Pet Sitting Westport

“Oscar was very professional and quick to respond. Our two boys felt very comfortable with him. If we ever need someone to help out with them again we will definitely choose Oscar. We told all of our friends and family in the area that they should reach out to him if they ever need assistance with their dogs.”

Michael S.

“A fantastic relationship through and through. Kim is extremely responsive to communications. Her interaction with my little dog Fred - who is very shy and tentative with new people - was great. She reassured me during my trip that Fred was doing well and interacted with Kim very well. I am grateful for the sitting / home visits Kim provided. I would not hesitate to use Kim in the future.”

Patrick G.

“Devora did a great job watching our new rescue puppy for a week while we were away. We are still in training mode and Devora helped a great deal in getting closer to our goal. We highly recommend Devora for your pet sitting needs.”

Brian R.

“Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.”

Bianca M.

“Jennifer did a great job. She’s very caring, kind and helpful. She treated Digby like a family member. Will definitely have her take care of him in the future. ??”

Jamila E.

“Charlotte was great! So dependable and easy going letting out our precious Pomeranian who is anything but easy going. Charlotte persisted to earn her trust and slowly Poppy warmed up. We will absolutely use Charlotte again. We feel very lucky to have come across her wonderful Pet Sitting Services.”

Jennifer L.

About: I’ve taken care of elderly dogs that required medication multiple times a day, reactive dogs, and very large dogs. I don’t mind working with challenging dogs. I’m currently in school to be a vet tech so I will be unavailable wednesdays. Other than that I have an open schedule. Prefer 1 week notice. I can do whatever the client needs including walking, feeding, administering meds (including topicals and injectibles) and I have absolutely no problem playing with your pup all day.

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: I have over 10 years of experience caring for animals, starting at an age 12, I looked after small, medium, and large dogs, as well as parrots and fish. Family and neighbors have always trusted me with their pets because of my dedication and patience. Also, I provide a calm, one-on-one environment. My building has green areas downstairs for frequent potty breaks, ensuring your pet gets plenty of fresh air and personalized attention. As a student, I have a very organized routine. On Tuesdays and weekends, I am available all day for daycare. I’m Fridays, my pet care schedule starts at 3:00 PM, which is perfect for evening daycare or overnight stays. During these times, I am mostly at home studying, so your pet will have my full attention and frequent potty breaks in my building’s green areas! Safety is my top priority. In my apartment, I ensure all areas are dog-proofed and free of small objects. Since I live in a building, I always use a leash when taking pets downstairs to our private green areas to ensure they are safe and secure. I never leave pets unattended and I follow any feeding or medical instructions provided by the owners. I also love sending frequent photo updates so you can see your pet is happy and safe with me!

About: We have over 15 years of experience caring for dogs of all sizes and personalities. As lifelong dog lovers, we treat every dog like a member of our family. Our home features a large, beautiful fenced backyard where dogs have plenty of room to run, play, and explore. On warm days, they can also enjoy our fun, dog-friendly water play area to stay cool and active. We have a friendly Irish Doodle who loves making new friends, so your pup will have a playmate and plenty of companionship. your dog will receive lots of attention, exercise, love, and care throughout the day. I also provide regular photo updates so you can have peace of mind while you’re away. your pet will receive constant supervision, love, and attention throughout the day and always have company and will be treated like part of our family. I treat every dog like a member of our family. Dogs are welcome to relax anywhere in our home and will always have fresh water, plenty of potty breaks, regular walks, and lots of love. I have a large, fully fenced backyard where they can safely run and play. During the summer, they can also enjoy our fun water play area to stay cool. Safety and your pet’s happiness are always our top priorities.

“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.

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: Between 10 years of fostering dogs and assisting with Rover boarding, I’ve worked with a wide range of breeds, temperaments, and energy levels. This background taught me how to read body language, introduce pets safely, and help new or nervous dogs settle comfortably into a routine. My hands-on experience covers everything from puppyhood to the golden years. Having raised and trained my own dog from a puppy, I am very comfortable with early training foundations, structure, and positive reinforcement. I also have extensive experience caring for senior dogs, administering medications, and managing attentive post-surgery recovery care with a gentle, patient approach. I treat every dog with the same dedication, comfort, and safety-first mindset I give my own. You can always count on prompt communication alongside frequent photo and video updates throughout the day, so you have complete peace of mind while you’re away. Because I work part-time at Fairfield University, I have a ton of flexibility throughout the week. My Fridays through Mondays are completely open for house sitting and extended visits, while my mid-week schedule is easily adaptable for walks and drop-in check-ins. Pet care is a genuine priority in my day rather than something squeezed in. When I am caring for your dog, their daily rhythm for walks, meal times, play sessions, and plenty of cuddle breaks comes first. Your pup will get consistent company, regular potty breaks, and lots of dedicated attention. When caring for pets in your home, my top priority is keeping their normal routine as seamless and stress-free as possible. Staying in their familiar environment keeps anxiety low, so I strictly follow your specific feeding times, walking routes, and house rules. Safety and trust always come first. On walks, I keep dogs securely leashed and stay alert to our surroundings. In your home, I make sure doors and gates are properly secured, keep anything dangerous out of reach, and treat your living space with complete respect. You can always count on regular photo and video updates so you know both your pets and your home are in dependable hands.

