pets. We know you love your pets, but you can't always be there, which is where our loving sitters come in. Forget kennels, find a loving neighbor who will give your dog the one-on-one attention they deserve. That way, when you head to work, you know your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Woodlawn, 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