Dog Walking Windham

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Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$17
per walk
5.0 out of 5 stars
• 4 reviews
6 years of experience
Mansfield, CT, 06250

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!

Sitter Profile Image: Lauren F.
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Lauren F.
from
$40
per walk
5.0 out of 5 stars
• 22 reviews
5 repeat clients
5 years of experience
Windham, CT, 06226

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.

Sitter Profile Image: Sabrina H.
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Sabrina H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 43 reviews
15 repeat clients
9 years of experience
Norwich, CT, 06360

“Sabrina came to watch my dog again for the second time and she is absolutely amazing. My dog loves her! She loves when she brings her dog along for their walks :)”

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Brittany R.
Sitter Profile Image: Sydney S.
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Sydney S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Coventry, CT, 06238

“Sydney has been great and Winnie loves seeing her! She even went out of her way to meet up prior to their first walk to meet me and my pup! Highly recommend”

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Courtney L.
Sitter Profile Image: Carley T.
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Carley T.
from
$30
per walk
5.0 out of 5 stars
• 24 reviews
4 repeat clients
8 years of experience
Windham, CT, 06280

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!

Sitter Profile Image: Aaliyah T.
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Aaliyah T.
from
$25
per walk
7 years of experience
Bozrah, CT, 06334

About: I have volunteered with a dog rescue for the last years working with a variety of different dog breeds, ages, sizes, and behavioral issues. I also have 2 years of basic obedience dog training through that rescue, especially working through behavioral issues such as fear and reactivity. I also currently work as a Doggie Daycare Attendant. I currently work part-time as a doggy daycare attendant. I have 3 of my own dogs, as well as a foster dog. My mother in law lives with my family so there is almost always someone home, especially so for potty breaks. All of my dog remain crated while unattended. Potty breaks as as frequently as needed, especially with my senior dog. I do not have a fenced in yard, but I do have long leads for outside and dogs are never left unsupervised outside.

Sitter Profile Image: Sierra S.
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Sierra S.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
14 years of experience
Chaplin, CT, 06235

About: The go-to pet sitter for friends, family, and neighbors! I have experience with kittens, puppies, aged and moody feline friends and senior dogs, and loud pups with lots of energy! I do accept some boarding and daycare requests for puppies & dogs, please note the yard is unfenced but is 2 acres and all outside time is supervised or leashed depending on needs. I run a home based business with a lot of flexibility so I'm available during weekdays from early morning, and on most weekends including holidays. I understand the importance of timing when it comes to feeding schedules and potty breaks and demonstrate punctuality that you and your pets can rely on.

Sitter Profile Image: Amanda F.
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Amanda F.
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
20 years of experience
Tolland, CT, 06084

About: Hello! My name is Amanda. I live in Tolland, CT with my husband and son. I have a lifetime of experience with animals of all kinds. Growing up I always had dogs and/or cats, as well as several other types of pets. I worked in a pet grooming salon for 6 1/2 years, and a doggy daycare for 1 year. I have also done pet walking and sitting for family and friends. I have owned and/or taken care of many different types of pets, including dogs, cats, guinea pigs, chinchillas, ferrets, rabbits, birds, hamsters, and mice. We currently have a dog, cat, guinea pig, and turtle! I take care of and love each pet as if they are my own. I am a kind, compassionate, patient person who can't wait to meet your pets! Pet care is my full time job. My schedule is flexible, I can usually always find a time to fit in a furry friend! My husband is a stay at home dad, so I don't have to worry about having to find childcare in order to work. I love, care for, and treat all animals as if they are my own. I would always make sure the pet is safe, loved, and well cared for. I live with my husband and son who are both animal lovers as well.

Sitter Profile Image: Meg S.
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Meg S.
from
$40
per walk
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
NORTH FRANKLIN, CT, 06254

About: I have cared for dogs, cats, goats, and cows for more than 20 years. I am known for spoiling pets a bit, and providing them with the attention they crave. I am available daytime and overnights! My schedule is flexible and will allow me to provide your pet with the the care and attention they deserve. I like to ensure an safe and caring environment for pets. I follow care instructions carefully and respect client's wishes. Your pet will be well-loved. My typical schedule is fairly flexible when I am not already booked, especially with advance notice. Please do not hesitate to ask me about availability! I like to be aware of how your pet usually behaves in your home, and what their typical weekday and weekend day is like. I want your pet to be as comfortable and feel that their environment is as "normal" as possible.

Sitter Profile Image: Riley E.
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Riley E.
from
$20
per walk
10 years of experience
Lebanon, CT, 06249

About: Hi! Im 24 and I live on Amston Lake and I love to walk dogs! I have a lot of free time in the mornings before work and on my days off. I am open to walking big and small dogs! Also open to walking more than one dog at a time! I have a 8 year old Shihpoo that is very dog friendly! I also have two indoor cats! Let me know if he can join on the walk with your dog! I would prefer walking dogs around the lake, but I am open to going to new neighborhoods, trails, or dog parks! I am currently working full time, I work a 5 on 2 off, 5 on 3 off schedule (evening hours) so my days off change every week. I have a lot of free time in the mornings before work and on my days off. On my days off I am available all hours! I can provide walks around the lake, nearby neighborhoods, dog parks,and hiking trails. I am open to feeding pets, letting them out to use the potty, and play time!

