Dog Walking Cuba

About: **PLEASE READ BEFORE BOOKING PET/HOUSE SITTING** I want to clarify that I do not typically provide traditional overnight house sitting. Instead, I specialize in drop-in care and can provide multiple visits throughout the day to keep your pets happy, comfortable, and well cared for while you're away. For example, I may visit in the morning, again during the day, and then for a longer evening visit. This works especially well for pets who don't need someone staying overnight but still benefit from consistent attention, exercise, companionship, and care throughout the day. If you're looking for overnight house sitting, I may be open to discussing shorter stays (3 days or less) after a meet & greet, depending on the situation. If you're unsure which option is best for your pets, feel free to reach out! I’ve loved animals for as long as I can remember and genuinely enjoy caring for all kinds of animals. My experience includes dogs and cats, as well as small pets such as rabbits and other small mammals, reptiles, and horses. I also have hands-on equine experience, including equine bodywork, which has strengthened my ability to stay calm, observant, and responsive with animals of all sizes and temperaments. I follow routines closely—feeding schedules, medications, walks, litter care, habitat care, and all the little details that matter—and I adapt my approach to each animal's personality and needs. Whether your pet is social and energetic, shy and routine-driven, or simply prefers to do their own thing, I meet them where they are. You can expect clear communication and consistent updates while you're away, so you always know your pets are safe and well cared for. I am currently looking to fill in some gaps in my schedule and should be able to accommodate most pet owners and their pet care needs. I follow care instructions closely and treat both your pet and your home with respect and care. Safety, routine, and clear communication are always my priority. If anything comes up or you have questions, I’m easy to reach and will keep you updated while you’re away.

“Cat is our go to sitter my boys are very happy to see her and she loves seeing them. Genuinely caring,helpful and great communication with us during her care.”

Nidia T.

“Becca was amazing with our two dogs! She was so reliable and would recommend her anytime!”

Aaron g.

“Hannah , did a great job with Betty ! She arrived in the spot for the meet n greet and for the scheduled walk ! We will be using her again very soon”

Jerry M.

“Marcy is amazing!! My dogs love having her come by, she takes a lot of care with them. She sends photos, gives updates, everything I could ask for!!”

Bridget K.

“Megan is a great dog walker! I felt so comfortable knowing she was there to walk my dogs when I had to work a long day. She took great care of them while I was away.”

Patricia G.

About: I’ve worked at my local animal shelter for the past three summers as well as interning at a couple of vet clinics. Im currently working at a clinic in Carpentersville! I’m confident in reading animal cues and providing based on pets’ needs. I have a great passion for taking care of animals, especially those that you hold near and dear. I’m currently home for a gap year and fitting in Rover during my free weekends. I am flexible and will do everything I can to adjust to your preferred schedule! I prioritize your individual pets’ needs. Care will be completed in a timely manner, respectfully, and with utmost care towards your pet. Feel free to send instructions or details about your pet so I can best provide for them!

About: I am 34 years old and I own two dogs. A golden retriever and a Texas heeler. I have owned dogs my whole life and have been a dog sitter since my early teens. I dog sit frequently including overnight in your home or my home and extended care or just daily walks! I am a stay at home mom with open availability! I’m also a super early riser and am available for early morning walks as well! I have a fenced in yard and two friendly dogs. I am an active person and enjoy getting outside and exercising. Your pet will enjoy their time outside with me!

About: Hi, I’m Drew! I know how important it is to find someone you can completely trust with your furry family members. I have years of experience caring for dogs and cats. Whether your pet needs high-energy outdoor walks, gentle companionship, or strict adherence to a daily feeding and medication schedule, I adapt my care to fit their exact routine. What I offer: Tailored Care: Flexible scheduling to meet your pet's specific personality and energy level. Communication & Updates: Frequent photo updates, detailed check-ins, and quick response times so you never have to worry while you're away. Safety & Comfort: A calm, attentive environment focusing on behavioral care, and lots of genuine affection. I look forward to meeting you and your pet for a Meet & Greet! Pet care is my top focus every day. Because I work from home, I’m fully available around morning, noon, and night for feedings, energetic walks, potty breaks, playtime, and cuddles. My flexible remote schedule allows me to give your pets frequent, consistent attention and companionship all week long. I maintain a clean, secure, and completely pet-friendly space with zero escape routes and plenty of cozy spots to relax. Whether at my home or yours, I follow your exact feeding and medication instructions, stay vigilant for any signs of stress, and prioritize your pet's physical comfort and emotional well-being above all else.

