Doggy Day Care in Oakland, Chicago, IL
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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Top rated Oakland doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.”
“Elizabeth was fantastic with my cat Gomez. She kept me updated on his stay and seemed to genuinely enjoy taking care of him. No doubt I’ll be reaching out to her in the future when I need someone to watch my fur baby!”
“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.”
About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.
“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.”
“Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!”
“Alexandria took excellent care of our puppy, Pista. He loved spending time with her, especially practicing sit and come. She was thoughtful, punctual, and responsive throughout the entire process, taking him out for multiple walks. Highly recommend her services!”
“Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!”
“Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)”
“Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!”
About: ⭐ Star Sitter offering calm, one-on-one care for cats and dogs — in your home or mine. 📍 Serving Chicago’s central neighborhoods — Downtown, South Loop, West Loop, Pilsen, Chinatown, Hyde Park, and nearby areas for convenient, reliable pet care. Whether it’s in your home or mine, I provide calm, loving, and reliable care for every furry friend. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 🐾 My Journey with Purrfect Pet Sit 🐾 Hi there! I’m Annie — the sitter behind Purrfect Pet Sit — offering calm, detail-oriented care for cats, small and medium dogs, and senior pets across Chicago. Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for medium or large dogs after a Meet & Greet, to ensure a good fit for both your pet’s temperament and my schedule. 🤝Meet & Greet Policy A Meet & Greet is required for all new clients. There is a $10 Meet & Greet fee, which will be applied toward your first booking if we move forward. Rover applies a separate service fee on their end, which is not included in the credited amount. Returning clients may rebook without a Meet & Greet. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work hybrid in eCommerce — some days onsite in Lombard (West Suburb), some from home in Chicago — giving me flexibility for pet care in both areas. 🐾 Drop-ins: early mornings and/or evenings (based on location) 🏠 House sittings: evenings → mornings, flexible weekends 🚗 Pick-up/Drop-off: available upon request if it fits my Lombard–Chicago commute route. 🐕 Boarding & daycare: limited spots, message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet-friendly setup — a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.
“Wonderful sitters! Nikita & Prat took lots of great photos, kept my puppy safe, and gave her so much love and attention. I plan on using their services again 🤩”
About: I have had dogs since I can remember, different sizes and breeds. I really love dogs and I care that they feel comfortable and loved. When I take care of a dog , I try to respond to their needs and do it in a conscious manner : at least 3 times walk in a day, quality feeding , to give you lots of attention and love. In addition, I like to train them , with patience and treats everything is possible🤗 I am available on weekends and holiday. We do at least 3 walking per day. Always send pictures. Your little one will be in good hands. I love pets, I am very loving and respectful. I love to play and make them happy all the time. I will be on vacation during holiday
“As a repeat customer, Maeve comes over for puppy day care almost twice a week, and I can’t thank David & Jerrilyn enough for being so wonderful to Maeve. I trust them with Maeve as I know they treat her with love, compassion and care as they would their own three little puppies. I highly recommend them!!!”
About: Hi! My name is Cory and I live in Pilsen with my 12 year old poodle mix Abbey. I’ve had Abbey since she was 2 months old and we’ve been inseparable since. I am a huge animal lover and would love to care for your furbaby/furbabies. I love to keep Abbey pretty busy even at her age we do lots of long walks, lots of enrichment, will occasionally visit the small dog park near us to allow her to socialize with other dogs. She loves all humans, dogs and cats and would love to have a little companion visiting us! 🐾 I work from home 3-4 days of the week and am readily available to feed them and take them out on their same schedule to make their stay as comfortable as possible Dogs are welcomed to roam the entire house as they want. I will walk your dog every couple hours and make sure they are comfortable
About: I have a beautiful, clean home with a beautiful dog run. I am trustworthy and have references for your approval. I come from the pet industry and work from home. I work from home and teach online cooking classes. I have a very flexible schedule to accommodate any needs. I am available 7 days a week, including holidays. I have dog training experience and will care for your dog as if it were my own. I have a pet profile I will ask you to complete so that I can provide the best care possible.
Oakland dog parents share their Rover experiences
My dog loves Tamara! I’ve been using her for over a year and only trust her to watch my dog who has bad anxiety and is skiddish with most people. When I drop her off, she doesn’t even know I’m there anymore. That makes me happy since my baby has anxiety bad. Definitely recommend her. She’s very caring and accommodating!
Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!
DEMIN was amazing. We had to find someone very last minute as the prior Rover we booked cancelled last minute. She was very responsive, welcoming and organized. She answered all our questions and was very confident to help care for both of our dogs. Would definitely book with her again, highly recommend!
Had to book a last minute daycare and found out about Madison through a fellow dachshund owner friend who had a great experience with her. She was very quick to respond and sent us photos and updates while we were gone. She made us feel comfortable (I was nervous about leaving him last minute with someone new) and clearly made Ralph feel comfortable because he was laying in her lap halfway through his stay (always a great sign!). We plan to book her again and will also recommend her to our other dog owner friends!
Alexandria was wonderful! My puppy absolutely loved her. She kept me updated throughout the day with pictures, videos, and thoughtful messages, which gave me peace of mind. The consistent communication made me feel completely comfortable leaving my pup in her care. She even shared some helpful tips, which I truly appreciated. I would highly recommend her to anyone looking for a caring and attentive pet sitter!
We used Maritza for daily care for our adopted separation anxiety dog for about 8 months. She is an angel of a human being and the best thing that could have happened to us after being in over our heads with the 24/7 company our dog requires. Maritza was her second mom and is so reliable, trustworthy, and caring. Could not recommend enough. We and Caly all love her and Shoumo and will miss them dearly after our move.
Kirstin was a great sitter for my 5 month old puppy! Poppy is full of energy and teething and Kirstin kept her busy and tired her out. Kirstin accommodated a last minute doggy daycare request and was very communicative and shared photos and videos. I highly recommend Kirstin!
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per day for doggy day care in Oakland is $47
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Oakland on Rover as of Jan 2026 was about $47 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
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 Oakland.
Oakland 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 Oakland 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.
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