Dog Walking In Oakwood Village

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

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Top rated Oakwood Village dog walkers

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Sitter Profile Image: Michelle S.
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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 the best rover experience we have had in a long time. She was punctual, proactive, and provided honest communication with how things were going with our two big dogs. One of our dogs is very nervous and she was beyond patient with him and successfully got him out for his walks. I appreciated that she showed up exactly when she said she would. We will absolutely use her again in the future.

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Laura C.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
18 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: Samuel P.
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Samuel P.
from
$10
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: Jennifer B.
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Jennifer B.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
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: 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: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
123 reviews
50 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: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
65 reviews
25 repeat clients
5 years of experience
Madison, WI, 53719

Austin has been great with my dog, Jax. He's punctual, communicates well, and takes Jax's needs as an old dog into account, taking it slow with him and giving him breaks in the hot weather!

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Andrew W.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
34 reviews
12 repeat clients
10 years of experience
Fitchburg, WI, 53719

Amazing service!

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Ryan S.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
553 reviews
169 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: Stephany D.
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Stephany D.
from
$12
per walk
4.9 out of 5 stars
58 reviews
14 repeat clients
13 years of experience
madison, WI, 53719

About: Hello my name is Stephany Dos Santos and I have both baby sat and walked dogs for as long as I can remember. I have taken care of a wide range of dogs including Yorkshire, Gold Retriever, Mini Australian Shepherd, Poodle, Chihuahua , and etc. What you would love about me is that with my different experiences I could handle any dog because I treat them equally and also as if they were people. I am available any time of any day and to walk or sit your dog! I am a very funny and energetic individual which makes it easier for me to get along with dogs and run around with them. I would really love to be there when you need me most! Thank you for reading my profile and I hope to meet you! I currently work in a lab, and my schedule is pretty flexible than most other individuals. I am typically at work from between 2 to 4 hours a day. I have the flexibility to leave work whenever I need to and then if I needed to come back I could. Therefore if I am staying over And I see myself being at work for more than six hours a day, then I would just split my day and half and go home and walk or feed whichever animal I’m working with, then head back to work. I currently live in an apartment complex. It does allow animals. There is a large park by my complex, which, if there were a dog with me, I would take them there. In my apartment itself I have a lot of toys and it is a safe environment

Sitter Profile Image: Natalie R.
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Natalie R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Greentree, Madison, WI, 53711

Very quick, responsive and accommodating. My pups were very happy! Will book again

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Carli D.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$17
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
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. 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: Sophie S.
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Sophie S.
from
$15
per walk
5.0 out of 5 stars
4 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: 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: Elizaveta F.
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Elizaveta F.
from
$15
per walk
5 years of experience
Wisconsin Co-Op Housing, Madison, WI, 53705

About: I have grown up with a variety of animals from cats/dogs to small animals like rats, hamsters and reptiles and even chickens! I'll make sure your pet gets the attention they deserve and the care that they need. I'm very welcoming of detailed instructions so all the furry friends are satisfied and ready for your return. As someone who works from home I'm able to adjust my schedule to meet your pets needs. All my meetings are pre scheduled so I will be able to give full care to your furry friends. My home is cat proofed for my cats as one is extremely smart. Every cat gets cuddled, brushed and fed on time. My own animals are spoiled and yours will be too.

Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 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: Rachael M.
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Rachael M.
from
$14
per walk
5.0 out of 5 stars
3 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: Hannah S.
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Hannah S.
from
$20
per walk
5.0 out of 5 stars
64 reviews
33 repeat clients
25 years of experience
Madison, WI, 53711

Hannah did a great job on short notice! My dog is terrified of everything but walked well with Hannah. Thank you!!!

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Erica T.
Sitter Profile Image: Liliana P.
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Liliana P.
from
$17
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: 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.
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Oakwood Village dog parents share their Rover experiences

1 / 1
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

Austin was really great to work with and super flexible. He made it really relaxing while I was away knowing my pup was well taken care of, and I will definitely be using Austin again. Thanks Austin!

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Isaac W.
Dog Walking
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

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

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

Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

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Jennifer C.
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

Hannah always seems to bail us out when we are in a pinch!!!! She is the absolute sweetest human!! Recommend her 100x over!!

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Kourtney K.
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

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

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

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

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

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

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
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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 Oakwood Village.

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:

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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.