Dog Walking Five Points

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

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Over 201
pet parents in Five Points have booked dog walking

Five Points, 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: Ann A.
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Ann A.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
134 reviews
51 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.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
87 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin does a great job of meeting the high energy needs of my pup, including taking him on a good distance walk and even upping the pace to a jog at times. It gives me great peace of mind to know he’s tuned in to the needs of my dog.

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Megan G.
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: Kira F.
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Kira F.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
98 reviews
24 repeat clients
25 years of experience
Stone Meadows, Madison, WI, 53719

Kira was very flexible in order to match our request and the dogs were thrilled to see her! She took them one at a time so each dog had 1:1 attention. We are looking forward to her next visit!

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Mary A.
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 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: Louisa M.
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Louisa M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
93 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa was wonderful! She had a wonderful easy going communication style, she was able to respect the instructions that Tenny needs for a successful walk, and she sent great photo and specifics in the updates! We will definitely have her again.

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Brienne H.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$20
per walk
4.9 out of 5 stars
16 reviews
6 repeat clients
14 years of experience
Fitchburg, WI, 53711

Elizabeth is a very professional and caring dog walker. My dog looked forward to her visits. She follow directions perfectly and asked pertinent questions. I will definitely book with her again.

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Brian D.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
6 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

Hannah was communicative, flexible, and kind! We appreciated her responsiveness, the cute lil photo of our pup, and how easy she was to work with!

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Kristi G.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
167 reviews
51 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: Magan E.
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Magan E.
from
$18
per walk
5.0 out of 5 stars
34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

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.
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: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
45 reviews
15 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: Katie T.
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Katie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

We love having Katie come in to walk our dog! She does such a great job and always checks in with us if anything is new or needs to be done extra. So happy to have her as our dog walker!!

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Caitlin P.
Sitter Profile Image: Sara V.
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Sara V.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
15 years of experience
MOUNT HOREB, WI, 53572

Sara is wonderful with our dog Zoey. She is reliable, friendly, and a great communicator. She walks our dog daily during the weekdays and her service has been a tremendous help so Zoey is happy and comfortable during our long days at work and school. We give Sara our highest recommendation.

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Michael M.
Sitter Profile Image: Jenny P.
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Jenny P.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
90 reviews
28 repeat clients
25 years of experience
Madison, WI, 53711

Jenny and her assistant, Ellen, did a great job taking care of our greyhound and elderly cat. The cat required extra effort with meds and the dog needed to be walked three times a day. We received regular updates and everything went well. We are new to town and were so happy to get a reliable petsitter for our new home over the holidays.

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Patrick B.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$17
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Truman was very awesome!! He did great with our boy, Zissou!

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Taylor B.
Sitter Profile Image: Siri S.
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Siri S.
from
$10
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
South Campus, Madison, WI, 53715

About: I have experience working at a dog daycare, (Dana’s Dog Spa and Daycare in Hutchinson, MN) where I cared for dogs of all sizes, breeds, and personalities in a fast-paced environment. My responsibilities included supervising playgroups, feeding, cleaning, and making sure each dog was safe, comfortable, and well cared for. I’ve also spent many years caring for the pets of friends and family, providing reliable cat and dog sitting while they were away and regularly walking their dogs. I’ve always looked forward to spending time with them, and I genuinely enjoy caring for animals! I am available mornings (7am - 10:30 am) and evenings (4pm - 11 pm) on M, T, TH, and F. And I am available most weekends as I’m a college student, but I do not have a car on campus so I will be walking or taking the bus! I’m happy to work with your schedule whenever possible! Your pet’s safety, comfort, and happiness are my top priorities! I care for each and every pet with the same love and attention I’d give my own. I always take the time to learn each pet’s routine, personality, and any special needs so they feel comfortable while you’re away. I’ll follow your instructions closely, prioritize safety on every walk and visit, and keep you updated so you can have peace of mind. I’m always happy to answer any questions and help you feel confident that your pet is in caring, reliable hands!

Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hannah has been amazing with my dog. He’s a bit anxious and she has been incredibly patient with him and is building a strong bond with him. Hannah has been super communicative and has been great to work with all around!!

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Tapan N.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$17
per walk
5.0 out of 5 stars
27 reviews
14 repeat clients
20 years of experience
Oregon, WI, 53575

I am so happy we found Jennifer to walk our dog. She's a very caring and responsible person. She asked great questions when we met for introductions. She was on time and let me know of schedule changes and was flexible in rescheduling. Our dog loves her. I highly recommend Jennifer to care for your pets.

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Sybil P.
Sitter Profile Image: Maggie R.
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Maggie R.
from
$15
per walk
5 years of experience
Verona, WI, 53593

About: I have watched for and taken care of dogs for my whole life, including not only my own personal family dogs, but also for family members and friends. I have experience with big, medium, and small dogs. RN that is working in Madison, WI. I work from 7-3:30 and am willing to help out before and after my shifts. I do not work my RN job on the weekend besides for the occasional on-call shifts. I live in a very nice family neighborhood that is a great area to walk dogs. I have a car that is large enough to transport dogs if needed.

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

Dog parents share their Rover experiences - Five Points

1 / 1
5.0 out of 5 stars

Quinn was punctual, kind, and clearly experienced with animals. I came home to a happy and tired dog at the end of every day. Highly recommend!

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Jack T.
Dog Walking
5.0 out of 5 stars

Hannah has been amazing with my dog. He’s a bit anxious and she has been incredibly patient with him and is building a strong bond with him. Hannah has been super communicative and has been great to work with all around!!

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Tapan N.
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

Jacki has amazing communication and did great letting walking my dog Gimli. He seemed much more calmer every time I came home and I know he had a great time. She made a big difference!

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Gracelyn F.
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

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

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

Sydney was awesome! Reliable and friendly. I really liked that she reached out to me to let me know that she was planning on walking Myla and had not forgotten the reservation a few days before the reservation went into affect. She took great care of Myla. I highly recommend her!

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Lawrence O.
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

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
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Book with peace of mind

  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Five Points

Select a filter and find qualifying sitters offering dog walking.

Sitters in Five Points average 3
repeat dog walking clients

FAQs for Dog Walking - Five Points

Frequently asked questions about Rover

The average cost for Dog Walking in Five Points on Rover is $19.98 per walk (as of August 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 August 2026, there are 1,415 sitters on Rover offering Dog Walking across Five Points. 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 Five Points. 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 Five Points.

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 walkers who have experience with handling special pet needs in Five Points. On Rover:

  • 91% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the 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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