Dog Walkers in Winslow, ME
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winslow dog walkers

“Naomi has been wonderful to my two dogs and gave my little dog the time needed to be comfortable with her. I can not say enough about my dogs in her care I would recommend her over and over again.”


“Madison was a life saver. I’m so glad we found her. Our normally nervous dog absolutely loved her. I know she was spoiled rotten. We loved the daily updates on her walks. will definitely use her again in the future ❤️”


About: I have worked in the veterinary field for about 3 years. I went to school and became a Certified Veterinary Assistant. I am also Pet CPR Certifed. I have my own pet/house sitting business and offer feline grooming! I work full time but am able to pet sit every night, on weekends and do checks on pets during the day, sometimes multiple times a day. Your pets will get lots of play time, go on walks, and get lots of attention. I do like to relax with them and just hang out as well, depending on the pet.

“Madelyn is wonderful with my dog. He loves their time together. She follows instructions and takes professional quality photos of my pup on their walks. 🐶📷💕Her communication is always great too!”


“We just finished our first week with Kristen doing regular walks for our persnickety 11 year old poodle mix. Kristen is extremely professional and communicative. She understands dogs and went extra mile to allow our dog to feel comfortable. Would 100% recommend her services!”


About: I have had animals my entire life and love meeting new ones! I would love to help your family and meet your furry friends! T I am currently working part time so I will have plenty of time to play with your furry friends! I have a pretty flexible schedule and I am willing to work with you. I have a puppy of my own and she is the light of my life! She is full of life and I love brininging her on walks and playing with her. I would treat your furry friends as I treat my own !

About: I’ve had cats my whole life and had a golden retriever growing up. I hope to one day get another dog. I will take good care of your furry friends! I am a teacher and mornings are not generally an option but I’m free in the afternoons and evenings and on the weekends, can be flexible! I will always make sure that your pet’s environment is safe while you are away and that all food and water and toys are available! Will give them extra love free of charge!

About: I have dog sat for 2 families, cat sat for two families, reptile sat, and generally animal sat for a few families. Animals are my happy place. I strive for the animals I take care of to be entertained, fed, walked, and most importantly loved. I am currently working part-time over the summer, while looking for an English teaching position (high school preferably). I have graduated college from the University of Maine at Farmington with a bachelors in Education. I find I am passionate about the things I strive to achieve and work for. I am organized, honest, and kind. I made sure the house I am caring for is clean and safe for the animals that live there. I will always follow the rules that the client will give me. I will try my absolute best to make sure the pets safety is my top priority.

“Feli definitely seemed to enjoy Kaitlyn's visits, and we returned home to a happy puppy. Kaitlyn kept up great communication throughout our trip, providing us with great updates and photos of Feli. Happy we left Feli in such caring hands.”


About: As a lifelong dog owner, I know the importance of feeling confidence in your pet’s care while you are away – for the day or for weeks. I grew up with German Shepards, Labrador Retrievers, Weimaraners, and of course your traditional mutts. I’m comfortable with medium and large breeds with varying degrees of energy and structure needs. In adulthood I’ve dedicated myself to seniors and pups with special needs. My current pack is all neutered males - Riley (12), Vinnie (17), Gilroy (4, Cerebellar Aplasia), and Louie (4, Blind). Everyone in the pack is dog friendly and more importantly I know them well and how to navigate introducing new members. Pack management is a critical and advantageous skill I live in a single family detached home with a large fenced in yard. The dogs are allowed on the furniture. I have extra crates, cots, dog beds, and toys. With a traditional cape style, I can also keep pack members separate if needed, especially at mealtime to keep everyone safe. My home and I have been approved by three different reputable rescues in the last 3 years. I have established relationships with not only my local vet, Dirigo, but also specialists at Maine Veterinary Medical Center. I have experience with high needs behavioral and physical pups. Though I do not think taking in an aggressive dog into the pack for sitting is a good idea, I am comfortable and understand dogs with anxiety that might need some extra time or care. I have experience with dogs paralyzed in the back end, cerebellar hypoplasia (wobbly), cerebellar aplasia (no balance), hydrocephalus, blindness, senior needs, puppy needs and training. In the last year my pack has included three more pups (may two rest in peace, and one continue to live his best life with his forever mom) and so I open my home to boarding knowing that my current boys are already okay with new members. If you have any questions please reach out! I work from home five days a week. I work from home full-time and can navigate my schedule most days by the needs of the pack. Without a doubt they can go outside whenever they need. At most during the week I could leave the house from 1-3 hours. I will sometimes need to leave the house for 2-6 hours at a time especially on weekends, but can arrange any accommodation that makes your pup comfortable – free, crate, room etc. All dogs are allowed on the couch and my bed, though not all will sleep on the bed at night. I make sure to have a dog bed available for each pup in the house and have crate options too if individual space makes your pup feel more comfortable. The house is set up so that all living is on the first floor, so there are only two stairs into the home and two stairs off of the deck. During the warmer months I have a dog door for free access to the fenced in yard. However, in the winter months I maintain taking the dogs out at regular intervals. All dogs will be fed safely alone so no issues are allowed to develop. All stairs inside are blocked off either by baby gate or doors (for my blind boy). Pack management is key to safety and with lots of experience I know I can navigate it well.

