Dog Walking Windham
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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 have taken care of my two black labs (one puppy & one senior) as well as the pets of neighbors, family, and friends. I am looking for some extra work during my seasonal breaks. For work, I am a ski lift operator in the winter and a climbing course attendant in the summer @ Bromley Mountain. I work seasonal jobs in the summer and winter months. Spring and Fall is my availability to walk, feed, play, and keep your dog engaged. I will make sure that the dog is given food, water, playtime, and attention at said times :). I will also make sure that feces is picked up.
About: Each pet has their own personality and style and I adapt to exactly what your pets need and want. If they want cuddles, they get cuddles. If they want space, they get space. It's all about the precious pets needs for me. I provide 5 star service and have a flexible schedule to meet your and your four legged friends needs! I don’t have a furry friend of my own but I love the opportunity to give a little love to all the pets I meet. Any dog big or small is awesome in my book. My aim is to make them happy and your life a bit easier! I look forward to hearing from you and getting to spend time with your wonderful pets! I currently work a 9 to 5 remote job and have plenty of flexibility to meet you and your pets needs. I can house sit or do drop ins as needed with my schedule. I am the happiest when I am around dogs and enjoy playing with them! I have been the go to dog sitter for my friends and family for over 8 years. I have access to trails in my backyard and live and work in a dog friendly area. I love meeting new friends and having fun adventures around our gorgeous town.
About: I have always loved animals as early as I can remember and I never been without a pet in my entire life. I started pet sitting when I was about eight years old. My first "job". I knew I wanted to be in the animal field as a child and so I became a veterinary technician and spent over a decade working in vet clinics (with dogs, cats, birds, and exotics). I've worked in grooming and boarding facilities and of course with pet sitting for decades now. I am skilled with scared pets, senior, and special-needs pets. Having been an animal nurse, I have a total soft spot for these special loves. I am comfortable administering medication - via SC or IM injections, SC fluids, oral, etc. I can do emergency care such as administering enemas for seizures or any needed first aid. If there is an emergency situation, there is an animal hospital in Newfane just a couple miles away. I understand the scariness of a "stranger's" care, but I will respect your relationship and follow your directions to a tee. I know that routine is a huge part of our pets' lives, and obviously you know your pet the best. I insist we do a free "meet and greet" to make sure we are both a fit with each other. I am also very comfortable with any pets, not just dogs and cats. In my vet tech career, I especially enjoyed working with snakes, iguanas, ferrets, and large birds. I would love to learn more about exotic animal husbandry and am not afraid to try. I would also enjoy taking care of farm animals. Some of my best childhood memories were taking care of the cows at my great uncle's dairy farm in Maine. I have availability every day. I currently work part-time in a local library a couple days a week, but I work only four-hour shifts, so I am still available every day. I am flexible and easy-going. I am also available all holidays.
“Allison was great with my dog Churro. It’s always nerve wracking leaving your house keys and beloved pet with a stranger! After a meet and greet, Allison agreed to walk and feed Churro while I was out of town. She was responsible, accountable and also flexible with a last minute request. Churro seemed happy and well cared for upon my return. I will be calling on Allison again in the near future for help with walking and caring for Churro!”
About: Ive been taking care of pets since high-school, from great danes to kitties! Including but not limited to great-danes, pitbulls, hounds, labs and kitties! I am good with animals of all temperaments, from timid and not sure to excited to see anything! I love all animals and would love to help with all your pet and house needs. I am currently part time and can work around your schedule as well. I already get up to take care of my hound, pitbull and kitties. I would love to help you out as well! I love animals and have experience with the animals that also make a mess. I change litter boxes and I can even clean up after the ones who can't always hold it. I feed, and give fresh water. I walk dogs and also have experience with pulling. I can also just let them out if trained to do so and hangout with them as needed!
About: I have pets my whole entire life from small animals to large. I also was in Vet Tech for a year & pet sit for a bunch of family members:) I currently work full-time at West Lebanon fit body Boot Camp. During the week I don’t go to work until 9/9:30, I also can take a lunch when needed! I leave work around 6pm. I can be flexible as needed, and sometimes can have schedule shifts. I prioritize safety, routine, and comfort in a calm, clean environment. I follow all care instructions closely, provide regular updates, and respect to your home. My goal is to create a low stress experience where your pet feel safe, comfortable and cared for at their own pace.
About: Ever since I was little, I’ve had an unwavering love for animals of all kinds. Little critters, classic house pets, muddy farm animals, and everyone in between. I like making animals feel safe and loved. I have a lot of experience caring for a variety of animals, from kittens and puppies to elder dogs and cats with medication schedules, outdoor animals like horses, goats and pigs, as well as reptiles, birds, and smaller indoor creatures. I’ve also worked as a foster for dogs with anxiety and behavioral problems who need extra training and attention. My schedule right now is extremely flexible, for the first time in a long time. I want to spend as much time as I can working and playing with animals! I have a 4 year old male dog who is highly energetic and loves to play with any animal who’ll let him. If boarding in your home, he can come with or stay home depending on what is best for your animal. Happy to cater my services to whatever is needed
About: I have pet training experience as well as walking, playing, and cuddling! I also currently work at a boarding and daycare facility! I am willing to accommodate to any special requests you may have as well! I have owned dogs for most of my life, including many very different breeds, and have worked with all age groups. I also have experience with other types of animals including many exotics! Animals are my passion and it would be amazing to be able to be around more all the time. I also have a smaller dog that gets along with others, which would be available for me to bring with me if you would like! I hope to hear from you and your fur baby soon! No animal is too big or too small for me to handle! I enjoy working with them all! Please send me a message for more information! I currently work full-time 4 days a week- which is a very easy schedule to work around. I am flexible when it comes to needing care for your babies! I live in a wonderful area that provides many different places to walk when the weather is nice and a small quiet backyard. I also have a small dog that is very comfortable with all types of animals as well.
“Samantha was wonderful with Edith and gave us great updates about their walks together. She was thorough and considerate and we will definitely rebook with her when we’re back in the area. Thank you very much, Samantha!”
About: My family and I have had cats and dogs my whole life. I cannot have pets in my apartment. But I would love to care for yours like they were my own. I’m available evenings and weekends. I Work full time. I can do overnight stays on weekends. I live in Vermont but and can go as far as Lake George. I don’t have pets. But I would be clean and respectful. I would make sure to follow any rules and guidelines to avoid any accidents. Safety is my priority above all.
About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.
The median cost per walk for dog walking in Windham is $25
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- 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.
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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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Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
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Popular requests near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 4 repeat dog walking clients
FAQs for Dog Walking - Windham
Frequently asked questions about Rover
As of July 2026, there are 161 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:
- 94% of walkers can help with special care needs
- 94% 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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