Dog Walking Five Points

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

End
Search

Over 218
pet parents in Five Points have booked dog walking

Five Points, Find top rated dog walking

1 / 1
Sitter Profile Image: Hanna P.
Verified Enhanced Background Check
Hanna P.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 12 reviews
5 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: Austin C.
Verified Enhanced Background Check
Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 102 reviews
32 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!”

Profile image
Andrew W.
Sitter Profile Image: Stephany D.
Verified Background Check
Stephany D.
Star Sitter
from
$16
per walk
4.9 out of 5 stars
• 66 reviews
16 repeat clients
13 years of experience
Madison, WI, 53719

“Stephany is fantastic! She communicated clearly and my pup loved her!”

Profile image
Patricia F.
Sitter Profile Image: Lauren R.
Verified Enhanced Background Check
Lauren R.
from
$20
per walk
4.3 out of 5 stars
• 4 reviews
1 repeat client
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: Magan E.
Verified Enhanced Background Check
Magan E.
from
$18
per walk
5.0 out of 5 stars
• 35 reviews
15 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%”

Profile image
Alejandro M.
Sitter Profile Image: Anna K.
Verified Enhanced Background Check
Anna K.
from
$15
per walk
20 years of experience
Stone Meadows, Madison, WI, 53719

About: I have had a dog since I was 6 years old and have been taking care of dogs ever since. I have had a dog of my own for the past 3 years as well so have learned about raising a puppy into a young dog. I have patience, reliability, and genuine love for animals! I understand that every pet has their own personality, needs, and routines, and I strive to make every dog feel safe, comfortable, and loved. I’m attentive to details, responsible, and happy to provide updates and photos so you can have peace of mind while you’re away. Whether it’s playing with an energetic puppy, reinforcing basic training, going on walks, or providing extra patience and gentle care for senior dogs, I’ll treat your furry family member like my own. Your pet’s happiness, safety, and well-being will always be my top priority! 🐾 I currently only work 3-4 days a week and have frequent off days or days in between where I have ample time to care for pets I have a fenced in backyard and one friendly 3 year old dog. I can easily accommodate any of your pets needs and routines into my schedule.

Sitter Profile Image: Emma E.
Verified Enhanced Background Check
Emma E.
from
$15
per walk
9 years of experience
Madison, WI, 53719

About: I’ve taken care of dogs and cats ever since I was 12! I help my neighbors, family, and friends whenever I can. I love all animals :) I have 4 cats of my own! I’m currently working full time Monday-Friday 10:30am to 7pm! I have plenty of time in the morning before work for pet care and after work. I'm not able to host pets at my home, but I bring the same level of care and attention directly to yours. I'm happy to follow your routine exactly — feeding, walks, playtime, medication, and all the snuggles your pet needs to feel safe and loved while you're away. I'll keep you updated with photos and check-ins so you always know how your fur baby is doing! :)

Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Megan B.
from
$20
per walk
5.0 out of 5 stars
• 11 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: Kaitlyn M.
Verified Enhanced Background Check
Kaitlyn M.
from
$12
per walk
12 years of experience
Meadowood, Madison, WI, 53711

