Dog Walking Windham

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

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Over 9
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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: Tonya O.
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Tonya O.
from
$17
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
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: Matthew J.
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Matthew J.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
35 reviews
13 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: Nicolette H.
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Nicolette H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
88 reviews
27 repeat clients
20 years of experience
Windham, ME, 04062

Nicolette has been enormously helpful with our energetic pup. She took him on highly engaging woods walks, leaving him happy and calm each time she brought him back. It is abundantly clear Nicolette loves and takes great care in her interactions with animals, and we feel lucky to have found her as a dog walker whom we have every intention of reaching out to for ongoing help/care of our dog.

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Joseph B.
Sitter Profile Image: Kara K.
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Kara K.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
11 reviews
5 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: Emily C.
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Emily C.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
10 reviews
4 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: Rose M.
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Rose M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
495 reviews
110 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: Katie W.
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Katie W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Cumberland, ME, 04021

Highly recommend. Katie is so sweet with our pups, understanding of their personalities and both of their specific needs. In depth description of the days events and great pictures. Do not hesitate to book.

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Jesse H.
Sitter Profile Image: Anna K.
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Anna K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
25 reviews
15 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: Bella L.
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Bella L.
from
$17
per walk
5.0 out of 5 stars
10 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: Lyndsay M.
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Lyndsay M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Gorham, ME, 04038

Lyndsay always takes such good care of Tucker! Thank you!

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Erin K.
Sitter Profile Image: Elizabeth A.
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Elizabeth A.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
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.

Sitter Profile Image: Erin Q.
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Erin Q.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Portland, ME, 04103

Erin was able to take my dog Moose for a walk last minute, and able to follow my directions to get into my place! So grateful for her help!

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Sean B.
Sitter Profile Image: Addie W.
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Addie W.
from
$25
per walk
1 repeat client
2 years of experience
Oakdale, Portland, ME, 04101

About: As a pet owner myself, I understand how important it is to find someone you can trust with your furry family members. I have both a dog and a cat, which has given me hands-on experience caring for pets with different personalities and needs. I take my dog on daily walks, so I’m comfortable handling dogs and making sure they get the exercise, attention, and care they need. I am responsible, dependable, and genuinely enjoy spending time with animals. Whether your pet needs a walk, playtime, feeding, companionship, or overnight care, I will treat them with the same love and attention that I give my own pets. I currently work part-time during the summer and am a full-time college student during the academic year, which gives me a flexible schedule and plenty of availability to care for your pets. This summer, I have ample time for walks, drop-in visits, playtime, feeding, and companionship. Whether your pet needs a quick check-in, a long walk, or extra attention while you're away, I am committed to providing reliable, caring, and attentive service for your furry family members. I follow each pet’s routine, including feeding, walks, playtime, and litter box care. I provide plenty of attention, affection, and companionship to help pets feel comfortable and secure. My goal is to maintain their normal routine while creating a safe, loving, and stress-free environment.

Sitter Profile Image: Nishat R.
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Nishat R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
153 reviews
70 repeat clients
3 years of experience
South Portland, ME, 04106

10/10 would recommend!

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Carey J.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
245 reviews
95 repeat clients
6 years of experience
Gorham, ME, 04093

Christina was awesome! Biscuit absolutely loved her. Excellent communication and detailed updates about each visit. Highly recommend her services for anyone's four legged friend! I will absolutely book with Christina for any future dog walking and any upcoming travels.

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

Renee is very responsible and caring with my dog, and my dog loves her!

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Matt D.
Sitter Profile Image: Andrea K.
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Andrea K.
from
$22
per walk
1 repeat client
6 years of experience
West End, Portland, ME, 04101

About: I’ve grown up around dogs my whole life—from Cavapoos to Corgis to Wheaten Terriors to Doodles, to Boxers! I’ve also had the pleasure of having a Goldendoodle of my own as well! My sweet pup was in an accident and required lots of specific care such as wound care and medication administration for many months. I am a very patient and dedicated pet sitter and will treat your pet like my own. I’ll keep them safe, make sure they get the attention they need, and assure that you get the updates you crave while away from your bestie. I absolutely love animals and I also know how challenging it can be to have peace of mind while maintaining your life responsibilities outside of your furry friends—I hope to have the opportunity to take that stress off of your plate! I’m currently in grad school for Speech Language Pathology (classes are online until January 2027) and work per diem at the hospital. I have two shifts per week serving at a restaurant in Portland as well, they are typically 6-8 hour shifts so if booked for an overnight, there may be a day or two that I am away for that amount of time! Otherwise, my schedule is super flexible and perfect for that mid day potty and play break! Safety is first! You tell me how you like things to go in your home and what makes your pet the most comfortable and I’ll make sure it happens! Let me know if your pet has any anxieties in public and I’ll keep in mind ways to keep them happy and calm on walkies!

