Dog Sitting Winter Park

“Our dog loves Rebecca! She keeps us updated and is great at communicating with us while we are gone. She gives us peace of mind while we are away.”

Tiffany T.

About: I’ve taken care of dogs of any breed from a young age. I’m a huge animal lover and will show care and compassion for your fur babies like they were my own! I am currently working full-time however, I have time to care for your lovely pets in the evenings and weekends! I am available for drop-in visits or walks as needed. I care for your pets within your home by following a couple guidelines. I follow exact feeding schedules and portion sizes. Provide fresh, clean water at all times. Separate pets during feeding time if required. Administer scheduled medications precisely as directed. Maintain regular daily walks and active play sessions. Secure gates, windows, and toxic substances. Keep familiar toys and bedding accessible to reduce stress. Clean up waste promptly in yards or litter boxes.

About: I grew up with two large German Shepherds, so I’ve been comfortable around big, powerful breeds my entire life. I’ve recently lived with a rambunctious Golden Retriever puppy & an elderly Boston Terrier. I'm active on another pet/house-sitting app called TrustedHouseSitters through which I've cared for 2 Australian shepherds (3yrs & 6yrs), 2 Goldens (5yrs & 5yrs), a Rhodesian ridgeback mix (2yrs), a a Boston terrier (3yrs), a yorkipoo (16yrs), a Chihuahua (15yrs), and a Shiba Inu (4yrs). I'm comfortable with all sizes, ages, and regimens. I work remotely which allows me to work around whenever your pet needs to be walked, fed, medicated, or entertained! I lead an active lifestyle myself, so if your dog thrives on long walks, runs, hikes, or endless games of fetch, I’m very down to be their exercise partner. If you have a couch potato who just wants to chill, I’m happy to match that energy as well. Following directions and communications are both strong suits for me! I am more than happy to jump on a quick call or video chat to answer any questions you might have, or arrange an in-person meet & greet to ensure we’re a great fit. Since I work remotely, I can fit my work schedule around any type of pet care - administering medicine, bathroom breaks, multiple meals, etc.. I exercise almost every day so adding walks/run or playing games of fetch acts as great exercise for both of us! If your pet comes to my place, it's a spacious apartment with a dog park and multiple green spaces or walking paths nearby. Communication is very important to me so you know your pet's routine is staying consistent. If I am to come to your residence, the majority of my experience has been full house-sitting for pet owners. I adhere to instructions well and quickly ask questions when needed!

“Caitlin was terrific. She followed all of my requests. She spent time and effort to play with my cat stimulate his mind. I'll be happy to book her again.”

Alan A.

About: 46 year old professional during the day, searching for change from the norm. I’ve had pets all my life and currently parent to two tailless rescues, Pogo and Ducky who love to play with other dogs. I work remote M-F 8-5 and am available weekends full time and before/after work and if in nearby would be able to accommodate lunch times. You tell me what you need and we can make it happen. We can do a meet and greet and fill in any instructions so you can leave without the worry they are in safe hands.

