Dog Walking Lewisboro

“Erin was amazing!! ! Super communicative and great with our not so easy dog! Can’t wait to book her again!”

Molly D.

“He was great. Showed up as expected. We got reports daily. Thanks!”

Mike P.

“Our dog loves Jennifer! She was a huge help while we were away from home for the day and gave us peace of mind that he was being well cared for. Thank you, Jennifer!”

Sarah W.

“Nikki was very patient with our little nervous dog Teddy! We look forward to working with her again.”

Jon & Satoko K.

About: I've grown up with a variety of animals my whole life, including dogs, cats, and farm animals. Although I've only pet sit a little, I'm very comfortable with all kinds of dogs and cats. I'm currently working 2 part-time jobs as a barista, however I'm super flexible as my work schedule changes from week to week. Besides that I like to go to the gym and spend time with my chickens as much as I can. Around that I still have plenty of free time to start pet sitting. I love spending time and playing with pets, so a lot of what I would do is keep your pet company and engage with them as much as I can. With dogs I would play fetch outside if possible and with cats I would run them around with whatever toys they have. As well as, making sure the animals have enough food / water and keeping their home as clean as possible.

About: Hi there! We’re Jake and Maria, a husband-and-wife team of lifelong dog owners and registered nurses. We’ve both spent our entire lives around dogs of all breeds and personalities — from energetic puppies to mellow seniors. As nurses, we’re detail-oriented, reliable, and calm under pressure — qualities that carry over perfectly into pet care. Whether your dog needs a walking buddy, or just some extra love and attention while you’re away, we’ll treat them like one of our own. We currently are the pet parents to two very active and sweet rescue pups, Roy and Annabelle. We also have experience with caring for dogs with medical needs and senior care as our first dog together, Shawn, crossed over the rainbow bridge in the fall of 2024 after 11 years with us. Please note our overnight rate includes walks. While not available during weekdays, due to our work schedules, we would be happy to provide evening walks on weekdays, and overnight care and walking services on weekends, holidays, and school break time. We coordinate our shifts so that dogs are never left alone for long periods. This makes us a great fit for pets who prefer extra companionship or need more frequent potty breaks and attention. As lifelong dog owners and medical professionals, we bring both compassion and reliability to pet care. We know how important trust and communication are — we’ll send regular updates, photos, and messages so you can relax knowing your pet is in caring hands. Your dog’s safety, comfort, and happiness are always our top priorities. We will be able to provide care directly in your home where your pet is most familiar and comfortable. We are also home owners ourselves and will be very respectful of your home and space.

“Alex has been extremely helpful with our dog, including being available at the last minute. Always has been reliable with great communication and super friendly.”

Shana H.

“We are so grateful to have found Joseph. Our mini poodle is quite skittish around people other than family, and Joseph showed great patience and understanding with her, allowing her to get comfortable on her own timeline. Now when he arrives, our dog is thrilled to see him and comes home from walks happy and relaxed. We also appreciate Joseph's dependability and reliability; we trust him completely.”

Heather A.

About: For the past three years, I’ve volunteered at a local animal shelter with my mother. I completed my senior internship there and now volunteer on my own. In my time at the shelter, I’ve gained lots of dog walking experience, especially with young puppies. I’m familiar with shelter training techniques and with cleaning and sanitation. I have two dogs of my own, one of which is a difficult walker. I know how most types of dog harnesses work. My internship involved spending time in the cat room, during which time I worked with cats of all temperaments. I don’t currently work in an official capacity and don’t play any sports, so I’m free pretty much all the time aside from my volunteer work. I’m used to animals with a wide range of play styles. I have a dog that loves to play fetch and go for swims, and I live near a large trail system, so I’m most familiar with those forms of enrichment. I have a minivan and can drive dogs to dog parks, trails, and fields.

“Excellent and super with Bizzy!”

Vandy L.

