Dog Walking Williams Bay

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Williams Bay, 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: Andy H.
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Andy H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
256 reviews
65 repeat clients
50 years of experience
Williams Bay, WI, 53191

Andy was great! We had a meet & greet so Andy could meet our dog in advance, and there was no problem at all. On the day of the walk Andy stayed in contact with us, shared pictures, and played with our dog afterwards. 100% would recommend.

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Sharon H.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
21 years of experience
Williams Bay, WI, 53191

Lauren was a great rover! Very responsive, punctual, cared a lot for our dog! She was amazing and would highly recommend her!

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Libby R.
Sitter Profile Image: Faith T.
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Faith T.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
40 reviews
9 repeat clients
5 years of experience
DELAVAN, WI, 53115

Faith is a great communicator, completely reliable and punctual and most important an excellent caregiver to our dogs. We unexpectedly had our son’s dog stay with us for a couple of weeks and Faith was able to accommodate that quite easily and dropped by to meet her. Nothing but high marks.

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Patrick P.
Sitter Profile Image: Cathy B.
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Cathy B.
from
$25
per walk
5.0 out of 5 stars
50 reviews
13 repeat clients
8 years of experience
Delavan, WI, 53115

We needed a dog walker at the last minute and contacted Cathy. She couldn’t have been more helpful and responsive—and our dog liked her too! Will definitely contact Cathy again if we’re in need of a walker or sitter, and would highly recommend her.

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John And Kate S.
Sitter Profile Image: Jack F.
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Jack F.
from
$20
per walk
5.0 out of 5 stars
22 reviews
5 repeat clients
12 years of experience
South Campus, Lake Geneva, WI, 53147

Jack did a great job with Pivo on his walks. He was punctual and watched over Pivo the way we had asked him to. We'd be happy to have Jack walk Pivo in the future.

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Ray F.
Sitter Profile Image: Vick L.
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Vick L.
from
$14
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Lake Geneva, WI, 53147

Great visit, walk and feeding! So happy that Sophia is well cared for while I am busy. Thank you!!

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Liz H.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
270 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

Deanne provided daily drop-in dog walking for my 1 year old golden puppy, Daisy. Daisy is full of energy and can be a bit much but she always seemed happy when I got home from work after having a walk with Deanne. Deanne was always flexible with hours, often accomodating change in dog walking times as needed. She always sent photos of Daisy during or after the walks. I would highly recommend Deanne for her services!!

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Jordan T.
Sitter Profile Image: Fallon J.
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Fallon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
28 reviews
4 repeat clients
25 years of experience
Lake Geneva, WI, 53147

Fallon is fantastic! Very flexible and excellent with communication. Jojo took right to her and comfortable to go walking with her. I will be using her again!

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Kristi K.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$20
per walk
17 years of experience
Lake Geneva, WI, 53147

About: e grown up with dogs my whole life and consider them part of the family. I love being around dogs and have experience house-sitting, walking, and caring for dogs of all breeds, sizes, and temperaments. I’m comfortable handling different energy levels and individual needs, and I always make sure dogs feel safe, cared for, and loved while in my care. Pet care is a big part of my daily routine and something I genuinely enjoy. I have a golden retriever puppy, and since I grew up with dogs, caring for him feels very natural to me. Every day starts and ends with walks, and throughout the week I make sure he gets plenty of exercise and socialization by taking him to the dog park regularly. At home, we spend a lot of time playing tug-of-war or fetch to keep him active and engaged. Because he has a sensitive stomach, I also prepare fresh homemade meals for him twice a day, so meal prep is built into my routine as well. One of my favorite parts of the day is winding down in the evening by cuddling up with my pup and reading a good book. Overall, caring for him is woven into both my daily schedule and the way I like to relax and spend my time. I am going back to school in the fall and do not currently work so my schedule is extremely flexible to take care of your pups :) I provide a safe, attentive, and loving environment for pets in both my home and my client’s home. In my home, pets have access to a secure fenced-in yard for supervised outdoor time, play, and exercise. I also have a friendly golden retriever puppy who enjoys being around other dogs, but I can easily separate him if a pet prefers their own space or needs a calmer environment. I stick closely to each pet’s normal routine, including feeding schedules, walks, potty breaks, playtime, and any special care instructions. I have experience caring for dogs with sensitive stomachs, so I’m comfortable preparing fresh meals, following dietary restrictions, and administering basic care as needed. I make sure pets get plenty of attention, exercise, and affection so they feel comfortable and cared for while away from their owners. In a client’s home, I focus on keeping pets comfortable by maintaining their familiar routine and environment. I provide regular walks, playtime, feeding, fresh water, cleanup, and lots of companionship, while also treating the home respectfully and keeping owners updated with messages and photos.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$20
per walk
5.0 out of 5 stars
4 reviews
6 years of experience
Williams Bay, WI, 53191

About: I frequently pet sit for my both my sisters and parents animals. One was a siberian husky, another is a dachsund/terrier mix and the others were a mixed hound breed and a poodle/bichon frise. I also petsit and did overnight visits with a previous professors golden retriever and golden/Irish setter mix. I own a small mixed breed dog (similar to a Jack russell)Russell, and grew up with a Brittany Spaniel and a West Highland White Terrier. I also have frequent contact with my boyfriends parents dogs: a dachshund, and a cattle dog. I work part-time currently, and am scheduled Wed, Thurs, and Fri, and the occasional Saturday. I am available Sunday, Monday, and Tuesday all day, and mornings on Wed, and Thurs. I currently live in a condo so my small dog is ideal for the space. Since my dog is reactive to other dogs, I would be doing only clients homes overnights, visits, and walks.

