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

Over 39 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've had pets my whole life and have spent the last 30 years caring for my own, as well as the pets of family, friends, and neighbors. Pets aren't just pets—they're family! They deserve lots of love, attention, and cuddles, and that's exactly how I believe they should be treated. Now that I'm retired, I thought what better way to spend my time than doing something I truly love—being around animals and caring for them! I know leaving your pets when you go away isn't easy, and you want to know they're happy, safe, and well cared for. My goal is to give you peace of mind while making sure your pets feel comfortable and loved in their own home. I'll treat them like my own and give them plenty of attention, affection, and companionship while you're away. I'm retired, so my schedule is flexible and open! I have plenty of time to give your pets the love, attention, and care they deserve. I'm happy to work with your pets routines and do my best to keep them happy while you're away. I would love to care for your pets and keep your home safe while you're away! To make sure your pets stay happy and comfortable in their normal routine I will ask about their feeding schedules, medication needs, favorite walk times, and where they like to sleep at night. It is also good to know how they like to socialize with other dogs/cats. I will always treat your home with respect and will love keeping you connected with plenty of photos and text updates so you can travel with total peace of mind. Feel free to message me with your dates and we can set up a meet & greet and get to know you and your pets!
About: I've taken care of many family members dogs. I've fed them and walked them to the dog park. I love dogs and have a Pomeranian name Teddy. I am recently retired, and love dogs, of all breeds and sizes. I would love to take care of your dog. They could play with my Teddy! I have a Hugh porch that any dog would love to play on. I can watch them from my screen door. There are many dogs in the neighborhood.
“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!”

About: I’ve always had animals growing up and have always had an interest in taking care of animals. As soon as I was old enough family and friends have had me watch their animals. Dogs, cats, rats, bunnies, reptiles, you name it! I could not imagine having a life without animals. Currently I have two Siberian huskies, two cats, and one bunny. I’ve also had a lot of experience giving dogs and cats medication, and know all the tricks to get them to take it in a quick and easy manner. I’d like to say I’m very responsible, and will absolutely treat your animals like my own. My mornings and afternoons are typically very available, because I own an aerial studio and those classes are mainly held at night. I am a very active person so I am always looking to add more walks into my daily routine. At my home I have a fenced in yard, and two friendly, playful dogs. I do have two cats as well, but they can easily be separated. I also have two crates at my house that both of my dogs comfortable can go in when needing to be separated. At clients homes I can do anything you need me to for your pet. Treats, walks, playtime, crate time, and even snuggles.
About: I’ve been working with dogs for about 2 years now going on three next month. I do work at a doggy day care so I am with different breeds of dogs everyday and learning new things as well. I take care of 3 Samoyeds a lot of the time which are very high maintenance and a lot to take care of. I work at a doggy daycare from Sunday To Wednesday Morning so Wednesday Night-Saturday Night are the best times to walk or check in on your fur baby. As a dog walker , I walk my dogs everyday even though they have a fenced in backyard. I still think it is important for them to get some walks in through the day.
“Ann Marie is the absolute best. She’s on time, completely reliable, and wonderful with our nervous Bernese Mountain Dog. She handles a big dog who pulls with ease and sticks to his routines. She sends updates and photos every walk, and has even worked on training with him above and beyond what we asked. HIGHLY recommend!”

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!
About: I have taken care of at least two dogs growing up in my household. I am also accustom to any size dogs. Performed duties such as walking, feeding, bathing, and medications. I currently am enrolled in a fully remote undergraduate program so I’ll have plenty of time to walk, play, and care for your pets as I am home almost always. For my personal pets they are primarily indoor dogs but I do have a fenced in yard plenty of room to run and even social with my dogs or if you are comfortable with crating I can separate them as well.
About: I moved US 5 yearsago, my babies living with my family at my country. I have been taking care of a dog for about 15years and a cat for 13years. I’m currently working for 5 days a week but I can reschedule my work hours. Night care, day care and I can also be available for a few hours during the day. The site I live in has a special area for animals. I never close my room door and leave my pet outside while I sleep at night. I really miss my babies. I promise to take good care of your babies

“TJ was excellent and timely. He worked well with both Ben and Princess and they loved him. He was respectful, courteous, flexible and very helpful. I would use him again anytime, and would refer him to family or friends if they were looking for a good dog walker or sitter.”

The median cost per walk for dog walking in Windham is $25
Dog parents share their Rover experiences - Windham
Jessica is so wonderful with our one year old lab. He has a lot of energy and she does a great job both giving him exercise and helping to practice some of his manners! (Sit, place, heel) Our neighborhood is a busy place with kids, bikes and other dogs out and about. She does a great job managing our crazy boy through all of it! We highly recommend Jessica!

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.
How to book dog walking

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 of Dog Walking in Windham is $28 per walk as of November 2026. Most bookings cost between $21 and $44 per walk. On Rover, 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 November 2026, there are 6,781 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 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:
- 85% of walkers can help with special care needs
- 90% 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 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.