About: Our pets are a very special part of our families. They each have their own quirks and personalities, and they all bring so much love and joy to our lives. I will meet your pet’s needs, and spend time with them in the way they like the most. I have been a dog walker and pet care provider for 17 years now, and I still love my job! Each pet that I meet makes me smile. I like to think that I am able to give some of the happiness these animals bring to me, back to them. Over my 17 years of being a pet care provider, I have had experience with dogs of all different breeds, sizes and ages -from puppies to seniors. I am fully insured. I am willing to work with your pup on basic training, or put them in my car, for a short drive to a favorite walking area. If you need me to feed your dog or cat, please let me know. I can also spend time playing or cuddling with your dog or cat. When I am not enjoying the company of pets, I am drawing or painting pet portraits for commissions. I look forward to meeting your special pet. I will give them the activity, affection, and attention that is right for them. I am dependable, professional and most of all, caring. You can count on me to take good care of your pet, and you can feel confident, knowing that your pet is in exceptional hands, when you are not able to take care of them yourself. I have been walking dogs and taking care of pets during the day for 17 years now, and I spend my evenings drawing and painting pets for commissions as a pet portrait artist. It’s all about the animals with me! I would love to come to your home and walk your dog in your neighborhood, or perhaps drive them to a close by favorite walking area. Some dogs have invisible fence collars, and need to be driven off the property, or they live on busy streets, that are not safe streets to walk on. I can drive them to a quiet side street or a park, if you prefer. You can request a feeding, if you would like, and I could do a quick scan of the house for any unexpected accidents, and clean them up for you. I can do drop-in visit (15 minutes), or a full 30 minute walk or play in the yard. More time can be requested, if necessary. For cat care, I can clean the litter boxes, feed your cat/refresh their water, and play or cuddle with them. I can also take a quick scan of the house for messes for them also.

“Anna has given care to our beloved dog on 2 occasions with 5 walks. She has provided him with exceptional attention and love. Our dog is 13+ years old and we are always sensitive about his health- we don't have to worry about that with Anna at his side. Is there any greater piece of mind than that?”

Keith W.

“Today was Lanie’s first time walking our pups. After our initial meet and greet yesterday, I felt very comfortable and confident that she provides thoughtful care of the pets she cares for. She accommodated a 30 minute shift in plans, and spent a good amount of time with the boys. They were both very calm and content when I got home. Thank you!”

Jennifer F.

About: I grew up in a dog-centric household, however I have taken care of my own dogs for the past 19 years. For the last 8 years, I've had the opportunity to foster dogs through different organizations, as well. It has been an extremely rewarding and educational experience with regards to learning about a multitude of different dogs and how best to deal with different dog personalities and what their mannerisms indicate. The foster dogs that I cared for ranged from puppies to senior dogs and included numerous different breeds. I've had dogs that were incredibly easy, as well as ones that were particularly difficult and high maintenance. These experiences have made me open to taking care of all types of dogs; I'm happy to help administer medicine, eye drops, insulin injections, etc. I've experienced it all! My schedule is flexible because I'm currently based from my home. This basically means that I'm available to provide care in whatever capacity needed beginning from late morning until the evening and any day Whenever a dog is my responsibility I make a point of giving them the care and attention that they require. I'm available to walk any pup beginning from late morning into the evening, including multiple times a day. I currently live in a house with 3 acres and a huge back yard with forest surrounding it, so it is not fenced. However, I'm more than happy to walk your dog if there's a fear that they will run into the forest. I'm also open to dog-sitting for anyone going on vacation! Our house is set up to accommodate dogs visiting and staying due to my previous fostering, which is how I came to have my two current dogs. Also, I'm a firm believer in positive reinforcement to teach dogs acceptable behavior and manners, so no punishments that may traumatize or hurt the pup!