About: I’ve been caring for animals for over 12 years and have experience with dogs, cats, farm animals, and wildlife. My professional animal care experience began as a teenager working at Pine Ridge Pet Resort, where I cared for dogs of all sizes, ages, and temperaments. My responsibilities included feeding, walking, cleaning, administering medications, monitoring behavior, and providing safe, attentive care in both boarding and daycare settings. Since then, animal care has remained a huge part of my life. I have extensive hands-on experience caring for senior pets, including administering multiple oral medications, insulin injections, and providing extra support for aging dogs with changing mobility and health needs. I also have experience giving medication to cats and caring for puppies. In addition to domestic pet care, I worked at a wildlife rescue center where I assisted with first aid, fluid administration, and hands-on care for injured animals. That experience strengthened my ability to stay calm, observant, and compassionate in high-stress situations. I work 40h each week Monday through Friday, so I am mainly available on the weekends only for now. I am getting married in a year & have 2 degrees, so I have both debt and savings to add to. I am hoping to help care for pets & put every cent earned on Rover towards my debt In my home, I have a full house of 2 dogs and 2 cats. They all get along great, but my senior dog, Daisy, doesn't get along with dogs that don't live with her. Therefore, my home is not available currently for pet sitting, but I am familiar with pet sitting for others in their homes in order to assure their pets feel safe. In my home, I feed 2x/day in an 8 hour period and walk my dogs every 3-4 hours. When it comes to other people's pets, I am open to whatever care routine your animals are used to. No matter how many steps are involved, I can do anything you need done, and I will do it with a smile on my face. I will also respect any and all boundaries in your home and only go in the designated pet areas. I have had multiple people require I stay out of certain rooms, and it has never been an issue. I am deeply appreciative of the trust I am given when caring for pets, so I won't take it for granted by disrespecting your home or boundaries.

Sitter Profile Image: Kira F.
Verified Enhanced Background Check
Kira F.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 106 reviews
25 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!”

Profile image
Mary A.
Sitter Profile Image: Briana L.
Verified Enhanced Background Check
Briana L.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Meadowood, Madison, WI, 53711

About: I’ve worked/volunteered at the Humane Society for two years. I’ve watched friends dogs since I was 12 years old. Love to take dogs on walks, to the dog parks and just spend time with them. I have 2 dogs already at home so I can only watch your pets at your house. I currently work full time so pretty much work around my full time job. I’m more available in the afternoons, there are some days that i can do mornings. I treat them like my own with all the tender love and care they need. I have a fenced in backyard that the dogs love to play in.

Sitter Profile Image: Stacey S.
Verified Enhanced Background Check
Stacey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 22 reviews
9 repeat clients
38 years of experience
Fitchburg, WI, 53711

“Luna seems to loved her time with Stacey and communicating and interacting with her was great. Will hope to work with her again!”

Profile image
Roger M.
Sitter Profile Image: Emily J.
Verified Enhanced Background Check
Emily J.
from
$20
per walk
5.0 out of 5 stars
• 18 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

About: I started taking care of pets when I was about 12 years old primarily cat sitting. Over the past three years I have had the opportunity to work at two different boarding facilities where I have learned a lot about taking care of pets. I have taken care of all kinds of dogs and cats with different temperaments, personalities and needs. I have worked with many reactive and anxious dogs throughout my time as a sitter and as my past experience as a boarding worker. I am more than willing to work with anyone who has a reactive or anxious pup to make sure everyone is comfortable and cared for. I have been relied on to walk, bath, feed and medicate dogs and cats. Working with pets for so long has made me comfortable around all types of dogs and cats so whatever you need I can accommodate! I work full time 4 days a week but am available all 7 days however the times I will be available throughout the day may differ slight due to my schedule. I currently work 10 hour days on Wednesdays and Thursdays and 8 hour days on Fridays and Saturdays so I may be a best fit for someone whose pets do not need frequent attention and can be left alone for longer periods of time. I will follow any specific instructions you have for your pet. Weather these instructions be how far and how long you would like your pet to be walked. Specific food and/or med instructions you may have for your pet. As well as anything else that your pet may need.

Sitter Profile Image: Lynne O.
Verified Enhanced Background Check
Lynne O.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Fitchburg, WI, 53711

“She was the perfect person to walk my doggie.”