Sitter Profile Image: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
8 reviews
6 repeat clients
12 years of experience
Darien, WI, 53114

About: I am a certified veterinary technician with an additional certification in massage and rehab therapy. I have been working in the animal care industry since 2012 and have worked with and trained dogs for a long as I can remember. I offer expert level care for medically complex cases and a fear free approach for anxious pets. I have experience working with anxious and aggressive dogs as well as competition trained dogs. Being crate trained is a must for overnight stays. I do have 1 large crate here but encourage you to bring your pet's crate from home if able. Self- employed with a flexible schedule, I have all day availability and can also do early morning and late evening drop ins. I only take 1 client at a time so that I can give your pet the care and attention they deserve. Because I only take one client at a time, I can offer a stress free stay for animal aggressive pets. I wash all toys and blankets and sanitize all the floors and dishes between every stay.

Sitter Profile Image: Caitleigh M.
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Caitleigh M.
from
$20
per walk
24 years of experience
Delavan, WI, 53115

About: What sets me apart is my lifelong experience with a wide range of pets, especially rescue dogs and senior animals. I’ve cared for everything from energetic puppies to older pets with mobility or medical needs, and I understand that each animal requires a unique kind of love and attention. I’m patient, observant, and gentle — especially with shy or anxious pets. While I don’t have a pet right now (just got married and moved so it's been a crazy few months), I miss that connection and would love to help others care for their furry family members. I treat every pet like my own and make sure they feel safe, happy, and loved while you’re away. I work a pretty flexible schedule so that leaves me with lots of flexibility for pet care! I’m happy to do drop-ins, walks, or sitting depending on your pet’s needs and schedule. I’m reliable, communicative, and love spending my free time with animals! I always prioritize safety, trust, and respect when caring for pets and their homes. Whether I’m in your home or mine, I ensure a clean, calm, and secure environment where your pet feels comfortable and loved. I treat your space with the utmost care, following any specific instructions you provide. Being responsible and respectful is my top priority—I want both you and your pet to feel confident and relaxed while you’re away.

Sitter Profile Image: rylee m.
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rylee m.
from
$25
per walk
5.0 out of 5 stars
42 reviews
5 repeat clients
5 years of experience
Walworth, WI, 53184

Rylee is great! My dogs love her & she is such a great communicator. Always giving updates, pics, etc. I’m a repeat client as she just takes the stress out of my travels❤️!

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Paula K.
Sitter Profile Image: Megan s.
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Megan s.
from
$25
per walk
5.0 out of 5 stars
4 reviews
8 years of experience
Delavan, WI, 53115

About: I've had my own rescue pup for 8 years, he is my pride and Joy. I have always loved animals and nothing makes me happier than being around them, Happy dog happy life! Your pets well-being is my top priority. Whatever your furry friend may need I can happily accommodate. I assisted at an in home boarding business for 4 years. I worked with all different breeds, ages, health conditions, and personalities! I also cared for Labrador pups from birth to when they were ready for the perfect home. I volunteered at Valley of the kings working mainly with the hundreds of rescue cats. I've also worked with farm animals and a few exotic animals at the sanctuary. I currently have a very open schedule, most days and most times work. Early morning can be arranged as well as late night, of course everything in-between. I am always very patient and loving with animals. I'll take the time to bond with your furry friend to establish trust and make sure the care is the best possible for them.

Sitter Profile Image: Noah M.
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Noah M.
from
$23
per walk
10 years of experience
Lake Geneva, WI, 53191

About: I've had dogs since I was little. Love pets. I go for walks daily so a furry friends to assist me in these walks in ideal! Growing up we had two dogs since puppies and rescued an older dog! I am a teacher during the year so I am available all summer! Morning, afternoons, evenings! Weekend can get busier, but I am a flexible go with the flow person! Letting dogs out, watching them in the yard, leasing them up, taking them on walks, making sure they are fed and hydrated, occasional treats, all up my alley.

