Dog Sitting Westport

“Jael was great with my two boys! Very thorough, timely, and communicative & will definitely book again!”

Yujin K.

“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.

About: Honoring the joy, energy, and spirit of every dog. Skilled in working with and caring for dogs of all sizes, from giant breeds to toy breeds. Over the past 25+ years, I have shared my life with and cared for a wide variety of dogs, including Newfoundlands, Great Pyrenees, Labrador Retrievers, Chihuahuas, Jack Russell Terriers, and other terrier breeds. This experience has given me a deep appreciation for the unique personalities, temperaments, exercise needs, and communication styles of each dog. My experience includes: • Caring for giant, large, medium, and small breed dogs • Understanding breed-specific behaviors and energy levels • Providing safe, enjoyable walks tailored to each dog’s pace and needs • Reinforcing basic commands and positive behaviors • Managing multi-dog households • Administering medications and following special care instructions • Supporting senior dogs with patience and gentle attention • Caring for puppies and helping maintain routines and consistency • Recognizing signs of stress, discomfort, or illness • Providing plenty of affection, companionship, and individualized attention I believe every dog deserves to feel safe, understood, and loved. Whether your companion is an energetic adventurer, a gentle giant, a curious puppy, or a senior seeking a slower pace, I strive to provide dependable care while honoring their unique personality and spirit. My goal is to make every walk and visit a positive experience that leaves both dogs and their owners feeling comfortable, confident, and cared for. Availability I currently offer midday walks on weekdays and am available for occasional overnight care. I can also accommodate select early morning and evening walks based on scheduling and availability. Whether your dog needs a midday break, companionship while you’re away, or extra care during an overnight stay, I strive to provide dependable, attentive service tailored to your dog’s routine and needs. My goal is to help your pet feel comfortable, safe, and cared for while giving you peace of mind. For walks and outdoor playtime, dogs will be kept on leash unless they are within a securely fenced area or a pet containment system that has been discussed and approved in advance. Your dog’s safety is always my highest priority. Every dog and family has unique needs, and I am happy to discuss customized care arrangements to ensure your pet remains comfortable, safe, and well cared for.

About: From my experience growing up with dogs, I will adequately walk, feed, and care for medium-small dogs. I have also provided in-home catsitting services while family-friends are away for up to two weeks at a time (feeding, playing, litter). I'm currently a college student in Fairfield, Connecticut. I'm looking for a job in pet care over school breaks in the summer and between semesters in the winter. I do not take animals into my own home so I do not disturb my family or aging dog, but I will gladly care for your pet in the comfort of your home and walk your dog in your neighborhood.

About: I will take care of your dogs as if they were mine. I will become your doggos bff until your back home! I will also make sure to send lots of pictures :) I will be available on weekends and week nights. It would be very important to me to meet your dog before sitting so they know me before sitting. I do not have any pets. I recently lost my beautiful Choco to cancer. He was a beautiful brown golden doodle but looked more like a brown golden retriever. I have a small fenced yard and the neighborhood I am in is very quiet and pet friendly.

“Hanaya did a great job checking in on my cat, Ruth. She was flexible in finding times to exchange keys and has a kind, gentle demeanor that was perfect for my pet.”

Kamryn M.

“She was amazing ! She was on my point with the walks and my dog truly enjoyed her . Will book again”

Herlyne D.

About: I love playing with dogs, caring for dogs, seeing their tail wags , seeing their big smiles as well as making sure they’re safe, loved, and cared for. Dogs are family to me. I give every dog the same love and attention I would give my own. 🐶❤️ I have a flexible schedule , so I’m happy to care for doggies throughout the day. I don’t mind consistent bookings. I would love to provide steady & reliable care. Preferably, I like to know when my care is needed up to 2–3 days ahead. I’m happy to dog-sit or dog-walk your doggies! 🐶💕 I understand you’re not only opening your home to me, but trusting me with your family—your doggie/s! My top priority is creating a loving environment while respecting your privacy, space, and your dog’s routine. I want both you and your dog to feel comfortable, safe, and cared for. 🐾❤️

About: QUALITY NOT QUANTITY. I DO NOT TAKE A LOT OF DOGS and CATS AS WELL. If your dog chews please let me know, as I will find out and I do not want any misunderstandings. I cannot take destructive dogs any longer. I devote all my time to the pets that stay with me. Just see my reviews. You will not find anyone as devoted or experienced or as loving. My years of experience have benefited others. Any dog that stays with me will receive all of my attention. I also ask that client's do not bring their own blankets, toys, bowls, etc. As I have plenty and prefer to use my own. Also, dogs can become possessive of their own toys so I have 'communal' toys for all to enjoy equally. All my time is devoted to my dogs and cats and those that are in my care. I am a vet tech and groomer over 20 yrs. Extremely safe. Fenced in yard, never left alone. Walk on strong lead if owner wishes. I can give medicines, injections, etc. I have cared for dogs and cats with cancer, diabetes and more. I work part-time from home as a consultant. Therefore, I am here 98% of the time. Dogs aren't left unattended. Very safe here, very accommodating. I am now going forward as to not take dogs with separation anxiety and/or destructive behaviors. Although I dealt with this when my ex-husband and I ran a training and boarding facility for 15 yrs; I cannot take dogs with extreme behavioral issues. I do know other sitters that will on and off Rover, if this is your dog I can refer. I work from home. They dogs are not left unattended. They are always supervised and observed throughout stay. I actively engage with them to ensure a happy time. Front and back yards fully fenced in. Inescapable property. Able to run and play, at intervals throughout the day. Never outside unattended, always supervised and observed. Cats are always kept inside.

