Dog Sitting Windsor

“Stephanie took amazing care of our cats, sent pictures every day, and you can tell she genuinely cares about your pets as if they’re her own.”

Elizabeth S.

About: Even though I don't have a lot of certified training, I know how to show my love and affection to each and everyone pets just like I have in the past for my own. I am currently working part-time and also going to school. I can take care of your fur baby after 3p.m. in the weekday and before 4 p.m. on Saturday and free on Sunday. I will treat every one's pet with love, care, respect and patience that they need and treat them as one of my own family members.

About: High energy high intensity dog? Let me help with matching their intensity. Consider me a personal trainer for your dogs. We work hard and play hard. I have extensive experience caring for dogs of all breeds, sizes, and temperaments—from tiny Chihuahuas to powerful Cane Corsos. Whether it's high-energy pups needing long-distance walks (10+ miles) or senior dogs requiring extra patience and care, I tailor my approach to each dog’s unique needs. My background includes training puppies, handling strong-willed breeds, and providing gentle care for older dogs. With a deep understanding of canine behavior and a passion for keeping dogs happy and healthy, I go the extra mile—literally and figuratively—to ensure your pet gets the best care possible! After leaving the corporate world unexpectedly, I’ve found a true blessing in rekindling my love for dogs. For the past 10 years, I haven't been able to own one due to my wife’s severe allergies, but my passion for caring for and spending time with dogs never faded. Now, with a completely flexible schedule, I can dedicate my days to giving dogs the exercise, attention, and care they deserve. Whether it's long-distance walks, playtime, or specialized care, I’m thrilled to finally do what I love—helping dogs stay happy and healthy while giving their owners peace of mind. I provide personalized, attentive care tailored to each pet’s needs, whether in my client’s home or during walks. In a client’s home, I maintain their pet’s routine, ensuring they feel comfortable and secure. This includes feeding, fresh water, playtime, and any special care like administering medication or reinforcing training. For walks, I offer everything from casual strolls to long-distance (10+ mile) adventures, always prioritizing safety and enjoyment. My goal is to provide loving, reliable care so both pets and owners feel at ease.

About: I grew up with a dog and now have adorable and most loving rescued Beagle of my own. I trained him to understand common commands. I’m happy to visit your fur baby to play or keep him/her company and take them for walks during lunch time or in the evenings while you are at work or away on weekends. I’m offering play dates and walks for your pooch. I am reliable and flexible. I have a friendly Beagle who loves to dig and chaise squirrels.

About: What sets me apart as a sitter is the level of genuine care, attentiveness, and patience I bring to every pet I work with. I treat every animal as if they were my own, making sure they feel safe, loved, and comfortable in my care. I have experience with a wide range of pets, from energetic puppies who need consistent training and structure, to senior dogs requiring gentle handling, medication, and a slower pace. I’m confident in reading animal behavior and adjusting to their needs, whether that means helping a shy pet come out of their shell or keeping a high-energy pup mentally and physically stimulated. I’m also reliable, clean, and communicative with pet parents so you always feel at ease while you’re away. I’m currently home for the summer, which means I have lots of flexibility and time to dedicate to your furry friend! I absolutely love getting my steps in—so walks, playtime, and keeping your pet active are right up my alley. Whether it’s a game of tug-of-war, fetch, or working their brain with fun puzzles, I’m all about keeping pets happy, healthy, and mentally stimulated. What sets me apart is the energy and attentiveness I bring to every visit. I don’t just “watch” pets—I engage with them, connect with them, and make sure they feel safe and loved. Whether your pup needs structured walks or your senior dog needs a little extra care and patience, I’ve got them covered. Whether I’m caring for pets in my home or yours, I make it a priority to create a safe, calm, and loving environment where your pet can thrive. In my home, I keep things clean, cozy, and pet-friendly. I stick to your pet’s usual routine as closely as possible—meals, walks, playtime, and even snuggle time. I make sure they feel like part of the family, with lots of attention, enrichment, and love throughout the day.

“Sarah did a great job taking care of my two kitties; I always feel like they are in good hands when I leave them in her care. One of them threw up after her breakfast and she stayed for some extra time to make sure she was doing okay. She also stops by for an extra quick daily visit to make sure they still get two meals a day. Will absolutely book with her again!”

Leah M.

