Dog Walking Westhaven Trails

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

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Over 16
pet parents in Westhaven Trails have booked dog walking

Westhaven Trails, 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: 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: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
73 reviews
29 repeat clients
5 years of experience
Madison, WI, 53719

Austin has been great with my dog, Jax. He's punctual, communicates well, and takes Jax's needs as an old dog into account, taking it slow with him and giving him breaks in the hot weather!

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

Michelle did an excellent job. When we first met, she took notes about my requests. She followed my directions precisely and took excellent care of Myla. I received updates before, during, and after Myla's walk and she left very thorough notes on the visit card. I highly recommend Michelle.

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Lawrence O.
Sitter Profile Image: Daniel & Penny B.
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Daniel & Penny B.
from
$14
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
50 years of experience
Glacier Ridge, Madison, WI, 53719

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.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$15
per walk
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
Fitchburg, WI, 53719

About: Our kids LOVE dogs, they pretty much live for them. We can't have our own right now, so we want to love on yours while you're away! We've owned our own dogs, and both of the adults grew up taking care of and loving dogs. We're happy to help reinforce any training that you're doing with your pup! We work during the week, but we can spend the weekend giving full-time care to your dog! We are open to watching your pup during the week, but they would be home alone from about 9am-4:30 pm. Just send me a message if you need longer care than the weekend and we can discuss details! We have a fenced backyard with plenty of room for dogs to run and play fetch. We can offer plenty of outside time and bathroom breaks, we're happy to keep your pet on their typical schedule!

Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
1 review
1 repeat client
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: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
41 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: Annalesse B.
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Annalesse B.
from
$18
per walk
5.0 out of 5 stars
4 reviews
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: Emily O.
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Emily O.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
14 reviews
2 repeat clients
20 years of experience
Fitchburg, WI, 53719

About: My family dog, Midnight, is a rescue black lab and was a reluctant, anxious leash walker for many years. She has given me experience with “sniff walks”, dog-led walks, treat reinforcement, and various types of collars & harnesses. Today, she is fully comfortable on a leash and we regularly walk 2-3 miles at a brisk pace. My goal is to provide a comfortable and safe experience for your dog at their pace. I would love to spend time with your dog and provide the same level of care as I do for my own! 🐾 I’m a teacher and am available after school hours for drop in visits and dog walking during the week (Mon-Fri). My schedule is more open on the weekends and I can offer my services morning, afternoon, or evening time. I prioritize your pet’s safety with attentive care, secure handling, and clear routines. You can trust me to be reliable, communicative, and respectful of your home. I provide a calm, positive environment where your dog feels comfortable, exercised, and genuinely cared for during every visit or walk.

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

Great communication and willing to help out on short notice. My dog Charley seemed well taken care of.

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Jaimie G.
Sitter Profile Image: Lilly W.
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Lilly W.
from
$15
per walk
5 years of experience
Fitchburg, WI, 53719

About: I love dogs! I grew up with dogs, as well as have a wide range of experience with caring for puppies, senior dogs, and dogs with disabilities. My apartment at this moment does not allow for dogs, so I really am looking for some dogs to give some tender loving care to in the meantime! I am a teacher, so I am free afternoons and evenings, as well as weekends! I am a teacher- so afternoons and evenings, as well as weekends work for me! During the summer, I have a lot more flexibility as well. I am currently offering drop-in visits, as well as dog walking! I am looking for dogs to love on, as I can not have my own in my current apartment.

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

Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.

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Francesca C.
Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
34 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: Maya F.
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Maya F.
from
$30
per walk
5.0 out of 5 stars
159 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.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
26 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: 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: 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 is great with my dogs! She is punctual and takes them for a nice long walk everyday! Will definitely continue to use her services and highly recommend.

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Marisa B.
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: 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: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$25
per walk
5.0 out of 5 stars
79 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 9 and 5. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

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

Dog parents share their Rover experiences - Westhaven Trails

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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Sitters in Westhaven Trails average 3
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