Dog Walking Highlands Community

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

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Highlands Community, 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: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
23 reviews
7 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer is great with my big, goofy Mastiff-Pitty mix! He loves his walks with her and loves when she comes to pup sit at the house. It’s all goofy smiles from the pup!

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Elaina M.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$15
per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.

Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
138 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was great with my great with my dog who was being extra difficult. She was very communicative and able to get my dog outside. Can’t thank her enough!

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Cally G.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
42 reviews
14 repeat clients
10 years of experience
Fitchburg, WI, 53719

Anaya was wonderful with our two dogs. She was always on time and provided timely responses to questions and updates on our fur babies. We would love to have her take care of our dogs again!

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Matt H.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great! On time, reliable and awesome communication!

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Jackie K.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Eden L.
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Eden L.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Regent, Madison, WI, 53726

About: I grew up with cats as pets but i’ve always loved being around all animals. I adopted my first dog in college and that really kickstarted my appreciation for dogs! Since then, I’ve moved to a place where I cannot have pets so sitting through Rover has helped fill that gap in my life. I currently work full time Monday through Friday but can be fairly flexible with my schedule, and I work from home a lot so I could fit a drop-in or dog walking booking into my weekdays from time to time. I am willing to care for your pets in any way needed and am open to learning new things and ways of doing things. I will take your dog on any length walk they need, play outside or inside, feeding, grooming, and just plain spending time with them. As of right now I am only open to providing care in your home, as I currently live in a no pets allowed building.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
76 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was so great! She took care of my THREE dogs on short notice. I’d definitely recommend her and use her services in the future. Thank you!

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Gabrielle B.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
608 reviews
146 repeat clients
13 years of experience
Madison, WI, 53705

Ashley was so wonderful! Helped me in a pinch and did it so professional! Shared updates and pictures. This was my first time using Rover and was a touch nervous, but I can now say I’d definitely do it again! Thanks, Ashley!

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Emma F.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per walk
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Megan did a great job with Sami while we were away! We would definitely use her again!

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Andy O.
Sitter Profile Image: Sophie R.
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Sophie R.
from
$20
per walk
5.0 out of 5 stars
1 review
3 years of experience
South Campus, Madison, WI, 53715

Sophie was fantastic with Alfie! She walked him for 5 days and did an amazing job every time — always reliable, punctual, and clearly great with dogs. Alfie came back happy and tired out after each walk. I’d highly recommend Sophie to anyone looking for a trustworthy, caring walker. We’ll definitely be booking with her again!

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Vladimir D.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
166 reviews
50 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!

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Hannah L.
Sitter Profile Image: Stina S.
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Stina S.
from
$22
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
9 years of experience
Middleton, WI, 53562

Stina is a very good communicator, she has a very pleasant personality, and she gave my pup a nice long walk.

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Judy C.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
81 reviews
30 repeat clients
5 years of experience
Madison, WI, 53719

Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.

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Melissa W.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Sauk Creek, Madison, WI, 53717

About: I have a dog of my own and I’ve done boarding, drop ins and walks before. I’ve grown up with dogs in the house and have watched family friends dogs numerous amounts of times. I currently work full time (8-4:30) during the week, but can do evenings on week days and any time during weekends! I am very flexible and can make anything work! I can abide by whatever schedules/routines you have in place. If your dog likes to socialize, my dog would be a great buddy! I understand dogs need to follow certain rules and need to be let out/fed in a timely manner.

Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$25
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Middleton, WI, 53562

About: Although I’m new to Rover, I bring several years of pet care experience for friends and family, both in-home and in my own. Since I don’t currently have a pet, I look forward to giving yours my full attention and care. I’m comfortable with both dogs and cats of all sizes and love giving them plenty of walks, playtime, and snuggles. With a flexible remote work schedule, I can provide consistent care during the day, evenings, and overnights. As an early riser, I enjoy starting mornings with a walk, and I make sure your pet receives lots of attention, exercise, and companionship any time of day. I provide loving care while making sure your pet’s routines are followed exactly as directed, from feeding schedules to walks and playtime, so they stay comfortable and safe. I’ll also share regular updates and photos, giving you peace of mind while you’re away.

Sitter Profile Image: Jessica B.
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Jessica B.
from
$15
per walk
5.0 out of 5 stars
13 reviews
10 years of experience
Middleton, WI, 53562

About: As a veterinary technician of 10 years, I have skills in administering medications, knowing when your fur baby is not feeling well or in pain, assisting senior fur babies in mobility or other needs and creating as stress free of an environment as possible. I work full time at a veterinary hospital. My work days are 10 hour days and 4 days a week. Before I leave for the day, I ensure fur babies are comfortable, well taken care of and receive lots of love before leaving. Once I am back, I immediately take care of fur babies, then spend time with them before everyone heads to bed. I treat every fur baby as if they were my own so get ready for lots of pictures, videos and updates! I highly value pet safety and ensuring they are as stress free as possible. I treat every fur baby as if they were my own and they are my priority before I takd care of anything else around the house or leave for work, and when I am back.

