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.

1 / 1
Sitter Profile Image: Magan E.
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Magan E.
from
$18
per walk
5.0 out of 5 stars
33 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: Ann A.
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Ann A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
129 reviews
47 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: Annalesse B.
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Annalesse B.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
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: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
4 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: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
41 reviews
14 repeat clients
10 years of experience
Fitchburg, WI, 53719

Anaya was wonderful with our two dogs. She was always on time and provided timely responses to questions and updates on our fur babies. We would love to have her take care of our dogs again!

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Matt H.
Sitter Profile Image: 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 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: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!

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

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

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

Highly recommend Daniel and Penny for your dog walking! They were very flexible and went the extra mile walking our dog- literally! Even the small things like making sure he had enough water when he came back were taken care of.

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Joseph B.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
79 reviews
30 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!

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Cailin C.
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: Becky P.
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Becky P.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
20 years of experience
Verona, WI, 53593

Becky was great! She hopped on a video chat with me prior to meeting my pup and was very communicative and reliable! I would definitely contact her to walk my puppy again!

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Elaina S.
Sitter Profile Image: kylie l.
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kylie l.
from
$22
per walk
5.0 out of 5 stars
87 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

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

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Jaimie G.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per walk
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn did a great job with Willis! Her feedback was helpful and it was nice to know he was being well taken care of. Alisyn worked with us on everything we needed. Highly recommend! We will be continuing to use her services.

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Mike & Jenny B.
Sitter Profile Image: Lilly W.
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Lilly W.
from
$15
per walk
5 years of experience
Fitchburg, WI, 53719

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

Sitter Profile Image: Matthew H.
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Matthew H.
from
$12
per walk
4 years of experience
Madison, WI, 53719

About: I’m a passionate dog lover who believes pets are family. As a dog owner for over four years, I understand the care, attention, and love our furry friends need every day. Whether you need help with walks or companionship for your pet, I’m committed to providing reliable and caring support. I love dogs of all sizes and personalities and look forward to helping keep your pet happy, safe, and active! While I am looking for a new full time job, I have a lot of availability for anyone needing some help. Would be open to daily walks or as needed. I would care for any pet like they are my own! I am extremely protective of my dog and would only want the best for her and I would offer the same level of care for your pet, too!

Sitter Profile Image: Kalea L.
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Kalea L.
from
$15
per walk
4 years of experience
Madison, WI, 53719

About: I worked in a dog grooming/doggy daycare facility for 5 years before becoming a hairstylist. I have worked with dogs across a wide range of breeds, ages, and medical conditions. I have been a cat owner for 10 years, and am certified in pet CPR. I work about 35 hours a week at ANiU Salon, so my availability is mostly evenings, weekends, and Mondays. I am willing to be flexible and work with others schedules! I only provide care in the client’s home (drop-ins, walks, and/or house sitting). I never board pets in my own home. When I’m in your home I will follow your instructions exactly. That includes: • Feeding on the schedule and with the portions you specify • Fresh water at every visit • Potty breaks, walks, and playtime based on what your pet needs and enjoys • Medication if required • Litter box or yard cleanup • Basic home care (locking doors/windows, bringing in mail, watering plants, etc. if you ask) I will treat your home with respect-I will leave it as clean and secure as I found it (or cleaner). I will stick to your pet’s normal routine as closely as possible so they stay comfortable in their own space. You’ll get photo and text updates during every visit so you know exactly how they’re doing. Before the first booking we can do a Meet & Greet so I can learn their personality, any quirks, and your house rules. That way everything feels smooth from day one.

Sitter Profile Image: Kaylyn M.
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Kaylyn M.
from
$23
per walk
5.0 out of 5 stars
35 reviews
22 repeat clients
25 years of experience
Glacier Ridge, Madison, WI, 53719

Kaylyn is wonderful!! She is very quick to respond when I message her. She keeps me updated on how my dog’s walk are going and I love getting a picture from the walk. My dog Raven loves when Kaylyn comes to visit. I would highly recommend Kaylyn!!!

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Cori L.
Sitter Profile Image: Lauren R.
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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!

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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

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
5.0 out of 5 stars

Here’s a shorter version: --- Melissa is a fantastic dog sitter! She communicates clearly, sends great updates, and is genuinely thoughtful about my dog’s needs. I always feel at ease knowing my dog is with her. Highly recommend!

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Mitchell R.
Dog Walking
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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

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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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