Dog Walking Wynbrooke

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

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Over 37
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: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
29 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: 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: Yee Lam C.
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Yee Lam C.
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
37 reviews
13 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: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
67 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him

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Leo B.
Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
27 reviews
11 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: Blaze D.
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Blaze D.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

About: I’m all of my friends and families first choice to watch their pets when they are out of town. I’ve looked after a variety of breeds of dogs and many cats as well. I’ve always had dogs in my life growing up so I’m very familiar with reading their body language and knowing how to care for them. I work full time but have a lot of flexibility to check on your pet throughout the day and have the opportunity to work remote as well I’ve never a met a pet that didn’t like me. I’m very good at reading dogs body langue and knowing what they need. Cats also like me and I’m good at reading their body language as well

Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
41 reviews
7 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: Lindsey D.
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Lindsey D.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
51 reviews
22 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: Donovan S.
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Donovan S.
from
$15
per walk
18 years of experience
Sun Prairie, WI, 53590

About: I've had dogs every year of my life. Moved around the country with them, and taken care of them like family since before I could walk. I've taken care of all ages. I'm currently working part time to help put me through college, so I have plenty of time most days to come in and take care of your dogs. I know how to make sure your dogs is safe and taken care of, and will follow any instructions about how you specifically want things done. Everyone does things differently, and I want to try and keep their habits as similar to normal as possible.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
9 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: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
80 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: Ben G.
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Ben G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
35 years of experience
Madison, WI, 53718

Excellent service. He took care of our dogs like they were his own. I think they would have rather we stay on vacation and Ben come walk them. Will definitely use again.

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Rachel D.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

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
DeForest, WI, 53532

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: Emilee K.
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Emilee K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Tricia D.
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Tricia D.
from
$22
per walk
1 repeat client
14 years of experience
DeForest, WI, 53532

About: Experienced & Loving Dog Care | 14+ Years in Rescue, Training & Medical Care Dogs have always been at the heart of my life—growing up, they were truly cherished members of our family, and that philosophy guides how I care for them today. For over 14 years, I have worked hands-on in rescue shelter environments, giving me deep experience with dogs of every size, age, and background—from tiny toy breeds to gentle giants. My time in rescue has taught me patience, intuition, and deep compassion. I’ve had the privilege of working closely with extremely fearful dogs, including those rescued from puppy mills who had never known human touch or seen the light of day. Helping them learn to trust, feel safe, and discover the joy of just being a dog is one of the most rewarding parts of my work. What I Bring to Your Dog’s Care: Specialized & Behavioral Care: Experienced in basic dog training and working with a wide range of unique personalities (from energetic pups to timid rescues). Medical & Recovery Support: Proficient in administering oral medications (pills and liquids) and supporting dogs through physical therapy and post-op recovery. Family-Level Love: Every dog in my care is treated with the exact same warmth, attention, and affection I give my own. Dependable & Adaptable: I have a flexible schedule, pay close attention to detail, and follow your home and care instructions to the letter. (I also have experience in caring for small mammals and reptiles!) I’d love to meet your pup and provide them with a safe, comforting, and fun environment while you're away! Pet care isn’t just something I squeeze into my schedule; it’s central to my day to day life. With a flexible schedule, I am able to dedicate focused, quality time to the animals in my care without rushing. Whether your pet needs a mid-day walk, precise medication timing, or dedicated cuddle and play sessions, my routine naturally accommodates their specific needs. I prioritize consistency so your pet’s daily rhythms—feeding times, exercise, and rest—remain uninterrupted while you’re away. Safety and trust are the foundation of everything I do. Having spent over 14 years working in animal rescue, I am trained to maintain a secure, low-stress environment and anticipate potential hazards before they happen. In Your Home: I strictly honor your pet’s safe space and established routines. I keep doors and gates secure, ensure all foods and medications are safely stored, and strictly follow your home rules. Building Trust: I let pets approach me at their own comfort level, using positive reinforcement, soft body language, and patience—especially with anxious or rescue pets. Health & Safety: I am highly experienced in monitoring health cues, managing medical recoveries, and administering medications, giving you complete peace of mind that your pet and home are in capable, loving hands.

Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$18
per walk
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Sun Prairie, WI, 53590

Kelsey took our dog Pivo in a walk and we could tell by the picture she sent that he loved it. Kelsey was very nice and very punctual with the scheduled walk time. We would definitely ask her again.

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Ray F.
Sitter Profile Image: Adrianna C.
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Adrianna C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
68 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: Jen J.
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Jen J.
from
$20
per walk
5.0 out of 5 stars
24 reviews
9 repeat clients
40 years of experience
Sun Prairie, WI, 53590

Jen was amazing with our two dogs for walks and drop in visits. We have a large energetic lab and a small older maltese who required extra care and meds. She handled both of them so well. We loved the thorough updates and pictures from every visit. We knew our pups were in good hands and enjoyed her company. Jen was super flexible and responsive as well to our inconsistent schedules. We will definitely use her again!

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

Dog parents share their Rover experiences - Wynbrooke

1 / 1
5.0 out of 5 stars

If I could give Emily a million stars I would! She was very communicative during her entire stay and sent SO MANY pictures!! Seriously, nothing made my day more at work than getting the picture of my dog AND kitties!! Very attentive to any need. I will always book Emily for future needs!

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Ashley L.
Dog Walking
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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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 September 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 September 2026, there are 1,434 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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