Dog Walking Wynbrooke

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

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Over 32
pet parents in Wynbrooke have booked dog walking

Wynbrooke, 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: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
51 reviews
21 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey was accommodating at short notice. Very communicative and responsive right away. It is clear she took great care of our boys. She sent lots of photos and they looked so happy! Will, definitely, reach out to her again 🐶🙏🐶

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Abigail A.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!

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Brielle E.
Sitter Profile Image: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
79 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel is so nice! She came over a few days before to meet me and talk about the dog walking I was hiring her for. The walk went great an she sent me pictures which I appreciated. She is very professional I will definitely be asking her for more services in the future!

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Julie D.
Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
26 reviews
9 repeat clients
25 years of experience
Sun Prairie, WI, 53590

Emily is prompt and professional. Both our dog and our cat immediately sensed her kindness, putting us all at ease using Rover. 100% reliable and worth it!

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Julie B.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
124 reviews
26 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

Our Great Dane loves Ben. He has had great communication with us during all of his walks and has made sure that Bruno has “done his business” in the mornings. He is our favorite walker

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Stephanie C.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
147 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika is great! She was very prompt in replying to my inquiry and very accommodating for a day visit on Thanksgiving! Lucy took to her right away! It was welcoming to know Lucy was in good hands and was calm and relaxed when I returned. We're looking forward to having Erika come again!!

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Cheryl J.
Sitter Profile Image: Paige J.
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Paige J.
from
$15
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

Paige was great with my Tessa! Super understanding of her being a timid rescue dog. Really communicative and easy to work with!!

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Virginia R.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
36 reviews
6 repeat clients
25 years of experience
Windsor, WI, 53598

Heather is so good at communicating with me, she always watches for anything unusual in Josie’s routine and makes sure to notify me. She’s been very flexible and extremely reliable. As an anxious dog mom, I am so at ease knowing she is taking care of Josie. And Josie is always happy after her walk days with Heather!

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Morgan K.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
37 reviews
14 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was very kind with Kora and let her take out her frisbee, which she loves to play with in the afternoons.

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María Paula R.
Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
28 reviews
13 repeat clients
4 years of experience
Windsor, WI, 53598

About: I have had pet care experience with a neighbor for four years now. And I have also helped own a dog for 8 years. With my neighbor I do pet sitting/drop in visits, dog walking, and cat care. With my own dog, I have had him since he was a puppy, and he is my best friend. I have had experience living with him, walking him, feeding him, and bathing and grooming him as well. I would do anything for my dog, and I will transfer that love to all animals I meet. I am a college student and my plan is to do this during my winter break between semesters. Since I will not have school during this time, my schedule is very free and flexible. I am doing this to have something to look forward to every day during break. So I am very open on a daily basis to accommodate to your schedule. My plan is to do services that are in my clients home because my dog right now doesn't always work well with others. So when I am in my clients home I will treat all people, items, and pets with the utmost respect and kindness. I will care for your pets on drop-in visits and on walks like they are my own.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
33 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!

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Rachael D.
Sitter Profile Image: Alyssa T.
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Alyssa T.
from
$20
per walk
5.0 out of 5 stars
84 reviews
20 repeat clients
10 years of experience
Sun prairie, WI, 53590

Alyssa was communicative, easy-going & respectful. My pup Popsicle felt relaxed around her & enjoyed her walks. Would definitely hire Alyssa again!

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Josephine D.
Sitter Profile Image: Mira D.
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Mira D.
from
$19
per walk
1 repeat client
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Rosana M.
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Rosana M.
from
$25
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Capitol, Madison, WI, 53703

About: Hi, I’m Rosana! I am 24 years old and just graduated with a bachelors degree at UW- Madison! I joined Rover because I have always wanted to do a career that involves dogs! I have always loved caring for animals. Dogs are my favorites and I am always good with them. I have spent years caring for my grandparents dogs, neighbors pets, and family friends dogs. I have had a lot of experience with dogs of many ages and sizes. I am always ready to play outside and take your dog for long walks. I am always ready for the challenge! Thank you for choosing me to take care of your beloved pet! I am ready to play, watch, and care for your dog! :) :) I have currently quit my job. I do side jobs like DoorDash and rover. I create my own schedule so it fits in my routine very easy! I give a lot of attention to the animals. They are my main priority! I make sure my environment is pet safe and that they feel loved!

