Dog Walking South Windham

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

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Over 60
pet parents in South Windham have booked dog walking

South 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
• 40 reviews
15 repeat clients
13 years of experience
Westbrook, ME, 04092

“Matthew is great, and I already booked him again. When I come home, my dog Pilot is happy and freshly walked. It is making my surgery recovery much less stressful. I really appreciate his updates after walks!”

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Erin H.
Sitter Profile Image: Rose M.
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Rose M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 500 reviews
112 repeat clients
30 years of experience
Westbrook, ME, 04092

“Rose is outstanding. She is reliable, kind, and compassionate towards our dog. She has been walking our dog for four years; it’s been amazing and a great source of comfort to have Rose to care for our dog”

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

“Christina is reliable, communicative, and great with our dogs. We so appreciate the care she took with them and her joyful approach to puppy care! We will definitely be booking with her again.”

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

“Always superb!!”

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Betsy R.
Sitter Profile Image: Lyndsay M.
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Lyndsay M.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 29 reviews
9 repeat clients
10 years of experience
Gorham, ME, 04038

“Lyndsay was so wonderful walking our dog fisher each day for us! She sent lots of pictures and always gave us a full report. Would highly recommend!”

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Emily M.
Sitter Profile Image: Nicolette H.
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Nicolette H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 98 reviews
30 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: Tonya O.
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Tonya O.
from
$17
per walk
5.0 out of 5 stars
• 3 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: Lisa M.
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Lisa M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 25 reviews
9 repeat clients
50 years of experience
Gorham, ME, 04038

“Was wonderful with my dog! :)”

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Marybeth N.
Sitter Profile Image: Julianne B.
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Julianne B.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Windham, ME, 04062

About: Mom of two little kids with my own two goldens and two cats. 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 long day alone inside. Please reach out to me 😊 I’m currently a stay at home mom with availability during the day when my kids are at school. 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: Cade D.
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Cade D.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
3 years of experience
Gorham, ME, 04038

About: Hii!! I’m a patient, caring sitter with 3 years of experience of caring for dogs and cats of all sizes and ages. I’m skilled at giving medications, calming anxious pets, and provided the attention your furry baby needs. I’m happy to send frequent updates to keep you at ease, treating your pet with all the love and care they deserve. I am currently looking for some time to spend with pets when I am not working. I have a passion to be with animals and it brightens my day to help someone and spend time with a cute furry pet. I love to be active and create an environment that the pets can thrive and be loved. I have free time throughout the week to tend to their needs and get them out of the house or play with them to get their jitters out. For dogs, I love to play with them and go for walks or runs so they can go explore. For cats, I make sure their environment is clean and give them constant snuggles and comfort.

Sitter Profile Image: Sarah N.
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Sarah N.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Falmouth, ME, 04105

About: I currently live in Falmouth and am looking to fill my schedule a bit more doing something I love! I've been a huge dog-person since I was young and have dog-sat for dozens of pups over the years! I've done walks, helped with training, overnight-sitting, etc. From puppies to senior dogs, I'm experienced with different breeds so really have no preference to what size or aged dog I will be caring for! I’m also comfortable with different temperaments in dogs and have experience with curbing reactive behavior and building confidence. I grew up with a beagle and now have a rescue border collie mix. Overall, I just love dogs and look forward to making pup walks a part of my daily routine! If it sounds like I may be a good fit- I look forward to hearing from you! I’m currently working part-time from home, so my schedule allows for a lot of flexibility when it comes to sitting and walking! I also have availability on weekend days! I offer a safe and loving energy to all the pets I care for! I understand every dog/pet is different which will require specific needs and care catered to them. I’m comfortable with different temperaments when it comes to walking, and have a handful of experience curbing reactive behavior with my own pup and building confidence while on the leash.

Sitter Profile Image: Meghan M.
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Meghan M.
from
$35
per walk
4.8 out of 5 stars
• 23 reviews
3 repeat clients
20 years of experience
Gorham, ME, 04038

“The dogs love her! She is very attentive and sends lots of pictures”

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Nadine C.
Sitter Profile Image: Austin S.
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Austin S.
from
$15
per walk
16 years of experience
Falmouth, ME, 04105

About: I had had cats for as long as I can remember, I have also had Guinea pigs and 45 chickens at one point in time I am currently a full time student at central Maine community college so my schedule carries, but I am always available after 2pm. I have modays and Fridays free and I am available most of the day on Wednesday I have 2 cats currently and my girlfriend has 2 dogs. I make sure that all of the animals in my life get plenty of play time and attention.

