Pet Sitting Westport

“Jason is an excellent dog sitter, patient, kind and reliable. He encouraged our anxious, blind dog to go for walks, kept us informed of each visit and sent pictures. Our dog liked him and was happy when we got back.”

Deirdre O.

About: 5+ Years of experience Dog Sitting, Boarding, and Walking dogs of all sizes/ages across NYC, CT, and NJ. Large house in Westport with 2 acres of completely fenced in yard for your pet to play! Nearby nature trails/parks to explore. Happy to board your pet overnight, and treat them like our own! Previously operated under the business name WilliamsburgDogWatchers with over 50 repeat clients. I work from home with a very flexible schedule, and will ensure that your pets get lots of attention, play time outside, and maintain their schedule. I have a large house and 2 acres of completely fenced in yard for your pet to play with, as well as a car to bring them to parks/nearby nature trails. Happy to board your pet overnight, and treat them like our own!

“Ashley followed my directions perfectly. She took such great care of Asti.”

Bianca D.

About: Hi everyone! Are you looking for a pet sitter for the day, night, week or weekend? I am your go-to person. My goal when pet sitting is to keep your pet’s routine as close to normal as possible so they stay happy and healthy. I am open/flexible when it comes to boarding days and times. I provide visits and walks as well. We are a family of dog lovers and are committed to providing the best possible quality of care for your pup. Your dog will be well taken care of and I will make sure they enjoy their stay. I have plenty of time during the day to play and cuddle with your dog. We have a most welcoming Labrador that likes to meet new friends and lead the play dates inside and out. We have a fenced in backyard and I supervise the dogs when they play and exercise. I also bring them for walks. I have worked with lots of dogs and cared for large and small dogs alike and have a unique appreciation for each one no matter the age. We treat the dogs as our own. Last minute schedule arrangements are okay and I promise to keep you informed with pictures of your friend's well being during his or her stay. I’m a staying home mom, so I’ll have plenty of time to cuddle and play with your pups! I’m available and flexible for boarding on weekends and weekdays (also on holidays and vacations). I have a fenced in backyard and a very friendly Labrador that loves to play with new friends. I can easily crate your dog if needed…

“It was my first time using Rover and Jenn did a great job taking care of my cat, Luna. Luna was a bit nervous and Jenn took the time to make her comfortable and they were best friends by the end! I would definitely book Jenn again in the future.”

Lauren F.

About: I truly understand dogs- their behavior, body language, and needs. I treat every dog based on what it is that they need and truly have a genuine love for all animals I currently work during the day but I get out early most days with a flexible schedule. I am very active and love going to new places I make sure that they are comfortable, and that I familiarize myself . I am Punctual, responsible, and considerate in other peoples homes. I make sure the home and the dog are taken care of

About: Dogs have always been a special part of my life! 🐶❤️ I have grown up surrounded by dogs, and caring for them has always come naturally to me. I truly believe that dogs are family, and they deserve to be treated with love, patience, kindness, and respect. I am also a proud dog mom to Apolo, my sweet Chihuahua, who has taught me even more about the importance of attention, affection, and understanding each dog’s unique personality and needs. I understand how important it is to find someone trustworthy to care for your furry family member. My goal is to provide a loving, comfortable, and safe environment where every dog feels welcomed, happy, and cared for. Whether it’s feeding, walks, playtime, cuddles, or simply providing companionship, I will always do my best to make your dog feel at home. I will care for your furry friend with the same love and dedication I give to my own dog. 🐾💕 Caring for dogs is already a natural part of my daily routine because I have my own dog, Apolo! 🐾❤️ I am familiar with daily feeding schedules, regular walks, playtime, and making sure dogs feel loved and comfortable. I enjoy spending quality time with dogs and making sure they receive the attention and care they deserve. I plan my pet care availability around my other responsibilities so that every dog staying with me receives proper supervision, exercise, affection, and companionship. My goal is to create a happy and comfortable experience for every furry guest! Your dog’s safety, happiness, and comfort are my top priorities! 🐶❤️ As a lifelong dog lover and proud dog mom to my Chihuahua, Apolo, I understand how important it is to trust someone with your furry family member. I provide a loving, clean, and comfortable environment where every dog is treated like part of the family. I always take the time to learn about each dog’s personality, daily routine, feeding schedule, and individual needs. I believe in positive attention, patience, gentle care, and plenty of affection. During walks and outdoor activities, I prioritize safety and make sure dogs are properly supervised and securely leashed. Since I have my own dog, I also believe in making sure every furry guest feels comfortable and safe around Apolo before sharing spaces. My goal is to give pet parents peace of mind, knowing their beloved dogs are receiving genuine love, responsible care, and personal attention while they are away. 🐾💕

“great!! would book again ❤️”

Anna Marie B.

