Dog Walking Windham

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Karissa E.
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Karissa E.
from
$15
per walk
7 years of experience
Windham, OH, 44288

About: Hi there! I have been a pet sitter since I was 14, with multi-species experience including: dogs, cats, chickens, hamsters, fish, turtles, and rabbits. I am a life long pet owner as well. I am in my 4th year of studying Animal Behavior, which feeds my interest in enrichment and proper welfare for all animals. I have experience with: • oral medication administration • pets with anxiety • grooming and nail trimming (*depends on your pet's temperament) • enrichment I am available for drop-in visits, walks, or pet-sittings. ***I do not offer boarding due to my own pet for the safety of all pets involved! I'm currently on break for the summer and have full availability during the week to stop in and take your pet for a walk or play session, or house sit for a longer period. I tend to stick to the instructions provided as to keep a normal routine for your pet. For a first time visit, I will get aquatinted with your pet and offer a treat if allowed. I will send photos of your pet when I arrive and leave to offer some peace of mind. For walks, I will take your dog on a stroll around the neighborhood so they can let out some energy and use the restroom, followed by a treat after returning home. Drop-ins are similar where the pet will be taken outside for the restroom if needed and have some playtime to let out some energy. For pet sitting jobs, I tend to ask more questions about your pet to get a better understanding of their needs as well as anything else that will need taken care of such as collecting the mail, or watering plants. No matter the species, each visit will include playing, treats, and lots of pets! When entering or leaving your home, I ensure that the key is placed in the correct spot (to prevent lockouts!) after locking to keep your pet and home safe.

Sitter Profile Image: Allison K.
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Allison K.
from
$12
per walk
4.9 out of 5 stars
19 reviews
7 repeat clients
15 years of experience
GARRETTSVILLE, OH, 44231

Allison was wonderful. She was so sweet and Lucy just loved her! She’s prompt, friendly, respectful and I’ll definitely have her help again in the future!!!

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Christine A.
Sitter Profile Image: Allison C.
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Allison C.
from
$15
per walk
19 years of experience
Leavittsburg, OH, 44430

About: I have had animals since I was 7, I've never gone a day in my life without animals of my own! I love animals so much and am happy to care for them! I work part time only 3 days a week so I will easily be able to spend plenty of time with your animals! And I cant wait to meet them! I take care of your animals in your home where they will feel comfortable, and I will spend plenty of time with them and give them lots of love (if they want it of course!)

Sitter Profile Image: Arya & Michelle N.
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Arya & Michelle N.
from
$25
per walk
4.9 out of 5 stars
253 reviews
77 repeat clients
4 years of experience
Ravenna, OH, 44266

This was my first time using Rover (and the first time having anyone outside of family care for my puppy), and I couldn’t have asked for a better experience! I have a young Doberman with a lot of energy, and Arya was patient, calm, and firm in just the right way—which is exactly what she needs. He took her on a nice long walk, and I really appreciated the videos he sent along the way. They gave me peace of mind and made the whole process so much less stressful. I would absolutely recommend him to anyone looking for someone reliable and confident with energetic dogs!

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Paige H.
Sitter Profile Image: Brittany M.
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Brittany M.
from
$20
per walk
5.0 out of 5 stars
48 reviews
8 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

Brittany was great looking after our English Mastiff. She would drop in for visits & walks. Brittany stopped by for a meet & greet and our dog took to her right away. Highly recommend!

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jimi k.
Sitter Profile Image: Brandy P.
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Brandy P.
from
$19
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
7 years of experience
Warren, OH, 44481

Brandy clearly loves dogs and mine took to her right away. I love getting the updates and photos from their walks. You do want a reliable and flexible person taking care of your dog and she is that. Highly recommend Brandy!

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Julie L.
Sitter Profile Image: Isabella B.
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Isabella B.
from
$20
per walk
7 years of experience
Newton Falls, OH, 44444

About: I absolutely love animals and caring for them! I grew up with 2 dogs and now have 2 cats a dog and an African Grey bird. I’ve been dog sitting for years. I take pride in giving pups the best vacation of their little lives🥰 During the summer I have a very open schedule which makes it easy for me to dog sit or dog walk anytime of the day. I do go on vacation a couple times but usually not for very long, I also have a part-time job at the moment which helps for a flexible schedule to help people and their pets! I am very attentive and loving towards my pets and others I have had in my care. I love being outside and playing with dogs, as well as being responsible for their needs and what the pet owner expects of me.

Sitter Profile Image: Samantha M.
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Samantha M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Ravenna, OH, 44266

About: Hey there, pet lovers! Looking for a pawsome pet sitter for your dog or cat? You've found the one! 🐾 I’ve taken care of dogs ranging from puppy to senior. I myself have 6 dogs and 4 cats & I know how important it is to have someone you trust to watch your babies while you enjoy some time away. I am the perfect match! I currently am self employed. I do door dash on the side so it will be easy to schedule in the time for your fur babies! I am all about pictures if you are comfortable! Whenever I leave my babies with someone I love getting video and photo updates. It definitely keeps my mind at ease. Those are our babies!