Sitter Profile Image: Ashley N.
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Ashley N.
from
$16
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Madison, WI, 53719

About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!

Sitter Profile Image: Delenn N.
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Delenn N.
from
$17
per walk
5.0 out of 5 stars
3 reviews
2 years of experience
Sunset Village, Madison, WI, 53705

About: I have always had pets in my home, dogs, cats, goats, chickens, horses, fish, and even guinea pigs are welcome to be booked! I like training puppies, but I have lots of experience with older furry friends as well. I am currently only working occasional soccer games, and am more than happy to drive anywhere in both the Madison and Whitewater communities! Feel free to reach out with what your needs are and I will be able to confirm with you! I do 10-minute to 1hr long walks depending on your needs, as well as I am willing to take your dog to any play areas, or parks!

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

Dog parents share their Rover experiences - Highlands Community

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5.0 out of 5 stars

Christian was very responsive and great with our dog. Easy to coordinate with and sent helpful updates. Will definitely use again!

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Danae A.
Dog Walking
5.0 out of 5 stars

Robert did a great job walking our dog. He was punctual and very responsible. He is becoming our "go to" dog sitter and walker!

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Cheri F.
Dog Walking
5.0 out of 5 stars

Abby was great looking after Moose while we were out of town for a couple days. Super responsive / communicative and flexible for a late notice booking. Would definitely book with Abby again!

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Ashley G.
Dog Walking
5.0 out of 5 stars

Austin is reliable, flexible, and overall great to work with. He does a great job with my large reactive dog, and I definitely will continue to book with him in the future. Thanks Austin!

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Isaac W.
Dog Walking
5.0 out of 5 stars

Anna is amazing with my animals and they adore when she visits and takes care of them. They are always happy and happily tired when I get home!

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Wendy B.
Dog Walking
5.0 out of 5 stars

Meeting Natalie was a pleasure. Warm charming personality. Followed through on questions promptly, on time. Highly recommend Natalie. In future will request her again.

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Dennis R.
Dog Walking
5.0 out of 5 stars

We have booked with Ruby for house sitting and dog walking. She has been responsive, reliable, and taken great care of the dogs!

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Olivia M.
Dog Walking
5.0 out of 5 stars

It is so comforting to know that Stina is giving my puppy love and a nice long walk while I’m away from home.

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Judy C.
Dog Walking
5.0 out of 5 stars

Michelle is very courteous and my dog loved being walked by her. Michelle was respectful of my home, and I would highly recommend her to everyone.

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Sara W.
Dog Walking
5.0 out of 5 stars

Nyx is very shy and timid. Isabel was so patient and kind with her and was able to get her out for multiple walks!

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Natalee P.
Dog Walking
5.0 out of 5 stars

Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

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Jennifer C.
Dog Walking
5.0 out of 5 stars

Stefanie was so great with our dog—it was clear during the meet and greet that he felt comfortable with her very quickly. Communication was also great. We are very fortunate to have found her!

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Megan S.
Dog Walking
5.0 out of 5 stars

Hannah always seems to bail us out when we are in a pinch!!!! She is the absolute sweetest human!! Recommend her 100x over!!

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Kourtney K.
Dog Walking
5.0 out of 5 stars

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Dog Walking
5.0 out of 5 stars

Claire was amazing! She was so friendly, and easy to coordinate with, and arrived in a timely manner . You can tell she really loves dogs. Bella was tired after the walk, which was much needed after being home alone today. Would recommend Claire for anyone in the Madison or Sunprarie area with pups in need of a good walk!

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Damanique F.
Dog Walking
5.0 out of 5 stars

Thank you so much for your outstanding care of our girl, Nala! We are always so grateful for your time and care

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Jacquelynn A.
Dog Walking
5.0 out of 5 stars

Here’s a shorter version: --- Melissa is a fantastic dog sitter! She communicates clearly, sends great updates, and is genuinely thoughtful about my dog’s needs. I always feel at ease knowing my dog is with her. Highly recommend!

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Mitchell R.
Dog Walking
5.0 out of 5 stars

Ryan does such an great job with our two pups. Our younger dog tends to pull ahead, and our older girl tends to want to stop and sniff frequently. Ryan helps both dogs get enrichment on their walks. He's also been a great communicator, and reliable house sitter. We will book again.

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Karen L.
Dog Walking
5.0 out of 5 stars

Took plenty of pictures, adjusted to my dog’s desired level of activity, and troubleshot a key/cat toy issue. Communicative, friendly, and on-time. Would hire again!

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Carrie P.
Dog Walking
5.0 out of 5 stars

Marianne provided great updates during her walks and was very communicative! She made sure our sweet, nervous boy was taken care of, and eased all our worries! Will be booking again!

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Margie E.
Dog Walking
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