Sitter Profile Image: Rachael G.
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Rachael G.
Star Sitter
from
$63
per walk
5.0 out of 5 stars
59 reviews
20 repeat clients
20 years of experience
Scarborough, ME, 04074

About: I am an animal lover who specializes in house sitting, pet enrichment, compassionate care, walks and play. All ages, 1 on 1 care. Very experienced with senior dogs and high needs situations. I am extremely communicative and love sharing photos of your furry friends. I am just like you! I have owned pets my whole life, I know how much they mean to our families and your boundaries and their health matter most to me. Happiness is everyone cared for and safe. You’ll see through my over 50 5 star reviews that I truly do care. This is not just a gig for me, this is a path I’ve chosen. I love to be outdoors and am an organized individual. It’s been a busy year and I’ve grown a beautiful clientele on Rover. I try to be as flexible as possible, my availability is always up to date but never hesitate to reach out and see if we can arrange something, I am always willing to flexible with my rates as well. I truly enjoy house sitting, leaving your place better than you found it and making your life as a pet owner simpler, with trust. Because I do not book multiple animals at once, my calendar is filling up fast. My best advice for booking is to plan far ahead and if you’re a new client, please allow time for meet and greets. My family and I have a full setup just waiting to accommodate a pup in need of a stay. We have animal beds, toys, A yard (not fenced in) with a chain run and lots of neighborhood to walk in! We also have a disabled/elderly person in the home with so much love to give to animals with a need for more affection and who can ensure someone is with your furry friend if we need to run an errand. We love a dog park or beach run if that’s what your pup is into (though I reserve field trips for more well acquainted clients), and our car is well equipped with baggies and h2o bowls to make sure any trip is safe and fun.

Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$30
per walk
5.0 out of 5 stars
5 reviews
2 years of experience
Gray, ME, 04039

About: I've always had a love for animals, and being able to care for them is something I genuinely enjoy. As someone who works in the medical field, I understand the importance of trust, attention to detail, and treating every family member with compassion—including the four-legged ones! For the past two years, I worked for a luxury dog walking and pet sitting company in Washington, D.C., where I cared for dogs and cats of all ages, breeds, personalities, and temperaments. Whether your pet is a playful puppy, a shy rescue, a reactive dog, or a sweet senior who needs a little extra patience, I'm happy to meet them where they are. Every pet is different, and I love taking the time to earn their trust and learn what makes them feel comfortable. I'm also comfortable caring for pets with medical needs. Because of my background in the medical field, I feel confident administering oral medications, eye drops, and ear medications for both dogs and cats. If your pet has a special routine or requires extra attention, you can trust that they'll be in great hands. Communication is incredibly important to me. For each visit or stay, I'll send detailed updates and plenty of photos! My goal is for you to enjoy your time away without worrying. I also have experience walking up to five dogs at once and am comfortable with everything from leash training to energetic pullers and leisurely senior strolls. No matter your pet's age, personality, or needs, I'll treat them with the same love, patience, and care that I would my own. If I'm staying in your home, I'll care for it with the same respect and attention that I would my own. I'm happy to bring in mail and packages, water plants, keep things clean and tidy, and make sure your home feels just as you left it. My goal is for you to return to a happy pet, a well-cared-for home, and complete peace of mind. I'm currently working part-time while completing my remaining prerequisite courses as I apply to Physician Assistant programs, which gives me a flexible schedule to accommodate your pet's needs. Whether your furry one needs regular walks, drop-in visits, overnight care, or a little extra attention, I'm happy to work with you to find a schedule that fits. Clear communication is important to me, and I'll always be upfront about my availability so you can feel confident your pet is receiving the care they deserve. When caring for pets in a client's home, my goal is to keep their routine as normal and stress-free as possible. I know that pets are happiest when they can stay in a familiar environment, so I take the time to learn their daily schedule, favorite activities, feeding routine, and any special instructions before you leave. I am certified through Red Cross for Cat and Dog First Aid as well. Whether we're going on walks, playing fetch, enjoying cuddle time on the couch, or simply keeping each other company, I make sure every pet receives plenty of love, attention, exercise, and enrichment based on their individual needs. If your pet requires medications or extra care, I'm comfortable following detailed medical routines and will always keep you updated. I also believe caring for your pet means caring for your home. If I'm house sitting, I'll treat your home with the same respect I would my own by keeping it clean and tidy, bringing in mail and packages, watering plants, taking out the trash if needed, and making sure everything is secure while you're away. After each visit, I'll send detailed updates and photos so you can relax knowing your pet is happy, comfortable, and in good hands. My goal is for you to come home to a happy pet, a well-cared-for home, and complete peace of mind.

Sitter Profile Image: Lisa M.
Verified Enhanced Background Check
Lisa M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
24 reviews
9 repeat clients
50 years of experience
Gorham, ME, 04038

Was wonderful with my dog! :)

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

Dog parents share their Rover experiences - Windham

1 / 1
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?

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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.

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    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

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Popular requests for dog walking - Windham

Select a filter and find qualifying sitters offering dog walking.

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 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 1,007 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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