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.”
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’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 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! :)
About: Hello, I’m Kaitlyn! I’ve grown up caring for a plethora of animals. From 10+ different cats, multiple dogs, hamsters, fish and even lizards. My family has always been expert animal lovers. I have experience with kittens, puppies, and senior babies that need extra care. It is important to me that every animal is treated with love and respect, so I can garuntee that for yours! Working part time for a flexible job, and enrolled in online school. I am able to make almost every day of the week work if needed! I have two kitties at home, a litter box for each and few twice a day. I have plenty of cat toys and activities that I can bring for other kitties I may be pet sitting. As for dogs, I am a dog sitter for a few different families already. I’m used to preparing special meals if needed as well as going for long walks and whatever the owners ask of me.
About: I’ve watched many dogs and two cats over the past 4 years usually over family friend vacations. I’ve worked with reactive dogs as well as two young puppies. I spoil my dogs and would be happy to treat your pets with just as much love! I am a part time college student so I have a TON of time to pet sit! As I prepare for dental school in the fall, I will also be free for summer work. I love staying with dogs in either an environment they are used to or my own depending on what the pet parent prefers! There is a fenced in dog park behind my apartment that is never occupied where I run around with dogs. If it is occupied, I would walk around the park nearby with lots to smell on the trail. I also love giving dog baths, so that could totally be included!
About: I began providing pet care at 13 years old, starting with friends and family before expanding through social media to serve a wide range of clients. My experience includes dog walking, drop-in visits, feeding, medication administration, enrichment, and personalized care. What began as a passion has grown into a trusted, professional pet care service. For more about my background, visit me at Jet Set Pet Care. Animal care is intentionally built into my daily and weekly routine to ensure consistency and reliability for every client. I structure my schedule around morning, midday, and evening care windows to accommodate feeding times, walks, litter maintenance, and enrichment visits. I limit bookings to maintain quality and punctuality, allowing me to provide attentive, unrushed care. Weekly planning includes route organization, client communication, and follow-ups to ensure each pet’s needs are met. Pet care is not a side task for me — it is a priority and a structured part of my routine. I tailor my care based on each pet’s routine, personality, and the specific service requested. In a client’s home, I prioritize maintaining their normal schedule to reduce stress — including feeding, fresh water, walks, litter box cleaning, medication if needed, enrichment, and plenty of affection. I closely monitor behavior, appetite, and overall well-being and provide detailed updates with photos.
“Our Teddy loves his time with Isabelle! He comes back ready for a nap! Isabelle is patient and kind. We couldn’t ask for anything more for our new rescue, as he works on training.”
About: Hi, my name is Casey. I’m from a smaller town in Iowa, and I love to travel and experience new things/activities. In my free time I enjoy gardening, scrapbooking, crafting, playing with my animals and organizing. I have experience with all types of dogs and animals. I helped my parents with their two basset hounds when they were baby’s while they worked and I always enjoyed taking my sisters dogs for walks and play time when I house sat for vacation time! Feel free to ask any questions :) I currently walk for other apps as well as Instacart! So just send your request and I’ll fit ya in I’m available all week/ end! Food/water, play time, walk, run, and or pet sitting, boarding. Check in/drop ins. Even a car ride I am available for ! Just ask me
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.
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 3 repeat dog walking clients
FAQs for Dog Walking - Windham
Frequently asked questions about Rover
As of October 2026, there are 538 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 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 , 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 , 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 .
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
- 92% 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 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 .
walkers on Rover set their own , 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.
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