Sitter Profile Image: Gina P.
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Gina P.
from
$15
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Aurora, OH, 44202

About: I have experience with dogs, cats, bunnies, and birds. Some of the specialized care I have done is both dog and bunnies post spay surgery and senior dog care. I’m looking forward to meeting your fur babies! I work part time on the weekends so I am available weekday afternoons & evenings. I’m flexible with my availability and will reflect this on my profile. Both of my dogs are crate trained and behave well together. I have other animals such as bunnies, cats and even chickens! I am confident in my abilities to take care of various types of animals. I also have experience volunteering at a local animal shelter with mainly the cats there!

Sitter Profile Image: Kelli W.
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Kelli W.
from
$15
per walk
5.0 out of 5 stars
106 reviews
22 repeat clients
25 years of experience
Ravenna, OH, 44266

Kelli was reliable, flexible with our schedule, and great communication - I would recommend her!

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Kelly R.
Sitter Profile Image: lily b.
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lily b.
from
$15
per walk
5 years of experience
Warren, OH, 44481

About: I have grown up surrounded by pets and am the biggest animal lover! I have 2 cats and 2 dogs that I care for daily. It's my biggest priority to make sure my pets needs are exceeded and they are well loved and happy, and I would love to do the same for yours! I am currently working part time at a resort, so I have plenty of time to take care of your pets and provide the help you need! I can care for your pets out whichever way is most comfortable to you. Im happy to learn your routines and make your pets feel at peace when you are gone. i'm here to help whichever way works best for you!

Sitter Profile Image: Madison O.
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Madison O.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Kent, OH, 44240

Madison is very good, excellent communication! Use her, you won’t be disappointed!

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Greg S.
Sitter Profile Image: Matthew C.
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Matthew C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
163 reviews
47 repeat clients
25 years of experience
Stow, OH, 44224

I can't enough good things about Matt. He's upbeat and friendly to Truman and myself. When walking, he gets updates from friends in the neighborhood and keeps me abreast. Besides walking, he's fed my fish and did small things around the house for me. Truman loves him and I get to speak to him after his walk.

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Mike S.
Sitter Profile Image: Miranda F.
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Miranda F.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Streetsboro, OH, 44241

Miranda did a great job. She was on time and took good care of Tiki

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Kim R.
Sitter Profile Image: Luna M.
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Luna M.
from
$20
per walk
4.9 out of 5 stars
11 reviews
2 repeat clients
3 years of experience
North Jackson, OH, 44451

About: I treat every animal as if it were my own pet- with lots of love, care, and compassion. I’ve watched many many animals over the past couple years and have loved every second of it. I know how to give many types of medication to different animals as well. I am able to help out with any animal needs outside of my normal job. I always make sure they have what they need, get love, and get some energy out! I treat every animal as if it were my own. Lots of love and care go into every animal I watch/take care of. I try to make it so the animals aren’t focused on missing the owner as much. For house sitting, if possible, I always ask if my fiancé can come stay as well as I have trouble at new houses alone. I always will try to make it work if not though! He will also come with me to meet you and your fur babies for a more peace of mind if needed!

Sitter Profile Image: Riley S.
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Riley S.
from
$20
per walk
5.0 out of 5 stars
1 review
10 years of experience
Streetsboro, OH, 44241

About: I have been helping my neighbors with their pets since I was a teenager and I've had two dogs of my own since I was 5. For the past 3 years, I've been working as a professional pet sitter and house sitter. I understand the importance of giving animals the love they deserve. I also make sure to follow their potty and feeding routines to keep them comfortable and happy. You can rely on me to take great care of your pets while you're away, providing you with peace of mind. Pet care fits seamlessly into my daily and weekly routine, allowing me to provide dedicated attention to your furry companions! I love my morning walks and being able to take a pup with me is a treat for me! Pet care fits seamlessly into my schedule as I have lived with animals my whole life! It’s second nature. When I provide overnight stays at the client's home, I ensure that their pets receive attentive and comprehensive care. This includes feeding them according to their regular schedule, providing fresh water, and administering any necessary medications. I make it a priority to create a comfortable and safe environment for the pets, maintaining a clean living space and adhering to any specific instructions or routines provided by the owner. I am dedicated to giving them plenty of love, attention, and playtime to keep them happy and engaged. During drop-in visits, I focus on meeting the specific needs of the pets. This typically involves feeding them, refreshing their water, and taking them out for potty breaks. I make sure to follow any specific instructions regarding their feeding and bathroom routines, ensuring their comfort and well-being. Additionally, I am attentive to their emotional needs, offering cuddles and playtime. When it comes to dog walking, I prioritize the physical exercise and mental stimulation of the dogs. I tailor the walks to their individual energy levels and exercise requirements, providing them with an enjoyable and enriching experience. Safety is paramount, so I use appropriate leashes and ensure that the dogs are secure and under control at all times. I also pay attention to their behavior and monitor their well-being throughout the walk. Overall, my approach to pet care is personalized, attentive, and adaptable to the unique needs of each client and their beloved pets.