Sitter Profile Image: Chendra D.
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Chendra D.
from
$25
per walk
1 repeat client
1 year of experience
Killingly, CT, 06239

About: I bring a naturally calm, grounded presence into every home I enter. Pets are incredibly intuitive, and I prioritize creating a peaceful, steady environment where they feel safe and secure. Whether your dog is anxious, high-energy, or just needs consistency, I focus on maintaining a structured routine with patience and gentle guidance. My goal is for your pet to feel relaxed and comfortable, and for you to have complete peace of mind knowing they’re in stable, attentive hands. I’m currently in school and have a lot of time in between classes! I have tons of times to take care of your best friends! When pets stay in my home, their comfort and safety are my top priorities. I provide a calm, structured environment with consistent routines to help them settle in smoothly. I have a fully fenced-in yard for safe outdoor time and supervised play, and I always monitor pets while outside. If your dog is crate-trained or prefers a crate for rest, I can easily accommodate that to maintain their normal routine. My goal is to create a peaceful, secure space where your pet feels at ease while you’re away.

Sitter Profile Image: Emily M.
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Emily M.
from
$40
per walk
5.0 out of 5 stars
• 20 reviews
14 repeat clients
5 years of experience
Norwich, CT, 06360

“Emily was great! I needed someone last minute to walk my two boys and she responded right away and was very accommodating and professional! 10/10 recommend!!!”

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Stephanie D.
Sitter Profile Image: Maryssa M.
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Maryssa M.
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
8 repeat clients
21 years of experience
Bolton, CT, 06043

About: Hello pet parents and families! My name is Maryssa, I’m 30 years old and a stay at home mom with lots of free time, and a love for animals. I am new to rover, but not new to pet care. I’ve 20+ years of pet care experience, and am looking to build my pet sitting business. I have a huge passion for animals, with two mixed pit bulls at home, and a short haired tabby cat. I am skilled in dog walking (any size ☺️), strict feeding schedules, cuddles, and more. Please message me any care needs you have and I will be sure to accommodate. I cannot wait to meet and take care of your furry friend! I’m a stay at home mom and I have a lot of free time! I love spending time with my dogs, going for walks and to the dog park! In my home my animals can be crated if needed, and they are let outside on a long lead. For visits for your animal, I can provide any service needed!

Sitter Profile Image: Tara G.
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Tara G.
from
$16
per walk
3 years of experience
Oakdale, CT, 06370

About: I absolutely love going for walks and runs with dogs! Please see updated photos for some of my previous pet clients. Recently took care of a few hairless cats as well as a big dog! I’ve taken care of pets in many settings, including messier households! (Not a neat freak so messes do not bother me!) I trained my Doberman on Couch to 5k, running through all the trails in RI. I’ve taught my cat how to shuffle cards, play piano, and spin in a circle on command, and my mom’s old cat would always practice Pilates with us at 6 in the morning. Recently I dropped in for a friend’s 2 cats, even the shy one eventually warmed up to me! They required medication in their food so she left detailed, neatly handwritten notes on the table, which helped a lot! Known for my positive and caring energy as a music therapist (who works alongside a pet therapist!) and music teacher, and with a mom with a college degree in animal science, I have a passion for animals in general. She is now dating a farmer and we now have a baby cow named clover who I help take care of occasionally on Sundays. Generally I am available in the middle of the day most days of the week for one-off visits. My boyfriend is a biologist and also has a small dog who I walk frequently in the mornings and at midnight (she’s a night owl like us!) Available to do drop-ins at your home within 45 mins of Montville - please message me at least one week before your trip to solidify the booking! Please be kind, respectful, and professional in your requests - I do not take last minute visits but would love to help you out with your furry friend. Not a veterinarian, just an animal lover with a lot of compassion!! One of my favorite activities is running, I can always walk or run with your pet, or if you prefer us to lounge, I have lots of great pet-friendly shows on our nice TV. I love driving so I’m happy to drive to you if it’s further away - as I am regularly back and forth between Westerly, RI and Uncasville, CT. Outside of teaching in a formal studio, I’ve worked in client’s homes for therapy-related meetings as well as for music lessons - and believe it or not often times there are pets who love to sing along to the music! I usually stay home in the morning so I can easily take care of your pet between 7 am and 2 pm. I used to have an office job but found it too sedentary and draining; I discovered I thrive in outdoor and home environments. I’m excited to enter this new chapter and care for animals! I have a partially fenced yard so I would generally take pets out on a leash but it is a non-busy road and very safe - the lawn is freshly mowed and we have a playground your dog can weave around! I also have a cute little neighborhood that we can circle around that is far from the highway and if your pet loved car rides, we can always go to the park and get ice cream! Occasionally our neighbor’s dog likes to come over unsolicited but he is always very gentle and friendly! My cats are also used to my mom’s boyfriend’s rambunctious dogs coming in and out from time to time and we have plenty of doors and rooms in the house and baby gates if we ever needed to keep pets separate! We also have a spare pet bed if needed that was gifted to us - we always want to make sure your pet is comfortable sleeping at night!

