Dog Walking Five Points

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

End
Search

Over 210
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.

1 / 1
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
140 reviews
53 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.

Profile image
Christina R.
Sitter Profile Image: Hanna P.
Verified Enhanced Background Check
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!!

Profile image
Tapan N.
Sitter Profile Image: Steve J.
Verified Enhanced Background Check
Steve J.
Star Sitter
from
$16
per walk
4.9 out of 5 stars
28 reviews
5 repeat clients
4 years of experience
Madison, WI, 53719

Steve did a great job walking my dog and on short notice too!

Profile image
Mitchell C.
Sitter Profile Image: Annalesse B.
Verified Enhanced Background Check
Annalesse B.
from
$18
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
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: Carlee M.
Verified Enhanced Background Check
Carlee M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
40 reviews
11 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!

Profile image
Christie O.
Sitter Profile Image: Magan E.
Verified Enhanced Background Check
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.

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

Michelle is fantastic. I have a service dog who helps me with daily tasks. I was looking for a dog walker just for the winter months when it's hard to get around in my wheelchair. Michelle put me at ease right from the start by asking all the right questions about the appropriate commands to use before the first walk. The best part is that my dog always returns home fulfilled, tired and content. I'm so impressed that Rover offers experienced walkers, even for someone that has a specially trained dog like myself :)

Profile image
Lisa K.
Sitter Profile Image: Carmen & Brian W.
Verified Background Check
Carmen & Brian W.
from
$16
per walk
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
VERONA, WI, 53593

About: We will welcome your dog into our family while you are away. My husband and I both work from home, and one of us is here at most times on weekdays. . Our beagle/ heeler mix (Obi) loves to play in our fenced yard, and then settle in for a long nap on one of the big dog beds in my office. Obi was born Jan of 2018. We also have 2 cats, Milo and Potato awho re used to being around dogs, and love to play chase all around our house. Your dog will be treated like a part of our family while in our home, or if we are walking / checking in at your house. We accept puppies who may need more frequent potty breaks, as well as older pets who may need medications, or special feeding. Since I work from home full-time, hanging out with pets is a huge perk of my day! I'm easily able to step away between calls and meetings for potty breaks and playtime. Plus, my husband works hybrid, so one of us is almost always home to keep your pet company. I have a fenced yard, one dog and 2 cats. So, your pet will have plenty of buddies to hang out with and tons of safe, supervised space to relax.

Sitter Profile Image: Sophie E.
Verified Enhanced Background Check
Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Sophie ensured Piper was taken care of in all areas. Not only did she walk and play with her, but also met her basic needs of food and water. Very grateful for Sophie!

Profile image
Georgia V.
Sitter Profile Image: Anaya S.
Verified Enhanced Background Check
Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
46 reviews
17 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!

Profile image
Matt H.
Sitter Profile Image: Jesse T.
Verified Enhanced Background Check
Jesse T.
from
$15
per walk
4.9 out of 5 stars
30 reviews
14 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is reliable, communicative and an excellent pet photographer.

Profile image
Sarah N.
Sitter Profile Image: kylie l.
Verified Enhanced Background Check
kylie l.
from
$22
per walk
5.0 out of 5 stars
88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kylie is great with my pup, reliable and easy to work with.

Profile image
Brandon R.
Sitter Profile Image: Daniel & Penny B.
Verified Enhanced Background Check
Daniel & Penny B.
from
$14
per walk
5.0 out of 5 stars
9 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.

Profile image
Joseph B.
Sitter Profile Image: Austin C.
Verified Enhanced Background Check
Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
93 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin is fantastic! I love all of the pictures, updates, flexibility, and care he takes while walking Mazie! She always looks so happy and excited! Will recommend Austin to anyone and everyone!

Profile image
Cailin C.
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
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!

Profile image
Andy O.
Sitter Profile Image: Christine H.
Verified Enhanced Background Check
Christine H.
from
$10
per walk
5.0 out of 5 stars
2 reviews
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 every single day of the week - morning, midday, and evenings. I sometimes take an hour or so of classes in the evening which are extremely easy to work around, I'm very flexible and typically don't travel for holidays. 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: Brienna T.
Verified Enhanced Background Check
Brienna T.
from
$25
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Madison, WI, 53719

About: Hi! I’m a reliable, caring dog lover who treats every pup like my own. Whether it’s walks, playtime, or cuddle time, I’ll make sure your dog feels safe, happy, and loved while you’re away. I’ll follow your pet’s routine and keep you updated so you can have peace of mind! I'm a part-time student who takes morning classes Monday-Thursday. I am typically at home the majority of the day, but if I am ever away I will return home for about an hour to take any guests out during lunch (12-1PM). Weekends, I am mostly free. Drop-off/pick-up can be anytime! My schedule is pretty flexible during weekends so if you need a specific time, I can make it work. I'm very accommodating. Just let me know in advance when you are thinking about booking and I can check my schedule for that day. If you have a busy schedule, I can also pick-up and drop-off for free! Let me know what your fur-baby's routine is like (sleep, eat, play schedule). I hope to make your fur-baby comfortable while you are away. For DROP-INS: I have experience with drop-ins for dogs, cats, and fish! If you would like me to do a short walk during the 30 minute drop-in for your pup, let me know! I typically like to refresh their water, give a treat (if you allow it), and make sure they go potty! For cats, I will make sure their water & food is replenished and will clear out litter boxes! I will also water your plants, bring in your mail/newspapers (if requested). Thanks for considering me! Let’s set up a Meet & Greet! **Holiday Rates will also be applied for Easter, Mother’s Day, and Father’s Day weeks/weekends** I’m currently working part time with plenty of time for fuzzy friends! I haven’t found my perfect pet just yet, so I have lots of love to give! I have loads of experience training young and old pups, no matter the service your looking for I would love to incorporate good habits for your pet!

Sitter Profile Image: Lauren R.
Verified Enhanced Background Check
Lauren R.
from
$20
per walk
4.3 out of 5 stars
4 reviews
5 years of experience
Madison, WI, 53710

About: I am a cat and dog lover! I have about two years of pet sitting experience. I grew up having cats and now have two of my own that are 2 and 3 years old. I am very reliable, organized, punctual, patient, and flexible. I recently finished grad school and am so excited to have time to get back to pet sitting! My cats are like children to me and I will take care of your pets like they’re my own. My priority is to keep your pets happy and keep you satisfied as a customer! I have a very flexible schedule and can do 30-60 minute drop-in visits or dog walks at any time throughout the day. I only offer drop-ins at this time due to also having my own cats at home. I offer drop in visits in your home where I will feed, clean up after, and play with your pets. I understand the importance of keeping pets entertained while their humans are away and I will spend time doing their favorite activities with them!

Sitter Profile Image: Maya F.
Verified Enhanced Background Check
Maya F.
from
$30
per walk
5.0 out of 5 stars
160 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.

Profile image
Keri A.
Sitter Profile Image: Maggie R.
Verified Background Check
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.

1 / 1
View more

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!

Profile image
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!!

Profile image
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!

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
Wesley & Sierra 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.

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
Jason G.
Dog Walking
1 / 1
Find pet care near you

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 September 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 September 2026, there are 1,418 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge