Doggy Day Care In Woodlawn

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Top rated Woodlawn doggy day care sitters

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Sitter Profile Image: Quirtina C.
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Quirtina C.
from
$30
per day
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

Sitter Profile Image: Jane C.
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Jane C.
from
$33
per day
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve cared for my sweet girl for about 10 years now. She’s changed over the years from a newly adopted young shelter dog to a senior dog and I’ve consistently modified how I care for her to meet her needs. I have boarded many family dogs too from tiny multi poms to larger sweet pits. I really feel at home with animals and treat every dog with patience and care like my own girl. I work from home, live across the street from a big park, and can offer plenty of walks, attention, and playtime. Please be sure to share If you’re dog requires supplements, medication, special feeding schedules/protocols, behavioral things I should be mindful of. I work from home Monday thru Friday. Typically up with my dog by 6. She gets a long walk in the am and after work. Plenty of walks in between work for potty breaks. Each day can look different though based on weather and overall energy level of your dog. I can adjust your dogs needs when it comes to feeding schedule, affection, attention, and stimulation. I vary my techniques based on your dog’s personality and what they need when it comes to affection, space and activity level. I am flexible!

Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
246 reviews
86 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara is great! My dog is excited every time I drop her off. I’ve used her services for about a month and she’s very consistent and flexible.

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Jennifer C.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
369 reviews
174 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

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.

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Andrea R.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$18
per day
5.0 out of 5 stars
224 reviews
91 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

My dog hates being away from me, but Dwight has been really understanding of his needs and my dog is already warming up to him after a few visits! It's great to have someone as kind and as great with dogs in the neighborhood!

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Sanja M.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
38 reviews
12 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

Sitter Profile Image: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
168 reviews
62 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Bola boarded my pup overnight and she was great. She's knowledgeable, loving and caring in her interaction with me and my fur buddy. We look forward to using her services again in the near future.

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Millicent C.
Sitter Profile Image: Tamya O.
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Tamya O.
from
$35
per day
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
128 reviews
57 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

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.

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Kelsie L.
Sitter Profile Image: Ebonee A.
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Ebonee A.
from
$45
per day
5.0 out of 5 stars
47 reviews
22 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

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.

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Marquetta S.
Sitter Profile Image: Bria S.
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Bria S.
from
$33
per day
6 years of experience
Woodlawn, Chicago, IL, 60637

About: I genuinely enjoy being around animals and caring for them. I’ve worked with both young and older pets, and I’m patient, attentive, and make sure they feel safe and comfortable. I stick to their routine and give them the care and attention they need. I also keep owners updated so you always know your pet is in good hands. I’m currently work weekends only, so I will be available throughout the week to care for pets. My schedule is flexible and open, to accommodate your needs. I care for pets by keeping them on their normal routine so they feel comfortable and stress-free. In my home or a client’s home, I make sure they’re fed on time, have fresh water, get walks or playtime, and have a clean, safe space to relax. I pay attention to their behavior and adjust to their needs—whether they’re energetic or more calm. I also respect the client’s home, follow all instructions, and send updates so you always know your pet is safe and doing well.

Sitter Profile Image: Danielle K.
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Danielle K.
from
$35
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per day
4.6 out of 5 stars
68 reviews
38 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per day
5.0 out of 5 stars
21 reviews
11 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Pawties is a premium doggie daycare and enrichment retreat located in a peaceful rural setting designed specifically for city dog owners who want their dogs to experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, and optional overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our home as well as on our Farm that includes a private Dawg Pawk we also will visit different dog parks around the city of Chicago and trips to beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private crate to chill and relax during their stay!

Sitter Profile Image: Tiffany O.
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Tiffany O.
from
$30
per day
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60615

About: With over two decades of dedicated experience in pet care, I have nurtured and cherished dogs of all ages, from playful puppies to wise elderly companions. My profound joy in this journey stems from the deep connections formed with these furry friends. Having worked with a diverse array of breeds, I've honed my understanding of their unique needs and temperaments. In addition, my expertise extends to puppy training, where patience and consistency are key. Caring for dogs isn't just a passion; it's a lifelong commitment that brings immense fulfillment. I work a full time remote schedule. I am at home Mondays and Fridays. Im off on the weekends. So I have plenty of time to play and go on walks! Your pets can sleep in the room with me on their beds or wherever makes them most comfortable. I have a baby gate or I can also crate your baby if that is what you prefer.

Sitter Profile Image: Agustina P.
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Agustina P.
from
$60
per day
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I have extensive pet care experience that began in my childhood. Growing up, I was responsible for a variety of pets, including dogs, cats, and small mammals. This early exposure taught me the essentials of animal care, from feeding and grooming to understanding their behaviors and health needs. Over the years, I have honed my skills in providing attentive and compassionate care, ensuring that each pet feels loved and well-tended. This lifelong passion has equipped me with the knowledge and empathy necessary to handle a wide range of pet care responsibilities confidently. I work from home and I am a home body except when I walk outdoors, run or bike! A walk is so much better with a dog I have plenty of space for dogs to run as I has a long hallway and a downstairs! I have parks 2 blocks down where I live and a dog area.

Sitter Profile Image: Kyle H.
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Kyle H.
from
$40
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
22 years of experience
Hyde Park, Chicago, IL, 60615

About: Kyle and Ben have been caring for dogs in our home for over fifteen years. We have experience administering medications, whether they be topical, ingested or intravenous. Our goal is to make sure you know your dog is safe and well cared for while you're out of town. We are very quick to respond to all phone calls, text messages and emails and will keep you posted with photos and updates on how your dog is doing while they are staying with us. We also provide flexible pick up and drop off hours for your convenience and can provide transportation if necessary. Kyle has several years of experience working in the pet care industry, starting with shelter work, moving onto a dog daycare/boarding facility and managing of two different dog and cat supply stores (one local, one corporate) in the last fifteen years. She is certified in dog and cat first aid and CPR by the American Red Cross and has experience administering topical, oral and intravenous medications. She has extensive experience handling senior and disabled animals, as well as dogs with behavioral issues. We have always loved dogs and owned dogs throughout our respective childhoods, but Kyle has gotten more hands on experience in the last fifteen years by dabbling in different fields of animal care. She worked as a kennel attendant at the local SPCA for a period of time, caring for homeless dogs, cats and rabbits. It was there that she learned proper care techniques and how to administer medications. She took these skills with her when she went to work first as a kennel attendant and then as the office manager of a small dog daycare and boarding facility. She spent the next seven years serving as store manager of two different natural dog and cat supply stores, where she helped pet owners provide their animals with healthy natural foods, treats and other supplies. She also organized many in store events to help highlight and raise funds for many local rescues and shelters. In 2020, Kyle completed school to become a dog groomer and has been grooming dogs in Hyde Park for the last several years. Both Kyle and Ben work mainly from home, or not far from home. Kyle works as a dog groomer and is able to bring your dog to work with her during the day to minimize any time your dog may spend without human supervision. We never allow anyone off leash on walks, and we do not utilize off leash dog parks for safety reasons. All of our pets are fully vaccinated. Feeding times are always supervised to prevent any potential food aggression. Toys and chews are put away when human supervision is unavailable to prevent resource guarding.

Sitter Profile Image: Alexis W.
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Alexis W.
from
$80
per day
5.0 out of 5 stars
26 reviews
8 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

About: I give animals good eye contact, effective tone, pay attention to their physical capabilities, and show love, respect, and observe surroundings for danger while walking I am normally home early mornings and during the day. Some days I work events as an artist but I have a very flexible schedule. I make sure the floors are clear so that animals are free to roam. I don’t keep chemicals or certain plants out that would harm animals.