Profile image
Zorba P.
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check
Christina & Jeremy C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 81 reviews
45 repeat clients
15 years of experience
Verona, WI, 53593

About: My name is Jeremy and I have been taking care of animals most of my life, including house sitting, boarding and dog walking. My fiancé and I love the outdoors so your furry friend(s) will be getting a lot of walks in while staying with us. We live right next to a trail and a large park as well. We have one 4 year old lab mix named Benny. He is very gentle and loves making new friends. We also have a cat that is also very gentle, loves making new friends and does well with both cats and dogs. While you’re away we will make sure to send plenty of photos and videos to reassure you that your pet is being cared for. PLEASE READ CAREFULLY ‼️We will not accept male pets that are not neutered. If pets start destroying property, show aggression, or excessive jumping we will immediately contact Rover for different accommodations‼️ There is always someone home. So your pet will always have company and be loved on. We go outside often to play unless it’s too hot or too cold ******Meet and greets are mandatory***** We are unable to board cats that are not spayed or neutered. We always give our dog plenty of attention and love. It is important for us to maintain a healthy lifestyle so that he can live a long heathy life. Your Dog will receive the same care and attention as our dog

Sitter Profile Image: Taylor H.
Verified Enhanced Background Check
Taylor H.
from
$20
per walk
8 years of experience
Madison, WI, 53719

About: I’ve always been involved in taking care of my pets growing up. I have learned that building trust with dogs is the most important to grow a great relationship! Recently moved here- I work from home majority of the day as a full time photographer, so I have lots of flexibility to walk dogs when other owners are at work which seems to be really nice! I do not have the right facility to care for your dog at my home, so I am going to stick to drop in visits and walks.

Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Hannah B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
7 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

“Hannah was so great with our dog. We trusted her to take care of him during our wedding and it meant so much to know he was in safe and good hands! Thank you!!”

Profile image
Hanna H.
Sitter Profile Image: Jenny P.
Verified Enhanced Background Check
Jenny P.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
• 91 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.”

Profile image
Patrick B.
Sitter Profile Image: Jenna B.
Verified Enhanced Background Check
Jenna B.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
5 repeat clients
30 years of experience
Madison, WI, 53719

About: I have taken care of dogs, cats, birds, and fish since childhood. I’ve cared for toy breeds to extra large dogs (tea cups yorkies to mastiffs!), individual cats to families with 5+ feline family members. I have experience with puppy obedience (consistent/incremental/positive reinforcement), senior care, and varying levels of energy. I’ve worked with shy pets and incredibly social pets. Teach me about your pet and I will provide as consistent of care as possible while you’re away. I have a predictable schedule in my personal life and I am able to plan and design a pet care schedule with your routines in mind. I will make every effort to ensure clear, manageable expectations are communicated in advance so all parties are satisfied. I will follow routines and practices as close to the established routines to which your pet has grown accustomed. I understand this can vary greatly by family and appreciate clear communication.

Sitter Profile Image: Hillary L.
Verified Background Check
Hillary L.
from
$22
per walk
5.0 out of 5 stars
• 174 reviews
53 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!”

Profile image
Hannah L.
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

Jackie did a great job checking in on our pup! She was super easy to work with and very trust worthy. You could tell Tucker was loving his walk, too! She included lots of pictures which made it fun to see his adventure while we were gone!

Profile image
Jess B.
Dog Walking
5.0 out of 5 stars

Five stars! Hannah is a fantastic dog walker. My pup looks forward to his walks with her every single time. She is dependable, super caring, and takes great care of him. If you need someone trustworthy to walk your dog, look no further.

Profile image
Ruby S.
Dog Walking
5.0 out of 5 stars

Jesse was reliable, punctual, enthusiastic, and communicated well when she walked my dog for a few days. He was always happy to see her! I recommend her for any of your pet care needs and will be using her again. Thank you Jesse!

Profile image
Rebecca W.
Dog Walking
5.0 out of 5 stars

Quinn really helped me out last minute my new dog that I adopted from the shelter.. he took her for a nice long walk and even gave her a water break halfway through. He was very communicative and punctual. Alice's not completely leash trained, and he did a wonderful job tiring her out while I was at work.

Profile image
Jaimie C.
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

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

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.

How to book dog walking

  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 of Dog Walking in Five Points is $20 per walk as of October 2026. Most bookings cost between $13 and $25 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,392 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Five Points after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Five Points. On Rover:

  • 89% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge