Dog Walking In Westmorland

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

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Top rated Westmorland dog walkers

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: Samuel P.
Verified Enhanced Background Check
Samuel P.
from
$15
per walk
20 years of experience
Westmorland, Madison, WI, 53711

About: Hi! I’m a lifelong animal lover who genuinely enjoys spending time with pets of all kinds. Whether your dog loves long walks and playtime or your cat prefers a calm companion and plenty of cuddles, I’ll make sure they feel safe, comfortable, and loved while you’re away. I also have years of experience with senior dogs with health issues. I understand that every pet has their own personality and routine, so I take the time to get to know what makes them happiest I am a full time student in the spring and fall and normally take summer classes but this summer am saving money and taking a summer off. I have a huge amount of availability and am willing to accommodate most schedules and dates, lengths of work etc. my routine every day is walking my dog a couple miles, school work outside of the summer, afternoon walk and weekends I take her swimming at salmo pond or Indian lake. At my home I have a fenced in back yard and I have a counter surfer and a chewer so my house is always puppy proof as no doors are left open and all food and paper is pushed back by the counter. It is a no tobacco house hold and all medication, vitamins, supplements or inside a mirror cabinet. I do not purchase chewing gum with xylitol in it ever. I have extremely reliable and will answer the phone most times and if I don’t I will call back generally within a half hour. I am not afraid to ask questions about dog care if I need to clear something up. I only let my dog meet another dog if I feel comfortable with it and trust the dogs demeanor

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

I’m so thankful to have Allegra as a dog walker- she is a rock star! I feel so safe with her care with the dogs, and she always has great feedback after every walk.

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Holly F.
Sitter Profile Image: Nate G.
Verified Background Check
Nate G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
216 reviews
75 repeat clients
15 years of experience
Madison, WI, 53715

Polite and professional! I’ve contacted Nate for same day walks and I’ve always appreciated their communication in what they can and can’t do. Would absolutely rebook.

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Hervin C.
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: 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 was easy to communicate with and took good care of Tony on his walk and fed him. She arrived as scheduled and kept us updated along the way. We would definitely ask Jennifer to walk Tony again in the future. Thank you!!

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Hannah & Eli W.
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: 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: 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: Sierra P.
Verified Enhanced Background Check
Sierra P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
9 reviews
6 repeat clients
2 years of experience
Greenbush, Madison, WI, 53715

About: I’ve been surrounded by and taken care of animals since I was a toddler. I grew up with all sorts of animals in the home from Guinea pigs and bunnies to dogs and birds! I’ve pet sat on occasion including dogs and cats as well as chickens and horses! I’m currently self employed and am taking on work through Rover to support my business as I’ve experienced a transition with work over the past few months. This makes me very flexible during the week and weekends. I want to provide an experience that makes you feel comfortable and your pet cared for when you aren’t able to be there. Creating an environment that reflects the care that you give your pets is my priority as a pet owner myself.

Sitter Profile Image: Sidney M.
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Sidney M.
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Madison, WI, 53711

About: I’ve cared for a variety of pets and understand that every animal has their own personality and needs. I’m especially patient with puppies (helping reinforce routines and basic training) and gentle with senior pets who may need slower walks or extra care. What sets me apart is how much I genuinely care,I don’t just “watch” pets, I spend time with them, play with them, and make sure they feel safe and loved while you’re gone. Feel free to book off rover as well!! I have a flexible schedule that allows me to prioritize pet care throughout the week. Whether it’s daily visits, drop-ins, or extended stays, I can adjust my routine to meet your pet’s needs. I’m committed to being consistent and making sure your pet gets the time, care, and attention they deserve. In a client’s home, I treat it with respect and keep everything as normal as possible for the pet—same routines, familiar spaces, and lots of love and attention. I spend quality time with them so they don’t feel alone and make sure all their needs are met. If pets stay in my home, I create a cozy, low-stress environment where they get plenty of care, playtime, and supervision. My goal is always to make pets feel comfortable, safe, and happy no matter where they are.

Sitter Profile Image: Alissa W.
Verified Enhanced Background Check
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: Ashley E.
Verified Background Check
Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
597 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: Shaina N.
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Shaina N.
from
$25
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Midvale Heights Community, Madison, WI, 53711

About: I’ve always had at least two dogs and one cat in my life at all times, each of them family and taken care of with love and empathy. There’s no animal I don’t adore. I work full time but have odd off days and long breaks during the week, so I am excited to meet new friends and make a little extra cash during those times! I am vigilant, kind, and I communicate. I am also very open to feedback and will adjust to the needs of you and your babies!

Sitter Profile Image: Hillary L.
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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.
Sitter Profile Image: Trisha R.
Verified Enhanced Background Check
Trisha R.
from
$12
per walk
13 years of experience
Madison, WI, 53703

About: I had a Maltese poodle mix for about 14 years. He recently passed last Thanksgiving. I have experience pet sitting, cleaning up, grooming, and feeding. And I also have experience caring for older dogs. I’m currently studying at the University of Wisconsin-Madison. I live on campus, local and my schedule is pretty open. I have availability mornings and evenings most days, and have flexible hours. I mostly offer dog walking services. And I can provide them with water and bowls as needed. I can also walk them to local parks or other locations.

Sitter Profile Image: Michelle S.
Verified Background Check
Michelle S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
135 reviews
55 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!

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Nikki T.
Sitter Profile Image: Alana M.
Verified Enhanced Background Check
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: Anaya S.
Verified Enhanced Background Check
Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
37 reviews
13 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: Jenny P.
Verified Enhanced Background Check
Jenny P.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
88 reviews
28 repeat clients
25 years of experience
Madison, WI, 53711

Jenny is wonderful! My puppy warmed up to her right away. She asked a lot of questions about him and came prepared with treats, poop bags, and water. She took him on a walk nearby and when they returned home he was all tired out. Thank you!

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Calista L.
Sitter Profile Image: Alina G.
Verified Enhanced Background Check
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!

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Over 28
pet parents in Westmorland have booked dog walking

Westmorland 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

Amanda was an outstanding dog walker. She was always on time, communicated openly and often, and was much loved by our dog Pico. I would highly recommend her to anyone looking for a walking companion for their four-legged friend.

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Thor R.
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

Carlee was a life savior! This whole week was jam packed for me so I was worried Freya wouldn't get to stretch her legs. Carlee was very communicative and kind which I really appreciated 🩵

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Cassie R.
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

So grateful Maggie was able to get our very timid dog out for a walk while we had to work! Great communication and response times!

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Natalee P.
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
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The median cost per walk for dog walking in Westmorland is $20

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Sitters in Westmorland 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 Westmorland 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 Westmorland 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 1,441 dog walkers in Westmorland. 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 Westmorland dog walkers respond in under an hour.

Dog walkers in Westmorland 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 Westmorland.

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 1,441 dog walkers in Westmorland on Rover, so you’re sure to find the perfect match for your dog! In Westmorland, 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.