Sitter Profile Image: Monique O.
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Monique O.
from
$50
per day
5.0 out of 5 stars
4 reviews
25 years of experience
Woodlawn, Chicago, IL, 60637

About: I have taken care of dogs my entire life , I was a baby who grew up with a Irish Setter. and so my life's journey has been traveled with My best buddies . My family and my pets. Their love and kindness cannot be measured and they deserve the very best of care. I pride myself on training tips and methods i have used on puppies to older dogs i’ve taught behavior adjustments. I believe a healthy fit pup is a happy one . I was also involved in a program we called visiting buddies , taking puppies to spend time with senior citizens and pre school students. throughly enjoyed by everyone involved. I am currently working part time and my schedule is flexible, I work in events. my availability is after 12 for walking and boarding generally but with enough notice I can work some morning hours. I have a large fenced yard as well as a dog run on the side of our home. I have a very friendly furry baby who will give your pup hours of entertainment. I you. would prefer. your pup was crated I. have a very large kennel indoors as well as outside. My home has tons of space .

Sitter Profile Image: Spencer S.
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Spencer S.
from
$40
per day
6 years of experience
Hyde Park, Chicago, IL, 60615

About: I have a bachelor of science degree in animal sciences from The University of Illinois and have worked with animals for well over 6 years. I have grown up with 3 dogs, worked in shelters, and taken numerous courses on proper pet care. I’m currently working part time so I am home most of the days and nights. If ever there is an emergency situation that arises where i need to be away from home, I have many close animal-loving friends and pet owners who live nearby to cover. I have a one bedroom apartment where the dog(s) are free to roam the living room and couches, my bedroom and bed, and many toys, dog beds, and more to keep your pup happy an entertained. In a clients home I am able to give food and medicines, ensure the pet is kept in the correct spaces, refill water bowl, and provide active play times and walks.

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Woodlawn dog parents share their Rover experiences

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5.0 out of 5 stars

Sunni loves spending time at Tamara’s house and getting to spend time with other pups! I can rest knowing my baby is in good hands :)

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Kalen C.
Doggy Day Care
5.0 out of 5 stars

E and her doggy day care services were fantastic! She was super responsiveness and accommodated our pup last minute. She provided updates throughout the day and made us feel comfortable, and sent us home with a tired and happy pooch!

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Lyndsey S.
Doggy Day Care
5.0 out of 5 stars

She was amazing with my puppy. She sent me pictures and updates throughout the day. Will definitely book with her again. And a bonus that she is also a dog groomer which I will also be using her services for that when my puppy is ready to get her first haircut.

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Eimy V.
Doggy Day Care
5.0 out of 5 stars

Dwight is the absolute best. Rudy always is well taken care of and comes home exhausted from so much play. Dwight couldn't be a better human, we are lucky to have him take such wonderful care of Rudy. Do not hesitate to book him, you will not find anyone better guaranteed.

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John P.
Doggy Day Care
5.0 out of 5 stars

My puppy had a great time and I received pictures during her stay! I’m excited for her to go back and have playtime with other dogs! :)

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Precious C.
Doggy Day Care
5.0 out of 5 stars

Rina was great with Silver despite him being nervous from time to time. I had no concerns since I knew he was in great hands. Will definitely be coming back to her!

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Jasmine T.
Doggy Day Care
5.0 out of 5 stars

Ashley's kindness and consideration for my dog was a true blessing! This was our first visit with her but will definitely not be our last. Her professionalism only added to my overall decision to always book with her if possible!

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Sylvia B.
Doggy Day Care
5.0 out of 5 stars

Madeleine was so kind and accommodating. She was very easy to communicate with and was always prompt in her communications. She sent us multiple pictures as well. Highly recommend.

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Carrie S.
Doggy Day Care
5.0 out of 5 stars

Best doggy daycare experience ever! Miaoyun sent so many cute videos and photos of Dewey. As soon as I left, he was already best friends playing, napping, and having treats with her three pups. He was right at home ❤️🐾

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Sara L.
Doggy Day Care
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If you’re searching for a Woodlawn doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Woodlawn.

Woodlawn doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Woodlawn sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.