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.
“Shae was great with my dog. Not only did she take care of him, but she really went above and beyond. She wiped my dogs paws before letting him inside when it was a rainy day. She picked up trash that got blown into my yard from a neighboring construction site. She brought my packages into my garage when I got an Amazon delivery. I would definitely book Shae again.”

“Alexis has been quick to respond, very friendly and wants the best for your pet. We’ve had a good experience with her and know that we can trust her with our puppy! She does great at communicating when we ask about the day or need to tell her something that wasn’t previously discussed.”

About: I've personally owned animals my entire life. I've raised 3 dogs in the past and currently own qthat absolutely love other animals and people! I also have 3 cats that are all extremely friendly and love new things. I currently work at an animal shelter working with dogs, cats, small mammals, birds, reptiles, and amphibians. I have experience with friendly animals, reactive animals, and shy animals. I'm very skilled at giving medications as I have to do it daily for my job. My schedule is very flexible and I'm also good in medical cases with animals. I don't have a degree in veterinary sciences, but work with strange cases daily and have a close connection with vet techs. I'm excited to open my heart to new animals! I currently work part time in the mornings and can stop in before my shift to do a check in, potty breaks, and feeding. Once I'm off in the afternoon, I can do more check-ins and walks. In the afternoons, I can stick around longer to spend more time with them. I have experience with positive reinforcement and am also okay with using dog crates if the need is there. I'm experienced with different types of harnesses and collars as well and have worked with dogs with many different allergies.
About: I've care for dogs all my life, caring from puppies to senior dogs. I was a pet bather at a pet groomers, I've washed a range of pets, from tiny to giant breeds. I'm working part time, in school to becoming a vet tech, so I can work at anytime, my work hours depends on the day, so check in with me so I can work with the booking around work I have three friendly dogs, and at clients house I will be gentle and let your dog or pet get used to my presence, I will follow every instructions that clients provide
About: I love dogs and have always had them in my home. I have previously watched and cared for my neighbor's dog and an elderly dog. I would love to be able to care for and be a pal for your animals! I am currently working part time at a doggy daycare and boarding facility but am available to care for and spend quality time with your pups! I have always had dogs in my home. Currently I have a six-year-old silver lab named Sadie Mae. Previously I have cared for and watched my neighbor's dog. I love dogs and I think that I would be a good fit for this role.
About: I have had dogs and cats in my life for as long as I can remember. In addition to my own fur family, I've watched several other's fur babies for the past 10 years. I work from home, so I'm home the majority of the time. That means your animals always get the attention they need, plus always another animal for companionship. I don't have a fenced yard, but I ALWAYS tether or take them out on a leash when at my home. I do like to give treats like kongs for added stimulation as well. I do have crates or have room for crates for sleeping or if they need alone time.
About: I have two mini goldendoodles who are my life. I've had them for over 6 years and they bring so much joy to my life! They love to play with other dogs and I'm always spoiling them. I've watched other pups before, giving them walks, spoiling them rotten. I'm very punctual and care for every dog like they're my own! Currently don’t have a full time job so I have availability all day! If you need a full sitter, they are more than happy to come to my house and spend time with my pups. I'm free after 5PM and on the weekends! I don't have a fenced in backyard but I do have two pups who can keep your baby entertained and wear them out! I give the best cuddles and love as it kills me to leave my pups with someone else so I get it! I can facetime whenever you'd like if it's an overnight stay, whatever makes you feel comfortable! :)
“Sydney took great care of our puppy while going on walks during the day. Our girl is 13 weeks old and can be stubborn sometimes but Sydney handled her great, will be rebooking, highly recommend!”

“Auden has been fantastic. We have an older dog who needs extra care and she is wonderful with him. Her communication and timeliness are outstanding. We know our little guy is in great hands.”

