Dog Walking Winslow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 5 pet parents in Winslow have booked dog walking
Winslow, 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: An experienced, reliable local sitter providing attentive, loving care for your pets. Constant updates, flexible scheduling, and active play to keep your furry family happy Flexible remote worker available all day to match your pet's routine. My adaptable schedule allows for frequent breaks, continuous attention, and constant, direct supervision 😊 Offering a safe, trustworthy environment where your pet's security always comes first. Count on continuous supervision, attention, and reliable, loving care in a comfortable space
“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 dog sat many times including friends, family or even coaches. I have 3 Labs at home so I am more than prepared for any obstacle! I am very flexible and am usually always available during the week and during the weekends! I am an Athlete but will work my schedule around any conveniences! I have a big fenced yard, when my pets are outside I am outside with them just incase something were to happen. I watch my dogs when they play to make sure they don't hurt each other.
“So thankful to Madelyn for walking and spending time with our dog today. She did great with our shy dog, letting her warm up and making her feel comfortable. It was really nice to see all the photos of our dog being cared for while we were away. We will happily use Madelyn again in the future!”
About: I’ve been taking care of pets since I was a little kid and helped my parents at my uncle’s farm. I truly love all animals and enjoy their individual personalities. I have experience dog/house sitting dating back to 2000 in the Camden area. Since we moved three years ago, I’m looking to meet new clients and help you with your furry loved one in the Waterville area. I worked in animal hospitals in my early 20s so I have a great wealth of knowledge to draw from in many areas (but not exotic pets, as none of the veterinarians I worked with were specialtists.) Currently, I'm available for sitting, dog walking, and drop in visits. I am not working outside of my home right now, so I'm quite flexible for scheduling. Any pet I take care of is treated as if they’re a member of the family. I believe in spoiling pets with love, but keeping the boundaries of the owner so as not to undo any training. Reinforcing good behavior is always a priority.
“Alex did great with my dogs! She made time for a meet and greet with them so they would feel comfortable when she came. Loved the updates and photos of their walk. I will be contacting Alex to walk them again in the future!”
“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!”
“Ashley is absolutely wonderful with my dog! She is reliable, caring, and clearly loves animals. My dog was so excited when Ashley came over our meet and greet. I feel at ease knowing my pup is in great hands. Ashley provides updates and photos, which I really appreciate. I highly recommend Ashley to anyone looking for a trustworthy and attentive dog walker!”
“Kaitlyn went above and beyond for Seth and his walk visits. She reported what Seth did on the walks, wasn't afraid to ask questions/share concerns, and also helped out with some allergy reactions he was having on his skin. We also had some flight delays and she was able to help and make sure Seth was taken care of until we returned. Great communication and loved the videos of Seth's interaction with her children. There is no doubt that Kaitlyn will be requested again (hopefully some sunny days). Thank you so much!”
About: I have experience with dogs of all ages, sizes, and temperaments—from energetic puppies to senior dogs needing extra care. ⭐ Puppy training (basic obedience, focus work, and tricks) ⭐ Senior and palliative care experience ⭐ Fostered rescue dogs through local humane societies ⭐ Experience helping to run a boarding facility ⭐ Farm-raised with lifelong horse and animal experience ⭐ Comfortable with medications and special routines ⭐ Loving, family-oriented environment with plenty of attention and cuddles My love for animals started on the farm and through 4-H, where I learned responsible animal care from an early age. My parents operated a quality Dachshund breeding program, giving me experience with puppy development and socialization. I've spent years pet sitting for friends, family, and neighbors, and I've had horses my entire life. One of my greatest privileges was caring for our beloved Labrador through her golden years, providing palliative care until she peacefully passed at 13. I understand that every pet has unique needs and deserve patience, love, and individualized care. When your pet stays with us, they won't just be watched—they'll be loved, spoiled, and welcomed as part of the family. I am a stay at home mom who loves being active. As a family we spend lots of time outside playing and enjoying what our 40 acre home has to offer. We go on two walks a day- weather permiting. Inside pets are family members who live in the house WITH us. Couch time is always available with additional beds on all different rooms if the pup prefers their own space. We have all verious types of toys including puzzle games, snuffle mats and for the heavu chewers, kongs, antlers, and bully sticks. We live away from the hectic lifestyle that most have and love it that way. I do occasionally take on a couple of families pets at the same time but do keep the pets seperated for safety purposes. If you feel youre dogs would be happier being the only visitors, let me know and we can almost always figure something out. I have a large area for dogs to run and play by themselves if they prefer or can spend time with our two friendly dogs who love to play even more.I offer crates if needed. But typically allow them run of the house and let them sleep where they are comfortable. Pets are more than welcome make themselves comfortable on the furniture or bed. Medications or speciality diets are no issue. Im always willing to discuss accommodations. Message me and we will see what will work to best make your pets the most comfortable.
About: I’ve cared for dogs and cats for years through dog walking, pet sitting, and helping care for friends’ and family members’ pets. I’m comfortable with dogs of different sizes, personalities, and energy levels, and I genuinely enjoy getting them outside, keeping them active, and giving them plenty of attention. I’m patient, attentive, and focused on making each pet feel safe and comfortable. I also have recent veterinary clinic experience, which gave me additional hands-on experience with animal handling, restraint, cleaning, and recognizing when a pet may be stressed or not feeling like themselves. My special skills include handling energetic or nervous dogs, adapting walks to each dog’s pace and personality, and giving owners dependable updates so they know their pet is happy and cared for. References available immediately. :) I’m available Monday through Friday from 8:00 AM to 4:00 PM for dog walks, drop-in visits, and pet care. I’m happy to work with your schedule and provide reliable, consistent care for your pets. I take the safety and comfort of every pet seriously and always follow their owner’s instructions and routine. I’m attentive to their behavior, surroundings, and individual needs, and I never leave a pet in an unsafe situation. When caring for pets in someone’s home, I’m respectful of their space, keep things clean and tidy, and make sure doors, gates, and pets are secure before I leave. My goal is for both pets and their owners to feel safe, comfortable, and completely at ease while they’re in my care.
“Nicole was did an incredible job taking care of Bonito. He has some reactivity so make sure his walkers are equipped to handle his needs is paramount and Nicole did a great job making sure he not only got what he needed but also had a great time. 100/10 would recommend to anyone who has a special pup!”
About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night
The median cost per walk for dog walking in Winslow is $25
Dog parents share their Rover experiences - Winslow
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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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog walking - Winslow
Select a filter and find qualifying sitters offering dog walking.Sitters in Winslow average 2 repeat dog walking clients
FAQs for Dog Walking - Winslow
Frequently asked questions about Rover
The average cost of Dog Walking in Winslow on Rover is $22 per walk as of October 2026. Most bookings cost between $22 and $22 per walk. 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 167 sitters on Rover offering Dog Walking across Winslow. 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 Winslow. 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 a map of the walking route , 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 Winslow 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 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 Winslow. On Rover:
- 100% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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 Meet & Greet .
walkers on Rover set their own cancellation policy , 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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