Dog Walking Windham
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 21 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.
“Jeanne was amazing. I had to book last minute and she was there for us. She took great care of our 3 dogs, was personable and all 3 liked her right away. Having her made vacation much less stressful I knew dogs were in good hands. I would definitely use her again and recommend to others.”
“Hannah signed on to walk our dog, Kook, on really short notice and was great! Kook immediately took to her and she was incredibly flexible with timing. Would recommend to any dog owner. Thanks Hannah!”
“Highly recommend! We use Josh for dog walks and couldn’t be happier. Our dogs LOVE Josh and so do we. He is extremely dependable, an amazing communicator, and treats our girls like their one of his own. One of our girls can be very reactive towards other dogs while on walks and Josh took the time to help with this. He was even able to include one of his dogs on a walk with our reactive pup after some training. The walk went great and we can see such a difference in our girls behavior for the better! We truly couldn’t ask for better care for our girls. 10/10!”
“I highly recommend Annie! She has been so patient and caring with Peter, taking the time to let him get comfortable and build trust at his own pace. It means so much to know he’s in such kind and capable hands. Thank you for taking such great care of him!”
About: As a mother of two huskies, I will take the upmost care to ensure your pet is well cared for! I will ensure there is special care, responsibility, and fun in every engagement with your fur baby! My schedule is very flexible, and I’m very excited to see how I can fit into your fur baby’s schedule. Whether there is rain, shine, or snow I’ll find a way to make sure your baby’s needs are met! Your fur baby will have a one-on-one walk in order to ensure quality time and maximum safety. Should your baby need extra enrichment or physical activity to get energy out, we can set that up. Or, if your baby simply needs an extra cuddle/quality time while he/she is a couch potato, we can also set that up. I can’t wait to help ensure your baby’s unique needs and desires are met!
“Jennifer is a friendly fun loving dog walker. My dog Luke looks forward to his walks with her. I am very pleased we chose Jennifer to spend a couple times a week with our new fur ball.”
“Debra has done a phenomenal job with our dog Lucy. Highly recommend to everyone!! She is very quick to respond to requests, did a great introductory meeting and is always great on walks with our pup. Thank you Debra!!”
“Carly was able to accommodate a last minute walk for our dog. She sent a report and it showed how long and where they walked, this gave me peace of mind knowing he was walked adequately. I have used rover in the past and other walkers have not used this feature. We would be happy to have Carly walk our dog again in the future.”
About: Hi, I’m Dan! I’m an insured, reliable dog walker available day, night, and weekends to make sure your pup gets the care and exercise they deserve. From small companions to big, strong breeds, I provide safe, loving walks and peace of mind for you. As a dedicated and insured dog walker, I’m here to make sure your pup gets the care, exercise, and attention they need at any hour. When you book with me, your dog’s walk is tailored to their needs — whether that’s a quick potty break, a brisk exercise session, or a relaxed neighborhood stroll. Here’s what you can expect: Personalized Walks – Adjusted to your dog’s size, age, and energy level. Photo & Update After Each Visit – So you’ll always know how your pup did. Safe Handling for All Breeds – From little companions to strong, giant breeds. Flexible Scheduling – Available mornings, evenings, late nights, and weekends. Transportation Services – Safe rides for up to 2–4 dogs (depending on size), whether to the vet, groomer, or another safe destination. Vet/Groomer Appointments – I’ll stay with your pet during the visit. Charged at an hourly rate starting when I pick up your dog and ending when I return them home.
About: Looking for someone to care for your pets as well as you do? I have 15 years of experience caring for animals ranging all different sizes, ages, and health needs. I’ve had animals my whole life from dogs, cats, horses, and exotic birds. I am the designated care giver for my friends’ and family’s pets and wanted to give Rover a try to put those skills to more use. I currently have two cats of my own and will not be accepting to board animals in my home at this time, but am more than happy to care for your furry or feathered friends in their current space and make sure they’re exercised, fed, and not missing you too much while you’re away! My rates are all negotiable, please connect with me directly for pricing questions. I look forward to befriending and caring for your pets and keeping them safe for your return home whether it be from a vacation or just from work. I currently work remotely part time during the week and have plenty of flexibility in my schedule to drive and visit your pets to care for them. Drop in visits typically take about 15-20 minutes, walking or exercising can be 1-2 hours, and sitting can be booked for multiple days. Since I will be only caring for pets in their own homes, my care is fully personalized and customizable to meet your specific needs and requirements. I am comfortable giving medication to pets and am experienced with reactive and emotionally triggered animals.
About: As a youth we always had pets either dogs or cats or at times both. I was did most of the pet care, feeding, walking, and joyfully playing and training. I love taking good care of people's pets i love when I discover their differing personalities. Alo just letting you know a tip is very much appreciated not required. As a retiree, pet care fits my weekly routine through daily walks, feeding, playtime, grooming, and vet visits, providing structure and joyful companionship like you. I ensure safe pet care at home by removing hazards, creating a calm environment, building trust with gentle handling, and offering consistent affection and supervision.
“Sam has been walking my German shepherd a couple days a week. Communication has been excellent. She always shows up on time as scheduled. My dog has been enjoying their outings and I feel at ease knowing she has experience with this breed and her e-collar we use to reinforce training when needed. Thanks Sam!!”
“Calleigh was professional snd a great communicator. She took care of my dog and made sure all of his needs were met. I 100% recommend Calliegh and look forward to hiring her again!”
The median cost per walk for dog walking in Windham is $25
Dog parents share their Rover experiences - Windham
Annie is so fabulous!! We met a little while ago and I’ve used her a handful of times but she really came through this past week. My schedule became a little discombobulated this past week with a recent death and I was looking for help with my dog. Not only was she happy to help last minute but she was prompt with her reply back! My dog loves her and I do too!! If you’re looking for someone with a good heart choose Annie 🐶💕
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 - 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 for Dog Walking in Windham on Rover is $27.75 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 6,898 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:
- 90% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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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