Dog Walking in Westmorland, Madison, WI

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: Isabel S.
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Isabel S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel was reliable and send daily photos of her walks with our pooch. She was flexible with adjusting plans due to weather circumstances.

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Sophie K.
Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$19
per walk
5.0 out of 5 stars
67 reviews
30 repeat clients
3 years of experience
Arbor Hills, Madison, WI, 53713

Keezieng has been a fantastic dog walker this past week! Very flexible and always on time, he made sure that Stella always had a nice mid-day walk.

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Colin S.
Sitter Profile Image: Alissa W.
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Alissa W.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Madison, WI, 53715

About: New to Rover, but NOT new to pet care! I have taken care of dogs, cats and other animals since I was 12 years old! I've had pets of all kinds for the past 10 years and I have also been hired to pet-sit for family, friends, and neighbors throughout middle school, high school and college! Additionally, my father owned a small dog walking business in our town while I was growing up, so I have lots of experience with walking all kinds of dogs. I am familiar with how to walk with and take care of dogs of all sizes from chihuahuas to great Danes! And I have experience working with varying ages, from puppies to older doggos who need additional care such as medication administration or walking accommodations. In addition to growing up with dogs, I've also had and taken care of cats, reptiles (lizards and turtles), rodents (hamsters, guinea pigs, rats & rabbits), and fish which gives me a wide range of drop-in visit expertise! I am familiar with how to clean liter boxes or small animal enclosures/cages, cleaning water fountains and food bowls, serving food and treats, administering medications, playing with your pet or using other forms of enrichment, etc. I am looking forward to working with you and your pet(s)! During the school year I work part-time, so I have plenty of time to hangout with your pet(s)! I am available on weekdays in the mornings from 10am-1pm or evenings from 6pm-10pm. My weekend availability fluctuates, but when I am in town I am generally available on Saturdays and Sundays from 10am-10pm! Over the summer (June-Aug) I work as a camp counselor, so I am unavailable during the week but have availability over most weekends : ) I currently offer dog walking and drop-in visits for dogs, cats or small animals. To ensure your pet gets the best from me, I make sure that I have detailed instructions about what your pet needs from my visit and/or walk. This includes having conversations about things like how much to feed them and when, litterbox changing specifics, changing your pets water, keeping your pets areas clean, any medication instructions you have for me, where you want me to walk your dog, expectations for waste disposal, or any other specific details I need from you in order to take care of your pet!

Sitter Profile Image: Monica R.
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Monica R.
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Madison, WI, 53711

Took my dog on long walks even in cold weather.

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Bill E.
Sitter Profile Image: Liliana P.
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Liliana P.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Madison, WI, 53705

Lily has been wonderful! She is very attentive, punctual, and respectful. I would recommend Lily for your needs :) She walks our puppy and we have no complaints!

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Joyce D.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
522 reviews
164 repeat clients
30 years of experience
Madison, WI, 53705

Jennifer was fantastic! Both dogs loved having her walk them. Can’t thank Jennifer enough for giving the dogs the attention they needed while we were away from home for the day.

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Taylor K.
Sitter Profile Image: Annie J.
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Annie J.
from
$20
per walk
5.0 out of 5 stars
86 reviews
27 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Really appreciated Annie walking my sweet dog for me! She’s very trustworthy and great!

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Genevieve H.
Sitter Profile Image: Ashley T.
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Ashley T.
from
$10
per walk
3 years of experience
South Campus, Madison, WI, 53715

About: I currently work at a doggy daycare center, where I supervise group play, monitor behavior, and ensure dogs stay safe and engaged. I’ve also owned dogs my entire life, so I understand their needs at every stage. I’m comfortable with feeding schedules, basic training, administering simple medications, and providing lots of exercise, structure, and affection. Pet care fits naturally into my routine since I already work at a doggy daycare and structure my days around animal care. I’m available mornings, evenings, and weekends, and I’m used to maintaining consistent feeding, potty, exercise, and play schedules. I prioritize reliability and clear communication so pet parents always know their pets are in good hands. Safety is always my top priority. Through my doggy daycare experience, I’m trained to read body language, manage group interactions, and prevent unsafe situations before they happen. In a client’s home, I respect their space and carefully follow all care instructions, including feeding routines, medications, and crate guidelines. I ensure doors, gates, and leashes are secure at all times and provide a calm, structured, and loving environment where pets feel comfortable and safe.

Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
105 reviews
49 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: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
571 reviews
142 repeat clients
13 years of experience
Madison, WI, 53705

It was reassuring knowing Ellie and Riley got to go on walks while I was at work . Ashley was so great during our meet and great and really interacted nicely with the dogs! I will definitely be scheduling time with Ashley again, and consider her for overnights for short trips!!

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Sue L.
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: Katie T.
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Katie T.
from
$25
per walk
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

We love having Katie come in to walk our dog! She does such a great job and always checks in with us if anything is new or needs to be done extra. So happy to have her as our dog walker!!

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Caitlin P.
Sitter Profile Image: Stacey S.
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Stacey S.
from
$19
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
38 years of experience
Capitol, Madison, WI, 53703

Stacey was great!! She even spent extra time with Stanley.

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Marlowe E.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
161 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: Nicole W.
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Nicole W.
from
$22
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Madison, WI, 53705

About: I grew up in a big dog home, with dogs of all sizes and breeds (we always had 2-3 dogs in the home at a time). I have experience caring for puppies, including crate and potty training, as well as middle-of-the-night potty breaks for very young pups. I additionally have cared for very old and sickly dogs, as well as caring for Stella, one of my current dogs, following her ACL surgery. I am very experienced in dog training, teaching another one of our dogs tricks like playing dead and “speaking” on command. I hope to bring some of these experiences to help care for your fur babies:). I recently left my job, so I have all the time in the world to care for your animals while I look into what’s next! I am located in West Madison near the Hilldale mall. I currently live in an apartment, so pet care would likely have to happen in your home! I am very good with schedules for feeding, potty breaks, walks, and playtime. I grew up with coyotes in the field behind my home, so I always go outside with dogs when they are let out, and have a trained eye for spotting potential predators!

Sitter Profile Image: Grace B.
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Grace B.
from
$10
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Madison, WI, 53706

Communicates well and provides good updates. Happy to have walking our dog.

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Bill E.
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

Shaina is the best! She takes great care of our two fluffballs - they love her. She’s also incredibly friendly and considerate. Would highly recommend!

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Jon W.
Sitter Profile Image: Rachael M.
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Rachael M.
from
$14
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Madison, WI, 53719

About: I've had cats, dogs, fish, and rodents, and would love to share my time with even more beloved pets! I worked at a vet clinic for awhile, so safety will be my number one priority. I currently volunteer with a local cat rescue. I even worked with a wildlife rehabilitation center a few years ago, so no animal would be outside my comfort zone, although I have little experience with reptiles. I work full time during the week, but will have about 45 minutes to devote to your furry friend around midday! I am flexible before and after my job, and am often available during weekend days and holidays. I will not offer boarding services, however, I am happy to schedule my time around your fur baby to ensure that they get the love and care they deserve! I am comfortable caring for (feeding, walking, brushing, etc.) and medicating (with instruction) dogs and cats, if necessary!

Sitter Profile Image: Anaya S.
Verified Enhanced Background Check
Anaya S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Madison, WI, 53703

Amazing service!

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Ryan S.
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
174 reviews
61 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Appreciated Bobby walking my dog twice a day while I was out of town unexpectedly. Enjoyed receiving pics and the logistical updates from the walks. Set my mind at ease.

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Tiffany P.
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Over 68
pet parents in Westmorland have booked dog walking

Westmorland dog parents share their Rover experiences

1 / 1
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

Isabel was reliable and send daily photos of her walks with our pooch. She was flexible with adjusting plans due to weather circumstances.

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Sophie K.
Dog Walking
5.0 out of 5 stars

Brenda was great! Made sure to take pictures and give updates on all her visits/ walks. Was a huge help even when it was freezing cold!

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Cashton C.
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

Amanda is a reliable and friendly person. She is a strong communicator and takes excellent care of our dog who she walks daily. We are very happy with her services. Highly recommend.

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Michael M.
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

Jared dropped in to walk my dog in the middle of a long work day. He gave her a good long walk and got her all set up with a frozen kong and fresh water before he left. I came home to a relaxed, content dog.

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Chloe H.
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

Holly was fantastic and super flexible with my schedule. Indi was well taken care of and would 100% recommend her going forward.

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Emily S.
Dog Walking
5.0 out of 5 stars

Alexandria has been walking my dog, Louie, for several weeks now since I’ve been recovering from knee surgery. She’s reliable, communicative, and has been great with his occasional leash reactivity. I’m happy to have Alexandria walking my dog while I can’t!

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Hailey L.
Dog Walking
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The median cost per walk for dog walking in Westmorland is $20

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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 Mar 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.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available 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

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.