Dog Walking Milton

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Over 8
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Milton, 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.

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Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$26
per walk
4.9 out of 5 stars
• 70 reviews
14 repeat clients
10 years of experience
Janesville, WI, 53546

“Overall a great person. Very easy to work with, easy to reach, fast reaponses, punctual... Took care of our dogs by giving them walks while we were on vacation. The pups loved Allison. Thank you for everything!!”

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Dillon D.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 107 reviews
26 repeat clients
15 years of experience
Edgerton, WI, 53534

About: For over five years on Rover, I’ve cared for pets of all ages through overnight stays, holiday house‑sitting, and consistent drop‑ins for puppies and adult pets while their owners are at work or away for short and long trips. I also have experience with senior pets from my time volunteering with Young At Heart Senior Pet Adoptions, which gave me a deep appreciation for the extra patience and comfort older animals need. Over the years, I’ve supported many families by keeping their pets safe, relaxed, and well‑loved — whether that means maintaining routines, staying overnight, or providing reliable daytime check‑ins. I have years of experience caring for dogs and cats of many breeds, providing them with the right exercise, attention, and affection. Whether it's daily walks, giving medications, or feeding, I am committed to ensuring your pets stay happy, healthy, and comfortable while you're away. I have boarded, done drop-in's and house sat for many different clients in Edgerton, Stoughton, and Janesville. Please refer to my reviews and reach out with any questions :) I have lots of flexibility to watch your pups and kitties! Please let me know what you are looking for from a sitter and I will try to accommodate. All days of the week and times are open! Your fury friends aren't just your pets, they are family! Since I work remotely, they always will always have eyes on them and lots of love given. Please let me know if you have any safety concerns.

Sitter Profile Image: Kaitlyn R.
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Kaitlyn R.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Fort Atkinson, WI, 53538

About: I’ve worked with animals professionally for 3+ years, I started out working at an animal shelter and I am now working as a veterinary assistant. I’m currently in school to become a veterinary technician! Friends and family have relied on me for many years to walk, feed, play and just hangout with their pets! I love all animals big and small! I am currently in college and working part time but I have extra time to take care of your fur babies! I have lots of spare time within my weekly schedule! I can easily make accommodation's for any of my clients homes and pets and any of their needs! Whether it’s just stopping in for a potty break, a meal time or a walk!

Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 17 reviews
2 repeat clients
14 years of experience
whitewater, WI, 53190

“Hayley did a great job with Moose. She was very attentive to his needs and I could tell he was happy and well exercised when I got home. Thank you, Hayley!!”

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Jessica S.
Sitter Profile Image: Dawnlea W.
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Dawnlea W.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Janesville, WI, 53546

About: I’ve grown up with pets my entire life, cats and dogs. I have experience with all age ranges of pets. I enjoy taking care of mine and my family members pets! I often watch my parents 2 year old energetic boxer mix, as well as 3 cats, one who has heart failure. I also love spending time with my sisters 5 year old mini doxie. I’m comfortable cleaning up messes, cleaning litter boxes and providing basic medical needs. I look forward to meeting the furry important members of your family and providing the best care I can! I have an open availability for Monday-Friday from 6am-3pm. I’m available for longer walks if needed or short in and out trips. I take my parents dog Willie on walks around local parks, he’s a very energetic dog and likes to pull. So I take it one step at a time with him and give him ample time to soak in all the enrichment of the environment around us.

Sitter Profile Image: Michelle W.
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Michelle W.
from
$22
per walk
5.0 out of 5 stars
• 2 reviews
20 years of experience
Beloit, WI, 53511