About: Having grown up with dogs my entire life and currently caring for 10 rescues of my own, I’ve gained extensive hands-on experience with dogs of different breeds, ages, sizes, and temperaments. I’ve cared for large, active breeds such as German Shepherds and Labrador Retrievers, as well as Bluetick Coonhounds and mixed breeds. I’m familiar with the different needs of energetic working breeds, playful retrievers, and scent-driven hounds that love to explore on walks. I’ve also gained valuable experience caring for rescue dogs, including those who may be nervous, shy, or still adjusting to new environments. I understand that some dogs need extra patience and reassurance, while others require plenty of physical activity and mental stimulation. My experience includes caring for energetic puppies, maintaining consistent feeding and walking schedules, reinforcing basic routines, and providing extra attention to older dogs who may need a slower pace. What sets me apart is that caring for multiple dogs with different personalities and needs is already part of my daily life. I genuinely love getting to know each dog’s unique personality and making sure they receive individualized care, attention, and affection! Caring for dogs and cats is already a big part of my everyday routine! With 10 rescue dogs of my own, I’m very familiar with balancing feeding schedules, walks, playtime, and making sure every dog gets the individual attention they deserve. I offer dog walking and drop-in visits throughout Fairfield County and am happy to work with your pet’s existing schedule. Whether your dog needs a midday potty break, an energetic walk, some playtime, or extra companionship while you’re away, I’m here to help! I understand how important consistency is for pets, and I do my best to keep their routines as familiar and comfortable as possible. Your pet’s safety, happiness, and comfort are always my top priorities! Having experience with multiple rescue dogs has taught me the importance of understanding different personalities, recognizing body language, and respecting each dog’s individual boundaries. When caring for pets in your home, I make it a priority to follow their usual routines, including feeding instructions, walking preferences, and any specific care needs. I’m especially mindful of dogs who may be nervous around new people, reactive to other dogs, or easily overstimulated in unfamiliar situations. I always make sure doors and gates are secure, leashes and harnesses fit properly, and walks are appropriate for your dog’s age, energy level, and comfort. I also love sending pictures and updates so you can feel confident knowing your furry family member is happy, safe, and receiving plenty of attention while you’re away!

“Caitlin is a wonderful sitter! She sends great updates and really cares about making sure that our cat is well loved and well fed. She also goes above and beyond taking care of our garden and other house-related things like taking in mail, putting out trash, etc. We have used her twice now and can’t recommend her highly enough.”

Melissa H.

“Sam had a great time with Kim as evidenced by the photos she sent. It was evident that he felt really comfortable with her. We'll be seeing her again.”

Robert C.

“Nikki is always prompt and treats my dog like her own!”

Mandy H.

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

About: Im comfortable working with friendly dogs of different ages, including puppies who need extra attention and older dogs who may need a slower, more gentle approach. Plus, my dog is very friendly and enjoys the company, which can help other dogs feel more comfortable and social. I've always loved being around animals, and caring for them is something I truly enjoy. Whether it's walks, sticking to their normal routine, I'll treat your pet with the same love and attention I'd give my own. I know how important it is to trust someone with your furry family member, so I'll keep you updated with messages and photos while you're away. My goal is to make sure your pet feels safe, happy, and well cared for every step of the way. I care for pets in both my home and my client’s home, depending on the service. I make sure they have a safe, clean space, follow their feeding and walking routines, and give them plenty of attention. When I’m in a client’s home, I follow all instructions closely to keep their pet comfortable and cared for.

“We are so thankful to have found Alexis! When we first met her, she instantly put our minds at ease. She is punctual, communicative, and responsible. She stayed at our house with our dog for a week and took wonderful care of both our dog and our home. We got updates and pictures daily and quick responses to our texts. With Alexis watching our dog, we were able to have a worry-free vacation!”

Chris S.

About: I’ve been surrounded by different types of animals my whole life! No breed is too big or too small, I love them all. I’ve taken care of furry friends ever since I was a child and want nothing more to ensure that they are given the necessary love and affection that they deserve. I currently do work and go to school but I can always make time to care for your furry friend. I’m available for boarding, sitting, and walking! I am mostly available Sunday, Monday, Friday, and Saturday. I always ensure safety for your pet. Following your instructions and wishes are important for the job. Each pet has different needs and care. Getting your pet comfortable and to trust me is very important for great service. Your pets are safe with me!

“Lydia was great caring for my cat, Elsie, while we were away for a long weekend. She is very responsive and we would definitely book her in the future!”

Hannah A.

About: I have had dogs for over 10 years and absolutely love all dogs. I love to work with all types of dogs and will be sure to make your dog feel safe and welcome with me! I am a recent college graduate and am working in pet care during part of my gap year to help save up for my own dog. I am in the local area for the months of November and December between travel periods and have a very open schedule during that time. Please reach out if you’re interested in working with me :) I have had my own dogs for many years and have helped others care for their pets as well. I am very comfortable working with dogs of all sizes and breeds and will be sure to keep your dog safe and comfortable if you choose to work with me!

About: Hi! I'm Emma. I am an active dog and cat lover. I love to go for long walks, chill on the couch with my pets, make sure they're well fed and groomed, and play with them. I take pride in keeping your pets happy and on their usual schedule while you're away. I am available most days besides weekday mornings between 9am-11:30am & 2pm-3pm when I have class. I am super flexible and will work with you to find the best fit for both of our schedules. I care for pets as if they are my own. I do my best to maintain their schedule while you are away to ensure they are happy until you return.

“I felt very comfortable going out of town and leaving my new cat in Kathy's care. He's very shy but she managed to see him. There was good communication and I found her to be very caring.”

Sally S.