Dog Walking Windham
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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.
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.
“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!”
“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.”
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.
“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 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.
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.).
About: I have many years of experience caring for both dogs and cats for friends and clients. I have also fostered a dog for a span of a couple weeks. Although I don't currently have any pets of my own, I therefore have plenty of love and attention to give to every animal I care for. I enjoy keeping pets active with walks and outdoor play, spending quality time with them indoors, maintaining a clean environment, and, of course, rewarding them with treats when appropriate. I am a calm, dependable, and positive person who values routine and consistency. My goal is to make every pet feel safe, comfortable, and well cared for while you're away :) I thrive on routine and rely on my planner to stay organized. I enjoy providing animals with a consistent routine as well, while understanding that every pet has unique needs and that some require more time and attention than others. I consistently have Wednesdays and Thursdays free all day. I'm also available for early morning visits and evening appointments, allowing me to provide flexible and dependable care. Your pet's safety, happiness, and comfort are my top priorities. I understand that every dog and cat has different needs, and I adjust my care to match their energy level, preferences, and routine. When caring for pets in your home, I treat both your pets and your home with the utmost respect. I follow feeding schedules, administer medications if needed, keep water bowls full, clean up after pets, and make sure they receive plenty of exercise, playtime, companionship, and affection. I also provide regular updates and photos so you can feel confident that your pets are safe, happy, and well cared for while you're away.
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.
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!
“Thank you for taking the time for a meet & greet before we confirmed dog walking. Leo and I both appreciate the care you provide for him and the prompt responses when coordinating times for dog walks”
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.
The median cost per walk for dog walking in Windham is $25
Dog parents share their Rover experiences - 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
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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 of Dog Walking in Windham on Rover is $22 per walk as of October 2026. Most bookings cost between $21 and $34 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 989 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Windham after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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:
- 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
walkers on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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