Dog Walkers in Shorewood Hills, WI

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

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Top rated Shorewood Hills dog walkers

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Sitter Profile Image: Lydia B.
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Lydia B.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Madison, WI, 53705

Lydia was punctual, caring, and was clearly attentive to our dog Rupert!!! Thank you, Lydia!!!

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Sean M.
Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
216 reviews
76 repeat clients
15 years of experience
Madison, WI, 53715

Nate has been so good to Esme over the past year. He goes above and beyond to make sure Esme is happy! He is great at communicating and also sends fabulous pictures.

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Stacey M.
Sitter Profile Image: Julia G.
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Julia G.
from
$15
per walk
5.0 out of 5 stars
9 reviews
3 years of experience
Middleton, WI, 53562

About: Not only have I pet sat for a variety of different animals, I also worked at a pet store for a year. I worked with so many different animals (cats, dogs, fish, small animals, reptiles, and birds) with all different personalities. I have also worked with animals that need extra special care along with administering medications. I’m a college student home for the summer and love being around all kinds of pets! I’ve grown up with lots of animals around front cats and dogs to small animals and chickens, and always love meeting new animals I always make sure I’m paying attention to your animals and making sure I do everything I can to make them as happy and comfortable as possible. I take time to get used to the animal and have the animal get used to me so I understand their body language and keep them happy.

Sitter Profile Image: Raymar F.
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Raymar F.
from
$20
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53705

About: Hi! I’m a lifelong animal lover who’s been caring for dogs since I was around 10 years old. I grew up around dogs, helped train my family’s pups, and have been the go-to dog sitter for family and friends for years. I’m comfortable with walks, baths, feeding routines, playtime, and making sure your pet feels safe, happy, and cared for while you’re away. Whether your pet is energetic, shy, cuddly, or a little goofy, I’ll treat them like they’re my own :) I’m currently a graduate student finishing my final courses online this summer, which gives me a very flexible schedule and plenty of time to dedicate to pet care. I’m available by request in the mornings, afternoons, and on weekends, and I’m happy to work with your schedule whenever possible. My goal is to be flexible and reliable so I can step in and provide consistent care whenever you need help with your pets :) I always aim to make them feel as comfortable, safe, and loved as possible. I’m very adaptable and I understand that every pet has their own routine, personality, and needs. Before any booking, I like to ask a few questions about your pet’s habits, personality, and preferences so I can provide the best care tailored specifically to them. I follow feeding, walking, and medication routines closely and make sure they get plenty of attention, playtime, and companionship. If I’m in your home, I also respect your space and keep things clean and consistent for your pet so they feel secure in their familiar environment.

Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
598 reviews
145 repeat clients
13 years of experience
Madison, WI, 53705

Ashley was so wonderful! Helped me in a pinch and did it so professional! Shared updates and pictures. This was my first time using Rover and was a touch nervous, but I can now say I’d definitely do it again! Thanks, Ashley!

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Emma F.
Sitter Profile Image: Alana M.
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Alana M.
from
$18
per walk
5.0 out of 5 stars
6 reviews
7 repeat clients
15 years of experience
Madison, WI, 53705

About: I have been dog, baby, and house sitting since I was 10 (~13 years). I have personally had a cat and 4 dogs throughout growing up and have taken diligent and loving care of them from walks/runs, veterinary care, to lots and lots of snuggles. I'm currently a student doing predominantly online classes, so I have a lot of flexibility in my schedule to fit pet care into the routine. I also lead a very active lifestyle taking multiple walks/jogs throughout the day that would only be enhanced with a furry companion. I live in an apartment with no other pets and I have a very clean and safe indoor living area as well and could always crate him/her if needed.

Sitter Profile Image: Kaelyn S.
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Kaelyn S.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Capitol, Madison, WI, 53703

Kaelyn was great! I was in town for a client-related travel/staying at a hotel and she was flexible for my one-off request and day-of tweaks. She's very easygoing, but has an attention to detail for when we had to switch from dog walks to drop-in visits instead. Given it was a hotel space, she was able to provide A+ care for Delphi given the temporary space/resources even I wasn't fully familiar with.

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Marian L.
Sitter Profile Image: Molly H.
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Molly H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
25 years of experience
Middleton, WI, 53562

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

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Sarah G.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

I needed some last minute help with my senior dog, and Alissa responded back quickly and was able to help me out!! She came to meet our pets and get the layout, and helped us out almost right away! She is very kind and gentle with our Murphy and even gives our two cats some loving even though we booked her for a dog walk! As someone with OCD and anxiety, my brain and body feel comfortable and safe with Alissa taking care of our senior puppy when we aren’t at home. Looking forward to hopefully booking with her again!!

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

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
555 reviews
170 repeat clients
30 years of experience
Madison, WI, 53705

Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.

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Rosanne L.
Sitter Profile Image: Emma S.
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Emma S.
from
$20
per walk
8 years of experience
Madison, WI, 53703

About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.

