Dog Walking In Westhaven Trails

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

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Top rated Westhaven Trails 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: Austin C.
Verified Enhanced Background Check
Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
70 reviews
25 repeat clients
5 years of experience
Madison, WI, 53719

Austin was fantastic walking Mazie! Great communication, lots of pictures, and she was tired and seemed very comfortable and happy. I recommend to everyone!

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Cailin C.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
135 reviews
55 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!

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Nikki T.
Sitter Profile Image: Sidney M.
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Sidney M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
5 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.

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Gracelyn F.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
38 reviews
13 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: kylie l.
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kylie l.
from
$22
per walk
5.0 out of 5 stars
87 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kind and reliable. I feel good about having her come over to walk our dog while we are at work. Georgie loves her walks!

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Genna Z.
Sitter Profile Image: Kaylyn M.
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Kaylyn M.
from
$23
per walk
5.0 out of 5 stars
35 reviews
22 repeat clients
25 years of experience
Glacier Ridge, Madison, WI, 53719

Kaylyn is wonderful!! She is very quick to respond when I message her. She keeps me updated on how my dog’s walk are going and I love getting a picture from the walk. My dog Raven loves when Kaylyn comes to visit. I would highly recommend Kaylyn!!!

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Cori L.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$20
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!

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Elaina M.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
6 years of experience
Madison, WI, 53719

About: I grew up with two dogs and have owned guinea pigs for the last 6 years. I volunteer with a shelter where I walk and play with dogs. I also foster dogs with my rescue but do not currently have a foster. I currently work a full time job. I am available for lunchtime walks or enrichment. I am available during the evenings and weekends to care for your dog whether that’s walks, enrichment, or overnight sitting. I’m currently living in an apartment so any sitting would need to occur at your home! I can easily follow any directions you have to ensure your furry friend is well cared for. I’m looking forward to help with your needs. Please reach out with any questions!

Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
126 reviews
52 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I’m so thankful to have Allegra as a dog walker- she is a rock star! I feel so safe with her care with the dogs, and she always has great feedback after every walk.

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Holly F.
Sitter Profile Image: Matthew H.
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Matthew H.
from
$12
per walk
4 years of experience
Madison, WI, 53719

About: I’m a passionate dog lover who believes pets are family. As a dog owner for over four years, I understand the care, attention, and love our furry friends need every day. Whether you need help with walks or companionship for your pet, I’m committed to providing reliable and caring support. I love dogs of all sizes and personalities and look forward to helping keep your pet happy, safe, and active! While I am looking for a new full time job, I have a lot of availability for anyone needing some help. Would be open to daily walks or as needed. I would care for any pet like they are my own! I am extremely protective of my dog and would only want the best for her and I would offer the same level of care for your pet, too!

Sitter Profile Image: Christine H.
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Christine H.
from
$15
per walk
10 years of experience
Fitchburg, WI, 53719

About: I'm an animal lover who has years of experience with dogs, cats, and rabbits! I educate myself on animal behavior and find that it really helps me be able to meet their needs. Not afraid to administer medication or go the extra mile for whatever a loved pet needs. I'm available Monday-Friday during business hours, 9-4:30pm. I'm very flexible and weekends are also available upon request, especially if it's a long duration of sitting needed. I'm completely ready to adhere to any standards that clients have in their home. I am very communicative and will reach out if instructions need clarification.

Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per walk
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn did a great job with Willis! Her feedback was helpful and it was nice to know he was being well taken care of. Alisyn worked with us on everything we needed. Highly recommend! We will be continuing to use her services.

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Mike & Jenny B.
Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
29 reviews
9 repeat clients
4 years of experience
Verona, WI, 53593

Carlee was always timely and gave thorough reports! She had to cancel once due to an emergency, but did let me know. I would definitely work with her again!

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Christie O.
Sitter Profile Image: Annalesse B.
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Annalesse B.
from
$18
per walk
5.0 out of 5 stars
1 review
5 years of experience
Madison, WI, 53719

About: I’m a lifelong animal lover, experienced pet owner, and former veterinary assistant who cares for both dogs and cats. I understand how important it is to find someone trustworthy, attentive, and patient with your pets. I’m comfortable with walks, feeding routines, playtime, cleanup, and providing lots of love and attention while you’re away! 🐾 I work full-time during weekdays, so my availability is mainly evenings and weekends. I’m fully available on weekends for walks, drop-ins, and extended care, and I’m happy to help provide reliable, loving care around my work schedule. Your pet’s safety and comfort are always my top priorities. As a former veterinary clinic assistant and experienced pet owner, I pay close attention to routines, behavior, and any special care instructions to help your pets feel safe and stress-free. I’m attentive, reliable, and committed to providing a calm, loving environment.

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: Rachel Z.
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Rachel Z.
from
$19
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Madison, WI, 53719

About: I’ve loved and cared for animals my entire life and currently care for my own pets, including a senior cat with special dietary and medical needs. Through that experience, I’ve become comfortable monitoring behavior changes, administering routine care, and following detailed instructions. As a psychology graduate from UW–Madison, I am patient, observant, and dependable. I understand that every pet has a unique personality and comfort level, and I take the time to build trust while keeping routines consistent. Whether your pet needs playtime, companionship, medication management, or simply a calm and reliable presence, I will care for them as if they were my own. I am especially comfortable with cats, senior pets, shy animals, and pets that benefit from extra patience and attention. I ’m currently building my pet-sitting business and have a flexible schedule for drop-in visits, dog walks, and cat care throughout the week, as well as house-sitting. I understand how important consistency is for pets, so I make every effort to follow their normal routine, including feeding schedules, medications, exercise, and playtime. I’ll always communicate clearly and provide updates so you can feel confident while you’re away. Your pet’s safety and comfort are my top priorities. I provide a calm, clean, and pet-friendly environment where pets can relax and maintain as much of their normal routine as possible. I carefully follow feeding schedules, medication instructions, exercise needs, and any special care requests. I am attentive to behavior changes and will keep you updated with regular photos and messages throughout their stay. My goal is to make your pet feel safe, comfortable, and loved while you’re away.

