Dog Walkers in Highland, WI

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

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Top rated Highland dog walkers

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: Ashley T.
Verified Enhanced Background Check
Ashley T.
from
$20
per walk
15 years of experience
Dodgeville, WI, 53533

About: I’ve been a proud dog owner for over 15 years, and caring for dogs has always been a big part of my life. Over the years, I’ve gained hands on experience with dogs of all sizes, ages, and temperaments, from energetic puppies to senior pups. In addition to caring for my own pets, I’ve volunteered at local animal shelters, where I helped walk, feed, and socialize dogs from all backgrounds. I'm comfortable with a variety of breeds and activity levels, and I always tailor my approach to each dog’s individual needs, whether it’s a long walk for an active dog, playtime and enrichment for a curious pup, or calm companionship for an older one. My goal is to make every dog feel happy, safe, and loved. I don't have much experience with cats but am eager to learn and help any cat parent that needs it. I currently work from home and have a flexible schedule that allows me to check on or walk pets during the day or anytime during the week. Your pet’s safety and comfort are always my top priorities. Whether I’m walking your dog, visiting for a drop in, or staying in your home, I make sure each pet feels relaxed, secure, and loved. During walks, I always use secure leashes, avoid unsafe areas, and keep a close eye on your dog’s behavior and surroundings. For drop in visits, I follow your routine for feeding, playtime, and potty breaks to keep things consistent and stress free. When staying in your home, I treat your space with respect and keep everything clean and tidy while maintaining your pet’s usual schedule.

Sitter Profile Image: Bethany S.
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Bethany S.
from
$25
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Muscoda, WI, 53573

About: I’ve been taking care of cats, dogs, farm animals (chickens, goats), fish, and exotic animals since I was 18. There’s no animal too big or too small! I’ve provided both day and night care, and handled meals, walks, potty breaks, medications, and cleaning. Hello!! I am a soon to be stay-at-home momma who will have lots of available time to watch/play with/or walk your furry friends! I currently have a dog and a cat of my own but they are very friendly and loving with all animals big or small. I would love to board your animals in my home! But, they must be friendly with both dogs and cats as I have one of each who are very sweet and get along with everyone! All supplies will need to be dropped off with your furry friend as well as I don’t have extra kennels (if your pup uses one) or extra supplies.

Sitter Profile Image: Selina P.
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Selina P.
from
$15
per walk
38 years of experience
Gotham, WI, 53540

About: I have had cats and dogs my whole life.I have senior cat that needed care at one time I’m willing to help you with that. I have do very well at training dogs I’m not certified.I have 4 dogs now and it’s brings me joy. I do have a spouse home to take care of them so I can take care of yours no worries there. I know how pets get use to their own routine. My dogs let me know when it’s time for food. I will keep on a time schedule you set up Im very respectful, dependable and respectful. I will care for your home and pets as my own. I know how stressful this can be. Let me be one less stress I can help you whatever you need I can do.

Sitter Profile Image: Clayton O.
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Clayton O.
from
$15
per walk
5.0 out of 5 stars
1 review
3 years of experience
Boscobel, WI, 53805

Clayton did a great job with Ozzy! Ozzy can be a real handful on his walks, but Clayton did a great job. I really appreciated the pictures from the walks and the report card. I would recommend Clayton to anyone who wanted any of the services you provide for dogs. I will definitely be using Clayton services in the future.

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Gail T.
Sitter Profile Image: Dawn M.
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Dawn M.
from
$30
per walk
35 years of experience
Loganville, WI, 53943

About: I've taken care of many dogs and even more cats over the last 38 years. I love them and will love yours like my own. Semi retired looking forward to helping people out. I have a very flexible schedule and a very dog friendly home. We have one dog in the home sometimes too because I watch my daughter's dog. We have a big country yard, dogs would be monitored with a leash unless the dog is good at obeying commands. Big yard with walking trails.

Sitter Profile Image: Cassidy S.
Verified Enhanced Background Check
Cassidy S.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Capitol, Madison, WI, 53703

About: I always had a dog in my house growing up, and my dogs became part of the family. I have been dog sitting for five years and continue to love helping people take care of their pets. I currently do not own a dog at my own place, but my parents have two Labrador retrievers that I visit any chance I can get. I am very organized and enjoy working with different types of pets. I am a reliable hard worker who is always looking to learn more about the world around me. I spend my free time hiking, going to concerts, and spending time with my friends. My sister, Sam also pet sits with me so we can provide the best care possible with our ever-busy schedules. My work schedule is very flexible, so I’ll have plenty of time to play with your pups! I try to accommodate clients' schedules as much as possible. I will be sure to follow safety and environmental guidelines on a client-by-client basis. You know what is right for your pet, and I respect that.

Sitter Profile Image: Jaren U.
Verified Background Check
Jaren U.
from
$15
per walk
4.9 out of 5 stars
18 reviews
4 repeat clients
2 years of experience
Waunakee, WI, 53597

We would schedule with Jaren again. Flexible and helpful.

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Mike F.
Sitter Profile Image: Matthew N.
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Matthew N.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Fitchburg, WI, 53711

Matt did a great job with my girls. Walking two dogs at a time can be difficult, but he was super with them. Good communication, timely, and I’d book with him again.

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Heather O.
Sitter Profile Image: Amanda R.
Verified Enhanced Background Check
Amanda R.
from
$20
per walk
4.9 out of 5 stars
9 reviews
2 repeat clients
16 years of experience
Fitchburg, WI, 53711

Amanda did a wonderful job working with my dog. She is great at communicating with me, flexible, and reliable. My dog is very timid and slow to warm up to people, but she instantly approved of Amanda and bonded quickly!

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Jacob M.
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    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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

Dog Walking FAQs

Frequently asked questions about Rover

If you’re searching for a Highland dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Highland.

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

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.


Need to find a dog walker near Highland, WI? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Highland walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Highland, WI to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.

Speaking of payment, the cost of dog walking in Highland, WI may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.

When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

In short, when you book Highland dog walking on Rover, your dog gets the loving care they deserve, and you get to relax knowing that your pet is in good hands.

What if you're a dog lover who's looking for dog walking jobs? You'll want to check out our information about how to become a dog walker. We're always excited to add new dog walkers to our dog walking service, and our process makes it simple to get your own dog walking business up and running. When you become a Rover dog walker, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not sign up today?

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