Sitter Profile Image: Karinna B.
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Karinna B.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 418 reviews
103 repeat clients
38 years of experience
Vernon, CT, 06066

“Karinna was awesome with the dogs. Both dogs loved her and her dog that took walks with them everyday. I would highly recommend her and use her on future vacations.”

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Katelyn S.
Sitter Profile Image: Mandy B.
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Mandy B.
from
$35
per walk
4.9 out of 5 stars
• 11 reviews
1 repeat client
15 years of experience
Manchester, CT, 06042

About: I grew up with dogs my entire childhood so I am very good with dogs and knowing how to care for them. I would walk our family dog and take him to the park and I was always very excited to do so. I’m currently attending college and I care for dogs and cats as a fun job when I’m not studying. My weekends are pretty much completely open for dog sitting, walking, feeding and whatever else your dog needs. I will care for your pets with love and affection. I will make sure they are well taken care of when they are with me. Whatever you need me to do for your pet I will make sure to do. I want them to be happy and comfortable in my care. I currently go to CT state college so I am busy 4 mornings out of the week, but it’s not all morning and nights I am almost always free. Also, I am free all day Saturday and Sunday to care for your pets. I live in a house so I have a lot of room for your pets to play. And if I am in your home I am very respectful of your house, animals and belongings and will treat it with the same care as I do for my own.

Sitter Profile Image: Erika R.
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Erika R.
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
9 years of experience
East Lyme, CT, 06333

About: I have years of experience dog-sitting and cat-sitting for friends and clients, often staying at their homes to make sure pets feel comfortable and safe while their owners are away. My friends and clients trust me to care for their pets as if they were my own, and I'm committed to providing the best care possible! My schedule allows me to visit or walk your pet after work, Mondays to Thursdays (7 am or 6 pm), and anytime from Friday to Sunday. I am also available on weekends, Friday to Sunday, for house pet sitting, so your pet will have plenty of attention and care even if you're away for an extended period! With years of experience in dog-sitting and cat-sitting, I understand the importance of creating a safe, calm, and loving environment for every pet in my care. I follow a consistent routine, ensuring pets feel secure and comfortable, and I take precautions to maintain a safe space within your home. I'm committed to reliable communication, sharing updates and photos so you always know how your pet is doing. By allowing each pet to approach me at their own pace, I foster trust and a positive bond, ensuring they feel comfortable and relaxed in my presence. Your pet's safety, happiness, and well-being are always my top priorities.

Sitter Profile Image: Brianna O.
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Brianna O.
from
$55
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Norwich, CT, 06360

About: I’ve taken care of many different breeds and sizes of dogs ever since I was little! I love being around them and taking care of them!! :) Looking to take care of fur babies and give them the love they deserve. I have a pretty flexible schedule! I look forward to hearing from you :) I have a lot of experience with pets and will always make sure they have everything they need & lots of love! I’ll always do my best at keeping them safe and happy.

Sitter Profile Image: Ellah T.
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Ellah T.
from
$20
per walk
4 years of experience
Thompson, CT, 06277

About: I’ve take. care of dogs since i was about 10. It hasn’t been professional until about 4 years ago. I belive every dog/animals deserves the right to fair care and love even if they can’t speak! I currently work part time at a dog and cat boarding place. I take my job very seriously to ensure that the pets are happy! I am willing to commute to you and work with you how ever you need! if you want your dog taken out i will happily take them wherever you’d like!

Sitter Profile Image: Sissy A.
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Sissy A.
from
$40
per walk
2 repeat clients
25 years of experience
Ledyard, CT, 06339

About: Been around animals my whole life. Took classes for animals. I take care of 4 dogs now and love them all. Can’t wait to see more Plan on getting my schedule fixed so I will have more time to spend with all the animals that I will take care of soon I make sure if the client has a fenced in yard, I will be out there so I know they are safe, make sure they have fresh water as well

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The median cost per walk for dog walking in Windham is $22

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How to book dog walking

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for dog walking - Windham

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Sitters in Windham average 3
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FAQs for Dog Walking - Windham

Frequently asked questions about Rover

The average cost of Dog Walking in Windham is $12 per walk as of October 2026. Most bookings cost between $11 and $20 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 October 2026, there are 1,903 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:

  • 90% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% 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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