Sitter Profile Image: Hanna M.
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Hanna M.
from
$35
per walk
4.9 out of 5 stars
12 reviews
1 repeat client
15 years of experience
Berlin Center, OH, 44401

About: Each and every animal that I come in contact with I am respectful and calm! I love every pet like it’s my own. Each dog requires different needs and I am completely understanding and will do what it takes for the animal to be the most comfortable and relaxed it can be. I am grateful for the love animals give me and I hope that I can give them that love back. Animals are part of families and I want to provide that comfort when their families are not around! I have expierence with being around all different animals since I was very young. I have been dog sitting since I was 13 years old. I have the experience you want for your loved family member. I work at a veterinary clinic so I have experience with working with all types of breeds. Being a vet assistant I am able to provide for your pet with the knowledge and confidence it takes to take care of any pet!! I work full time at a vet clinic and love to surround myself with all types of different animals! I find comfortable and peace giving people the option to have someone love their pets as my own when they are away! Any needs that your pet may need I am more than comfortable to provide. I deal with many different species and behaviors daily at my job and would love to do whatever your pets need to be comfortable.

Sitter Profile Image: Samantha M.
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Samantha M.
from
$15
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Kent, OH, 44240

About: I can sit and board during any holiday! I am new to the site, so that is why I do not have any reviews. I try to respond in less than thirty minutes. In the evening, I usually respond within a few minutes. I walk on a daily basis personally and am used to taking dogs on walks at least a few times a day. I have worked with all different breeds and do my research on breed specifications before taking care of any animal. I have helped taken care of animals that have to receive oral and injections daily. I have taken care of all ages of animals from babies to seniors. I have owned dogs, cats, Guinea pigs, and rabbits. I currently do not own any animals, so that I can focus on your pets. I do usually send updates/pictures during the time your pet is with me, so that you know how they are doing I work as a nurse full time Monday through Friday. I started work usually no earlier than 745 am and am done no later than 5 pm. I have an hour long lunch break. I board on weekends so that I can be with your animal 24/7. I can dog sit throughout the week and dogs will receive a morning and evening walk as well as a lot of love and affection. I can do dog walking in the evening and if you live in the Fairlawn/Montrose area, I can do drop in visits between 12 pm-1 pm. I keep my availability up to date on this calendar as well. I live in a two bedroom apartment, but I live near a dog park I can take them to and can take them out every hour or two during the weekend if the board with me. I would take them on at least one walk minimum whether staying at my apartment or taking care of them at yours. The walks can vary from an half an hour to an hour or more depending on the dog and how your dog is feeling. I always ask their feeding schedule and an dietary restrictions. At my home, I have intellectual toys as well as just typical toys. If allowed, dogs and cats are more than welcome to sleep in bed with me. I allow animals on my furniture and have locks on cabinets to ensure they cannot get anything to harm them. I keep treats and food at my apartment. For walks, I have a hands free leash that goes around waist, so that way there is not a chance that the leash slips out of my hands.

Sitter Profile Image: Emily D.
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Emily D.
from
$20
per walk
10 years of experience
Streetsboro, OH, 44241

About: With over 10 years of hands-on experience in pet care, I’ve had the joy of looking after a wide variety of animals, from playful puppies and independent cats to curious rabbits. My approach is always tailored to each pet’s unique needs, ensuring they feel safe, loved, and well-cared for. Whether it’s daily walks, feeding schedules, administering medication, or simply providing companionship, I bring dedication and a genuine passion for animal welfare to every job. This extensive experience has taught me how to handle different temperaments and health requirements, making me a reliable and compassionate pet sitter for any furry friend. I am available on weekends, as well as all day Monday, and on Wednesday and Friday evenings. Willing to stay with you pets for the whole weekend or pop in on those days i’m free! There is a fenced yard at my parents' home with five dogs, and I often play ball with them outside. I also have a fenced yard at my place for my 2-year-old Mini Aussie, where we enjoy playing outdoors as well. He has two full toy baskets and bark boxes every month! He is very loved (spoiled) :)!

Sitter Profile Image: Aidan G.
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Aidan G.
from
$25
per walk
4.9 out of 5 stars
38 reviews
12 repeat clients
5 years of experience
Kent, OH, 44240

Excellent job with Eli! Thank you!

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Cal
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The median cost per walk for dog walking in Windham is $20

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Sitters in Windham average 3
repeat dog walking clients

FAQs for Dog Walking - Windham

Frequently asked questions about Rover

As of July 2026, there are 1,128 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
  • 99% can help with giving oral medications or injections
  • 99% 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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