“Melissa was great! She walked our two 70lb pit bulls Skye and Blue 4 days in a row. She was great communicating the times she was going to walk them and showing up on time. She sent pictures each walk with the map and distance of the walks. We would definitely hire Melissa again to walk Skye and Blue. Highly recommended!, Thank you Melissa!”


About: I’ve grown up around animals of all kinds - dogs and cats included. I love animals and wish to make a career out of providing pet care. I am pet first aid & CPR certified and I am bonded and insured. I strive to provide nothing but the best care possible! I have trained my service dog all by myself and have trained my other dog myself! I also have experience with training other dogs — I specialize in service dogs and problem behaviors in dogs! I do my best to be very flexible with scheduling. I do have occasional appointments but those can typically be worked around. I would very much appreciate having recurring customers, this also makes it easier to fit new clients into my scheduling. I have a portal system for easy scheduling and invoicing as well! I enjoy being active and I wish to work to become more active. I have a standard poodle who is my service dog. I also have a younger standard poodle that I have trained myself. I do not always bring my service dog with me, it is all dependent on how our dogs interact. Also if you would like for me to teach your dogs I would be happy to talk more!

About: I love every dog, big and small! I’m an animal lover and have been caring for pets of all shapes and sizes for as long as I can remember. I have three sweet pups of my own, and I’ll treat your dog like family. I’m available mornings and afternoons every weekday. I work part time and I have a flexible schedule, so let me know what works for you! I’m happy to care for your dog within whatever specifications you have. I typically have no issue with dogs pulling on a leash or who are particularly hyperactive.

About: I grew up with multiple large dogs, and I have been taking care of them since I was little. I can groom (no teeth or nails, just brush and bath) and walk, feed and give medication. I can train and take care of puppies, and I have experience taking care of senior dogs. I raised my Saint Bernard from a puppy, and took care of her until her death from cancer in early 2024. Now I have a Newfoundland, and not only do we go on multiple walks a day but we also work on training, and play with toys. I also have experience working with reactive dogs. Idk man. I love dogs. I love taking care of dogs. I can also recommend a really good dog trainer if you need one. I am a field hockey coach and I am also working in an internship, but other than that I am free this summer for morning and day visits. My dog Mortimer is my favorite responsibility, and I know I will love the dogs I get to meet and take care of. Mortimer and I love going for walks and playing with big squeaky toys. He is such a snuggler and enjoys looking out the window of my house or car.
Loving dog walkers in your neighborhood
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Naomi W.

“Naomi has been wonderful to my two dogs and gave my little dog the time needed to be comfortable with her. I can not say enough about my dogs in her care I would recommend her over and over again.”


Madison J.

“Madison was a life saver. I’m so glad we found her. Our normally nervous dog absolutely loved her. I know she was spoiled rotten. We loved the daily updates on her walks. will definitely use her again in the future ❤️”


Megan K.

“Megan has come in clutch for me multiple times when I have something come up last minute and need someone to walk my two huskies. I appreciate her and her services!”


Allison C.
“Allison is an awesome pet sitter! She's responsible, sends lots of pictures/text check ins (which we love!) and always leaves our house as clean as she found it. We love her laid back personality and the fact that she has experience working in a veterinary setting - plus, our animals love her :) It makes traveling so much easier knowing that our pets are being so well taken care of.”


Madelyn S.Star Sitter

“Madelyn is wonderful with my dog. He loves their time together. She follows instructions and takes professional quality photos of my pup on their walks. 🐶📷💕Her communication is always great too!”


Kelly C.

“So kind and communicative! Will definitely use her again!”


Kristen P.

“We just finished our first week with Kristen doing regular walks for our persnickety 11 year old poodle mix. Kristen is extremely professional and communicative. She understands dogs and went extra mile to allow our dog to feel comfortable. Would 100% recommend her services!”


