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

Over 8 pet parents in South Windham have booked dog walking
South 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 volunteered on and off since I was eight working with cats and dogs! I’ve always had a bond with them and I love working with them. Over covid my mom and I decided to start fostering so I was able to really get a first hand experience with having a dog live with us. All of them required different needs and TLC so I feel like I have lots of experience with working with all animals with different backgrounds. I also have a cat and a dog of my own! The last couple of pictures is Marshmallow, my high school science teacher’s pet bird that bonded with me! Now I go in every April and take care of her when he brings her in. I love all animals from walking to flying! I work part-time right now and I have availability any time Saturday and Sunday. During the week I’m available after 5:30! I get my schedule every Sunday so I can be super transparent to you about what my schedule looks like! I walk my dog 2-3 times a day. When I’m not at school I make sure to feed her at her dinner time and take her on her after dinner walks. With my cat, I make sure he’s well fed and happy and clean his litter box at least once a day. I have lots of experience with variations of personalities in cats and dogs and would treat your pet as if it was my own. To make sure your pet receives the ultimate treatment, I would want to make sure I know their needs and may ask for a list of the things he/she needs. I cant wait to look forward to meeting them!

About: My veterinary assistant experience with small and large animals sets me apart as I keep a close eye on your animal’s health and well-being. I am not easily spooked, but I want your pet to receive the best care I can give. I am not a trainer, but I am comfortable dealing with some pets with behavioral issues. I want to create the safest and most comfortable environment for your pet, your sanity and myself! I currently work four days a week and have a three day weekend. I am looking to pet sit for people who are going on a short trip or need routine weekend care. I can be flexible with week nights, but it will need to be established well in advance. I am looking to house sit in the owners residence. My cats would not be happy to have any new comers to our family. I am very punctual with breakfast and dinner time, and I am typically one to spend time wherever the pet would like to whether that be indoors or outdoors!

About: I have had the privilege of taking care of countless cats and dogs throughout my life. I am dedicated to providing the best care possible for your pet! I am currently working part time, so I have a lot of time to spend with your pet! I am free almost every day and every weekend. I have an apartment with one very friendly cat who can keep your pet company. There is a park nearby where I can take your dog for a run!