“Great working with Baylee, she took excellent care of our puppy!”

Thomas S.

“We feel very blessed to have found Florian to help with caring for our two chocolate labs during our recent trip out of the country. After meeting Florian for the first time, we had great confidence in leaving our cherished pups in his care for walks and visits. It is obvious that Florian's extensive experience as a pet parent / foster parent gives him a great ability to connect and bond with pets under his care. He exceeded our expectations and we will certainly be calling on Florian again for our next trip. Florian was able to handle our large dogs and understand their needs.”

Michael L.

“Cameron has been a pleasure to work with. She's very friendly, communicative, punctual, and accommodating. Best part of all, she lives close by. We'll definitely be booking with her again. Thanks, Cameron!”

Giuseppa V.

About: I’m a dedicated and loving pet caregiver with hands-on experience caring for dogs of different sizes, temperaments, and needs—including my own big reactive German Shepherd, who is truly the star of my life. Through daily care, training, and attention, I’ve developed a deep understanding of dog behavior, structure, and what makes pets feel safe, happy, and loved. I recently moved to the area, so I currently have a very flexible schedule and plenty of time to dedicate to pet care. This allows me to give pets the attention, consistency, and care they need. I can easily adapt to your pet’s routine and make sure they feel comfortable, safe, and well cared for while you’re away. Your pet’s safety, comfort, and routine are my top priorities. I take the time to understand each pet’s personality, habits, and needs so they feel secure and cared for—whether in my home or yours, or a walk.

“Chris was great! Charlie was worn out and happy! Best kinda of walk. Will definately use him again!”

Jennifer S.

About: I've grown up with dogs my entire life and have been walking/sitting since high school. I have walked dogs of all sizes and even those that are reactive. I recently moved to Milwaukee from Chicago so I am used to walking dogs in busy cities! I am currently unemployed so I am fully available to help out with your pups! I also have a car here so distance to you is not a problem! My #1 priority is your pups and my safety on our walks. I will never put us in a situation that could go bad. I will also prioritize having your pup trust me on our walks so everything goes smoothly, so if possible meeting your dog prior to our first walk if I have to grab them when you aren't home.

About: I am DEFINITELY an animal person! I live a very active lifestyle so I am more than happy to go out and play with your pets, but also just as satisfied relaxing and cuddling! I have had dogs my entire life and think they truly are a mans' best friend. Growing up, I have taken care of the two dogs I have had (maltese and pitbull) a lot, as my parents have gone out of town for work. I have dog- and cat-sat on and off over the past 6 years so am very comfortable. I currently work remotely, so I have loads of flexibility to care for your pet! I enjoy being active so am more than happy to take the time to care for your pet! I take great pride in caring for your pet in your home! I am very respectful to the household, owners, and animals and am very tidy and follow the directions from the owners.

“Litzy is the best! My pups absolutely love her!”

Katelynn R.

About: I have a half acre of fenced in yard for dogs to run and play. I’ve had pets in my family my whole life: always dogs, a few cats over the years, a house rabbit, hamsters, ducks, fish, lizards, turtles - so many lovely creatures! I’ve worked with rescues and shelters and have taken care of elderly dogs at the end of their lifespan administering medications orally, injections, and topically. For my other job I do freelance graphic design from home and make my own schedule, so I’m very flexible with my schedule. When pet sitting at my home your pet will have my company throughout the day. I offer check ins, feeding, walking, playing, cleaning up after all pets and livestock at their home. I board dogs and caged pets overnight or for multiple days at my home where dogs have access to a fenced yard at any time of the day, full time supervision, and cozy accommodations.

“Maria was great with our rambunctious pup. She let herself in and out with no problems. Roux seemed in good spirits when I got home.”

Lexi S.

About: My family and I love dogs. We also love cats, but unfortunately I’m allergic to them. We’ve raised three dogs over the years and currently have a 4-year-old Golden Retriever named Jax. I pretty much work from home and have a 4 year old Golden Retreiver named Jax so our routine is already made for a dog. I have a fenced in back yard. Your dog will have a playmate in Jax. I enjoy going out and playing fetch with Jax although he's not much of a fetch guy. He enjoys me faking like I'm going to chase him and then he gets the zoomies and runs around the yard like a crazy boy.