Dog Walking Windham

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

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Over 9
pet parents in Windham have booked dog walking

Windham, 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: Matthew J.
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Matthew J.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
31 reviews
12 repeat clients
13 years of experience
Westbrook, ME, 04092

Matt was great! He was communicative from the meet and greet through a full week of 2x day walks, he always provided an update on how things were going. He was caring and patient with my dog and punctual for all walks! Thank you Matt!

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Ed O.
Sitter Profile Image: Rose M.
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Rose M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
487 reviews
109 repeat clients
30 years of experience
Westbrook, ME, 04092

Rose continues to be a great friend to our dog Indy! She arrived promptly, provided updates, and left things exactly as she found them. Thank you Rose!

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Anna T.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
240 reviews
94 repeat clients
6 years of experience
Gorham, ME, 04093

Christina has been amazing! She has been walking our dog a couple times a week for about a month now. Our dog is very anxious when he meets new people, and can occasionally be aggressive when he’s at home and it’s someone new, but he instantly warmed to Christina! He has his own quirks like hating his harness but she is incredibly patient and is willing to wait it out until he is comfortable with getting it on. She’s very responsive to messages and gives lots of updates. Plus, you can tell she really loves dogs! We are very happy with her care of our pup!

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Emily R.
Sitter Profile Image: Sophia V.
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Sophia V.
from
$18
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Windham, ME, 04062

Sophia provided a peace of mind when we were out of town. She was very communicative and our dog Nala was comfortable with her. I highly recommend booking with her !

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Briana M.
Sitter Profile Image: Bella L.
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Bella L.
from
$17
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Windham, ME, 04062

Bella was very thorough in making sure she understood my dog’s schedule and needs! She did a great job taking care of Milo and we got a detailed walk report!

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Jenna H.
Sitter Profile Image: Nicolette H.
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Nicolette H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
77 reviews
23 repeat clients
20 years of experience
Windham, ME, 04062

Nicolette is the best! I used her as my regular dog walker during my long work shifts and would highly recommend her. She took great care of my dog, always taking him on great walks. She gives the best Rover report cards with great photos and excellent communication. I’m only in Maine for a short period of time, but will definitely use her again if we are ever back in town.

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Kelsey B.
Sitter Profile Image: KELSEY H.
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KELSEY H.
from
$16
per walk
12 years of experience
Westbrook, ME, 04092

About: I have 10+ years of experience working in the pet-care industry. I have worked both full time and part time as a pet sitter/dog walker. I have familiarity with a large number of breeds and personalities. It doesn't matter if you have multiple animals in your home needing care, or just one. I am currently full time for pet sitting and/or dog walking and available days or nights, including weekends. Mornings, midday, evening, and late night. I will meet with you prior to caring for your pets to go over their routine and care so we are able to keep the same schedule while you are away. The goal is limit stress for both you and your pet during the separation.

Sitter Profile Image: Lyndsay M.
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Lyndsay M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Gorham, ME, 04038

About: Hi! I’m a lifelong animal lover with 10 years of pet sitting experience caring for all kinds of furry (and feathery!) friends. Over the years I’ve looked after dogs, cats, chickens, and rabbits, and I truly enjoy getting to know each pet’s unique personality. I’m comfortable caring for pets with special needs, including diabetic care, incontinence support, young puppies and kittens, and pets who just need a little extra patience and attention. My goal is always to keep your pets safe, happy, and relaxed while you’re away. At home, I share my life with my husband, step-daughter, our Golden Retriever, our cat, and our adorable Holland Lop rabbit, so I understand how important it is to find someone you trust with your animals. I treat every pet I care for like they’re part of my own family—with plenty of love, playtime, and snuggles. Whether your pup needs a fun walk or your cat needs quiet companionship, I’d love to help. I look forward to meeting you and your pets! I'm available for daily dog walks, cat-sitting and house-sitting, and occasional weekend or weekly boarding. Rest assured that your furry friends will get plenty of attention and snuggles while in my care. I care for your pets as if they are my own. When coming in to your home, I am respectful of privacy and boundaries and will follow the routine provided with the utmost care and love.

