Dog Walking Lewisboro
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 49 pet parents in Lewisboro have booked dog walking
Lewisboro, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jennifer has been terrific! My dog can be picky with who she likes and she took to Jennifer immediately. I would highly recommend her to anyone who is looking for someone to walk their pup.”

“John (Cotter) was very communicative and wonderful with our dogs! Our pups are a very energetic (crazy) pair - they loved Cotter. Thank you for taking great care of them!”

About: I've grown up with a variety of animals my whole life, including dogs, cats, and farm animals. Although I have little experience with pet sitting, 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: 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.
About: Hi there! My name is Kat, and I have a deep, well-rounded background in animal care. With 3+ years of hands-on experience in animal rescue and 10 years of personal pet sitting (and 22+ years of animal-loving!), I bring calm expertise, safety awareness, and specialized care that goes far beyond standard pet sitting. I'm also a certified Wilderness First Responder and American Red Cross CPR Certified. Rescue Training: My time in animal rescue taught me to read subtle animal body language, prevent stressful situations, and keep pets safe and relaxed in any environment, while also serving as a friend and comfort to animals in need! Medication Administration: I have experience giving oral, topical, and routine medications to a wide variety of animals, ranging from kittens to senior dogs. Experience in All Sizes & Energy Levels: From toy breeds to giant dogs, I understand how to handle different temperaments and physical needs. I love taking high-energy dogs on extensive, engaging walks (especially on our local hiking trails!) to keep them physically exercised and mentally happy. I am a full-time student supporting myself while working toward my paralegal certification. I take my courses online from 9 a.m. to 1 p.m. (Monday-Thursday), so I am available for in-house sitting, drop-in visits, or whatever your pet may need! Since I offer only In-House Sitting, Drop-In Visits, and walk services, your pets will receive 1-on-1 attention without leaving the comfort of their familiar surroundings. My priority is maintaining their daily routine while keeping your home secure and your pets safe. With every visit, I will provide consistent photo updates and detailed reports after each drop-in/day! Flexible, personalized pet care (drop-ins & sitting): Regardless of whether it's a quick 30-minute stop-in for food, meds, play, and potty breaks, or an overnight stay, I adapt entirely to your pet’s individual needs and routine. I strive to keep homes tidy, secure, and maintained, reducing travel stress for everyone and helping pets feel their best! Outdoor Safety: During walks and outdoor breaks, safety is paramount- I practice attentive situational awareness and strive to maintain large distances from any off-leash dogs, as well as ensuring your pet is safely and securely harnessed/leashed. Overall Safety Precautions: From my rescue experience, animals are curious!- In this, I ensure all doors, gates, and deadbolts are latched securely during every entry and exit, double-check that food and medications are sealed out of reach, as well as keeping a watchful eye out for subtle changes in pet health or behavior. Home Maintenance/Overall Peace of Mind: During house sits and drop-ins, I am happy to bring in mail, water plants, keep your living spaces spotless, or help with any other tasks.
“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!”

About: I’ve cared for all kinds of dogs and cats: big or small. I’m super active and love hiking and walking. I own a lovely Cockapoo, a Siberian cat and have two kids. I’m reliable, communicative and responsible. I’ve been working from home and I’m up early to take my dog for a run and feed my Siberian. Early mornings and weekend requests are no problem. I have a super flexible schedule and in case of conflicts, I can also reach out and offer my college-aged daughter, to cover so you don’t have to worry about finding another provider when I’m away. I provide updates on your pet care for your ease of mind. I do this work with my daughters simply because we love pets. We had many clients in Westchester, and just moved to CT.
About: I have had a dog since I was in the 5th grade and have helped raise it since. Within the past 2 years, I took her to college with me for a month each year and had the best time with her. My former college roommate also got a puppy sophomore year (I lived with her sophomore-senior year), so I have helped raise him, and also watch/take care of him when my roommate is busy. My neighbors have also relied on me to take care of their dog when they are away. I really want to get more professional experience in handling dogs more so I'm able to work at dog and animal shelters/places! I am currently attending graduate school in Fairfield, but will be living at home in Ridgefield for the duration of the program (2+ years). This semester (Fall 2026), my schedule is Monday, Tuesday and Wednesday 5:00-7:30 PM.Those are my only time constraints and am completely free otherwise! In my home, I treat my pet like she's my child/baby and make sure that all of her needs are met always. I will do the same for my client's pets, as well as making sure the home is treated with the utmost respect. I truly love animals and would be happy to care for any dog.