Sitter Profile Image: Olivia H.
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Olivia H.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
24 years of experience
Harvard, IL, 60033

About: I've been caring for dogs and cats for nearly my entire life, so your furry friends will be in very experienced hands. I find genuine joy in being around animals and truly love the bond that comes with pet sitting. Since I believe staying active is essential for a happy pet, I especially enjoy taking dogs on long walks. It’s a great way for them to burn off energy and explore, providing a mutual benefit of exercise and fresh air for both myself and your pup! Lifelong Experience: Hands-on care with a variety of animals since childhood. Large Animal Familiarity: Comfortable and capable with both large and small dogs Active Care Style: Dedicated to ensuring your pet gets the movement and stimulation they need. I’m currently a full time college student and attend classes two days a week. This allows me to have an open and consistent schedule to care for the needs of clients! Growing up, I participated in dog obedience training with my county’s 4-H program. This experience allows me to promote a safe and nurturing environment while allowing the dog to have a positive experience.

Sitter Profile Image: Kathleen O.
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Kathleen O.
from
$25
per walk
5.0 out of 5 stars
22 reviews
14 repeat clients
40 years of experience
Lake Geneva, WI, 53147

Kathleen was easy to coordinate with and great at connecting with our dog Prince! He had some great playtime with other dogs and we couldn’t be happier :) we’ll continue to work with her moving forward.

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Jessemin S.
Sitter Profile Image: Renee L.
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Renee L.
from
$25
per walk
5.0 out of 5 stars
56 reviews
17 repeat clients
15 years of experience
Elkhorn, WI, 53121

Princess Blackie loved having Renee visit and walk with her. Princess Blackie was always happy to have Renee spend time with her. We will definitely request her to watch Blackie again!

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Jennifer K.
Sitter Profile Image: Danielle F.
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Danielle F.
from
$25
per walk
13 years of experience
Lake Geneva, WI, 53147

About: Hello my name is Danielle. I am an animal lover who is looking to take care of your pets while you're at work or away on vacation any help you may need I'm here for you! I love dogs and cats mostly but I'm also a huge fan of birds as I used to have one myself. I've been taking care of pets since I was 10 years old and continue to do so now. You're furry friends are safe with me :) please take a moment to look over my Rover profile and contact me if you're interested in my help to take care of and love your pets. I will always treat your animals as my own. I hope you enjoy the rest of your day and keep smiling :)

Sitter Profile Image: Claire U.
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Claire U.
from
$25
per walk
5 years of experience
Lake Geneva, WI, 53147

About: I’ve enjoyed animals my entire life. I had a dog growing up, and I fell in love with dogs and horses. I went to college for equine related activities. I’ve watched my friends pets and pets of contacts through church in the comfort of their home. I treat your pets as if they were my own. I’m able to walk your dogs, administer medicine and take note of their behavior. I always keep owners updated on how their pets are doing while they’re away unless they don’t want to be notified. I even send photos to keep owners updated and at ease. I’m currently working part time and have plenty of time to walk and play with your pets. Animals make me happy, and I love them. I currently don’t have a place that allows pets, but I’d be happy to take your pets to a park. I can also take them to a public walk path if a park is overwhelming and not a good fit.

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The median cost per walk for dog walking in Williams Bay is $20

Dog parents share their Rover experiences - Williams Bay

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5.0 out of 5 stars

Andy is the best!!! They walked Theo in 100 degree heat. Andy is our go to person for Theo. This was a very short notice booking and Andy picked it right up! I would have no hesitation of Theo being cared for by Andy! Simply the best!! We love Andy!!!

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Jean P.
Dog Walking
5.0 out of 5 stars

We absolutely cannot say enough wonderful things about our dog walker, Faith. She has been nothing short of phenomenal. From day one, she has been incredibly reliable, attentive, thorough, and genuinely caring. Every single visit goes above and beyond what we ever expected. Her communication is outstanding — detailed updates, thoughtful observations, and the sweetest photos always give us complete peace of mind. You can truly tell how much she cares about the dogs she works with, and her positive attitude is contagious. It’s such a comfort knowing our dog is in the hands of someone so responsible, trustworthy, and kind. What really sets her apart is the level of detail and effort she puts into every visit. She never rushes, always makes sure our dog is happy and cared for, and consistently exceeds expectations. It’s rare to find someone this dependable, professional, and genuinely passionate about what they do. We are beyond grateful to have found her and would recommend her 1000 times over to anyone looking for an exceptional dog walker or pet sitter. She is truly one of a kind!

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Erin B.
Dog Walking
5.0 out of 5 stars

Always a pleasure to work with and reliable but most of all I enjoy her communication and flexibility! Thank you, Fallon.

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Kristi K.
Dog Walking
5.0 out of 5 stars

Cathy is a great resource for us for our dog. She was respectful and helpful and took great care of our pup. I highly recommend her services.

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Sarah S.
Dog Walking
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Sitters in Williams Bay average 3
repeat dog walking clients

FAQs for Dog Walking - Williams Bay

Frequently asked questions about Rover

The average cost for Dog Walking in Williams Bay on Rover is $22.2 per walk (as of July 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 July 2026, there are 1,195 sitters on Rover offering Dog Walking across Williams Bay. 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 Williams Bay. 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 Williams Bay.

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 Williams Bay. On Rover:

  • 94% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 94% 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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