Sitter Profile Image: Kara K.
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Kara K.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
WESTBROOK, ME, 04092

About: I have cared for animals from dogs to horses to chickens since childhood. I have had greyhounds for the last 8 years and am familiar with their idiosyncrasies, but am happy to walk and sit dogs of all shapes and sizes. I am a teacher, so during the summer I have a flexible schedule for sitting and walks. During the school year, I can board for weekends only. My dog is used to 3 walks a day in the neighborhood and an before-bed potty break, with some trips to trails and parks to keep things interesting. I live on a quiet dead-end street. I do not have a yard, but there are lots of sidewalks for neighborhood walks on leash, and a trail in the woods within walking distance. If your dog likes car rides, we can also go for adventures on other trails. I have a friendly, 6 year old greyhound, Turtle, who gets along well with medium and large dogs, so any boarders must play well with others and be up to date on shots, including kennel cough, and parasite screenings!

Sitter Profile Image: Ella W.
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Ella W.
from
$20
per walk
5.0 out of 5 stars
25 reviews
9 repeat clients
5 years of experience
Cumberland, ME, 04021

Ella was awesome! She was very responsive, kind and also very patient with our pup who is a little nervous meeting new people. Thank you Ella!

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Katie T.
Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
30 years of experience
Raymond, ME, 04071

About: Who's a good dog? All of them. My step-dog is the love of my life, and I'm the person who talks to animals more than humans at a party. I have experience with: Dogs, cats, fish, rodents, horses, chickens, other birds, reptiles, and more. As a former field biologist, I handled a wide variety of animals and completed Institutional Animal Care and Use Committee (IACUC) training. I'm open to caring for almost any critter. Send me a message so we can discuss what your critter needs. New-ish to Rover. Previously, all my clients were by word of mouth in extreme southern Maine and New Hampshire. We recently moved, and I decided it was time to join Rover. My schedule is variable, so just message me so we can discuss what your critter needs. This summer I have lots of availability. Thank you! I am currently not taking client's pets into my own home. I am open to a variety of conditions for home visits/walks/play dates/check-ins. Just send me a message so we can discuss your set up and what your critter needs.

Sitter Profile Image: Julianne B.
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Julianne B.
from
$20
per walk
5.0 out of 5 stars
3 reviews
13 years of experience
Windham, ME, 04062

About: Mom of two little kids with my own two goldens and a ragdoll cat. I’ve been taking care of dogs since I was 14 and had my first dog of my own (usually two at a time) since I was 22. I’m extremely passionate about all animals and I’d be honored to give your pets the same loving attention as my own! Can’t wait to go for walks or drop in to break up a day alone inside. Please reach out to me 😊 I’m currently a stay at home mom but have both kids in school on Tuesdays from 8-12. Would love to give your pet a walk or attention during those hours. I take animal care very seriously. Safety on walks is the most important thing for your animal and I have tons of experience with this with all different types of harnesses and leashes.

Sitter Profile Image: Lisa M.
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Lisa M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
19 reviews
8 repeat clients
50 years of experience
Gorham, ME, 04038

Was wonderful with my dog! :)

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Marybeth N.
Sitter Profile Image: Sundy P.
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Sundy P.
from
$17
per walk
40 years of experience
Westbrook, ME, 04092

About: I’ve had dogs and cats by my side for almost my entire life, gaining hands-on experience with a wide variety of dog breeds, from small to large. Over the years, I’ve cared for puppies and kittens as young as four weeks old through senior aged. learning the unique needs of every life stage. I’ve also spent time fostering dogs, preparing them for successful adoptions by providing love, training, socialization, and medical care. This deep, lifelong experience has given me the knowledge, patience, and skills to confidently care for other people’s dogs and cats as if they were my own. I'm currently taking a break from the corprote world and looking for new adventures. This gives me plenty of time to care for your pet(s) as needed. I will happily care for your pet in a way that keeps them safe and makes you feel at ease. Meeting your pets individual needs.

