Dog Walking Five Points

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

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Over 216
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
• 149 reviews
54 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: Stephany D.
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Stephany D.
from
$15
per walk
4.9 out of 5 stars
• 63 reviews
16 repeat clients
13 years of experience
Madison, WI, 53719

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

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Patricia F.
Sitter Profile Image: Michelle S.
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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 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: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 97 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

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

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Cailin C.
Sitter Profile Image: 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: Sophie E.
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Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 9 reviews
4 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!”

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Georgia V.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
• 8 reviews
3 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: Jesse T.
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Jesse T.
from
$15
per walk
4.9 out of 5 stars
• 34 reviews
17 repeat clients
1 year of experience
Madison, WI, 53719

“Jesse is reliable, communicative and an excellent pet photographer.”

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Sarah N.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per walk
4.9 out of 5 stars
• 30 reviews
6 repeat clients
4 years of experience
Madison, WI, 53719

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

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Mitchell C.
Sitter Profile Image: Daniel & Penny B.
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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.”

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Joseph B.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 47 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!”

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Matt H.
Sitter Profile Image: Lauren R.
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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: Emma E.
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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: kylie l.
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kylie l.
from
$22
per walk
5.0 out of 5 stars
• 88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

“Great job tuckering my puppy out so he naps instead of chewing on everything!”

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Robert H.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$20
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Glacier Ridge, Madison, WI, 53719

About: I have a dog of my own and I’ve done boarding, drop ins and walks before. I’ve grown up with dogs in the house and have watched family friends dogs numerous amounts of times. I currently work full time (8-4:30) during the week, but can do evenings on week days and any time during weekends! I am very flexible and can make anything work! I can abide by whatever schedules/routines you have in place. If your dog likes to socialize, my dog would be a great buddy! I understand dogs need to follow certain rules and need to be let out/fed in a timely manner.

Sitter Profile Image: Zoe M.
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Zoe M.
from
$13
per walk
3 years of experience
Verona, WI, 53593

About: I have grown up with dogs and have one of my own. i’ve been to training classes with my dog. i’ve walked multiple dogs before as well as dog sitting. I work part time in the evening and have time for pets during the day before 3pm! As well as evening visits and boarding on the weekends! I have a good neighborhood and two easy accessible dog parks! I also have access to east transportation to meet you where you need and best fits for your dog!

Sitter Profile Image: Christine H.
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Christine H.
from
$10
per walk
5.0 out of 5 stars
• 4 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: Carmen & Brian W.
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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: 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: Taylor H.
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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.

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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

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5.0 out of 5 stars

My dog absolutely loved Quinn!! Quinn was really flexible when I miscommunicated some important details and was super chill about my last minute ask. 10/10; will definitely look for him again for dog care in the future and would recommend him to any friend!

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Lina M.
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 & 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.

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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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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 of Dog Walking in Five Points on Rover is $20 per walk as of October 2026. Most bookings cost between $13 and $24 per walk. 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 1,406 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 a map of the walking route , 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 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 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 Meet & Greet .

walkers on Rover set their own cancellation policy , 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.

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