About: I've taken care of my own and other pets for 10-15 years. I am able to deliver medication and I've taken care of senior dogs many times as well. I'm working part time and have a flexible schedule that allows me to make almost any routine fit! I also stay very active so any animals that are active and need walking is fun for me! I can easily crate animals if needed. In a client's home, I can walk or drive animals to nearby places to allow them to exercise if preferred!
About: Hi there! My name is Grace, it’s nice to meet you! I’d love the chance to get to know you and your pet, and hope that I can help you with your pet care needs! I’ve loved any and animals my whole life, and grew up with cats of all temperaments as well as both large and small dogs. I've also been pet sitting for friends and family since I was a teenager, so I'm very comfortable caring for pets with different personalities, energy levels, and quirks! I’m also experienced with administering medications to both cats and dogs, including shots, and am comfortable with complex routines. I know that being away from their best friends can be stressful for pets, and I believe keeping their routine as consistent as possible helps them feel safe and comfortable. Whether that means sticking to feeding schedules, playtime, walks, medication, or giving them space when they need it, you can trust that I will take care of your pet as if they were my own! Not only is it my goal to make sure your pets feel cared for and loved while you're away, I also want you to have peace of mind knowing that your pets are safe and cared for! I'll keep you updated with as many photos, videos, and status updates as you like! Feel free to reach out with any questions, let’s chat! :) My work schedule is flexible, which gives me plenty of time to do drop in-visits throughout the week. I’m available for morning and evening visits on weekdays, and I have open availability on weekends for visits. I’m also available for house sitting any day of the week, including weekends. When I'm caring for pets in a client's home, I treat both their pets and their home with the same care and respect I would want for my own. I understand that trust is a big part of inviting someone into your home, so I'll keep your space clean and tidy, lock doors and windows, and make sure your pets are safe and comfortable at all times. I'll also send regular updates and photos so you can relax knowing your pets are happy and well cared for while you're away.
About: I have grown up with dogs and animals of all sizes my whole life! I currently have a family dog back at home in Illinois (cavachon, 6 years old) who I miss taking care of deeply. I am in med school here in Iowa city for the summer and have very flexible hours, weekends, and payment choices! As I mentioned earlier, I am an ultrasound student in Iowa City Monday through Friday from 8am-5pm. I have certain days off through the week / available almost every weekend! I live at a graduate student / health care worker apartment complex with a dog park and lots of grass and greenery / walking trails all around the complex! Very animal friendly buildings. I also live alone and have a lot of space!

About: I’ve interacted with all types of animals and shadowed at veterinary clinics since I was a child. In the past few years, I’ve startedi helping pet sit for friends and family for periods ranging from a couple of days to a few weeks. I work 8:30-5 M-F, but have an hour lunch everyday. I have availability and reliable transportation before and after work hours as well. I make sure to follow owner preferences and safety precautions. This can mean making sure a dog stays away from other animals during walks, or making sure there is no trash around the house that the pet could easily get into.
About: I live on a farm back home & have over a decade of animal care of all kinds! I have many farm cats and two dogs at home, as well as two cats that live with me! I have experience with dogs and cats of all ages and sizes & would love to spend time with your best friend! I would especially love to hang out with dogs as I don’t want to get my own until I can give them a fenced in yard:) My boyfriend Gabe also helps out with the pet care! I am pretty free all summer & I can give as much or as little attention as your pet requires! I’m available to do random walks throughout the day or stay full time at your residence to give 24/7 care to your pet. I would like to follow your routine as much as possible, so honestly whatever you do with your pet I will copy! It’s important to keep their routines from changing frequently!

