Doggy Day Care in Grand Boulevard, 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

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Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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1.

Briana V.

Stay at home sitter!
South Lawndale, Chicago, IL, 60623
Boarding, Doggy Day Care
5.0
26 reviews
6 repeat clients
from
$36
per day

Briana did such an excellent job taking care of my pup. She was so sweet and my dog left so happy! I would definitely recommend her for your dog sitting needs!

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Sitter Profile Image: Jumari H.
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Sitter Profile Image: Jumari H.
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2.

Jumari H.

Ever seen a dog smile?🙃
Grand Boulevard, Chicago, IL, 60653
Boarding, Doggy Day Care, Dog Walking
5.0
53 reviews
18 repeat clients
from
$39
per day

I have an 11 week old Black Lab that we had for only one week. With work schedules and new puppy, I needed someone to dog sit to manage what my puppy needed during the day. PLAY, potty training and help kennel training. Jumari lives close to us and from his background as pet groomer and going into dog training, he seemed like the perfect fit. He was able to take our pup right away. He shared he would help us with the kennel training and show us how to keep it consistent at home. She loved her time with Jumari and gave me relief she was safe and having fun with his 4 month old pup, too. We are using Jumari again to help with work schedules and trying to train a new puppy. She left today to go with him and she was so excited to see him. I know we have a sitter she loves and we trust and he's close by to make it easy to drop off and pick up. If you are in the South Side area and looking for a great dog sitter.....check out Jumari. He is our go-to guy!

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Sitter Profile Image: Jamie & Ritz W.
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Sitter Profile Image: Jamie & Ritz W.
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3.

Jamie & Ritz W.

WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
Boarding, Doggy Day Care
5.0
23 reviews
8 repeat clients
from
$50
per day

Zoey had a blast with Jamie and Ritz. After chatting through the Rover app, I instantly felt at ease and more confident about leaving her in their care. They responded quickly to all my questions and also came back with very thoughtful questions which made me feel like they really wanted Zoey and me to be comfortable with her being there for day care. The pick up and drop off process was seamless. I got so many adorable pictures throughout the day. Zoey even got a goodie bag of treats to take home after. She was very happy and exhausted (in the best way!) because she got to play with their adorable and sweet dog, Toffee, all day. We will definitely reach out to Jamie and Ritz for doggie daycare again soon.

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Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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4.

David R.

Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
116 reviews
40 repeat clients
from
$55
per day

David and his girlfriend took such great care of our puppy Cooper! It was our first time leaving him with anyone and they updated us with photos the whole time. Cooper played with their pups the whole day and had a great time! Definitely will rebook with David and his girlfriend soon.

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Sitter Profile Image: Gaby V.
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Sitter Profile Image: Gaby V.
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5.

Gaby V.

Rover 101
Stay at home College Student!
South Lawndale, Chicago, IL, 60623
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
21 reviews
6 repeat clients
from
$30
per day

Attentive and friendly. I felt really good about leaving my two dogs with her and she communicated very well throughout the whole process. I will definitely be requesting her again; she was so good to my dogs.

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Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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6.

Jennifer N.

Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
Boarding, Doggy Day Care
5.0
60 reviews
45 repeat clients
from
$38
per day

We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

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Sitter Profile Image: Santigo R.
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Sitter Profile Image: Santigo R.
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7.

Santigo R.

Your dog will feels like home 🏠
Near North Side, Chicago, IL, 60654
Boarding, Doggy Day Care, Dog Walking
5.0
4 reviews
from
$55
per day

Santigo took great care of our puppy, Vera! This was the first time we left her for the weekend since we adopted her, but Santigo and his wife made her feel right at home and cared for her like she was their own. Incredibly communicative and lots of pictures/walks. Very grateful for how he cares for Vera!

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Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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8.

Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
11 repeat clients
from
$45
per day

Kayla had great communication & Peppermint had a great time. Looking forward to booking again.

Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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9.

Maria C.

Double lot yard adores dogs
Chicago Lawn, Chicago, IL, 60629
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
100 reviews
48 repeat clients
from
$30
per day

Would use her again and will in a heartbeat she is the best!!! Very friendly my dog for right In from the very beginning the best experience ever!

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Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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10.

Holly R.

Your Pet's Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
Boarding, Drop-In Visits, Doggy Day Care
5.0
57 reviews
25 repeat clients
from
$48
per day

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 yard, and Holly sent pictures, too. Looking forward to more visits!

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Sitter Profile Image: Ivana C.
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Sitter Profile Image: Ivana C.
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11.

Ivana C.

MBA student, works remote
Loop, Chicago, IL, 60601
Boarding, Doggy Day Care, Dog Walking
5.0
7 reviews
from
$40
per day

Ivana is so great! She took such great care of Cooper. She’s officially my go to!

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Sitter Profile Image: Chloe M.
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Sitter Profile Image: Chloe M.
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12.

Chloe M.

