Dog Walking Windham
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 20 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.
“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!!”
“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!”
“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.”
“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!”
About: I’ve lived with dogs my whole life, I know how important your baby is, my goal is to give your dog safe and happy visits! I am currently on summer break for college so I have a mostly open schedule! I work some days at Aroma Joes and all my other time I am free. I always greet dogs slowly by letting them sniff my hand and get used to my scent, I have walked dogs since a kid and know how to handle dogs that pull.
“Jessica was kind and compassionate with my anxious dogs, especially on a day like July 4 when it’s loud and scary for them. She did an excellent job taking care of them and making sure they were safe. She was also great about communication and confirming all details with me as well as sending a detailed report at the end so I knew exactly what was done to care for my dogs. I will absolutely be using her services again to care for my dogs. Thank you so much for taking such great care of them”
“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!!”
“Lea was wonderful. Our 2 labs are 5 and 6 yo and this was the very first time we used someone outside of our inner circle. Lea made ua feel comfortable and confident in their care. We reached out last minute On a Monday for a Thurs/Fri booking and she was able to fit us in. I wouldn’t hesitate to use her again or recommend her to anyone looking for help with their dogs.”
About: Hi! My names Krystal, I’m 21 years old and currently working at a school supporting students with special needs. During the summer, I’m looking to spend more time caring for pets through dog walking and drop-in visits. I’ve had experience caring for a variety of animals and providing drop-in care, and I’m comfortable working with pets of different ages, sizes, and personalities. My work has taught me patience, reliability, and how to stay calm in situations that require extra attention, which helps me work well with shy, energetic, or behaviorally challenging pets. I understand how important it is to know your pet is in good hands, so I always make communication a priority. I’m happy to provide updates, photos, and any additional information you’d like while you’re away. Whether your pet needs a walk, a quick check-in, playtime, feeding, or some extra attention during the day, I’d love to help. Feel free to reach out with any questions or specific requests—I’m happy to discuss your pets individual needs! I have open availability for the summer, I do walk a friends dog from July 11-31st but that should not interfere with any drop in or walking visits! During drop-in visits, I make sure your pet gets the attention and care they’re used to while you’re away. I can provide fresh food and water, potty breaks, playtime, walks, medication if needed, and plenty of affection. I always take the time to check on your pet’s overall well-being and make sure they’re comfortable and happy.
“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.”
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: I’ve grown up around dogs and currently have two at home and one with me at school, so caring for dogs has always been a big part of my daily life. I’m very active and love going on walks, playing, and spending quality time with dogs of all sizes and energy levels. I’m dependable, patient, and genuinely enjoy making pets feel happy, comfortable, and well cared for while their owners are away. Pet care fits naturally into my daily routine because I already spend a lot of time being active and caring for my own dogs. I love going on walks, staying active, and spending time with animals, so making sure pets get attention, exercise, and care is something I genuinely enjoy. I’m available for a few days from May11th-21st, and full-time any day or time from June 25th through August 4th, which gives me plenty of flexibility to provide dependable care. When caring for pets in a client’s home, I focus on keeping their routine as normal and stress-free as possible. I make sure pets feel safe, comfortable, and well cared for by following feeding schedules, giving them plenty of attention and exercise, and keeping their environment clean and secure. I also understand the importance of trust when entering someone’s home, so I’m always respectful, dependable, and communicative with updates when needed.
About: I previously worked at a doggy daycare/kennel with hundreds of dogs, each of which had varying personalities . From this experience I have gained the skill of understanding that every dog requires different wants and needs, and I have discovered a love and passion of caring for such sweet animals. I’m currently a part-time worker, and would love to spend some free time caring for some puppies! My work flexibility changes weekly, but for the time being, I’m absolutely available Mondays, Wednesdays, Thursdays and Fridays at any time! I am focused on making sure any dog I tend to is happy and sticks to a schedule they are comfortable with. It’s very important to me that I follow any instructions given, but also make sure to create a bond with the pup, as it makes the experience enjoyable for both of us. I can easily feed, take outside, give any needed medicine, and play for as long as they’d like!
“Nathan’s communication is top notch and his love of dogs is immediately evident. I was nervous about letting someone into my home to care for my dog when I had to return to the office full time, but I am very comfortable with Nathan. I highly recommend.”
About: Hey there! I’m Cris, and I offer dog sitting in a cozy, family filled home. I have kids who absolutely love dogs, so your pup will get lots of attention, playtime, and cuddles while you’re away. We treat every dog like part of the family, whether they’re playful and energetic or more on the chill side. We make sure they feel safe, loved, and right at home. We also have a shaded dog run in the backyard for outdoor time and play, and to help for a good night’s sleep. It’s important that your dog is comfortable staying in a crate for a couple of hours while I pick up or drop off my kids at school or like a grocery trip. We’d love to welcome your furry friend into our home! 🐾 Pet care is a natural part of our daily routine. With kids at home and a love for dogs, there’s always someone around for walks, playtime, and cuddles throughout the day. In our home, we have a dedicated indoor space just for the dogs, so they feel comfortable and secure. We also have a dog run outside to give them a safe place to play and get fresh air.
The median cost per walk for dog walking in Windham is $24
Dog parents share their Rover experiences - Windham
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 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
The average cost for Dog Walking in Windham on Rover is $27.75 per walk (as of July 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 July 2026, there are 7,076 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
- 96% 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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