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 going to college in September, so I’m not available for long term arrangements that go past summer. 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.
About: Hi all! I just recently graduated from Bates college and am looking to pet sit! I’ve been taking care of family dogs and cats my whole life, but have been pet sitting for others for about 10 years now. I am looking to go back to school in the future to get my doctorate in physical therapy, but in the meantime I’ll be home throughout this school year! I currently am working part time as a physical therapy aide, but my schedule varies each week so there are no specific days off limits (although Tuesdays and Fridays are my busiest days). I am free on both weekdays and weekends, I just ask that you contact me in advance! I can stay in your home to pet sit, or I can make frequent stops to feed them, play with them, and take them out to use the bathroom! I am available for one day gigs or for long term!
About: I have been taking care of dogs since we brought one into our home 3 years ago. It's important to me that a pet feels safe and cared for while their owner is away. I'm currently a stay at home mom with school aged children so I have plenty of time to make visits to see your cat or dog. It's important to me that I follow all instructions and guidelines for feeding, play time, potty etc. I make sure to clean up after myself and leave your home the way it was when I entered.

“Kayla was always punctual and responsible. She seemed excited to be with our puppy. And thankfully on the second time out our generally apprehensive dog was enthusiastic to see and go with Kayla. A true score!!!! Kayla was a true gift.”

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.
“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.”

About: I’ve cared for a wide variety of dogs and cats, including pit bulls, golden retrievers, poodles, senior dogs, and tabby cats. I’ve also cared for pets with medication and dietary needs, including both oral and injectable medications. My goal is to make every pet feel safe, comfortable, and genuinely cared for while you’re away. Whether that means a long walk, plenty of play and attention, sticking closely to their feeding routine, or simply giving a nervous or senior pet some extra patience, I’m happy to adapt to their individual needs. I’ll keep you updated with how your pet is doing and treat your pet with the same care and attention I’d want for my own. I currently work evening shifts at my family’s restaurant in Darien, so I’m generally available for pet care during the mornings and afternoons, as well as some evenings. My work schedule does not interfere with housesitting, and I’m able to provide attentive care throughout the day and overnight. For walks and drop-in visits, I’m happy to work around my evening schedule and coordinate times that work best for you and your pet. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.
The median cost per walk for dog walking in Lewisboro is $25
Dog parents share their Rover experiences - Lewisboro
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?
Lanie is amazing and really cares. It’s so comfortable knowing I can count on her to take care of my lil girl who’s my world and when in a pinch she is right there . She communicates and keeps you posted the whole time . I trust her with my fur baby and highly recommend . Thank you so much Lanie !

Hagen is an exceptional caretaker. He walked my dog, Tahli, every day for a week and went above and beyond with his communication— sharing helpful notes from each walk and asking thoughtful questions when he first met her. I always felt she was in capable, caring hands. He even gave her extra outdoor time and was wonderfully patient with her quirky little habits. He can also cover a lot of ground in 30-45 minutes for dogs that need to get their energy out! I highly recommend Hagen to anyone looking for a responsible, attentive dog walker or sitter.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - Lewisboro
Select a filter and find qualifying sitters offering dog walking.Sitters in Lewisboro average 3 repeat dog walking clients
FAQs for Dog Walking - Lewisboro
Frequently asked questions about Rover
The average cost for Dog Walking in Lewisboro on Rover is $10.7 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 4,509 sitters on Rover offering Dog Walking across Lewisboro. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Lewisboro. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Lewisboro.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Lewisboro. On Rover:
- 91% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.







