Doggy Day Care Oakland

“Chelsea took great care of our elderly, special-needs dog with awesome communication”

Gail O.

“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.”

Jennifer C.

“Miss Elizabeth was such a great help allowed my dog to stay with her last minute. Thank you for your help. If we are ever back in Chicago we will definitely come back to her.”

Maria M.

“Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.”

Abby B.

“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!”

Sylvia B.

About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!

About: ✦Now Accepting bookings for Labor Day Weekend• South Loop/Downtown Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs - including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 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 and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 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 full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please 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.

“Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.”

Mina R.

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.

“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!”

Christina G.

“My wife and I used Timothy on a trip from Florida to Oshkosh. We were passing through and wanted to take my daughter to the field museum and the shed aquarium. We had our German Shepherd, Sheba, with us, we reached out to Timothy and he agreed to watch Sheba for the afternoon. Timothy went above and beyond. He met us on the steps of the museum to pick Sheba up, and brought her back to us. I cannot overstate how great the experience was, we highly recommend using Timothy. He is extremely nice and easy to deal with.”

Yulia V.

“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! :)”

Maria C.

“I have an unexpected conference to attend in Chicago. I needed someone to watch my baby for me. Pamela was quick in her response, flexible and very caring. She literally save me. Thanks again”

Hawa G.

“Sweetest pet sitter ever! Our dog is people shy and he warmed up right away. You can really tell that princess cares for every animal she meets!! Definitely would rebook if in the area again!”

Adi E.

“She is AMAZING thanks a lot !”

Miguel G.

“Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.”

Cadence P.

“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.”

Marquetta S.

About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. He understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoys getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.

“Omg! Hua is AWESOME!! From the moment she took the lead from me I knew My fur baby was in great hands! Her constant communication and real human contact with hugs and playing games made me so happy I chose her! Thank you so much and I know Padi enjoyed himself! If you need a sitter look no further!!!!”

Robert P.

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.