Dog Walking Old Greenwich

“I couldn’t recommend her enough! My cats and dog absolutely love her, and you can tell she genuinely loves animals and cares about them. She’s super responsible, trustworthy, and reliable, which makes it so easy to feel comfortable leaving your pets with her. She also loves staying active and is looking to walk more dogs, so if you’re looking for someone who will give your dog lots of attention and love, I definitely recommend Shayla! 🐾❤️”

Ashley & Mauricio H.

“Allison takes excellent care of my senior pup and is always on time and very accommodating.”

James W.

About: I’ve loved dogs since I was a small kid! If you have 3 pups or more, I just charge for 2! When I turned 17 I worked at a doggy daycare called rover retreat, where I fell in love with taking care of dogs! I went to school in Colorado, my native state, for a couple of years, where I dog sat off and on. I decided to pick my life up and move to the city of Stamford with my to be closer with my girlfriend's family. I love to teach pups tricks and enrich the lives of all animals! Even if your pup is difficult or different, I can work with it:) I am experienced with puppies, seniors, diabetics, pets with medication. I've taught dogs how to run with a bicycle and how to do new tricks like handshake and wait. If you choose me, you're guaranteed someone with lots of experience and a big heart for your furry friend(s). My schedule is currently completely open for your pups' care!! I was in school for a couple of years in boulder, met a wonderful girl, and moved with her out east to the city of Stamford. I doordash other than dog sitting so I can easily accommodate. I watch over the client’s pup and give it all the affection and attention it needs while also maintaining decency and care for the space and all beings and things within.

“Chris is the absolute best!! He has walked Baxter so many times and taken care of him overnight at our house. I always know Baxter is in great hands, in the photos he sends Baxter is literally being his happiest self! I would highly recommend Chris for both walks and overnight stays! 💕”

Courtney S.

“How can I thank Aaron enough!! I needed a “walker” ASAP and within 15 minutes he was there. Talk about great service in a time of need. Thank you so much, gives me piece of mind now. Our furr baby thanks you too!??”

Stephanie R.

“Great first walk!”

Hayley F.

About: I grew up caring for a Maltese and a cat and now own two Belgian Malinois mixes. I’m experienced with high-energy dogs, daily walks, mental stimulation, and maintaining consistent routines. Pet care fits naturally into my routine. I’m available mornings, evenings, and weekends, and I’m reliable about schedules, walks, feeding times, and consistent daily care. I treat every pet as my own, with a strong focus on safety, supervision, and comfort. I carefully follow all care instructions, maintain a clean and secure environment, respect your home, and will provide updates for peace of mind.

About: I'm a lifelong dog lover with experience caring for dogs of different breeds, sizes, and energy levels. Growing up with two dogs of my own, I've always been surrounded by animals whether it's through family, friends, and dog sitting during the holidays. As an avid walker, I truly enjoy spending time outdoors, and I'm excited to share that passion with your pet. I take pride in being reliable, professional and always putting the safety and well-being of your dog as my top priority. If there's anyway I can assist with your pet's needs, I'd love the opportunity to help them stay happy and healthy! I work from home Monday through Friday, 9AM - 5PM, with a flexible schedule. I take short or extended breaks every 2-3 hours, giving me plenty of opportunities to step outside and care for your pet. I live in a two-bedroom, non-smoking apartment with no children, offering a quiet and safe environment for your pet. The apartment complex features a fenced-in dog park.

About: I have had a dog myself for 10 years now and he has been a blessing for me to really learn how dogs think. Being able to take of him for the last 10 years has given me the experience I need to be able to take care of your pet as well. I currently work full time but I do have the flexibility to go and check on your pet during the day if you are local to me or else I am free after 4pm during the week. I am also free on the weekends from 8am - 8pm. I would also be available for overnight boarding at your home. I always make sure they feel safe, loved and comfortable in their familiar environment. I stick closely to their normal routine, including feeding times, walks and playtime and any specific care instructions you provide as I know that some dogs are very sensitive to any change. I can also provide daily photos or videos so you know they’re happy and well cared for while you’re away.