About: I've taken care of, owned, and loved dogs and cats my entire life. My friends and family often rely on me to care for their pets. I have volunteered at a local pet shelter, cleaning, playing with, and feeding dogs of a wide range of ages and with various medical needs. I can provide excellent care for all kinds of pets, including senior animals. I'm active, organized, and ready to adapt to any pet need! I currently work part-time, so I have flexibility and time to care for pets! I'm available weekdays or weekends from 9am-8pm. I can adjust my schedule either ahead of time or on a touch-and-go basis to fit what works best for you. I can tailor my approach based on your pet's specific needs and your personal preferences. I have a large, grassy yard for pets to play in; I keep an extremely close watch on them when they are outside; I play with them too and make sure they have fun! I usually let them out multiple times a day for however long I can be out there with them. Indoors, I have cozy couches, bean bags, and dog beds for all pets. I have a variety of food and healthy/dental treats. I know of plenty of walking trails and dog parks near me.

About: With over 6 years of experience working in veterinary hospitals and over 10 years of caring for pets, your babies will be in great hands. I have 2 large dogs, 3 cats, and a snake! I have also fostered various other individuals over the years (including a mama with 7 kittens and a geriatric pitbull.) I am experienced in administering medication, as well as basic injections such as VetSulin. If you have any questions at all, please feel free to reach out! I hope to meet you and your fur (or furless) babies soon! I just moved to Ridgefield from Orlando, so my schedule is completely open for your pet care needs! I have 2 dogs and 3 cats of my own, and am excited to add your pets routine into my schedule. I am happy to stay the whole day at your home or make multiple visits throughout the day. Whichever is preferred! I will follow your care instructions meticulously, and I provide regular updates.

About: Our business has been booming with referrals and friends/family requests. Since dogs bring so much joy to life, I am dedicating more time to open bookings to new pets. I am a dog lover for a lifetime. As a kid, I would care for strays. As an adult, I have had a dog in my life for the past 30 years- I have adopted 3 full grown, mature labs from various shelters and they all had a great, long life! My current Lab is our sitting “mascot” and she welcomes all dogs to our homestay center. She was an adoptee from an elderly couple. My young adult son & dog-lover is a great co-host to care for and play with your pet. Pets are like family here and they will be loved, cared for and respected. We will give play, attention, exercise, love and create a setting where your pet feels comfortable and not stressed. We should do a meet and greet with our dogs prior to first boarding. The yard here is fully fenced, but I only let dogs out in the yard with supervision. I will give walks/hikes, as you like. Your dog can sleep and hang-out in whatever area of the house is comfortable to him or her. If they prefer a crate, we can. If they prefer their own room, they can have my lower level finished room. If they like to mix it up with the family they can. We cater to your dog and help to diminish their stress and let them be themselves. If the pup is stressed and needs extra attention at night, they can sleep in the bedroom, ( sometimes on the bed, only if you allow that) . I have cared for multiple senior and special needs dogs, providing medication, and special care routines. We look forward to getting to know your loving pet and offering them a home away from home! Pet Care is a dominant share of our daily lives. Someone is here most of the day, so lots of interaction and attention is provided. If we run out , here or there ( as you would at home) each dog get’s their own space to hang-out. Dogs visiting from different families are only together, when supervised. My Home-Away-Vacay-Stay has a fully fenced yard with plenty of toys. Run of the house and cuddles with our family make your pup feel at home.

About: First time clients must schedule a meet and greet before their stay to make sure everything is a good fit. Let me know frequency of eating, potty breaks and allergies. I have had and cared for a dogs almost all my life. They ranged in all size, age and types. I am currently working from home, so I am around all day to let them out in to play or potty breaks when needed. I will feed them in the morning and evening. If need different schedule, just let me know. I have a large yard for them to run around in. They are always under my supervision for plenty of attention, & love during the day.

About: In addition to caring for rescued animals, I have experience working in a daycare setting, where I developed strong skills in supervision, patience, responsibility, and maintaining a safe environment. This experience has strengthened my ability to recognize individual needs, follow routines, and provide attentive care, skills that I also bring to working with pets. I am looking to have a laidback summer since I have just recently graduated high school but I am always available! Mornings, afternoons, and nights! I’m open to any requests and don’t mind clingy fur babies. I like to keep things tidy and clean indoors but don’t mind getting messy outdoors.

About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.