About: My passion is making dogs feel loved, safe, and special. ❤️ I currently have two pups of my own who I’ve had for the past three years. I rescued them from Orange County Animal Services. They came from some very tough situations, so we’ve worked through quite a few challenges together, including generalized fear, separation anxiety, resource guarding, and overexcitement. These kinds of behaviors don’t scare me off! I’m one of those dog “extremists” who truly believes dogs are like little humans. They have their own personalities, fears, and struggles, and sometimes they just need a little extra patience, understanding, and reassurance. I also had the honor of loving my soul dog for 10 amazing years (rescued from OCAS as well!). He was a big dog who was reactive toward other animals, so I’m very comfortable caring for dogs who need to be separated from other dogs or cats. I’m especially cautious when walking reactive dogs and will always prioritize their safety by keeping them at a comfortable distance from other animals. Beyond my own dogs, I’ve cared for many other pups over the years, including my brother’s and friends’ smaller dogs (yes, I love the little ones too!). I also spent time volunteering at Orange County Animal Services, which gave me the opportunity to meet and care for dogs with all kinds of personalities and needs. My sitter ideology is that I don’t want to just be someone who checks in, feeds your dog, and heads out the door. I want your dog to feel like they’re spending time with someone who genuinely enjoys having them around. 🐾♥️ I currently have a lot of flexibility. I’m a former high school English teacher but now I’m a stay at home dog mom, so I’m hoping to fill my weeks up with bookings! I especially love caring for dogs in their own homes. I think most pups are happiest when they can stay in their familiar surroundings, sleep in their own bed, and keep their normal routine while their people are away. It can also be a lot less stressful than introducing them to a new home, especially for dogs who are nervous, reactive, or just really attached to their own space. Since I have two dogs of my own, I prefer to keep everyone in their familiar environments rather than asking them to adjust to each other. It also means I can give your pup my full attention while I’m with them. 😊

About: Your pets deserve more than just someone to stop by and fill a food bowl—they deserve someone who truly cares. With professional veterinary hospital experience since 2020 and training in canine and feline CPR, your pets are in knowledgeable, capable hands. I treat every dog as if they were my own. That means plenty of playtime, cuddles, enrichment, and one-on-one attention—not just the basics. I also love capturing adorable and funny moments, so you’ll receive photo updates that let you see exactly how much fun your pet is having while you’re away. My goal is simple: to make your pet feel loved, safe, and happy, and to give you complete peace of mind knowing they’re receiving the same care I’d want for my own furry family. Pet care is already a big part of my everyday life. I help care for my two Shibas, so my days naturally revolve around walks, playtime, feeding, enrichment, and making sure they’re happy and healthy. Working in a veterinary hospital since 2020 has also made caring for animals second nature. Spending time with pets isn’t something I squeeze into my schedule—it’s something I genuinely love and look forward to every day. When caring for pets in their own home, I do my best to keep their routine as normal as possible. I provide plenty of love, playtime, walks, enrichment, and one-on-one attention, while making sure they’re comfortable and feel safe in their familiar environment. I also send regular photo updates, so you can see your pet happy and enjoying their time while you’re away.

“Ava did a wonderful job taking care of our 2 dogs and cat. She sent lots of pictures and loved on our pets while we were gone. Will definitely be reaching out again for our pets!”

Jamie A.

“Hannah was super quick to respond and helped us out when we needed a drop in sitter for a last minute trip. Sent pictures and let us know exactly how our cat was doing while we were away.”

Sarah A.

About: I’ve cared for dogs since childhood, from small breeds to gentle giants, and I’m currently a devoted pet mom to one dog and three cats. I’m comfortable caring for pets of different ages, sizes, personalities, and activity levels. I have experience with senior and special-needs pets, including administering medication, handling incontinence, providing frequent potty breaks, and giving extra patience and attention. Whether your pet loves walks and playtime or prefers cuddles and quiet companionship, I’ll follow their routine and care for them with the same love and kindness I give my own. I work part-time, which gives me a flexible schedule and plenty of time to provide attentive, dependable pet care. I’m available mornings, afternoons, and evenings throughout the week for walks, drop-in visits, feeding, medication, playtime, and companionship. This flexibility allows me to follow your pet’s usual routine and give them the time and attention they deserve. I provide care in my clients’ homes, where pets can remain comfortable in their familiar surroundings and routines. I carefully follow all instructions for feeding, medication, walks, litter boxes, potty breaks, playtime, and any special needs. Safety is always my priority. I make sure doors, gates, leashes, and harnesses are secure, and I never allow pets outside unless instructed and safely contained. I respect your home, keep pet areas clean, and provide updates and photos so you can feel confident that your pets are safe, happy, and receiving plenty of love and attention.

