Dog Walking Ashland

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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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: Niki & Zach S.
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Niki & Zach S.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
99 reviews
35 repeat clients
16 years of experience
Ashland, WI, 54806

Niki was wonderful. She was very good with our dogs and great at communicating! We already booked her again and for a long trip.

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Lisa J.
Sitter Profile Image: Colleen B.
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Colleen B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
18 reviews
7 repeat clients
20 years of experience
Ashland, WI, 54806

About: I have been surrounded by animals my entire life- grew up on a dairy farm in Northern VT. My family consists of three rescued dogs and a rescued 18 yr old cat- Betelgeuse. I have experience with many different breeds of dogs, am comfortable with medication management and am very reliable. I work Monday-Thursday from 730-5pm. I am available all day Friday, Saturday and Sunday for pet care and can be available in the early morning and evenings during the week. I will care for your pets as if they were my own. If caring for a pet outside my home, I am fastidious with details, safety oriented, and believe that exercise and attention is necessary to help reduce anxiety when a pet’s main caregiver is absent. If you are looking to board your pet in my home, I have a fenced in yard and three fur babies to keep your baby company (my cat does not go outside or really interact with dogs) Can crate upon request. I prefer to care for fur babies in their own homes initially- I have a small baby at home so I am selective as to who comes to my home.

Sitter Profile Image: Julianne M.
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Julianne M.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Ashland, WI, 54806

Always dependable, trustworthy and caring. I feel reassured whenever she’s here to care for my crew.

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Elizabeth Y.
Sitter Profile Image: Angela R.
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Angela R.
from
$30
per walk
4.9 out of 5 stars
50 reviews
22 repeat clients
13 years of experience
Bayfield, WI, 54814

About: I am a full time overnight sitter and walker. Additionally I am Fear Free Certified in Dog Daycare Handling. I have 13 years I spent at the first Daycare/Boarding facilities in MN to become Fear Free certified. I have 9 years in overnight care, to which my clients have become like family. I am constantly educating myself on how to provide the best care for our pets. Outside of work, I am my friends' go-to pet sitter. It's an ongoing joke that I am never alone. Many clients pets have become deeply a part of my friends lives as well. In 2025 I left the daycare, and have been putting all my time into working for myself as a dog walker. My focus is with off leash, fenced in hikes. I’ve also partnered with a local organization called Canine Inspired Change. They train you and your dog to do therapy dog work. They lend me their training space so that I can have my own mini daycare playtime. It has toys, puzzles, and plenty of indoor and outdoor space for the dogs to enjoy. I pick up and drop off, taking no more than 5 dogs. This way I can ensure safety, and attention to everyone. I also have a passion for pet nutrition. I pride myself on being an extremely accommodating person. Very go with the flow! I have experienced a lot wild situations in my line of work, and I feel I am prepared, and knowledgeable in handling all types of emergencies and situations. Even if they are related to not just your dog, but your home. I am also very excited to have completed a Therapy Dog course at Canine Inspired Change with one of my clients dogs! I am excited to be doing therapy dog work with her. After losing my dog of 17 years in 2025, I decided to quit my job and focus on dog care full time. I spend my days taking 1-5 dogs out on fun excursions! We will rent Sniff Spots, go on long leash adventure hikes, backyard play dates with friends, or enjoy indoor playtime at a local training facility that lends me their playroom space. Your dog will have 24/7 care with me, and enjoy all the perks that my mini daycare dogs do. If I stay at your house, I will stay there overnight to make sure I can accommodate all the dogs needs. I can handle any special needs, or medications required.

Sitter Profile Image: Melissa G.
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Melissa G.
from
$18
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Mellen, WI, 54546

About: I’ve owned dogs most of my life and raised two wonderful lab puppies. I’ve cared for friend’s and family’s animals and have a calm patient approach to animal care. I’ve even had hamsters and chickens. I’m currently establishing a homestead with my two cats and ten chickens and working part time. I’m looking forward to growing my animal flock further in the next few years. Safety is my first priority so I make sure that I understand your animal’s needs and tendencies before coming in or out. Once I’m sure we are safe then it’s time to have fun in whatever way your pet likes. Some want a comfy snuggle and some need to work off some energy. I’m there for them.

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

Dog parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

Always dependable, trustworthy and caring. I feel reassured whenever she’s here to care for my crew.

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Elizabeth Y.
Dog Walking
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  • 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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  • 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. 1. Search

    Browse profiles of walkers near you who offer dog walking
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FAQs for Dog Walking - Ashland

Frequently asked questions about Rover

The average cost for Dog Walking in Ashland on Rover is $25.53 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 13 sitters on Rover offering Dog Walking across Ashland. 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 Ashland. 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 Ashland.

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 sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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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