About: I am new to the Rover app but I’ve taken care of animals my entire life and have a wide range of availability! I just want to be able to help those who need their fur babies taken care of without the added stress of boarding them. I have experience with lots of different animals, sizes, diets and medicine administration. I only have one pet in my house and he’s a small 20lb dog named Koda. He LOVES other animals and even has some cat bffs! I am home most week nights and weekends so i have pretty open availability! I take my dog on long walks after work and we are always looking for more company! I do not have a fenced yard but I do have a very yard with a leash that is on a run with plenty of room to get the zoomies out! I have a spacious house and we welcome dogs on all furniture, so if you have a pet who prefers to cuddle up and sleep in bed, i’m your gal!
About: I am an animal lover through and through! I’ve been taking care of many different types of dogs and cats since as long as I can remember. I am comfortable around all dogs and cats, and I am more than willing to adapt and learn how to best care for your animal in particular. When I come to care for, play with, and walk your pet, I will dedicate my time to truly loving them. I have experience staying at owners houses to take exceptional full-time care of their pets, and I also have experience keeping pets in my home! I have practiced basic animal training such as teaching dogs and cats to sit, stay, and shake. I truly adore animals and I will enjoy every minute of caring for your fur-babies! I am currently an Elementary Education student at the University of Connecticut, but I have tons of free time to take care of pets, whether that be for drop-ins or for more personal care in my home! Currently I am available full-time and I can accept last minute bookings. While dropping in to care for your pets, I will of course be incredibly respectful of your space, going only in the rooms I am allowed and touching only the items needed to care for your animals :) To care for animals in my own apartment, I have made sure that potentially hazardous items (small items, food, plants, etc.) are all put away/placed at a height that dogs and cats cannot reach. While I do not have a fenced yard, there are several parks around my apartment where I can consistently take your dog out on long walks. In my home, animals are also allowed on beds and couches! Please let me know if your pet requires any specific accommodations or changes to the environment :)
About: My name is Jessie and I currently work a remote part-time job in education. I am located in Columbia, CT. I’m a huge dog lover and have experience with in-home pet sitting, dog walking, feeding, playing, and providing plenty of love and attention while you’re away. I’ve cared for mostly medium and large dogs, but I truly love dogs of all breeds, sizes, and personalities. I’ve also lived with several different breeds of dogs over the years, including a Pomeranian, Australian Cattle Dog, mini Schnauzer, and Lab mix, so I’m comfortable with a wide variety of temperaments and needs. I previously worked with Rover and am excited to be back! Because I work remotely, I have flexibility throughout the day and can give your pets the attention and care they deserve. I’m happy to follow any special instructions or routines that help your pet feel comfortable and at home. Please don’t hesitate to reach out with any questions or to tell me a little about your pet. I look forward to meeting you! 🐾 Since I work remotely part-time, my schedule gives me a lot of flexibility throughout the day. I’m able to work pet care into my daily routine with plenty of time for walks, drop-ins, feeding, playtime, and companionship. I enjoy having pets as part of my day and am happy to work around their usual routines and needs. I’m also able to provide more frequent check-ins and attention due to my flexible schedule. I care for pets in their own home by keeping them comfortable and sticking as closely as possible to their normal routine. I’m happy to handle walks, feeding, fresh water, playtime, medications if needed, and plenty of attention and companionship. I always follow the owner’s instructions carefully and make sure pets are safe, happy, and well cared for while they’re with me. I also understand that every pet has a different personality and needs, so I take the time to get to know them and make sure they feel comfortable. I’m respectful of clients’ homes and will leave everything clean and just as I found it.
About: I have taken care of many different kinds of dogs and cats my whole life. In my neighborhood I am the trusted pet sitter and pet walker! I work part time during my summer so I can focus on the pets I am hired to take care of. During the school year I do have some longer days so only certain days I can take care of dogs that require less than 4 hrs of alone time. I always follow the ground rules set by the owners. I do my best to make sure the pets do not get into anything that could cause them harm.
About: I love animals & have had many--from turtles & fish to cats & dogs & goats. Its such a pleasure to tend to them & just be with them. I'm super responsible & your pet will be my priority the entire time you are away. It will be such fun! Experience with older dogs & cats as well as special needs dogs & cats :) I only accept 30 minute drop-ins and walks within a 5 mile radious from my home. Over 5 mile radius requires a 45 minute or an hour walk or drop in! I have experience with senior dogs & cats. I have experience also administrating insulin to older dogs & other willing animals. I am a freelance worker which gives me ample opportunity to accommodate to your pet's and your schedule needs. I have a very flexible schedule. Since I myself have had stay-in-sitters for my pets; I know how important it is to have a truly attentive & responsible sitter in order to relax while you are away. While you are away I will ensure that your pets daily feeding, walking & companionship needs are met. WE will have such a great time together!
About: I am a reliable, responsible adult seeking to make a little extra cash. I am 26 years old and have my own means of transportation. I have 13 years of animal care experience. I have had dogs and cats since I was 3 years old. I am well versed in caring for animals both big and small, young and old. I am an animal lover and whisperer. I have also been around livestock such as horses, goats, and chickens. I would love to help you out and take care of your dog(s) or cat(s) and make sure they are happy and healthy every time I am done walking them, pet sitting them, or just making a quick stop to play with them. I tend to take animals I pet sit on walks and play with them. I will treat your animals with love and respect and like they are my own. They will be spoiled and given the extra attention, walk, or care they may need. I have references if need be. I treat every single animal that enters my care as if they were my own pet. I understand that our pets are much like family, and our babies in a way. I work full time in the nanny industry. I am pretty flexible and can stop in for afternoon, or even night visits. I love animals, and would love to take care of your 4 legged friends while you're away. I take all dogs out on a leash to ensure their safety. I make sure all animals in my care have plenty of fresh water, and food available to them. I provide daily updates on your pets while you are away, so you never have to worry about them. I am reliable, and a genuine animal lover, and will treat your 4 legged babies like my own.

About: I am an animal science student at UConn and currently ride on their equestrian team. I have trained my own two dogs while learning from a professional trainer and now I train and sell horses along with house sitting dogs and cats here and there. I am available most days to walk, run, or visit your cat or pup until I go back to college. I am currently not working another job so my schedule is open. I have a lot of experience dog and cat sitting before I came to college and during the summer. I have my own two dogs back home that are part of our family and a cat! I love spending time just chilling or playing with my dogs but we also go for runs, walks, and mountain biking together so I can fit into whatever your dog needs!
About: I’ve grown up with cats and dogs my entire life. Even through college and grad school, I had roommates with pets. Now I’m living in a rental that doesn’t allow animals, so I’m hoping to find some local pets to care for and spend time with! I’ve cared for cats and dogs of all ages and activity levels since I was young, and I enjoy taking dogs for walks any time of year! I’m a middle school teacher, so I have a pretty consistent schedule from August-June. Most days I’m able to leave work by 3, so I have all afternoon and evening to care for pets. In the summer and on breaks, I have a lot more flexibility with my schedule. I do have a small fenced in yard in case I had a client’s pet in my home, though I’d more than likely care for the pets in the client’s home. I have experience feeding, bathing, crating, giving meds, walking, and snuggling dogs of all ages and activity levels, as well as feeding and giving meds to cats.

About: I have years of animal training under my belt and have had dogs my entire life. I have currently have an old Jack Russell and a cat! They love other dogs, so it’s been fun hosting over the past 10 years! We like to go on frequent walks, hikes, swims and anything else your pup enjoys. I do have little kids in the house, so the dog must have experience with children. Please note the following; **I do not accept puppies to board in my home** ** I require a meet and greet prior to accepting any new clients!** **MUST be cat friendly- This means has been around a cat** Any pick up that is more than 45 minutes late will incur an additional late pick up fee. I currently work part time- so I am home most of the time. I can let your dog out every 2-4 hours in our yard when I am not working. Daily walks outside. I have a dog friendly cat and a pet friendly house! I have a gated dog area with an open door crate for a safe space or quiet area.