About: Dogs have always been much more than pets to me they’re genuinely one of my biggest interests. Along with caring for my own dog, I have professional experience working at a dog boarding facility, where I gained hands-on experience caring for dogs with different personalities, needs, routines, and energy levels. I’m especially interested in canine wellness, enrichment, and nutrition. With my own dog, I enjoy making homemade treats, preparing enrichment activities, and finding creative ways to keep him happy, active, and engaged. I bring that same level of attention to the dogs I care for. Whether I’m walking your dog, checking in, or staying with them, I want their time with me to actually add something positive to their day not just meet the bare minimum. * Extended stays: Additional charges apply when pickup extends the start time on the first night of the stay. 2–8 extra hours: $22.50 (50% of my $45 rate) More than 8 extra hours: $45 (100% of my rate) * Additional Care Requirements: My standard boarding rate covers routine feeding, walks, companionship, and everyday supervision. Dogs requiring substantial additional care, including frequent indoor accidents, repeated diaper changes, extensive cleaning or laundry, or other time intensive assistance, may incur an additional care fee starting at $10 per day. The final rate will depend on the level of care required and will be discussed and agreed upon before the booking is confirmed. Please disclose all relevant care requirements in advance so I can determine whether I’m able to accommodate your dog safely and comfortably. Mild additional cleanup or supervision +$10/day Frequent accidents, diaper changes, and additional laundry +$15–$20/day Extensive cleanup and unusually demanding care +$25/day or a custom quote * Last-Minute Bookings: Bookings requested less than 48 hours before drop-off will be subject to an additional fee based on availability and the arrangements required. Any additional fee will be communicated and agreed upon before the booking is confirmed. 20% of $45 = $9 extra per night My schedule is flexible, which allows me to make plenty of time for pet care throughout the week. I’m happy to work around your pet’s usual routine for walks, feeding, playtime, and check ins. I can also discuss specific times and availability depending on what you and your pet need. I know how important it is to trust the person caring for your pet, especially in your own home. I’ll always follow any instructions you provide regarding feeding, walks, medications, boundaries, or routines. I’m attentive to changes in behavior and will make sure your pet feels safe, comfortable, and cared for while you’re away.

About: Over 12 years of dog sitting, watching, walking in my personal life and 2 years of experience training service dogs! I grew up with dogs in my home and have experience taking care of multiple dogs at once, any size, breed and age. My schedule is flexible with working remotely and I am able to accommodate your pet sitting schedule easily. I have my own transportation and am able to travel to your home for a quick morning puppy potty break, mid day walk, full day sitting or overnight board. I live in a calm, serine house with plenty of yard space also right next to a local beach and walking path. If your dog is senior or has any health issues- I have experience with giving oral medications, topical creams, bandaging, and adhering to physical restrictions of needed! I work full time remotely- my schedule is flexible with taking calls and meetings. Throughout the day I am available for quick walks, a longer day of pet sitting or overnights. I have a large yard outside of my house with plenty of space. I also live a walkable distance to the beach that has a paved walking path. If needed, I can accommodate a crate in my home

About: I'm Steven, a former science teacher who turned a lifelong love of animals into full-time pet care. I've cared for my own dogs for years (John, a Yorkie, and Lucy, my senior Chihuahua) and have looked after friends' and neighbors' dogs, cats, and small pets for as long as I can remember. I'm Fear Free Certified and Red Cross Pet First Aid & CPR certified, and I'm fully insured and bonded. Teaching taught me patience, routine, and how to read what someone needs when they can't say it in words, which is exactly what good pet care takes. Every booking is handled personally by me, so you'll always know who's showing up at your door. I do this full-time, so your pet is a priority, not a side gig. For house sitting I keep your pet on their normal routine, same feeding times, walks, and bedtime, and I send photo and text updates throughout so you can relax while you're away. I follow feeding and medication instructions exactly (I give my own senior dog her meds on a strict schedule, so I take it seriously). Every booking starts with a free meet & greet so your pet and I are comfortable before anything is confirmed. Since I come to you, your pet stays in their own home, familiar surroundings, their own bed and yard, which keeps them calmest, especially seniors and anxious pets. I treat your home with respect: doors locked, mail brought in, plants watered if you'd like, everything left as I found it. I have two dogs of my own, John, a Yorkie, and Lucy, a senior Chihuahua, so I'm comfortable with everything from high-energy pups to gentle senior care.

