Dog Walking in Woodland Hills, Madison, WI

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

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Top rated Woodland Hills dog walkers

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: Ryan H.
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Ryan H.
from
$12
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.

Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
6 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: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
23 reviews
10 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: Natalie R.
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Natalie R.
from
$15
per walk
10 years of experience
Greentree, Madison, WI, 53711

About: As a veterinary student, I make pet care a consistent and structured part of my daily and weekly routine. With my own dog, I keep him to a balanced feeding schedule, daily exercise and enrichment, grooming, and health monitoring alongside my academic responsibilities. Because of my veterinary training, I’m attentive to subtle changes in behavior, appetite, or energy levels and prioritize preventative care and routine health checks. Managing my own dog and his minor health issues has made me very comfortable incorporating animal care into my days to ensure that my pets receive reliable, attentive care regardless of coursework or other obligations. Even though veterinary school is busy, I always have enough time to make my pet care a built-in part of my daily and weekly routine. My days are structured around feeding schedules, walks, playtime, enrichment, and routine care like litter maintenance and grooming. I plan my academic schedule well ahead in advance to ensure pets receive consistent attention and care, even on busy days. I provide attentive, individualized care based on each pet’s routine and needs. In my home or a client’s home, I follow feeding schedules closely, ensure fresh water is always available, and provide regular exercise, playtime, and enrichment. I’m comfortable administering medications as needed and monitoring pets for any changes in behavior or health.

Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
100 reviews
47 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: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great! On time, reliable and awesome communication!

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Jackie K.
Sitter Profile Image: Eloise S.
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Eloise S.
from
$18
per walk
5.0 out of 5 stars
6 reviews
5 years of experience
Regent, Madison, WI, 53705

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.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$19
per walk
5.0 out of 5 stars
5 reviews
1 year of experience
Sauk Creek, Madison, WI, 53717

About: I love animals and truly enjoy taking care of dogs and cats. I make sure they’re well-fed, walked, and have plenty of playtime, giving them lots of love and attention. I treat every pet as part of my family, making sure they feel comfortable, safe, and happy while under my care. I’m available to care for dogs and cats on weekends. I can provide feeding, walks, and loving companionship with care and responsibility. My available hours are from Friday at 6:00 p.m. until Sunday at 9:00 p.m. I live in an apartment with my two daughters, who are very sweet and loving with animals. We have a spacious and comfortable area where your pet can feel relaxed and happy. There are plenty of natural areas nearby where I can take your dog for walks to enjoy the outdoors and nature. I’m available on weekends, from Friday at 6:00 p.m. to Sunday at 9:00 p.m., to provide loving, responsible, and personalized care for your pet.

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: Nicole W.
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Nicole W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
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: Alisyn L.
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Alisyn L.
from
$25
per walk
5.0 out of 5 stars
66 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: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
562 reviews
141 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: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
512 reviews
162 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: Isabel K.
Verified Enhanced Background Check
Isabel K.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
2 years of experience
Verona, WI, 53593

Isabel is a great communicator! She is amazing with my dog Gimli and lets him come to her. She asks amazing questions and is so sweet. Definitely rebooking.

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Gracelyn F.
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: Monica R.
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Monica R.
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 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: Meeka M.
Verified Enhanced Background Check
Meeka M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
71 reviews
21 repeat clients
10 years of experience
Madison, WI, 53717

Meeka was amazing! She was very thorough and made sure that Sadie had a good time on her walks! She sent lots of pictures and gave me a detailed summary of her cares. Would definitely recommend ☺️

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Katie H.
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: Megan B.
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Megan B.
from
$25
per walk
5.0 out of 5 stars
5 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.
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Woodland Hills dog parents share their Rover experiences

1 / 1
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

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.
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

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
5.0 out of 5 stars

Austin has been great! He’s communicative and flexible and my dog loves him. I love seeing the updates and photos from the walks, and my coworkers get to hear about whatever featured in the walk that day. Highly recommend!

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Chelsea 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

Michelle does an excellent job - dependable and caring. She always sends a quick update and pictures after her walk. I highly recommend her!

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Lawrence O.
Dog Walking
5.0 out of 5 stars

Marianne provided great updates during her walks and was very communicative! She made sure our sweet, nervous boy was taken care of, and eased all our worries! Will be booking again!

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Margie E.
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

Hannah did such a nice job with our Shiba. Will definitely with her again in the future as she won his heart over.

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Katy P.
Dog Walking
5.0 out of 5 stars

He and his partner have been absolutely awesome with Gimli! Very communicative and friendly. I get home from work and Gimli seems so well taken care of. Definitely will book again.

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Gracelyn F.
Dog Walking
5.0 out of 5 stars

i'm so grateful Jolie helped us out and by walking/feeding our dog. She was kind about the fact that he likes to bark when she arrives! Appreciate the feedback about her visit.

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jill b.
Dog Walking
5.0 out of 5 stars

Kirstie was great with my girl :) dependable and I had a happy pup. Excellent communication- I’d gladly hire her again :)

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Michelle O.
Dog Walking
5.0 out of 5 stars

Katie did great with Willis. She was very willing to accommodate our requests and handled an old guy dog with kindness and care. She was communicative and I felt like my dog was well cared for.

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Mike & Jenny B.
Dog Walking
5.0 out of 5 stars

Cloey did such a great job walking our dog Lily! She was timely and communicative. Lily got bored with walking so Cloey filled up the remaining time playing with her in the backyard. Lily loved her time with Cloey. Would recommend her to anyone!

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Jessica M.
Dog Walking
5.0 out of 5 stars

Meeka was amazing! She was very thorough and made sure that Sadie had a good time on her walks! She sent lots of pictures and gave me a detailed summary of her cares. Would definitely recommend ☺️

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Katie H.
Dog Walking
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The median cost per walk for dog walking in Woodland Hills is $16

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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 Woodland Hills on Rover as of Feb 2026 was about $16 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 Woodland 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.

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 Woodland 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

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.