Sitter Profile Image: Sarah H.
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Sarah H.
from
$25
per walk
5.0 out of 5 stars
• 17 reviews
7 repeat clients
10 years of experience
Westbrook, ME, 04092

“Sarah is great! She always sends lots of pictures and a detailed report after her walks with my dog Mango. She’s always on time, has been able to help out on short notice, and has incredible patience for Mango who can be skiddish of new people. We’re very lucky to have found Sarah ☺️”

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Valia S.
Sitter Profile Image: Irma G.
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Irma G.
from
$17
per walk
3 years of experience
Westbrook, ME, 04092

About: Animals have always been a big part of my life, and I genuinely love caring for them. I provide a safe, calm, and loving environment where pets can feel happy and secure. From energetic puppies to independent cats and senior pets needing extra attention, I treat every animal like family and make their well-being my top priority. 🐾❤️ Hey there) I’m currently working part time, so I have plenty of time to care of your pets. Flexible schedule, overnight care and walking available. Your pet’s safety and comfort are my top priorities. I provide a clean, loving, and secure environment where pets can feel at home. I follow any routines, feeding schedules, and special instructions you provide, and I’ll keep you updated with photos and messages while you’re away.

Sitter Profile Image: Aiden W.
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Aiden W.
from
$21
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Standish, ME, 04084

“Aiden was great, very punctual and he seemed to know how to handle our boisterous Lab. Would recommend him to anyone.”

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Aleena S.
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: Becca C.
Verified Enhanced Background Check
Becca C.
from
$17
per walk
30 years of experience
standish, ME, 04084

About: I grew up with dogs and cats and have had my own my entire adult life . I’ll take care of your pets as if they were my own! I work full time in the dental field, but I’m available weekends as well as Friday evenings! Please feel free to ask if you don’t see availability on the calendar and I will try to accommodate! I will abide by your wishes as to how your dog/cat is cared for. I want to make sure your pet is as comfortable as he/she can be without you home

Sitter Profile Image: Nathan G.
Verified Background Check
Nathan G.
from
$28
per walk
4.7 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Westbrook, ME, 04092

About: I moved to Maine from Vermont in 2019 and looking for new pets to sit! I've grown up with dogs my whole life - I'm definitely a dog person! I enjoy all types of dogs, big or small, the more energy the better! I can run with your dog, take them to the dog park to get some energy out, and keep them company while you're away. I'm a patient and easy-going guy, a personality that clicks well with most dogs! I've grown up with West Highland White Terriers, Rottweilers, and Labradors specifically, but I have experience with many breeds. I used to volunteer at the Greyhound Shelter in Saint Albans, VT when I went to school there! Dogs are like furry people to me with so much love to give. Anything that gets our dog outside and moving, count me in! I am easily able to incorporate pet care into my routine as I work for myself and I have a remote job, so I can make time easily! I have a small backyard space that I can bring the dogs to as well as many local dog park options a short drive away!

Sitter Profile Image: Kristy J.
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Kristy J.
from
$25
per walk
20 years of experience
Westbrook, ME, 04092

About: My mission is to provide loving, reliable care when you can’t be there. Whether your furry friend needs a mid-day walk, overnight care, or just some playtime, I’m here to keep tails wagging and ensure your peace of mind. An experienced pet sitter and walker who is passionate about animals, I offer personalized services tailored to your pet’s unique needs. Safety and comfort are my top priorities, and I treat every pet like my own. From daily walks and drop-in visits to pet sitting and feeding, loving boundaries are my specialty. Our family cat is very mellow and loves dog friends. We live in a quiet neighborhood near many walking trails. My schedule is flexible to accommodate a variety of times and dates. It’s a family experience someone is almost always home here for your pup Pet lovers provide the best care. We have a large yard, quiet neighborhood, and care for your pet the way I would care for my own.

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

Dog parents share their Rover experiences - South Windham

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5.0 out of 5 stars

Christina was a life saver for us with our cockapoo Brandy when we were on vacation. She was flexible and came earlier one day when we asked. She was patient and figured out each day what Brandy wanted from the visit. Christina also was very quick in responding when we contacted her and she communicated every day with detail about her visit with Brandy. Highly recommend. Very professional.

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Brenda M.
Dog Walking
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
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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. 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

Popular requests for dog walking - South Windham

Select a filter and find qualifying sitters offering dog walking.

Sitters in South Windham average 4
repeat dog walking clients

FAQs for Dog Walking - South Windham

Frequently asked questions about Rover

The average cost for Dog Walking in South Windham on Rover is $33.3 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 988 sitters on Rover offering Dog Walking across South 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 South 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 South 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 South Windham. On Rover:

  • 99% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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