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.

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
Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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1. Morgan D.

Doodle lover & big exerciser!
Loop, Chicago, IL, 60601
4.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
3 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: Easter Weekend
Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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2. David R.

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

David and Jerralyn have been awesome with my Bella!! She has a great time with them, they take lots of pictures and go on lots of walks. They are very communicative and easy to work with. They truly love dogs and are great dog sitters!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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3. Ashley M.

Rover 101
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
40 reviews
16 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: Easter Weekend
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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4. Ashley B.

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
67 reviews
38 repeat clients
from
$50
per day

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 returned home tuckered out from a great day of play.

Confirmed availability: Easter Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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5. E K.

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

Elizabeth and her family did a great job watching my pup. He was exhausted when he got home, and she sent updates all day so I’d have some piece of mind that he was doing well. I really appreciate the extra effort they go to for the dogs they take care of.

Sitter Profile Image: Vivian N.
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Sitter Profile Image: Vivian N.
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6. Vivian N.

Work from Home Dog Lover
Loop, Chicago, IL, 60605
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
8 repeat clients
from
$35
per day

I would definitely recommend Vivian’s services. I could tell my dog had a really great time with her. She is easy to communicate with and checks in throughout the day with pictures and updates. She also has a super friendly dog that my pup loves to play with.

Confirmed availability: Easter Weekend
Sitter Profile Image: Lisa H.
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Sitter Profile Image: Lisa H.
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7. Lisa H.

Extended family to your fur babies
Loop, Chicago, IL, 60607
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$40
per day

Lisa's dog day care service surpasses all expectations. With 3-5 walks daily and hourly photo and video updates, she ensures my dog's happiness and safety. Her genuine love for animals shines through in her attentive care, treating my dog as her own. Lisa's dedication and communication provide peace of mind while away. She goes beyond mere sitting, embodying true dog lover qualities. Choosing Lisa guarantees reliable, compassionate care for furry family members. Grateful for her exceptional services and passion for animals, I wholeheartedly recommend Lisa to anyone seeking top-notch services. Thank you, Lisa, for being an invaluable part of our lives!

Confirmed availability: Easter Weekend
Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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8. Holly R.

Your Pet's Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
73 reviews
34 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: Daniela C.
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Sitter Profile Image: Daniela C.
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9. Daniela C.

Work from home, flexible
Near South Side, Chicago, IL, 60605
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$38
per day

Daniella was very easy to talk to. Accomodated Joy in the last min and was super flexible on pick up and drop off timings.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jamie & Ritz W.
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Sitter Profile Image: Jamie & Ritz W.
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10. Jamie & Ritz W.

WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
3.1 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!

Confirmed availability: Easter Weekend
Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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11. Makeba L.

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
1.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
9 repeat clients
from
$42
per day

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

Confirmed availability: Easter Weekend
Sitter Profile Image: Susan K.
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Sitter Profile Image: Susan K.
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12. Susan K.

Reliable Chicago Dog Loving Support
Near South Side, Chicago, IL, 60616
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$50
per day

Susan was very friendly and professional! I love all the pictures she got of my dog Leo! (: would definitely book with her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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13. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
1.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
15 reviews
3 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: Easter Weekend
Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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14. Ebonee A.

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
27 reviews
11 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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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15. Nicole K.

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

Nicole is great! She has a lot of patience for my overly excited and kind of loud dog. Diesel can tell she is a dog-person and is always excited to see her.

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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16. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
1.8 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$30
per day

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

Sitter Profile Image: Kahrion M.
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Sitter Profile Image: Kahrion M.
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17. Kahrion M.

Dog lover of all sizes and breeds
Grand Boulevard, Chicago, IL, 60653
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$33
per day

Kahrion has went above and beyond in regards to his compassion and dedication to my pet. He has been very professional and has eased my worries on short and long trips with consistent communication.

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Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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18. Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
1.0 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.

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Sitter Profile Image: Bridget E.
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Sitter Profile Image: Bridget E.
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19. Bridget E.

Pet loving home
Grand Boulevard, Chicago, IL, 60653
0.9 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!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jani M.
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Sitter Profile Image: Jani M.
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20. Jani M.

Experienced Care/Flexible Schedule
Douglas, Chicago, IL, 60616
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
8 years of experience
from
$37
per day

About: Hello there, Im Jani 👋🏾Pleasure to Meet you. Growing up, I have been so fortunate enough to care for many animals. From bunnies, guinea pigs, to various breeds of cats and dogs & even exotic fish & turtles. My family and I would even visit farms, zoos & aquariums often, so being around animals is definitely apart of my life & I absolutely wouldn’t want it any other way. :) Now as an adult, I have found myself caring for some sort of beautiful animal. As you see in my profile, I have a ton of experience with various cats and dogs. I lived with my feline buddy, Tiger, for 4 years before having to give Tiger up for adoption do to moving out of state. It was a very difficult decision, but he is in a good home with an amazing woman who continues to update me and send me pictures of him. 🤗 My favorite way to care for my animals are to learn what they are interested in & incorporating more fun & joyous experiences for them. I find myself interested in learning different animal breeds, their behavioral traits, and how to add more love into their lives. I believe this app brings such an extraordinary opportunity to learn, grow & experience life through different homes while also getting to travel to amazing places. I have always had a passion to help others. I am excited to care for your animals while also guaranteeing I will do my absolute best to ensure your needs are met & you have a pleasant experience with me pet sitting for you. ✨ I truly adore all animals !! Any shape or size! 🐩 I promise to give endless belly rubs and always ensure a safe environment for your fur babies. 🐾 I am trustworthy, responsible & more than capable to take on any task ! I have a very flexible schedule, I choose my work hours each week & am always available to bring my work with me on my laptop if doing any overnight stays. I am typically available 6 a.m. - 10 p.m. to walk your dogs and check up on your fur babies! Unfortunately, I do not offer services in my home. The only services I am offering in home is overnight pet sitting that would take place at the clients home. Keep in mind that, I keep my calendar updated on the app. 😊 I would be more than happy to care for your furry friend while you’re away. I assure you they will be well taken care of and that I will keep my belongings tidy and clean for overnight stays. Please let me know if you would like daily photos or videos of your fur babies while you’re away and I will gladly send them to you. 📸 Moreover, I am available in the afternoons to evenings if you would like to chat over the phone or do a video call before making your decision. I would love to personally hear what your expectations are for your pet(s) to ensure you are comfortable and satisfied with me caring for them. 😊 With new clients, I like to schedule a meet and greet before accepting a booking request. Thanks for understanding! Ask me any questions you’d like. ✨ I look forward to hearing from you soon😊

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