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!

About: Hi! I’m Vanessa, a lifelong animal lover and proud dog mom to two pups of my own, Leo and Daisy. I know firsthand that pets aren’t “just pets”—they’re family, and I’ll care for yours with the same patience, attention, and affection I’d want someone to give my own. I have extensive firsthand experience caring for medically complex animals and understand the extra trust that comes with leaving a pet with special health needs in someone else’s care. I’m comfortable closely following established care instructions and paying attention to changes in behavior, energy, appetite, mobility, or condition. My background as an EMT and emergency medical provider has also given me years of experience staying calm under pressure, recognizing when something isn’t right, communicating clearly, and responding quickly in emergencies. Whether your pup needs a long walk, plenty of playtime, a slower senior stroll, or just some extra love and company, I’m happy to adapt to their individual needs and personality. Safety, communication, and trust are incredibly important to me. I’ll treat your pet, your home, and your instructions with respect—and you can always expect plenty of pictures! 🐾 P.S. I have a personal connect for Aussie wiggle butts and busy brains! I’m currently a full-time stay at home mom. My availability is Tuesday, Wednesday and Thursday 9am- 5pm. Weekends are for emergency fill ins or once in a while needs. I have 2 loving and socialized miniature Australian Shepherd. I have a fenced in backyard. Will utilize crates for safety and independence. If boarded overnight, animals will stay in their own room with a video/audio monitor.

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

Mandy H.

About: I began pet sitting for neighbors in Boston and continued building my network after moving back to Connecticut. I now care for dogs throughout the year for friends and their families, usually four to five weeks annually. I work fully remote, so pets get steady company and attention throughout the day. I enjoy having animals around and treat them like part of the routine, not an interruption. I have an indoor cat who is fully vaccinated, so dogs are still welcome. If your pet needs a calm home, a reliable schedule, and someone who is present, I am a strong fit. I work fully remote, so pets are with me throughout the day. I start early, which leaves time for morning routines before work, and I take regular breaks for walks and check ins. Evenings are for longer walks, feeding, and downtime. If a pet has specific needs, I adjust my routine to match them. Pets stay in a calm, tidy home where I am present throughout the day. I work fully remote, so dogs get steady company, regular walk breaks, playtime, and a consistent routine. I follow each pet’s feeding schedule, medication needs, and any rules you share. My indoor cat is fully vaccinated and comfortable with visiting dogs. I introduce pets slowly and make sure everyone has their own space. If your dog has specific routines or preferences, I adjust to match them.

About: I have over 40 years experience caring for dogs and animals. My experience includes employment with a veterinarian, employment at a kennel, and a lifetime of dog ownership. We custom built our home to be a perfect paradise for a dog's life. We have a beautiful fenced in private backyard that offers a grass area, deck area, and a woods area for those adventuresome puppies! We have a dog door for those dog guests that want frequent outings or door service by us for those less ambitious doggies. A typical day at doggy paradise includes numerous supervised romps in the fenced in backyard, walks in the neighborhood, lots of love, and plenty of water and meals as per owners instructions. As a little background we just lost our last two dogs within the past two years, one to old age, and one young to cancer. We still want dogs in our life so we are now boarding. Note: An additional daily surcharge will be collected for dogs over 55lbs, details will be addressed at booking depending on dogs weight and age. Thank you Full time care. We will take great care of your pet in our home and fenced in backyard. Typically there is an adult present for full 24 hr care. I have a fenced in yard where dogs are let out. I follow your specific dogs instructions and routine, depending on what they are used to.

About: I grew up with pets all my life especially dogs. whenever my family has went on vacation they would call me to watch and take care of their pets. I also have a 16 year old shih tzu. my dog has allergies so I am well rehearsed in caring for dogs with allergies and administering oral medication or cream/ointment medication. He is also going blind so I have experience on handling dogs with vision impairment as well as neurological issues. I work until 5 during the week but some days i work from home and would be able to step out during those times. my weekends are open! my dog is a rescue so I have a lot of experience with anxious animals. I'm also very good at keeping a set schedule for the animals if needed for food or play time.

“Kristen L is a perfect dog sitter. She was prompt and sent pictures of my dog to me. She did exactly what I asked of her. My dog appeared very happy when I got home. I will absolutely be using Kristen again.”

Carol W.