Dog Walking Lewisboro

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

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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.

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Sitter Profile Image: John H.
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John H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

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!

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Maria & Jake S.
Sitter Profile Image: Gabriella W.
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Gabriella W.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Ridgefield, CT, 06877

Gabby is reliable, friendly, and our pup Archie loves going on walks with her!!

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Ben R.
Sitter Profile Image: Hadley L.
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Hadley L.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Wilton, CT, 06897

About: I’ve been taking care of pets since I was 11 (various animals, and breeds)! I’ve grown up with dogs and I’ve always had multiple in my home. I have experience taking care of guinea pigs, cats, dogs, fish, but specifically puppies, and senior dogs. I am a college student that’s working part-time over the summer. However, my day-to-day schedule is extremely flexible and I am at home for a majority of my workday. I have a large backyard that is fenced in, and a very mellow old lab who can either keep your pet company or be crated if needed!

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$23
per walk
5.0 out of 5 stars
45 reviews
19 repeat clients
1 year of experience
New Canaan, CT, 06840

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.

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Kim M.
Sitter Profile Image: Anna B.
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Anna B.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Downtown, Ridgefield, CT, 06877

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?

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Keith W.
Sitter Profile Image: Farva S.
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Farva S.
from
$35
per walk
4.9 out of 5 stars
118 reviews
78 repeat clients
17 years of experience
Pound Ridge, NY, 10576

Excellent and super with Bizzy!

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Vandy L.
Sitter Profile Image: Penny N.
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Penny N.
from
$18
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Norwalk, CT, 06851

So reliable and kind! Thank you 😊

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Cheryl M.
Sitter Profile Image: Natalia P.
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Natalia P.
from
$20
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
1 year of experience
North Stamford, Stamford, CT, 06903

Natalia was great. Easy communication and very nice.

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Tina P.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
108 reviews
57 repeat clients
4 years of experience
Stamford, CT, 06902

It was our first time having Hanaya help us out and she was upbeat and positive from the beginning. She cared for my two CKCS’s like they were her own. She shows a true love for dogs and her experience with them shows. I highly recommend her!

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Annie L.
Sitter Profile Image: Shannia C.
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Shannia C.
from
$17
per walk
4.4 out of 5 stars
7 reviews
3 repeat clients
1 year of experience
Norwalk, CT, 06855

About: i am a certified animal lover experienced across species. you can ensure i am truly dedicated to the care and well being of your beloved fur baby. I am available early mornings and evenings on weekdays and all day on weekends. I am transitioning in an effort to open my availability for more pets! i have a large apartment that is very safe. I have a camera in my apartment with live access directly from my phone and keep everything pet safe at all times (no plants, organized, etc). When approaching new clients, I am gentle and respectful of their spaces.

Sitter Profile Image: Emma S.
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Emma S.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
20 years of experience
Norwalk, CT, 06854

Emma has been great caring for our German Shepherd puppy! She has been consistent and reliable and provides excellent care. We've loved working with her!

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Katie K.
Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
152 reviews
37 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin was great and kept me updated. Will definitely book again in the future

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Sitter Profile Image: Mia K.
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Mia K.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Ridgefield, CT, 06810

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.

Sitter Profile Image: Patrícia C.
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Patrícia C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
88 reviews
33 repeat clients
4 years of experience
Norwalk, CT, 06854

Patricia is fantastic - loves dogs and took them on two long walks. Was reliable, sent pictures and my dogs has a great time. Definitely recommend!

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Vicky P.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
from
$20
per walk
3 repeat clients
5 years of experience
Stamford, CT, 06903

About: 🐾 Hi, I’m Campbell! 🐾 I know how important it is to find someone who cares for your pets the way you do. Whether it’s daily walks, playtime, or just keeping them company while you’re away, I bring patience, reliability, and plenty of love to every visit. I’ve worked with pets of all sizes and personalities, and I pride myself on making sure tails wag, paws stay happy, and owners feel at ease. Think of me as your pet’s new best friend (with a pocket full of treats). Right now I’m lucky enough to have a very flexible schedule, which means pet care can be my top priority. I’m currently between jobs and excited to dedicate my time full-time to caring for pets. Whether it’s weekday walks, weekend drop-ins, or last-minute needs, I have the availability (and energy!) to give your pets the attention they deserve. Your pet’s comfort and safety are always my first priority. When I’m in your home, I follow your routines closely so your pet feels secure — from feeding times to favorite toys and walking routes. I always double-check leashes, doors, and gates to keep them safe, and I’ll send plenty of updates so you never have to wonder how they’re doing. My goal is to give you peace of mind while keeping your pet happy, loved, and cared for. My home is a safe, pet-friendly space where your furry family member will feel welcome. I make sure they have a cozy, comfortable environment and lots of love and attention throughout the day. Walks, playtime, and snuggles are all part of the routine, and I keep their feeding and care schedule consistent with what they’re used to at home. I treat every pet like my own, so you can relax knowing they’re in a safe, loving environment. I have a fenced in backyard and 2 social and lovable dogs that they will become instant besties with and can keep each other company!

Sitter Profile Image: Julia C.
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Julia C.
from
$30
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Pound Ridge, NY, 10576

About: I’ve been caring for dogs for over 12 years and currently volunteer with the SPCA and with Guiding Eyes for the Blind, where I help care for and socialize dogs, including future service dogs. I’ve also worked professionally as a dog walker and sitter through WAG while living in NYC, which gave me experience handling many different breeds, temperaments, and routines. I was a dog owner myself and cared for my own dog until he passed, which deepened my understanding of how important patience, consistency, and genuine care are when it comes to pets. I’m very attentive to each dog’s individual needs, whether that means energetic walks, playtime, medication schedules, or calm companionship. I treat every dog like my own and always prioritize their comfort, safety, and happiness. I’m currently home full-time, which allows me to be very flexible and available for pet care throughout the day. I can easily accommodate morning, afternoon, and evening visits, as well as longer stays when needed. Because I’m home, I’m able to give pets plenty of attention, playtime, and consistency, and I can adjust my schedule to fit your pet’s routine. I always prioritize safety and comfort, whether I’m caring for pets in my home or in a client’s home. I closely follow instructions, routines, and any special care needs, including feeding schedules and medications. I’m attentive to behavior and environment, keep spaces clean and secure, and make sure pets feel calm and safe at all times. I treat every home and pet with respect, care, and responsibility.

Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$30
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Darien, CT, 06820

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.

Sitter Profile Image: Mary Q.
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Mary Q.
from
$27
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Cross River, NY, 10518

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.

Sitter Profile Image: Eva V.
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Eva V.
from
$25
per walk
5.0 out of 5 stars
15 reviews
7 repeat clients
4 years of experience
Bridgeport, CT, 06606

Great dog walker!

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Christine B.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
24 reviews
6 repeat clients
30 years of experience
Bedford Hills, NY, 10507

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.

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Heather A.
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The median cost per walk for dog walking in Lewisboro is $25

Dog parents share their Rover experiences - Lewisboro

1 / 1
5.0 out of 5 stars

Lana is amazing! We have two big dogs a Rottweiler and a GMS and the Rottie has so much energy! They absolutely adore her and can’t wait for her next visit. Honestly, I can’t recommend her enough especially if you have big dogs that love to play. Simply amazing!

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John M.
Dog Walking
5.0 out of 5 stars

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?

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Keith W.
Dog Walking
5.0 out of 5 stars

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 !

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Joshua F.
Dog Walking
5.0 out of 5 stars

Jennifer has been great with Millie! She’s prompt and very communicative before and after each visit.

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Cori W.
Dog Walking
5.0 out of 5 stars

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.

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Lorenne G.
Dog Walking
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Popular requests for dog walking - Lewisboro

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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 August 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 August 2026, there are 4,517 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:

  • 90% 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.

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