About: My first job was pet sitting and dog walking, and I've loved caring for animals ever since! As a Connecticut local, I know many great walking trails and currently walk about 4 miles a day, so your pup will get plenty of exercise and adventure. I'm also a proud cat parent to two cats, one of whom I adopted after volunteering at an animal shelter for three years during college. I'd love to give your pets the same care and attention I give my own! I currently work part-time, which gives me a flexible schedule and plenty of time to provide attentive, personalized care. I naturally build pet care into my daily routine—I love spending my evenings going for walks and relaxing with my cat, and I always make time for play, exercise, and one-on-one attention. Whether your pet needs an active adventure or a calm companion, I'm happy to adapt to their routine and make sure they receive the care and attention they deserve. Creating a safe, comfortable, and trusting environment for every pet is my top priority. I take the time to understand each pet's unique personality and social cues so I can approach them in a way that helps them feel safe and at ease. I never rush introductions—instead, I let pets warm up at their own pace and learn what makes them happiest, whether that's playtime, walks, cuddles, or simply having calm companionship. In my home, I make safety a priority by ensuring all of my plants are pet-safe and that there are no hazards or unsafe items within reach. I also have a fully fenced-in yard where dogs can enjoy supervised outdoor time. As a pet owner myself and a former shelter volunteer, I understand the importance of providing a secure, enriching environment where pets feel comfortable, cared for, and loved.

About: I am a huge animal lover especially dogs. I have 13 years of experience with dogs along with several other animals. I have owned dogs, cats, and chickens. I have worked with dogs, cats, horses, chickens, sheep, etc. I went to a VOAG program in high school where i gained many of my skills. I also have been on rover since 2018 and dogsat & walked for 4 years before that. I will treat your pet as my own and you will be very satisfied! Please message me for any bookings or questions I look forward to meeting you and your fur baby! I am a stay at home mom and i am home majority of the day if not all day so they will not be alone for very long if at all! I have an unfenced yard but will always walk on a leash. Feel free to bring whatever you use for your pet and i will continue the same routine for them.

“Meet and greet for Brooke and Cabo. Cabo was very excitable initially but settled down and got along well with Brooke. Upon initial meeting,Brooke seems like a very nice and responsible young lady. We hope to use Brooke going forward for walks and drop-ins for Cabo”

Todd H.

“Ashley was amazing! She’s genuine, reliable caring and trustworthy. She was very attentive to my puppies needs and made sure they were happy and comfortable. I received regular updates with photos and videos, which put my mind at ease. I look forward to booking Ashley again in the future.”

Adia T.

About: ⸻ What sets me apart from other sitters is my calm, intuitive approach to animal care—think “Mary Poppins meets animal whisperer.” I don’t just watch pets; I create a nurturing, structured environment where they feel safe, loved, and engaged. I have experience with a wide range of animals, from playful puppies to senior pets who need extra patience and gentle handling. I’m comfortable with administering medication, managing special diets, and adapting routines to meet each pet’s physical and emotional needs. For puppies, I focus on positive reinforcement, helping with basic training, crate comfort, and establishing good habits early on. For senior pets, I provide thoughtful care—whether that’s supporting mobility, sticking to precise medication schedules, or simply offering quiet companionship. Beyond the basics, I bring a warm energy, attention to detail, and a genuine love for animals that always shines through. My goal is for both pets and their humans to feel completely at ease—like they’ve found a sitter who’s not just capable, but truly cares. Pet care is a natural part of my daily and weekly routine—it’s not something I squeeze in; it’s something I prioritize. Whether I’m walking dogs, administering medication, or simply spending quiet time with a senior pet, I structure my schedule to ensure each animal gets consistent, focused attention. I plan my days around the needs of the pets in my care, from early morning potty breaks to evening feedings and bedtime routines. I also build in time for play, enrichment, and cuddles—because emotional wellbeing is just as important as physical care. If I’m caring for multiple pets or have bookings throughout the week, I stay organized with detailed notes, reminders, and plenty of communication with owners. For me, caring for animals isn’t a job I clock in and out of—it’s a rhythm I genuinely enjoy being part of. Pet care for clients home • Feeding & Fresh Water: Administer meals according to the pet’s schedule and dietary needs. • Daily Exercise & Play: Walks, fetch, playtime, or enrichment activities based on the pet’s energy level. • Routine Maintenance: Cleaning litter boxes, picking up waste, and ensuring the area is tidy. • Medication Administration: If required, administer medications or supplements as instructed. • Home Care: Bringing in mail, watering plants, adjusting lights, and maintaining a lived-in appearance. • Communication: Sending daily updates, photos, or videos to the client.