Sitter Profile Image: Briana M.
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Briana M.
from
$25
per walk
8 years of experience
Windham, ME, 04062

About: I grew up on a farm where I was surrounded by large animals like cattle and horses, which gave me a deep appreciation for working with animals from a young age. My passion for animal care led me to become a veterinary technician, where I spent several years working in a large animal hospital. During this time, I gained extensive experience handling various animals, assisting in surgeries, administering medications, and providing routine care. I also have a 8 year-old German Shepherd named Nala. These experiences have strengthened my skills in animal health and care, and I truly enjoy working with animals of all sizes. Currently work part time so I have plenty of time for your pup/animal! I am very flexible and will do my best to accommodate yours and your animals needs Will love on your pet like my own ! It truly is fun to spend time with different animals and if I could have more than 1 dog I would personally!

Sitter Profile Image: Anna K.
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Anna K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
23 reviews
13 repeat clients
13 years of experience
Ocean Avenue, Portland, ME, 04103

Anna made Nahla fall in love with her in about 90 seconds. I think Anna has a presence and a command that is so comfortable around dogs, I love that she gave us notes and pictures via the Rover card, we haven't had that level of communication before.

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Kristi T.
Sitter Profile Image: Jensyn G.
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Jensyn G.
from
$25
per walk
5.0 out of 5 stars
1 review
12 years of experience
Gorham, ME, 04038

About: I am an experienced dog and cat sitter dedicated to providing exceptional care for your beloved pets. With years of experience, I offer a wide range of services including walking, bathing, and basic training. My commitment is to ensure your pets are happy, healthy, and well-cared for in your absence. Whether your furry friend needs a daily walk, a bath, or some extra training, you can trust me to treat them as if they were my own! I’m available most all of the time! I work from home, so I have the flexibility of taking care of your animal and all of their needs! I have a yard with Invisible Fence for my two very friendly doodles. I am able to use the system with your pet or keep them on a leash while I bring them into my yard. I also am able to crate your dog if I am not there and your dog is crate trained, I am happy to do so:

Sitter Profile Image: Tonya O.
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Tonya O.
from
$17
per walk
5.0 out of 5 stars
1 review
1 repeat client
38 years of experience
Far North, Standish, ME, 04084

Tonya did a great job of communicating with us , and treated Nala like her own. Book with her for a smooth and easy transition for your pet. We will definitely use her again !

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Briana M.
Sitter Profile Image: Renee R.
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Renee R.
from
$17
per walk
4.9 out of 5 stars
17 reviews
5 repeat clients
6 years of experience
Westbrook, ME, 04092

Always superb!!

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Betsy R.
Sitter Profile Image: Elizabeth A.
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Elizabeth A.
from
$17
per walk
5.0 out of 5 stars
2 reviews
23 years of experience
Windham, ME, 04062

About: I’ve taken care of animals my whole life from senior cats/dogs to kittens/puppies. I have three cats of my own and two family dogs. I treat every animal like I would my own. I’m currently on summer break from my paraprofessional position. With that, I have a lot of extra time on my hands that I would love to fill with sweet and adorable pets. I follow plans and instructions that have been provided to me meticulously and with great care. I unfortunately have two cats at home that are not fond of other pets staying over. Due to my cats preferences I will keep my cat at the clients home or outside.

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The median cost per walk for dog walking in Windham is $25

Dog parents share their Rover experiences - Windham

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5.0 out of 5 stars

Lexi is great and I will book her again! I recommend her highly AND my dog loves her! She made my husband and I feel so comfortable during a hectic week, knowing that our dog was getting walked and taken care of. She is a super fast and thorough communicator as well. Thank you Lexi!!

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Erin H.
Dog Walking
5.0 out of 5 stars

Nicolette is awesome! She did great with Bean and took her for a good romp. I really appreciated doing an intro before her first walk, and during the walk her pictures and care.

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Isa C.
Dog Walking
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  • 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

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  • 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. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Windham average 4
repeat dog walking clients

FAQs for Dog Walking - Windham

Frequently asked questions about Rover

The average cost for Dog Walking in Windham on Rover is $22.2 per walk (as of July 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 July 2026, there are 1,013 sitters on Rover offering Dog Walking across Windham. 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 Windham. 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 Windham.

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 Windham. On Rover:

  • 98% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 99% 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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