Sitter Profile Image: Magan E.
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Magan E.
from
$18
per walk
5.0 out of 5 stars
33 reviews
14 repeat clients
13 years of experience
Madison, WI, 53719

Magan was the most helpful and amazing dog walker. My dog Vienna loved her, and she was always so happy whenever she got to go out with Magan. Magan was really sweet to Vienna and treated her great! Would recommend 100%

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Alejandro M.
Sitter Profile Image: Maya F.
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Maya F.
from
$30
per walk
5.0 out of 5 stars
157 reviews
53 repeat clients
26 years of experience
Westhaven Trails, Madison, WI, 53719

Absolutely fabulous. I met with Maya prior to having her walk our dog. She was prompt and our dog loved her. I would definitely book with her again.

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Keri A.
Sitter Profile Image: Jesse T.
Verified Enhanced Background Check
Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
23 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: Ann A.
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Ann A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
120 reviews
42 repeat clients
10 years of experience
Madison, WI, 53719

Ann was very responsive and gave updates and photos of the dogs while we were gone. She was flexible with scheduling and accepting a last minute booking.

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Christina R.
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Over 6
pet parents in Westhaven Trails have booked dog walking

Westhaven Trails dog parents share their Rover experiences

1 / 1
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

Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.

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Gracelyn F.
Dog Walking
5.0 out of 5 stars

Krishna was an amazing dog walker and extremely helpful! She was super flexible with a last minute scheduling issue when we needed to add another pet to the walking schedule. She made our wedding weekend extremely smooth with no worries about our pets!

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Michael Y.
Dog Walking
5.0 out of 5 stars

Krista does such a great job with my pets! So happy she is here to give them attention when I can't.

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Donna S.
Dog Walking
5.0 out of 5 stars

Austin was really great to work with and super flexible. He made it really relaxing while I was away knowing my pup was well taken care of, and I will definitely be using Austin again. Thanks Austin!

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Isaac W.
Dog Walking
5.0 out of 5 stars

Highly recommend Daniel and Penny for your dog walking! They were very flexible and went the extra mile walking our dog- literally! Even the small things like making sure he had enough water when he came back were taken care of.

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Joseph B.
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

Amanda was an outstanding dog walker. She was always on time, communicated openly and often, and was much loved by our dog Pico. I would highly recommend her to anyone looking for a walking companion for their four-legged friend.

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Thor R.
Dog Walking
5.0 out of 5 stars

Jordan is an amazing dog walker! My dog loves him. He is reliable and really considerate of the dog’s walking experience. He gets to know the dog and what the dog needs. Every time my dog returned she was calm, happy and had a big goofy grin on her face. We had difficult weather during the week he walked her and he was great about communicating with me to work around the weather and make sure she had a great walk. I highly recommend him!

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Natasha M.
Dog Walking
5.0 out of 5 stars

Laura is always so accommodating and kind! We’re so lucky she was able to help us with a last minute request!

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Wesley S.
Dog Walking
5.0 out of 5 stars

Grace is amazing!! She is super nice during our every encounter. She shares lots of pictures for during her walk with my dog. It was truly great having her as my dog walker.

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Maggie L.
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

Kira is communicative and so nice to book with. She always takes great care of Lily and takes the time to write a detailed Rover Card.

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Jon S.
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

We have a great experience as a first-time Rover user! Magan was reliable and punctual, showing up right on time every day for our pup’s 30-minute walks. I especially appreciated the photo updates and detailed potty reports - it gave us peace of mind knowing how everything went while we were away. Would absolutely book with her again.

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Megan S.
Dog Walking
5.0 out of 5 stars

James was extremely kind and easy to work with! Knox enjoyed his time with James on their walk, which was evident through the pictures and how tired out he was.

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Sara G.
Dog Walking
5.0 out of 5 stars

Becky is reliable and very responsive to communication! I felt very comfortable, coordinating dog walks with her and taking care of our pup!

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Jonathan M.
Dog Walking
5.0 out of 5 stars

This was my first time using Rover and I’m very happy with the process. Azaria was wonderful to work with!

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Jason G.
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

Isabel is a great communicator! She is amazing with my dog Gimli and lets him come to her. She asks amazing questions and is so sweet. Definitely rebooking.

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Gracelyn F.
Dog Walking
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

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

  • World-class support

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

Sitters in Westhaven Trails average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Westhaven Trails on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Westhaven Trails 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.

As of Jun 2026, there are 1,440 dog walkers in Westhaven Trails. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 83% of Westhaven Trails dog walkers respond in under an hour.

Dog walkers in Westhaven Trails have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Westhaven Trails.

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

There are 1,440 dog walkers in Westhaven Trails on Rover, so you’re sure to find the perfect match for your dog! In Westhaven Trails, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

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.