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was exceptional as a dog sitter for my pet. Being new to town, i reached out for recommendations and she totally lived up to her high praise. Big fan! Always on time and with proactive communication.

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Surya M.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!

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Kristalyn B.
Sitter Profile Image: Adrianna C.
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Adrianna C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
67 reviews
18 repeat clients
25 years of experience
Sun Prairie, WI, 53590

About: I have cared for pets of all ages and types for many years, as well as been a pet owner and foster mom for many years. Dogs, cats, rabbits, hampsters, birds, chickens, fish, lizards etc. My family and friends have trusted me to care for, walk, feed, bathe, administer medications and give all the love and snuggles to their animal family members when they are away. I work part time and remote, so I have the flexibility to give all your pets the time, attention and love you need for them. I have a bit of a zoo at my house, so I am more than happy to care for your pets at your residence at this time.

Sitter Profile Image: Michelle H.
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Michelle H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
23 years of experience
DeForest, WI, 53532

So great with my pups-love the pics she sent!

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Cecelia S.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
122 reviews
29 repeat clients
30 years of experience
Portage, WI, 53901

Ashley gave our boy awesome walks while we were gone for a week. It was so nice to be able to see pictures and read descriptions of their walks every day!

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Jim L.
Sitter Profile Image: Oliver D.
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Oliver D.
from
$15
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Bluff Acres, Madison, WI, 53704

Oliver was great with our three dogs, and they warmed up to him right away! Thanks so much for the walks, Oliver :) We'd absolutely recommend Oliver and will reach out to him for any future pet care.

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Ami H.
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The median cost per walk for dog walking in Wynbrooke is $20

Dog parents share their Rover experiences - Wynbrooke

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5.0 out of 5 stars

Michel was wonderful. She accepted our booking for dog walks on short notice and fit it in her busy schedule for that day. Mollie warmed up to her quickly.

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JEFF V.
Dog Walking
5.0 out of 5 stars

Lindsey was accommodating at short notice. Very communicative and responsive right away. It is clear she took great care of our boys. She sent lots of photos and they looked so happy! Will, definitely, reach out to her again 🐶🙏🐶

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Abigail A.
Dog Walking
5.0 out of 5 stars

Jorja is an amazing walker and always makes sure my dog is well taken care of. On hot days she makes sure to take precautions and always takes him on different routes around the neighborhood to keep things interesting. I can tell my pup is having a good time and is in good hands with Jorja! I would recommend here to anyone!

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Colette C.
Dog Walking
5.0 out of 5 stars

Megan is outstanding and very responsive and flexible. She is super kind with any animals and that helps with any cat or dog that needs her services.

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Scott S.
Dog Walking
5.0 out of 5 stars

Jilly is amazing! My dog absolutely loves her, and she is so good about making sure that all of my pets have everything they need while I’m away.

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Lori A.
Dog Walking
5.0 out of 5 stars

Alyssa was easy to communicate with and great with our dog Cora. She took her for a cold walk in the snow while we were at work and left a detailed review with photos as well which is always appreciated!

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Jordan F.
Dog Walking
5.0 out of 5 stars

Ben was great with my large standard poodles. He did a previsit and asked a lot of good questions. He knew how to slowly earn their trust. Ben sent pictures and updates from each visit. He also administered medication. We will definitely have him care for them again.

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Jean L.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for dog walking - Wynbrooke

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wynbrooke average 3
repeat dog walking clients

FAQs for Dog Walking - Wynbrooke

Frequently asked questions about Rover

The average cost for Dog Walking in Wynbrooke on Rover is $19.98 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 1,430 sitters on Rover offering Dog Walking across Wynbrooke. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Wynbrooke. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Wynbrooke.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Wynbrooke. On Rover:

  • 91% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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