Dog Walking Oakwood Village

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

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Over 42
pet parents in Oakwood Village have booked dog walking

Oakwood Village, Find top rated dog walking

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: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
23 reviews
7 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer is great with my big, goofy Mastiff-Pitty mix! He loves his walks with her and loves when she comes to pup sit at the house. It’s all goofy smiles from the pup!

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Elaina M.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
27 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: Michelle S.
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Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
138 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was great with my great with my dog who was being extra difficult. She was very communicative and able to get my dog outside. Can’t thank her enough!

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Cally G.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
42 reviews
14 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: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
42 reviews
12 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: Poorna D.
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Poorna D.
from
$24
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
Verona, WI, 53593

About: I’ve worked with dogs through volunteering at animal shelters for over 12 years. I have experience fostering dogs of all ages, and I am Fear Free certified. I don’t have a dog myself yet, so I’ll love and care for your pup as though they are my own! I work full-time, so I am outside of the home 8+ hours on weekdays. I can provide care in the morning before work and in the evening after work, and on weekends. I am available most holidays as well. I make sure to earn the trust of every animal I work with, which includes respecting their boundaries as we are getting to know each other. That being said, I’ll make sure your pet gets the food, exercise, and attention they need to feel safe and happy while you are away.

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

Ashley does a great job with my anxious 70lb pittie and really pushes him to walk far (which is something we normally do). She’s punctual and reliable. I’m so lucky to have found her!!

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Heather K.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
200 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

I will definitely be booking Robert again, and highly recommend him to anyone! I was luckily enough to book him fairly last minute, and he was kind and willing to help. He walked my dog Daisy twice a day for a two day period. He always took daisy on her full 30 minute walk, and was very communicative, which I really appreciated. Additionally though, my lovely neighbor was telling me a few days later how she had loved talking to Robert. Unbeknownst to me, they had struck up a really nice conversation. It means something when you like your dog walker, but when your neighbor is raving about them, it means even more!

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Dot S.
Sitter Profile Image: Natalie R.
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Natalie R.
from
$15
per walk
5.0 out of 5 stars
13 reviews
6 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: 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: Madison J.
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Madison J.
from
$15
per walk
9 years of experience
Meadowood, Madison, WI, 53711

About: I’ve taken care of dogs since I was 10. I’ve always loved animals, and love sitting for them. I’ve walked and taken care of dogs from puppy to senior age. I love getting to know dogs and giving them the best care! I work at a coffee shop in Madison, but I am able to walk dogs before 7 am and after 3 pm. I’m very active, so I’ll make sure your pup gets good exercise! I am good at bribing hesitant dogs to go into a kennel if needed. I’m very detail oriented, so before I leave, I’ll make sure every door is locked, every food and water is filled up, and everyone is safe

Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
81 reviews
30 repeat clients
5 years of experience
Madison, WI, 53719

Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.

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Melissa W.
Sitter Profile Image: Kalea L.
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Kalea L.
from
$20
per walk
4 years of experience
Madison, WI, 53719

About: I worked in a dog grooming/doggy daycare facility for 5 years before becoming a hairstylist. I have worked with dogs across a wide range of breeds, ages, and medical conditions. I have been a cat owner for 10 years, and am certified in pet CPR. I work about 35 hours a week at ANiU Salon, so my availability is mostly evenings, weekends, and Mondays. I am willing to be flexible and work with others schedules! I only provide care in the client’s home (drop-ins, walks, and/or house sitting). I never board pets in my own home. When I’m in your home I will follow your instructions exactly. That includes: • Feeding on the schedule and with the portions you specify • Fresh water at every visit • Potty breaks, walks, and playtime based on what your pet needs and enjoys • Medication if required • Litter box or yard cleanup • Basic home care (locking doors/windows, bringing in mail, watering plants, etc. if you ask) I will treat your home with respect-I will leave it as clean and secure as I found it (or cleaner). I will stick to your pet’s normal routine as closely as possible so they stay comfortable in their own space. You’ll get photo and text updates during every visit so you know exactly how they’re doing. Before the first booking we can do a Meet & Greet so I can learn their personality, any quirks, and your house rules. That way everything feels smooth from day one.

Sitter Profile Image: Dawn K.
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Dawn K.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
13 years of experience
Madison, WI, 53711

Dawn kept our energetic pup happy with long walks during a busy work week. Great communicator. Thank you!

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Lisa B.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$20
per walk
5.0 out of 5 stars
67 reviews
34 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: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$25
per walk
5.0 out of 5 stars
79 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 9 and 5. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

Sitter Profile Image: Tyler G.
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Tyler G.
from
$16
per walk
4 years of experience
Midvale Heights Community, Madison, WI, 53711

About: I have owned many dogs since I was born and love to meet new pets! I currently have a husky, blue heeler, and miniature golden doodle. I am familiar with how to take care of all sizes of dogs, and I will treat all with a calm demeanor. I’m in the Madison area for the rest of the Summer! Open availability in the middle of day during the work week so I have a lot of flexibility. I can take dogs on walks, play with them, and feed them. I will do anything my future clients require to the best of my ability.

Sitter Profile Image: Ashley N.
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Ashley N.
from
$16
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Madison, WI, 53719

About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!

Sitter Profile Image: Delenn N.
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Delenn N.
from
$17
per walk
5.0 out of 5 stars
3 reviews
2 years of experience
Sunset Village, Madison, WI, 53705

About: I have always had pets in my home, dogs, cats, goats, chickens, horses, fish, and even guinea pigs are welcome to be booked! I like training puppies, but I have lots of experience with older furry friends as well. I am currently only working occasional soccer games, and am more than happy to drive anywhere in both the Madison and Whitewater communities! Feel free to reach out with what your needs are and I will be able to confirm with you! I do 10-minute to 1hr long walks depending on your needs, as well as I am willing to take your dog to any play areas, or parks!

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The median cost per walk for dog walking in Oakwood Village is $20

Dog parents share their Rover experiences - Oakwood Village

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5.0 out of 5 stars

Christian was very responsive and great with our dog. Easy to coordinate with and sent helpful updates. Will definitely use again!

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Danae A.
Dog Walking
5.0 out of 5 stars

Robert did a great job walking our dog. He was punctual and very responsible. He is becoming our "go to" dog sitter and walker!

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Cheri F.
Dog Walking
5.0 out of 5 stars

Abby was great looking after Moose while we were out of town for a couple days. Super responsive / communicative and flexible for a late notice booking. Would definitely book with Abby again!

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Ashley G.
Dog Walking
5.0 out of 5 stars

Austin is reliable, flexible, and overall great to work with. He does a great job with my large reactive dog, and I definitely will continue to book with him in the future. Thanks Austin!

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Isaac W.
Dog Walking
5.0 out of 5 stars

Jacki has amazing communication and did great letting walking my dog Gimli. He seemed much more calmer every time I came home and I know he had a great time. She made a big difference!

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Gracelyn F.
Dog Walking
5.0 out of 5 stars

Anna is amazing with my animals and they adore when she visits and takes care of them. They are always happy and happily tired when I get home!

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Wendy B.
Dog Walking
5.0 out of 5 stars

Meeting Natalie was a pleasure. Warm charming personality. Followed through on questions promptly, on time. Highly recommend Natalie. In future will request her again.

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Dennis R.
Dog Walking
5.0 out of 5 stars

Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.

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Gracelyn F.
Dog Walking
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

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
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