“She was very accommodating to mine and my cats schedule. My cat has special needs which requires an injection and I was happy to find someone with experience to do so! Sent multiple photos of my baby during her visit which put my mind at ease being away so I really appreciated that.”

Brooke D.

About: I’ve been pet sitting for about 6 years, and caring for animals has always been something I genuinely love doing. I started by helping friends, neighbors, and family with their pets, and over time I became the person everyone called when they needed someone they could trust. I’m also a Frenchie mom, so I understand how important it is to have someone who treats your pets like family. I’ve cared for dogs of all sizes, ages, and personalities.. Whether a dog is shy, playful, or a little stubborn, I have patience and experience working with different personalities. When I come for a visit, I don’t just do the basics and leave. I make sure your pets get love, playtime, and real interaction so they feel happy and comfortable while you’re gone. Over the years, I’ve helped with feeding routines, medication, crate time, potty breaks, walks, and keeping pets entertained and comfortable. I’m reliable, gentle, and always focused on making sure pets feel safe and cared for. Your pets will be treated like my own with plenty of affection, attention, and care at every visit. Pet care fits easily into my weekly routine because I currently work part-time from home and make my own schedule. This gives me plenty of flexibility to stop by for visits and walks throughout the day. Whether your pet needs morning, afternoon, or evening care, I’m able to adjust my schedule to make sure they get the attention and love they need. I’m also available on weekends and can often accommodate same-day requests if something comes up unexpectedly. As a Frenchie mom, I know how important it is to make sure pets feel safe, loved, and comfortable. At home, my own dog gets plenty of attention, playtime, and walks throughout the day, and I bring that same level of care to every pet I look after. When caring for pets in a client’s home, I always follow your routines and instructions so your pets feel secure and comfortable. I take my time during visits, make sure they have fresh water, food, exercise, and lots of love. I’m gentle, patient, and treat every animal as if they were my own. Your pet’s safety and happiness will always come first.

“Gabby is the best! she always comes on time, and goes above and beyond. Whether it's washing blankets, cleaning up even if not asked, she is a true 5 star.”

Nick W.

About: I have been a huge animal lover and caretaker ever since I was a child. I have a multitude of experiences with animals from all walks of life through my own personal pets and volunteering experiences with local rescues. I am currently a foster for a local rescue (Husky Haven) and I have experience with dogs of all ages (from puppy to senior) and have worked on house-training, proper leash manners, crate-training, socializing, and loving the dogs to get them adopted into their forever home. As someone who owns two dogs, I know it can be stressful finding someone to take care of your furry family members. I will do everything I can to give your pets the best care and communicate with you/send loads of pictures so you have an ease of mind! I have a job where I always work evenings, so I am free every day of the week from the morning to the afternoon (6 am-3pm). I also have weekend availability! If you have a fenced-in yard, I will monitor your dog make sure your dog does not escape or get into anything that would harm them. If you do not have a fence, I will make sure the dog is in a secure environment at all times and be careful to harness and leash them before taking them out.

About: I'm an FSU grad with a passion for animals. Dogs have always been a huge part of my life. Growing up I lived with five dogs so I'm quite comfortable caring for multiple animals. I started dogsitting for neighbors & friends while I was in school. I have also worked with pets as a Petland associate & volunteer Tech. All sizes, breeds and ages welcome please. Your dog's safety & comfort are always my highest priorities. I always make sure to follow your instructions not to get them out of their routine and send you pictures & videos on a daily basis while you're away. I usually take the dogs on short walks 4 times a day, make one trip to the dog park a day for your dog to burn energy. I also make sure your dog gets the right amount of food you indicate and that it gets plenty of love and patting while you're away. I have experience caring for Senior pups as well as dogs of all temperaments. It's important to me that every dog feels comfortable in my home, I definitely love them like my own. *I have no problem administering pill medications. Thanks for considering me to look after your loved one, it will be my pleasure to spend time with him/her. I'm almost always working from home. I am flexible with last minute bookings. Sometimes I may already have 2 dogs booked to stay & sadly that is the limit at my house. I make sure dogs are loved & get to play & go for walks often. Even trips to the park if you're okay with it