About: Animals have been part of my life for as long as I can remember, and I understand that every pet has a unique personality, routine, and comfort level. I have experience caring for both dogs and cats, with a special appreciation for senior pets and those who need extra patience or consistency. One of the most meaningful experiences I've had was adopting a 12-year-old cat that developed chronic kidney disease (CKD). I cared for her through nearly four years of treatment, managing medications, hydration, appetite, weight, and daily routines until she passed away just shy of her 16th birthday. That experience taught me the importance of careful observation, consistency, and recognizing subtle changes in behavior that can indicate something isn't right. I also have experience caring for a Yorkshire Terrier and understand the unique needs of toy breeds, including their size, energy, and safety considerations. Several family members and friends have larger dogs that I take on walks and care for when they're away. Professionally, my background is in consulting and project management, which has made me highly organized, dependable, and detail-oriented. I follow instructions carefully, communicate proactively, and believe pet owners deserve regular updates and photos so they can enjoy their time away with confidence. My goal is always to care for your pets the way I would want someone to care for my own. Pet sitting fits well into my schedule, allowing me to provide reliable, attentive care while maintaining flexibility. I currently offer overnight house sitting, typically from approximately 7:00 p.m. until 7:00 a.m., when many pets appreciate the comfort of having someone with them overnight. During the day, I may have other work or personal commitments depending on the booking, but I always communicate my schedule in advance so expectations are clear. I strive to keep pets on their normal routines for meals, potty breaks, playtime, medications, and companionship while respecting the schedule that works best for each household. I understand how important consistency is for animals, especially seniors or pets with medical needs, and I do my best to minimize disruptions to their daily routine. I am able to pick up your animal and drop them off for an additional fee ($10 / day). When caring for pets in a client's home, my priority is maintaining the environment and routines they already know. I carefully follow your instructions for feeding, medications, walks, exercise, household rules, and any special care your pet requires. I take time to build trust with each animal, allowing shy or anxious pets to become comfortable at their own pace. Safety is extremely important to me. I pay close attention during walks, keep doors and gates secure, monitor pets for changes in behavior or health, and never hesitate to contact an owner if I have a question or concern. I also treat every home with the same respect I would expect someone to show mine, keeping it clean, secure, and well cared for during your absence. Communication is a key part of my service. You can expect regular updates and photos so you know how your pets are doing and can have peace of mind while you're away.

Sitter Profile Image: Casie C.
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Casie C.
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
8 years of experience
Delavan, WI, 53115

“Cassie was responsive and professional. We used her twice!”

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Lyndsey D.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 50 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!”

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Rachael D.
Sitter Profile Image: Diana K.
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Diana K.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Machesney park, IL, 61115

About: I have had animals.my whole life. I have been a dog owner for the last 15 years and love them. I hope to be able to care for your fur baby like I do my own. I understand your pet is a valued member of your household and needs to be treated with care and love. I will pet and play with your pet. I will feed them and give them the love they need while you are away. I will take them on walks. I love dogs and the energy they bring. My dogs are like my children and can only imagine what your dog or dogs means to you. I hope you will allow me to be a great friend to your fur baby. I am currently on a leave from work so I am currently available pretty much anytime you need me. I am available for daily letting outs or pet sitting for the holidays I would love to come to your home where your fur babies live and play with them in their own environment causing less stress on your baby or babies

Sitter Profile Image: Skyler B.
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Skyler B.
from
$25
per walk
10 years of experience
Wind Lake, WI, 53185

About: Growing up I had a dog and cat so already have experience plus I have dog sat for numerous of my parents friends and have always gotten good feedback from them. I am currently taking a semester off from college to work and save money I work at a daycare part time and am looking for extra ways to make money! I cannot do it at my home due to staying with family but being at your home the pets already know the environment and won’t need to learn anything and will be comfortable in a place they know.

Sitter Profile Image: Brenna S.
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Brenna S.
from
$16
per walk
20 years of experience
waukesha, WI, 53189

About: ive taken care of dogs since i was just a little girl and love being around all sorts of animals and also kids as well:) i am available at any time during the day/weekends for taking care of pets weather if its dogs or cats or both. i adore any type:) i have a fenced in huge yard and a 6 year old well taken care of spoiled red lab reggie and have lots of toys

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

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

Dog parents share their Rover experiences - Milton

1 / 1
5.0 out of 5 stars

Dog walk went well. From there we just booked a house sitting. I think Allison will do great with Jax.

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Mervin M.
Dog Walking
5.0 out of 5 stars

On time, get along great with Bear. Allison is a really great person that cares for animals like they're her own.

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Matthew L.
Dog Walking
5.0 out of 5 stars

Overall a great person. Very easy to work with, easy to reach, fast reaponses, punctual... Took care of our dogs by giving them walks while we were on vacation. The pups loved Allison. Thank you for everything!!

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Dillon D.
Dog Walking
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  • 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.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Milton

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Sitters in Milton average 3
repeat dog walking clients

FAQs for Dog Walking - Milton

Frequently asked questions about Rover

The average cost of Dog Walking in Milton is $20 per walk as of November 2026. Most bookings cost between $16 and $39 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 November 2026, there are 803 sitters on Rover offering Dog Walking across Milton. 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 Milton. 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 Milton 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 Milton. On Rover:

  • 88% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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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