About: I’ve been an animal lover my whole life, and I’ve had the joy of caring for just about every kind of pet you can imagine- from puppies and cats to reptiles and horses! I truly love getting to know each pet’s unique personality and making sure they feel happy and cared for. I have experience with obedience and potty training for puppies (lots of patience, consistency, and praise are key!), and I’ve also worked with senior and special needs dogs who need a little extra TLC. Whether it’s sticking to medication schedules or adjusting to their pace, I make sure they always feel comfortable and supported. From playtime and walks to cuddles and clean-up, I bring plenty of energy, compassion, and attention to detail. No matter the species, I have love to go around! I currently work from home, which gives me the flexibility to fully integrate pet care into my daily and weekly schedule. This means I can adjust my routine to accommodate walks, feedings, playtime, or any special needs a pet may have. I’m able to provide consistent attention throughout the day, whether it’s short check-ins, extended play sessions, or administering medications on a strict schedule. Being home allows me to be present and attentive, creating a stable and reassuring environment for pets, and ensuring that their needs are always met without feeling rushed or overlooked. My goal is always to keep pets as comfortable and secure as possible while their owners are away. I do my best to maintain their normal routines—whether that’s feeding, walks, playtime, or bedtime—so they feel consistency and familiarity even in their owner’s absence. I understand that being cared for by someone new can sometimes bring on a bit of anxiety, so I focus on creating a calm, reassuring environment and giving them plenty of love and attention. This helps make the transition smooth, and ensures each pet feels safe, cared for, and right at home.

About: I’ve had dogs my whole life, I currently have have one dog, a pittie lab mix, and I love taking care of her. Happy to work with dogs of all sizes and breeds. I work a full time job that is remote. Advance notices are appreciated for cancellation. I can do same day booking if it’s between 12-1 or outside of regular office hours. Would love to work with your furry friends. I have a dog and a dog friendly apartment with lots of space for walking in private grounds. I take dogs on walks with plenty of treats for active training.

“Gigi is a fantastic dog walker who takes great care of my little Henry! Would absolutely recommend her services.”

Zach T.

About: I have several years of experience caring for both pets and children. While working as a nanny for multiple families, I was also responsible for their dogs, making sure they were well-fed, exercised, and happy. This gave me hands-on experience with daily walks, playtime, and maintaining routines. At home, I am a proud cat owner, so I also understand the unique needs of cats and how to provide them with the right care and attention. I am patient, responsible, and truly enjoy spending time with animals, whether it’s walking a dog, keeping a pet company, or making sure they feel safe and comfortable while their owners are away. have a very flexible schedule. Sunday Mondays and Tuesdays I am super available. Most mornings before 10 am I’m free and I sometimes work from home. My schedule is adjustable, I can often adapt to different needs during the week. The care I provide always depends on each pet parent’s instructions, since every animal has unique needs and routines. I make sure pets feel safe and comfortable by giving them regular walks, fresh food and water, playtime, and lots of attention. Safety is always my first priority whether that means keeping doors secured, watching carefully on walks, or following special feeding instructions. I also keep the home environment tidy and respectful, so pet parents can feel fully at ease while they are away.

“Kristen was great to work, very communicative with and our high energy crazy pup responded really well to her. Our dog came back well exercised and ready for a nap.”

Kirsten C.

About: 10+ Years of experience sheltering & walking a variety of breeds. Have worked in a veterinary hospital taking care of dogs. Also have had a mini zoo myself so am used to taking care of exotic and smaller animals. Depending on the time i am capable of walking dogs in the afternoon and am willing to do overnights but if there are any questions can figure out my scheduale. I have two dogs and a fenced in yard at my parents house that i go to for free play if they would like the company. Will care for any animal as if they were my own with love and care.

“Alexandra’s always so reliable and caring with Bulka! She provides wonderful in depth updates and brings in packages even though there’s no expectation for her to do so! We look forward to continuing our walks with her!”

Nicole M.

About: Hi, I'm Denise and have worked in doggie daycare and pet sitting, including fostering for many years. My full time job pays my mortgage but caring for animals brings me joy. I am professional, polite, old school and give personalized attention to your pooch. I'm available super early weekday mornings, evenings and all day Saturday and Sunday. I currently work full time near home so I can easily get home for potty breaks. Pets will never be alone for more than 4 hours. I always am sure they are leashed before the door is open. While I do not have a fenced in yard, I'm an avid walker so your pets will surely get the steps in. I work a mile from home so mid day potty breaks are easy. I'm a big walker so pups get their exercise and lots of play time at home. I always keep the pups in my care away from other dogs and people for safety. I do not have a fenced in yard but have enough property for a late night quick pee and poop.