About: have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets and caring for family, friends and volunteering over the years. I’m available 7 days a week. I work from home I will be with your pet 24/7. And I do offer overnight care and weekly. Dog Walking, Potty Breaks, Overnight Pet Sitting, Pet Taxi, Dog Park Trips, Around the Clock Care, Hikes, In Home Boarding, Dog Beach Trips, Extended Overnights

About: I have experience with high-drive breed puppies, elderly couch potato pups, and everything in between. I provide undivided attention and care to your animals. Whether it be a walk, a drop-in, or a visit to keep them company, I care for them like I would my own. I work full time, typically 3-11pm with flexible days off. I am completely available every day before 2pm and have flexibility in the evening hours if coordinated in advance. I am available for multiple visits a day even on days I work. What better way to spend the day than taking your pup for a walk or keeping your cat company? I'd love to! I am happy to care for your pet in their home where they're most comfortable. I work as a police officer and deeply value integrity and security. I do have an older pitbull and a shepherd puppy at home should your dog want a play date!

About: - I have worked at a veterinary hospital - I worked at a animal rescue - I have worked at a pet groomers - I have worked at a daycare and kennel - I have three beautiful dogs of my own and I grew up with cats. - I know what to look for when pets are not acting right. I am currently looking for a full-time position, watching pets in pet sitting. I will have plenty of time to play and keep your furry friends, comfortable, healthy, and happy I am available to start ASAP. I know how to leash walk, and leash train dogs. I have worked at a veterinarian hospital so I know how to best take care of your pet. I will make sure your pets get multiple walks a day and playtime. I will even take your pet to the local park. If OK by owner, you will never have to worry about your pet not being happy with me.

About: I have many years of experience as a responsible animal owner who cares very deeply about helping them live their best life. I have had puppies through senior dogs and am reliable in helping your furry friend stay on their schedule as much as possible. After the first week of June 2024, I am available this summer during any day and/or night. Since I work in the school system, I have an open schedule during the summer time. I live in a low-traffic safe neighborhood. I will create a comfortable and safe space for your pet to stay while sticking to your pet's regular feeding and exercise routine as much as possible.

“Jared did an amazing job with our dogs. We got constant updates and knew they were being well cared for. The communication right from the beginning was top notch. We will definitely use Karina and Jared again!”

Kelly G.

About: I’ve been taking care of the family pets for as long as I can remember! Now I’m the dedicated friend and family pet sitter. I am currently in between jobs at the moment so I would love to dedicate as much time as possible taking care of your precious pets In clients home I offer endless love and patience I love going on walks and cuddling with pets if they allow haha. I have experience administering medication as well.

“Kate took excellent care of our quirky mutt. Would ask for her to watch him again.”

Jason W.

About: I have spent 10+ years nurturing, fostering and loving pets of all shapes and sizes. Dogs, cats, parrots, guinea pigs, chinchillas, snakes - I've had them all! I am able to care for animals that need medication administered, as well as multiple visits a day due to my flexible schedule. I have recent puppy 'training' experience as I just hit the 6 month mark with my own pup and will gladly keep your pup well trained too! I work from home full time so my schedule is beyond flexible! I have my own vehicle with ample space for pets if transport is needed. I am often available last minute - because I know things pop up! I have a large fenced in yard that my own pup plays in away from any busy street, well as separate rooms and crates available if needed.

About: I have always had a pet dog and ever since I was a teenager, I’d dog-sit for family and neighbors. Since college, I’ve been pet-sitting ajd dog walking on a more professional level. I’ve babysat for a few hours, simply for a walk, but have also watched multiple high energy dogs for up to two weeks. I’ve cared for dogs under a year old and up to 13 years old. I’ve always loved dogs and find them very easy to get along with and care for no matter their size, age, or personality. I have also cared for kittens a few weeks old, senior cats, administering medication orally, grooming them if they have long hair etc. Cats have a very different energy than dogs but I enjoy taking care of them just as much as dogs. I am currently in between jobs so I have a lot of free time to care for other dogs, whether it is a short walk or a multi-hour play date, etc. I always follow whatever guidance I am provided by pet parents. This means if you are only comfortable with your dog on a leash or lead while in your yard, I strictly follow that. If there are specific commands to use, certain behavior to watch out for or discourage, particular toys or activities they enjoy, I always follow what information I am given and am always open and communicate well about any issues or concerns that might arise on my end.