About: I have taken care of dogs ever since I was ten. I love being around them too. My family had relied on me throughout the years to be sure to be responsible. I currently own a fitness business, so my schedule is pretty lenient. I live alone so I can take care of a lot during my day. I have a park outside my apartment along with a rooftop and I live alone so the door will always be locked when needed :)

About: I have grown up living with two large dogs and a cat! I also have worked the past three years as a veterinary assistant and also volunteer at an animal shelter. I currently work part time at an animal hospital four days a week. Two of the days I work full time, however my work allows me the ability to bring animals with me to work! I am fully committed to following your house and pet care rules to ensure a safe, engaging environment for your pets. Having lived with dogs and cats my entire life, I am highly experienced and capable of managing their care.

“Very nice girl.”

Marie B.

“This was my first time with Gigi, and she was great! Very communicative and took great care of my cat, I will be a repeat client!”

Anna-Ellen L.

About: I have plenty of experience being around and helping take care of dogs all ages sizes and breeds! I love pups who want to run around or just lounge on the couch! I’m more than happy to treat yours like my own. I’m currently a full time second year graduate student at SHU, but my classes are mostly in the morning. I have some long days but always finish before 5. Fridays are wide open including weekends and most days I’m done fairly early! I am happy to accommodate whatever safety measures make you and your pup comfortable! If they need to be crated that’s perfectly fine, if they can run around without a leash that’s also great too!

About: Over the past 5 years I have walked and babysat dogs of my family and friends. Additionally, I have two pups of my own who have grown my passion for pet care. I have worked with a variety of breeds and temperaments. I am patient and open to learning and providing specific needs to your fur baby! I am a recent college graduate who is working part-time and I would love to spend my free time caring for pets! I am available for any service throughout the week! Just reach out with availability questions! I live in a dog-friendly apartment and I am super close to hiking spots and beaches! I have a friendly pup to keep your pet company. I am able to easily crate your dog if needed and have tons of toys and treats that my dogs would love to share!

“Mia was excellent. She should be very proud of herself, especially with how active and vocal our larger dog was when she visited for the meet and greet. The dogs look very well taken care of and it would be an honor to book Mia again in the future. Thank you for helping our family while we were away.”

Vincent R.

“I feel so lucky to have found Cassidy, she is simply the best. She went far beyond expectations when one of my cats was being very difficult. I appreciate all her efforts and flexibility. You could not find a better sitter. Highly recommend”

Lin Y.

About: Growing up with a dog taught me how to care for them naturally, and now my fiancé and I are putting our love for dogs into raising our own puppy, a 7-month-old Cockapoo named Kenai! What sets me apart is that I provide the same meticulous, loving routine at home that I would bring to your pet. From daily care to managing his vaccines and vet visits, I know what it takes to keep a dog healthy, safe, and happy. Your pup will get my undivided attention, supervision, and plenty of love! Best Regards, Daniel Pet care is seamlessly woven into my everyday life. As a business owner, I have wonderfully flexible availability throughout the week and also weekends to ensure your dog receives constant attention. I maintain a safe, secure environment by actively supervising pets at all times, keeping hazards away, and following your exact routine. When I am watching your pet, I am as concerned for their safety as I would be for my own dog.

About: I’ve had the joy of caring for a wide variety of animals throughout my life—including dogs, cats, and reptiles. Growing up in a home full of pets taught me the importance of patience, responsibility, and understanding each animal’s unique personality and needs. Whether it’s a playful pup, a shy cat, or a curious gecko, I truly love all animals and take pride in providing attentive, compassionate care. I treat every pet like they’re part of my own family, and their safety and happiness are always my top priorities. I’m available full-time for pet care, with a flexible schedule that allows me to be there when you and your pets need me most—whether it’s daily walks, drop-ins, or extended stays. As a current dog owner and an active individual, I naturally incorporate walks, playtime, and outdoor adventures into my daily routine. I enjoy hiking, going to the gym, and staying on the move, which means your pup will get plenty of exercise and stimulation. Alongside my love for animals, I work as a artist, which gives me the flexibility to manage my time well and be fully present for the pets in my care. I understand the value of trust and reliability—both in real estate and in pet care—and I bring that same level of professionalism and dedication to every pet I look after. Your furry friend will be treated like family, with plenty of love, attention, and activity tailored to their needs. While I don’t have a fenced-in yard, I live in a very dog-friendly area with several parks nearby that I regularly visit with my own dog. I love being outdoors and make it a priority to give dogs plenty of time outside for exercise, enrichment, and fresh air. I also have a spacious SUV that’s perfect for safely transporting dogs to local hiking trails and nature spots throughout Fairfield and neighboring towns.

About: Grown up with multiple dogs my whole life! Self trained them all and love taking long walks and giving pets! Love hanging around dogs and caring for them. I am currently a student at Fairfield University but can be flexible outside of class time! I have a car so I am also able to drive myself wherever needed. I have a dog which we walk with a leash. I can handle dogs very easily as I’m used to it from growing up with them!