Flexible schedule to fit all pets!
Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$33
per day

Chloe is a gem! She is a very responsible person that you can totally rely on to look after your pets. She will follow your instructions to make sure she cares for your pets just as you would. Chloe's love for animals started early. She has always lived with dogs and volunteered at an agency that trains service dogs. While still a toddler, Chloe volunteered with cats at the local SPCA. She is a cat magnet - they just love her! Chloe has a great love for small pets too, especially guinea pigs. I would highly recommend her.

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Sitter Profile Image: Malaya K.
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Sitter Profile Image: Malaya K.
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13.

Malaya K.

Future vet, tech and lover of pups
Englewood, Chicago, IL, 60621
Boarding, Doggy Day Care
5.0
2 reviews
from
$33
per day

Malaya is absolutely amazing with animals. I am always secure that if something happens she's got it, and that my fur babies will never be low of lovey dovey kisses! Highly recommended if you need a sitter or walker.

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Sitter Profile Image: Quiana L.
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Sitter Profile Image: Quiana L.
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14.

Quiana L.

loves animals more than people lol
Kenwood, CHICAGO, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$50
per day

Quiana has dog sat for me numerous times. She treats my dog as if it’s her own. Always takes him for long walks. Plays endless fetch and even lets my dog sleep in bed with her. Her home is clean and welcoming. She keeps treats on hand even though she doesn’t have a dog. She’s a true dog lover and would be an amazing choice to keep any dog.

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Sitter Profile Image: Andrew W.
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Sitter Profile Image: Andrew W.
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15.

Andrew W.

Devoted Dog Sitter to Furry Friends
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
27 reviews
3 repeat clients
from
$40
per day

On a scale of 1-10 Andrew is an 11! I travel with my dog for work and use Rover sitters all the time and Andrew is hands down the best sitter I've had. Very prompt and professional and incredibility kind. The communication was excellent and Andrew sent me photos and updates repeatedly throughout the day. He was great with my German shepherd, Levon. It was really refreshing how laid back and easy going Andrew was too. Overall just a wonderful experience and I will definitely use him anytime I am in the Chicago area. Levon even started whining and tried to run back to Andrew when I picked him up and Andrew was walking away. A great sign for a dog who is often shy around new people.

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Sitter Profile Image: Marissa W.
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Sitter Profile Image: Marissa W.
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16.

Marissa W.

Loving Mamabear
Bridgeport, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
4 repeat clients
from
$40
per day

I have 2 bullys ones 3 and ones only a year old and Marissa takes care of them while I am at work and when I am out of town. She makes sure they are walked daily, fed and watered twice a day, and even takes them to a dog park once a week. My dogs absolutely love her and she works well with them. I couldnt ask for a better caregiver for my dogs.

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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17.

Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
3 repeat clients
from
$25
per day

Took good care of my baby doggie, great communication too, I will definitely be rebooking when needed again!

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Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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18.

Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
Boarding, Doggy Day Care
5.0
8 reviews
2 repeat clients
from
$33
per day

Willy was amazing with my pup! I love that he has the skill to assist me with my 11wk pup with potty training. Very attentive with my baby and a lot of play time! Love the consistency with the updates and pictures and videos though out the day! Definitely will book against ten stars ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

Sitter Profile Image: Jazlyn R.
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Sitter Profile Image: Jazlyn R.
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19.

Jazlyn R.

Dog mom 🐾💕🦮
Bridgeport, Chicago, IL, 60609
Boarding, Doggy Day Care, Dog Walking
5.0
6 reviews
3 repeat clients
from
$44
per day

About: Sometimes life gets ruff, if you need a dog sitter I'm your gal! Ive raised a pit-bull, a Yorkie, and currently a beagle. The first two I grew up with. Now I have an amazing beagle named Lizzie whom is a loving energetic companion. She is over one year old and we are both looking to make new friends! Im avaible any day of the week. Monday - Friday: 8am-2pm. Saturday and Sundays: Im open to working with your schedule as best as i can! Willing to work out pricing on my services!:) I have a fenced yard, one fur baby to play with yours, and will crate mine if need be. Also my fur baby still working on training her excitement.

Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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20.

E K.

Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
227 reviews
99 repeat clients
from
$40
per day

We had a fantastic experience with leaving our dog with Liz. She was great at communicating and sending photos, and our dog came home happy and tired. We will definitely leave Clara with Liz again in the future!

Search Map

In Grand Boulevard, 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 Grand Boulevard 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.

No more begging your friends to take care of your dog when you have a day full of meetings. With Rover, you can book dog day care as often as you need it. Drop off your dog on your way to the office, then pick them up 8 hours later when you're heading home. It's that easy. You can book dog day care (or puppy day care) any day of the week, whether it's a one-time thing, all week, or an every-Tuesday arrangement. And just like overnight pet sitting booked through Rover, you get free premium insurance, a team of safety experts available 24/7, and cute photo updates sometime during the day. It's the easiest way to find a trustworthy sitter for your dog, someone who'll treat them like family while you're at work. Find your dog's perfect sitter, book, and relax. Your dog is 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 Grand Boulevard, 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:

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