About: Pet care fits naturally into my daily routine. I'm used to structured schedules that include morning and evening potty breaks, set feeding times, naps, and check-ins throughout the day. I understand that some pets may need flexibility if they're sleeping, while others thrive on consistency. I make sure each pet gets attention, potty breaks, and time to relax, following their usual routine as closely as possible. Pet care fits naturally into my daily routine. I'm used to structured schedules that include morning and evening potty breaks, set feeding times, naps, and check-ins throughout the day. I understand that some pets may need flexibility if they're sleeping, while others thrive on consistency. I make sure each pet gets attention, potty breaks, and time to relax, following their usual routine as closely as possible. I prioritize safety and close supervision at all times. I'm careful with leashes, doors, feeding instructions, and temperature needs. I follow specific care instructions such as clothing for warmth when needed, proper harness use, and monitoring bathroom habits. I maintain a calm, clean environment and respect each pet's individual needs, routines, and comfort level so they feel safe and cared for.

About: Hi! I’m Devin, a lifelong animal lover with a soft spot for dogs of every size, shape, and personality. I’ve spent years caring for pets for friends, family, and neighbors — and now I’m opening my doors (and my heart!) to pups on Rover. Whether your dog is a high-energy goofball or a snuggly couch companion, I make sure every dog feels safe, loved, and at home. I've trained my own little pup from 8 weeks old and he's a Shiba (well known for their stubborn personality) I dont work weekends or holidays, plus my lunch breaks are typically on the longer side (1 to 3 hrs). Fitting in check ins, potty breaks and walks are a piece of cake. I believe in positive reinforcement, gentle guidance, and keeping each pet’s individual comfort level in mind. I pay attention to body language and energy, and I always go slow with nervous or shy dogs so they can warm up at their own pace.

About: I am an experience dog sitter. I’ve worked with several dogs of various temperaments. I have a cat and Aussie that’s very sweet and playful. I can keep the cat away but she generally minds her business and stays away. I can handle big, medium and small dogs. High energy, timid, low energy, counter surfers etc. I have a dog park 300 yards away from me where your pup can play and have a good time, along with several parks within 2 miles. I am walking my pup several times a day so walks wouldn’t be an issue at all. I’ll try to mimic your home routine while making sure they are fulfilled mentally and physically each day. They will fill at home full of love 💕 care and fun times. "I work from home part time, so I'm around a lot during the day for walks, feeding, and cuddles. I have evening classes Monday through Thursday from 4 to 10pm, but I'm free before 4pm and after 10pm, and all day Friday through Sunday. Your pet will get consistent, loving attention on a reliable schedule. I have an apartment, first floor, doggie park 300 feet away. A fenced in balcony with ample space and a lot of walking area. Do have a crate, will only used if needed or prefered.

“Mercedes did an awesome job with our girl, she took her to the dog park and even brushed her for us. She was super professional and I would definitely recommend!”

Kamisha G.

About: I’ve had and cared for dogs and cats since I was 5. In my group of friends and colleagues, I am known as the quintessential animal lover. There’s nothing I wouldn’t do for my pups and kitties. I have fostered dogs and cats (and I’ve randomly rescued 3 opossums in the last year alone). I’ve taken care of puppies and kittens, medically complicated animals, and incontinent seniors with dementia. I had two senior dogs who passed in the last two years and I’m not ready to have another one just yet but I do miss being around them. Would love to take care of your fur babies 😊 I work from home and have a lot of flexibility in my schedule so I can usually accommodate different times for walks, play, etc. If I’m staying in your home overnight, your animals wouldn’t be alone for more than an hour or two at most and even that I can adapt as needed (for puppies, for example). I know each house and pet parent has their own way of doing things. I’ll gladly adapt to what you, your pet and/or your house need.