Sarah H.

“Sarah was awesome with Arrow! He can be wary of strangers but liked Sarah right away. Definitely booking again :)”


Emma B.

“Emma was so helpful and very trustworthy. Felt very confident that my dogs were in good hands. Will definitely utilize her again.”


Tessa N.
About: I have had animals my entire life and love meeting new ones! I would love to help your family and meet your furry friends! T I am currently working part time so I will have plenty of time to play with your furry friends! I have a pretty flexible schedule and I am willing to work with you. I have a puppy of my own and she is the light of my life! She is full of life and I love brininging her on walks and playing with her. I would treat your furry friends as I treat my own !


Kayla M.
“Kayla has had pets her entire life. She is an attentive, kind, caring and patient person especially when it comes to animals. She is a responsible pet owner and regularly donates to the local animal shelters. She truly enjoys spending time playing with and enjoying the company of pets. I would highly recommend Kayla as a caregiver and pet sitter for your fur babies.”


Emilia F.
About: I have dog sat for 2 families, cat sat for two families, reptile sat, and generally animal sat for a few families. Animals are my happy place. I strive for the animals I take care of to be entertained, fed, walked, and most importantly loved. I am currently working part-time over the summer, while looking for an English teaching position (high school preferably). I have graduated college from the University of Maine at Farmington with a bachelors in Education. I find I am passionate about the things I strive to achieve and work for. I am organized, honest, and kind. I made sure the house I am caring for is clean and safe for the animals that live there. I will always follow the rules that the client will give me. I will try my absolute best to make sure the pets safety is my top priority.


Isabella P.

“Isabella was wonderful! She responded promptly and took great care of Gunner. I would absolutely use her services again!”


Kaitlyn C.

“Feli definitely seemed to enjoy Kaitlyn's visits, and we returned home to a happy puppy. Kaitlyn kept up great communication throughout our trip, providing us with great updates and photos of Feli. Happy we left Feli in such caring hands.”


Lea O.

“Lea is so awesome with my girl! She’s patient, gentle, and shows her love for animals ❤️🐾❤️”


Erin P.
“Erin is excellent with dogs of all kinds. She herself has cared for a variety of dogs with different conditions. She has watched my 70ish lb male dog several times and he's been very well cared for. He enjoys spending time in her yard and getting lots of pets from Erin. My dog (Jack) fits right in with her dogs who are all very friendly. Highly recommend!”


Melissa H.

“Melissa was great! She walked our two 70lb pit bulls Skye and Blue 4 days in a row. She was great communicating the times she was going to walk them and showing up on time. She sent pictures each walk with the map and distance of the walks. We would definitely hire Melissa again to walk Skye and Blue. Highly recommended!, Thank you Melissa!”


Haylee L.
About: I’ve grown up around animals of all kinds - dogs and cats included. I love animals and wish to make a career out of providing pet care. I am pet first aid & CPR certified and I am bonded and insured. I strive to provide nothing but the best care possible! I have trained my service dog all by myself and have trained my other dog myself! I also have experience with training other dogs — I specialize in service dogs and problem behaviors in dogs! I do my best to be very flexible with scheduling. I do have occasional appointments but those can typically be worked around. I would very much appreciate having recurring customers, this also makes it easier to fit new clients into my scheduling. I have a portal system for easy scheduling and invoicing as well! I enjoy being active and I wish to work to become more active. I have a standard poodle who is my service dog. I also have a younger standard poodle that I have trained myself. I do not always bring my service dog with me, it is all dependent on how our dogs interact. Also if you would like for me to teach your dogs I would be happy to talk more!


Sydney J.
About: I love every dog, big and small! I’m an animal lover and have been caring for pets of all shapes and sizes for as long as I can remember. I have three sweet pups of my own, and I’ll treat your dog like family. I’m available mornings and afternoons every weekday. I work part time and I have a flexible schedule, so let me know what works for you! I’m happy to care for your dog within whatever specifications you have. I typically have no issue with dogs pulling on a leash or who are particularly hyperactive.


Michaela C.
“Michaela is a dog lover. She has 3 dogs at home and often cares for them by walking, feeding, and letting them out. She is a very responsible individual who will care for your pet like it's her own!”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winslow on Rover as of Aug 2025 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, there are 120 dog walkers in Winslow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 82% of Winslow dog walkers respond in under an hour.
Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winslow.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 120 dog walkers in Winslow on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