About: Hi, I’m Rae! I’m a pet-obsessed U.S. Navy veteran, professional dog groomer by trade, and lifelong animal person with hands-on experience caring for animals of all types, sizes, breeds, ages, and personalities. Growing up, I had all kinds of animals to learn from, from small pets to much larger ones. Working professionally with dogs has taught me patience, how to read body language, recognize when a dog is stressed or uncomfortable, and adjust my approach to help them feel safe. I’m comfortable with puppies, senior pets, nervous dogs, high-energy breeds, and multi-pet households. At home, I have an Australian Shepherd, a Miniature Schnauzer, and three cats of my own — and I would absolutely have more if I didn’t have a husband to keep me in check. Each of my pets has their own unique quirks and I’m very familiar with managing different personalities, routines, and energy levels. I’ll treat your pets the way I’d want someone to treat mine: with patience, attention, lots of love, and plenty of updates for you! work as a professional dog groomer, so pet care is already a big part of my everyday routine. My schedule varies throughout the week, which gives me flexibility for drop-ins, walks, and overnight care. When I’m caring for your pet, I’ll make sure their normal feeding, potty, exercise, medication, and bedtime routines are kept as consistent as possible. I’m also happy to accommodate pets who need a little more structure, extra exercise, or simply more one-on-one attention. Safety is always my first priority. As a professional groomer, I’m very comfortable reading animal body language and recognizing when a pet is nervous, overwhelmed, or needs space. In my home, I have a securely fenced yard as well as resident dogs and cats, so introductions and interactions are handled carefully rather than assuming every animal will immediately be best friends. Pets can be separated for meals, downtime, or whenever needed, and I’m comfortable using crates or pens when that is already part of their routine. In a client’s home, I’ll follow your normal routine and house rules as closely as possible so your pet can stay comfortable in their own environment.
About: I've had dogs since I was 10 and participated with their health care growing up and decided I wanted to be in the veterinary field from that point. I started pet sitting for a farm in 2017-2021. I went to school to be a veterinary assistant in 2020. I later got a job at a vet clinic in 2021 and started pet sitting for clients there on the side. I've had 4 years experience with observing animal behavior and know what to look for when a pet is feeling ill, restraint, nail trims, administering medications, injections, and treatments. I also worked for a summer at a dog boarding facility and have experience with observing play behaviors to prevent fights from breaking out in groups. I just recently quit my full-time veterinary assistant job in October 2025, due to workplace drama and still have some regular pet sitting clients from the vet clinic, but thought I'd give this a shot to widen my clientele. If you like my services, I encourage you to contact me outside of Rover! I can only take on other dog friendly dogs in my house because I have 2 myself. I'm willing to go to your house for visits if they're not dog friendly. I have an unfenced yard, so any dogs staying with me will go outside on a leash. Dogs must be crate trianed to stay at my house. My dogs stay out when I go on errands or out for the evening, but get locked up at night.
About: I have taken care of family/friends dogs for over 13 years. I have done drop in visits, over night stays and just dog walking. I have worked with all different breeds, sizes and ages! I have experience with puppies, senior pets, and dogs with different energy levels and temperaments. Whether that means reinforcing house-training and basic commands with a puppy, administering medications to a senior pet, or simply providing plenty of exercise and companionship, I tailor my care to each animal's needs. I love taking pictures of our furry friends so ill always be sure to keep you updated when im with them! I'm currently working full time but I can always do drop in visits and dog walking after work hours during the week and on weekends my availability is pretty much wide open on Saturdays and Sundays (typically when I take my own pet for adventures so if you have a busy dog who loves walks/hiking im your girl) We have an open yard, our own pup is well trained on her boundaries however for any pets not my own they stay on a 20 foot long line and walked around the property. Inside they are free to roam the house, however if needed crates are available for use. If ever unattended dogs will always be in a crate for their safety.
“Ermelinda is truly amazing. Our skittish dog warmed up to her after the very first walk. The care instructions for our dog, Bella, was a laundry list and Ermelinda followed them to the letter. Your dogs will be in great hands with her. I highly recommend her services!”

The median cost per walk for dog walking in South Windham is $22
Dog parents share their Rover experiences - South Windham
Elizabeth is great! She was very responsive, and flexible and gracious with us when there was some change in schedules. She kept us up to date when she was planning on arriving, and detailed updates about our dog Comet! She really went above and beyond with showing our dog love and care :)

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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests for dog walking - South Windham
Select a filter and find qualifying sitters offering dog walking.Sitters in South Windham average 3 repeat dog walking clients
FAQs for Dog Walking - South Windham
Frequently asked questions about Rover
The average cost for Dog Walking in South Windham on Rover is $22.2 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 1,906 sitters on Rover offering Dog Walking across South 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 South 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 South 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 South Windham. On Rover:
- 96% 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.