Sitter Profile Image: Aislinn B.
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Aislinn B.
from
$15
per walk
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Madison, WI, 53705

About: Animals have been a huge part of my life for as long as I can remember! I’ve been a pet owner my entire life and have years of hands-on experience caring for animals of all kinds. Since I was 10 years old, I’ve regularly walked dogs and helped care for pets, giving me a strong understanding of their needs, personalities, and routines. Currently, I have two cats of my own! As a law student studying over the summer, I have a flexible schedule that allows me to provide dependable, attentive care for your pets. Whether your pet needs walks, companionship, or extra patience, I’m committed to making sure they feel safe, and happy. I have a flexible schedule that allows me to accommodate a variety of pet care needs throughout the week. My availability is open for daytime walks, drop-in visits, and extended care, with plenty of time to give your pets the attention they deserve. I’m committed to being reliable, communicative, and adaptable to your pet’s routine. I provide attentive, personalized care based on each pet’s routine and comfort level, whether in my home or yours. I focus on maintaining their normal schedule for feeding, walks, playtime, litter box care, medications if needed, and plenty of affection so they feel safe and comfortable. With lifelong experience caring for both dogs and cats, I pay close attention to each pet’s needs, energy level, and personality while treating them like family. My goal is to provide reliable, loving care while respecting both your pet’s routine and your home. I also have years of experience in administering injections such as insulin to both cats and dogs, as I lived with a diabetic dog and diabetic cat at two different times of my life.

Sitter Profile Image: Sophie S.
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Sophie S.
from
$15
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Madison, WI, 53705

About: I’ve been caring for dogs since high school and have over 10 years of experience with pets of all kinds. I also started training service dogs in middle school, so I’m comfortable working with different temperaments and routines. I love making pets feel safe, happy, and well cared for while their owners are away! I’m currently a pharmacy student, so my schedule during the school year is structured and reliable. I’m available for walks, drop-ins, and pet sitting around classes and study time, and I enjoy having pets as company during quieter parts of the day. During the summer, I work but still maintain availability for pet care, especially evenings, weekends, and longer stays. I care for pets in their own home where they’re most comfortable and able to stick to their normal routine. I always make sure pets feel safe, calm, and well cared for by following feeding schedules, exercise needs, medication instructions, and any house rules closely.

Sitter Profile Image: Stefanie B.
Verified Enhanced Background Check
Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
63 reviews
20 repeat clients
12 years of experience
Middleton, WI, 53562

Stefanie was so great! She took care of my THREE dogs on short notice. I’d definitely recommend her and use her services in the future. Thank you!

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Gabrielle B.
Sitter Profile Image: Alina G.
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Alina G.
from
$20
per walk
5.0 out of 5 stars
5 reviews
4 years of experience
Regent, Madison, WI, 53726

About: Hi all, my name is Alina and I’m new to Rover :). I have been a reliable dog/cat sitter for family, friends, and co-workers for a few years. I am a respectful, friendly, animal-loving soul that is free all summer to care for pets and make them feel safe and happy! I am starting medical school in the fall so I am excited to get some time with furry friends this summer. I love getting animals outside for walks and playtime. I am happy to work with pets of all ages. I am not working any particular job this summer other than pet-sitting. With this, my schedule is very flexible and I’m available just about any day of the week/weekends except a few select dates. I’m happy to work early mornings and late nights too if needed. At my client’s home, I care for pets by following their feeding routine, brushing their fur, and incorporating lots of playtime and exercise. While I haven’t been previously asked, I would also be happy to bathe pets if requested!

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: Luke C.
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Luke C.
from
$19
per walk
2 years of experience
University Apartments, Madison, WI, 53705

About: I have a very high level of knowledge and skills of how to take care of cats of any age and ability and enjoy spending time with all kinds of cats. I have much less experience with and knowledge of dogs but I'm very familiar with the basics of feeding and walking. Friends have described me as a cat whisperer and I like to think of myself as such. Not that I might not have challenges, but I know how to meet and vibe and care for them. I have completely open availability for the next month or so as I am unemployed living with friends and trying to establish myself here. I typically like doing care between the late morning and early evening, but anything can be talked about and arranged. I enjoy spending the day alongside animals, being attentive to their needs by taking them out for long walks, providing healthy snacks and cuddles through the day, and offering a calm energy to relax energetic or otherwise anxious pets. I am confident in caring for pets across a range of personalities, and am happy both giving pets lots of attention and energy and coexisting with more introverted pets.

Sitter Profile Image: Sarah P.
Verified Enhanced Background Check
Sarah P.
from
$19
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Regent, Madison, WI, 53726

About: I’ve had dogs growing up as a child. My own kids love animals and enjoy being around pets and helping care for them. We enjoy caring for neighbors pets when they go on vacation. We are a family of educators, so we have a lot of availability in the summer. During the school year, we are available most weekends. We do not have a fenced yard, but we do have 3 kids who LOVE to take dogs on walks and play with pets. We can play with your pet outside on a leash, or inside our home.

