Dog Walking South Windham
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 59 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.
“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!”
“We have a pupper with fear-based aggression and it takes a patient person to care for him when we are away. Christina is always our first choice! She always does an amazing job for short or long trips and we can't recommend her highly enough.”
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!
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.
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.
About: I have been working with dogs and cats professionally since May of 2012 with my primary focus on dog walking. From puppies to seniors, I have walked and pet sat all temperaments and ages of dogs. Additionally, I have a year and a half of basic dog training experience, which also included working with reactive and anxious dogs. Being fluent in dog body language is essential! Subcutaneous injections are also a part of my skill set, as I used to have a diabetic cat that needed insulin injections twice daily as well as a client that needed Adequan injections twice a week. I am available any day of the week for walks and drop ins from about 7am - 8pm. Please don’t hesitate to reach out, I would love to hear from you I have been walking dogs and doing drop ins for cats and dogs professionally for over 13 years. I am now available full time for care in the Standish and Gorham areas. I LOVE my job! Taking care of dogs and cats was my heart’s calling and I’ve never looked back. Getting to know your furry critters and building a trusting, mutually beneficial relationship with them is my favorite thing in the world. Every dog and cat has a unique personality and I enjoy learning what works (and what doesn’t work!) for them and lovingly cater to their specific needs, likes, and dislikes. When caring for dogs in my home, they have constant supervision and are free to roam the living space. This is ideal for dogs with separation anxiety! I will do all walks, outdoor playtimes, and potty breaks on leash, as often as they need. If the dog likes, they will sleep in bed with me and my pug mix!
“Bella did an amazing job with Nala! This was her first time with Nala - and it was very appreciative how she updated how the visits were each time and pictures! Would definitely use again 😊”
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:
“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 ☺️”
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.
“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.”
“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.”
“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 !”
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.
“Andy has been walking my dog fairly regularly for over 6 months now and I can’t recommend him enough. He is always timely in his response and communicates very clearly. I would recommend him to anyone who’s looking for a loving and responsible dog walker.”
“Tiffany has done a great job with Madison! She is very responsive and checks in often. He looks forward to his walks and tlc time with her. Tiffany has been very flexible and patient with Madx especially since he has had a slight muscle injury and sometimes needs a modified walk. Would book again and again!”
The median cost per walk for dog walking in South Windham is $25
Dog parents share their Rover experiences - South Windham
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!!
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying South Windham sitters!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 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 1,009 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:
- 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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