Dog Walking South Windham
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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.
“Rose is great! We have used her several times to walk our pup. she is always prompt, courteous and takes her for a nice long walk. She also provides great pics and details about the walk. I would highly recommend Rose. We will continue using her for sure!”

“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!”

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.
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.
“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: I grew up on a farm, so I've had experience with a variety of animals, especially dogs! My family has always had at least one dog, all with varying sizes. I've endured it all from the ankle biters, the sweetest pitbulls and border collies, to the greatest of the danes. I'm currently a college student, so my evenings and weekends are free! Being stuck in a classroom gives me the fuel I need to go on a walk with your dog or experience (safe) zoomies with your cat. Summer time is usually great because it means more time outdoors for all of us! I'm currently unable to house your pets, but I can be with them in their favorite place- whether that be your home or on a walk!
“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.”

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.

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.
“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.”

“Mae is fantastic! She’s amazing with my 80 pound shepherd and little golden doodle. She was open to whatever routine was best for my dogs with ball playing and walks, and is a positive, helpful part of our daily routine. Highly recommend!”

About: I have grown up with pets all my life, starting at the age of 7. My family currently has three dogs (one small and two medium) that I care for regularly. I am able to walk the three on a lease comfortably and have played a large role in training them. Although I prefer dogs, I grew up with a cat that I loved and cared for. I am able to provide compassion and care to a variety of pet personalities. With years of experience caring for cats and dogs, I understand how important it is to find a sitter/ walker you can trust. Whether your pet needs playtime, a dependable routine or just company, I’m here to provide loving and reliable care. I am studying for a board exam and working part time. My part time job is flexible, allowing Sat, Sun,Mon, Wed and Fri to have open availability. I am more likely to commit to requests that are received a few days to a week prior. I care for pets in their home by meeting them where they are at; literally and personality wise. With three dogs of my own at home, I am unable to watch your pet outside of their home. In caring for your pet in their environment it helps reduce stress and attempt to maintain any form of routine they have. I am considerate of multiple personalities and consciously make an effort to accommodate the pets needs. With dogs I have watched in the past, I attempt to give them familiarity with their routine, within mine and their comfort. I walk familiar roads/paths, feed them on their schedule (if possible) and attain to any of their needs. I will use any devices/ equipment you typically use and will prioritize safety outside the home (using leases, collars, etc.).
“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 ☺️”

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.
Meet local walkers who will treat your dogs like family

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