About: Hi! I'm Jamie! I work full-time as a hairstylist, but I've always loved animals and wanted a fun way to spend more time outside while helping busy pet parents. I have experience caring for my family's dogs and have loved getting to know each of their different personalities. My parents have a small/medium-sized dog who I've watched while they've been out of town, including caring for him for a full week on my own. I also regularly spend time with my sister's two larger dogs on weekends, letting them out, playing with them, giving them lots of attention, and of course getting in plenty of cuddles! I pride myself on being dependable, communicative, and treating every pet as if they were my own. I'll always send photo updates and let you know how your pup did after every visit! I'd love the chance to meet you and your furry best friend! I work fulltime as a hairstylist, so I plan my pet care around my work schedule and only accept bookings that I can give my full attention to. I'm available for walks and drop-in visits during my available days and times, including evenings and weekends. I'm dependable and will always make sure I have enough time in my schedule to give your pup the care and attention they deserve. Your pet's safety, comfort, and individual needs are always my top priority. Before each booking, I'll ask questions about your pet's personality, routine, training, leash behavior, reactivity, triggers, and how they interact with other dogs, cats, and people. I want to understand what makes your pet comfortable and what situations I should be aware of before we head out. For walks, I'll follow your instructions regarding leashes, harnesses, and walking routines and will keep your pet supervised and secure at all times. I'll never let a dog off leash unless you've specifically asked me to and we're in an appropriate, safe area. For drop in visits, I'll follow your instructions for potty breaks, feeding, playtime, and cuddles. I'm also comfortable giving oral medications such as pills when clear instructions are provided. I'll make sure doors, gates, and other entry points are securely closed before leaving. I know every pet is different, so I don't assume that one approach works for every dog. I'll take the time to learn your pet's needs and follow the routines and boundaries you've established for them. I'll also send photos and an update after each visit so you know how your pup is doing!
About: I have had dogs and cats since I was born. My parents share the same love for animals as I do, and I think I love them more honestly! I’ve dealt with losing a pet, and adding new additions to the family. In my eyes no breed of dog or cat is superior and I would love to meet all the pets I can!! I am in school full time during the weekdays, but Fridays when I’m off of clinicals, I am more than happy to start a house sit or drop in!! On the weekends all of my services are available! I take my dogs for walks frequently. They are a bit stubborn sometimes (especially my olde english) but after we get walking they love being outside! The summer heat gets to them both though, so I would love to get outside!
About: I've had dogs of my own my whole life. I have cared for a variety of dogs such as administering to my neighbors diabetic dog to caring for my own 100 pound doberman pincher. I am also a certified nurses assistant which as taught me immense skills in caretaking and focusing on the health and wellness of others; skills in which carry over to animal caretaking!! I'm currently working part time and have a pretty flexible schedule!!! My schedule is super easy to work with and I am willing to work around your schedules as well! Your pet's safety, comfort, and happiness are always my top priorities. I understand that every dog has unique needs, so I take the time to follow each owner's instructions carefully and provide attentive, reliable care. Whether we're going for walks, playing, or relaxing at home, you can trust that your dog will be treated with the same love, patience, and respect that I would give my own.

About: I have been working with dogs since 2016. I consistently bring fosters into my home, watch friends dogs, and am always looking for the next dog to help. I have experience with dogs ranging from Great Danes to Pugs! Thank you for taking the time to look at my profile! Please message me with any questions you may have. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . I am currently working a flexible part time job and have plenty of time to help with your furbabies! Afternoon and evenings work well for me and my household but I am available as needed. I have a fenced in back yard. We have 4 dogs and a cat. I do not bring other male dogs into my home since our oldest male is a jealous guy.

About: From my own puppy starting at age 10, to my roommate’s cats in college, to my neighbors’ pets in between, I have taken care of all kinds of animals for many years. I love animals and love to help care for them in any way I can! I am living in LaGrange with a part time job that is flexible. Therefore, my pet-care schedule is very flexible as well. I am able to accommodate almost anything during the weekdays if needed! I have a car and am willing to travel to care for your pets, whether that is in-home care, walking them, or playing with them.
The median cost per walk for dog walking in Windham is $17
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 3 repeat dog walking clients
FAQs for Dog Walking - Windham
Frequently asked questions about Rover
As of September 2026, there are 555 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:
- 98% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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.