Sitter Profile Image: Hillary L.
Verified Background Check
Hillary L.
from
$22
per walk
5.0 out of 5 stars
162 reviews
50 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!

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Hannah L.
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Over 319
pet parents in Shorewood Hills have booked dog walking

Shorewood Hills dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We have booked with Ruby for house sitting and dog walking. She has been responsive, reliable, and taken great care of the dogs!

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Olivia M.
Dog Walking
5.0 out of 5 stars

Nyx is very shy and timid. Isabel was so patient and kind with her and was able to get her out for multiple walks!

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Natalee P.
Dog Walking
5.0 out of 5 stars

Hillary was great with our super nervous dogs while my husband was out of town and I was working. We're really thankful for her support!

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Charity P.
Dog Walking
5.0 out of 5 stars

Grace was amazing! She truly loves dogs and i couldn't be happier with the overall experience. I will definitely book her again when needed!

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Erik W.
Dog Walking
5.0 out of 5 stars

This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.

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Cashton C.
Dog Walking
5.0 out of 5 stars

I needed some last minute help with my senior dog, and Alissa responded back quickly and was able to help me out!! She came to meet our pets and get the layout, and helped us out almost right away! She is very kind and gentle with our Murphy and even gives our two cats some loving even though we booked her for a dog walk! As someone with OCD and anxiety, my brain and body feel comfortable and safe with Alissa taking care of our senior puppy when we aren’t at home. Looking forward to hopefully booking with her again!!

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Sophie M.
Dog Walking
5.0 out of 5 stars

Kind and reliable. I feel good about having her come over to walk our dog while we are at work. Georgie loves her walks!

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Genna Z.
Dog Walking
5.0 out of 5 stars

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Dog Walking
5.0 out of 5 stars

Eloise was able to help us out at short notice, gave our dogs a great walk, and sent a lovely note with pictures. Thank you so much, Eloise!

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Matthew O.
Dog Walking
5.0 out of 5 stars

Zach was so great with my dog and he was such a big help. Super friendly and kind. Would definitely recommend him.

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Melissa D.
Dog Walking
5.0 out of 5 stars

Carolyn is fantastic! She’s reliable, responsible, and great with our high energy puppy and sweet kitty. Highly recommend Carolyn!!

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Nancy H.
Dog Walking
5.0 out of 5 stars

Thank you so much for your outstanding care of our girl, Nala! We are always so grateful for your time and care

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Jacquelynn A.
Dog Walking
5.0 out of 5 stars

Amy was great with Indie! I felt comfortable having her walk Indie. It was obvious Amy loved dogs. She walked Indie and played around in the backyard with her. I would highly recommend Amy.

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Lyria P.
Dog Walking
5.0 out of 5 stars

Circumstances forced me to take a busy 24-day international trip, so I was grateful and relieved that Susan could be available to take my active 17-mo old Golden on daily walks. She took him every day in good weather and bad, and sent me many photos. She went above and beyond including my 14-year-old mini dachshund on some days, too. 10/10 would be glad to seek her help again!

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Jonathan B.
Dog Walking
5.0 out of 5 stars

Ryan does such an great job with our two pups. Our younger dog tends to pull ahead, and our older girl tends to want to stop and sniff frequently. Ryan helps both dogs get enrichment on their walks. He's also been a great communicator, and reliable house sitter. We will book again.

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Karen L.
Dog Walking
5.0 out of 5 stars

Jenna is very reliable and quick to respond back with how Oscar is doing. We always enjoy the photos she sends of him too!

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Don W.
Dog Walking
5.0 out of 5 stars

Took plenty of pictures, adjusted to my dog’s desired level of activity, and troubleshot a key/cat toy issue. Communicative, friendly, and on-time. Would hire again!

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Carrie P.
Dog Walking
5.0 out of 5 stars

Robert is an exceptional caregiver. Our dog loves him. She watches out the window for him to arrive for their walks. He's intuitive and prepared for anything that Ruby may need. It's a huge relief when we know Robert is watching out for our girl.

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Tim K.
Dog Walking
5.0 out of 5 stars

Kylie was great. She walked our dogs 2x per day while I was away for a few days. She was very responsible and communicated promptly whenever necessary. I would definitely hire her again! Bonnie Valley

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Bonnie V.
Dog Walking
5.0 out of 5 stars

Mindi was great, asked insightful questions and seemed genuinely excited to spend time with my dog. We will miss her!

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Claire K.
Dog Walking
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The median cost per walk for dog walking in Shorewood Hills is $20

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Sitters in Shorewood Hills average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Shorewood Hills on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Shorewood Hills dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,440 dog walkers in Shorewood Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 83% of Shorewood Hills dog walkers respond in under an hour.

Dog walkers in Shorewood Hills have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Shorewood Hills.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 1,440 dog walkers in Shorewood Hills on Rover, so you’re sure to find the perfect match for your dog! In Shorewood Hills, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.