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

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yingyue L.
Verified Enhanced Background Check
Sitter Profile Image: Yingyue L.
Verified Enhanced Background Check

1. Yingyue L.

Star Sitter
Streeterville WFH doggy lover
Near North Side, Chicago, IL, 60611
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$39
per day

Yingyue was amazing with my little Bruno, very patient and caring. She kept me updated throughout the day helping me do what I needed to do knowing my baby was well. He came back happy and relaxed. Thank you !

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Morgan D.
Verified Enhanced Background Check
Sitter Profile Image: Morgan D.
Verified Enhanced Background Check

2. Morgan D.

Star Sitter
Doodle lover & big exerciser!
Loop, Chicago, IL, 60601
5.1 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$50
per day

Morgan was great with Pepper! She sent a bunch of photos and videos throughout the day and was very attentive. She asked questions to make sure she was filling Pepper’s needs. She had such a great time that when I picked her up she kept looking back for Morgan because she didn’t want to leave. Would 100% recommend and use Morgan again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: E K.
Verified Background Check
Sitter Profile Image: E K.
Verified Background Check

3. E K.

Rover 101
Star Sitter
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
245 reviews
106 repeat clients
from
$45
per day

E. Took wonderful care of my fur baby. She is very responsive, sends pictures and updates. It was my very first time using rover and E. I was very comfortable leaving my 8 week old pup with E. I will continue to use E. for our doggy daycare. I also like the that my pup got to socialize with other pups.

Calendar Recently Updated
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check

4. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
18 repeat clients
from
$38
per day

Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley B.
Verified Background Check
Sitter Profile Image: Ashley B.
Verified Background Check

5. Ashley B.

Star Sitter
Open house for Pets
Hyde Park, Chicago, IL, 60615
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
38 repeat clients
from
$50
per day

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lisa H.
Verified Enhanced Background Check
Sitter Profile Image: Lisa H.
Verified Enhanced Background Check

6. Lisa H.

Star Sitter
Extended family to your fur babies
Loop, Chicago, IL, 60607
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$48
per day

Lisa and her husband were incredible dog sitters. They have a very friendly dog of their own and he got along great with our puppy. Taking care of a puppy is a lot of work and they took her on lots of walks and played with her all day. They were super responsive and lovely. 5 stars! Would absolutely recommend

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David R.
Verified Enhanced Background Check
Sitter Profile Image: David R.
Verified Enhanced Background Check

7. David R.

Star Sitter
Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
158 reviews
50 repeat clients
from
$57
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dwight C.
Verified Background Check
Sitter Profile Image: Dwight C.
Verified Background Check

8. Dwight C.

Rover 101
Work from home - large fenced yard
Woodlawn, Chicago, IL, 60637
2.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
151 reviews
65 repeat clients
from
$19
per day

Truly Dwight is a great dog person we absolutely love him he takes great care of our puppy he makes sure he is taking great care of and when we check on our puppy he rest assures us he is good he is definitely the person to have watch your puppy’s we love him

Calendar Recently Updated
Sitter Profile Image: Jamie & Ritz W.
Verified Enhanced Background Check
Sitter Profile Image: Jamie & Ritz W.
Verified Enhanced Background Check

9. Jamie & Ritz W.

Star Sitter
WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$50
per day

Jamie & Ritz are wonderful guardians to Maeve. They consistently throughout the day kept me posted on how she’s doing, and Toffee made her feel very welcome in their home. I highly recommend, and I plan to rebook with them again!

Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Sitter Profile Image: Bola A.
Verified Enhanced Background Check

10. Bola A.

Star Sitter
Big time dog lover 😄
Woodlawn, Chicago, IL, 60637
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$38
per day

Outstanding dog sitter! Reliable, caring, and attentive to my pup's needs. Highly recommend for anyone seeking a responsible and loving pet caregiver! Love the service!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Makeba L.
Verified Enhanced Background Check
Sitter Profile Image: Makeba L.
Verified Enhanced Background Check

11. Makeba L.

Star Sitter
WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
11 repeat clients
from
$42
per day

Make a is the best!! I fell very comfortable with Makeba caring for Champ.

Calendar Recently Updated
Sitter Profile Image: Talla A.
Verified Enhanced Background Check
Sitter Profile Image: Talla A.
Verified Enhanced Background Check

12. Talla A.

I love spoiling dogs
Douglas, Chicago, IL, 60616
2.0 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$40
per day

Excellent communication and clearly responsible. My dog was happy to meet her when I went to leave her a second time. Would strongly recommend.

Sitter Profile Image: Vick D.
Verified Background Check
Sitter Profile Image: Vick D.
Verified Background Check

13. Vick D.

I'll get on your dogs level.
Bridgeport, CHICAGO, IL, 60608
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
16 reviews
6 repeat clients
from
$40
per day

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 dog with kindness and expertise. She really loved staying at his house. It's obvious that he really loves and understands dogs. He's an amazing dog sitter. Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: MariaJose R.
Verified Enhanced Background Check
Sitter Profile Image: MariaJose R.
Verified Enhanced Background Check

14. MariaJose R.

Law student who loves all pups!
Washington Park, Chicago, IL, 60623
1.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$30
per day

Maríajose was a great dog sitter, always making sure my dog was safe and healthy, I even booked her twice because of how great she was with my dog. She even did extra then what I advised her to do which left me a happy dog father. I recommend her to anyone who needs the best dog sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Willy J.
Verified Enhanced Background Check
Sitter Profile Image: Willy J.
Verified Enhanced Background Check

15. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
1.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$35
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 ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ebonee A.
Verified Background Check
Sitter Profile Image: Ebonee A.
Verified Background Check

16. Ebonee A.

Star Sitter
12 + years of Vet-Tech experience!
Hyde Park, Chicago, IL, 60615
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
14 repeat clients
from
$45
per day

I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.

Sitter Profile Image: Chaeyeong J.
Verified Enhanced Background Check
Sitter Profile Image: Chaeyeong J.
Verified Enhanced Background Check

17. Chaeyeong J.

Reliable Rover for ur furry friends
Kenwood, Chicago, IL, 60615
1.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$40
per day

Chaeyeong was super accommodating and took pictures of my dogs during their stay so that I knew what my dogs were up to even though I was not with them.

Calendar Recently Updated
Sitter Profile Image: Nicole K.
Verified Enhanced Background Check
Sitter Profile Image: Nicole K.
Verified Enhanced Background Check

18. Nicole K.

Pet Loving College Student
Bridgeport, Chicago, IL, 60609
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$33
per day

Nicole has been great with my reactive dog! She’s super communicative and timely with walking Pi and Pi looks forward to having her come around. Pi is a 3 legged dog who is dog reactive, so it’s not always easy to find someone who can accommodate her needs, but I can count on Nicole to do just that.

Sitter Profile Image: Kayla S.
Verified Enhanced Background Check
Sitter Profile Image: Kayla S.
Verified Enhanced Background Check

19. Kayla S.

Star Sitter
✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
15 repeat clients
from
$45
per day

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bridget E.
Verified Background Check
Sitter Profile Image: Bridget E.
Verified Background Check

20. Bridget E.

Pet loving home
Grand Boulevard, Chicago, IL, 60653
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$50
per day

Bridget did an excellent job caring for our fur babies! She was responsive and sent adorable pictures through out the day. Our pups came home happy. We would definitely use her again!

Search Map

Doggy Day Care