Dog Walking Saylesville

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Saylesville, 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: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 50 reviews
28 repeat clients
20 years of experience
Slinger, WI, 53086

“Great care of our Rocky!”

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Carey H.
Sitter Profile Image: Brendan B.
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Brendan B.
from
$10
per walk
5.0 out of 5 stars
• 4 reviews
3 repeat clients
1 year of experience
Hartland, WI, 53029

“Brendon and Eli had a wonderful walk”

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Heather L.
Sitter Profile Image: Anna H.
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Anna H.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Oconomowoc, WI, 53066

“Anna took the best care of Winston! Our puppy can be shy and nervous, but she treats him like one of her own regardless and we are so thankful to have her spend time with him while we are at work. Thank you again Anna!”

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Kristen M.
Sitter Profile Image: Kathleen G.
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Kathleen G.
from
$10
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
7 years of experience
Mayville, WI, 53050

About: I’ve had dogs my whole life, but in my adult life I’ve gotten my own 3 labs. They are so special to me and I treat them like my children. I am home all day, (I work remotely) so I am able to keep an eye on your pets 24/7! If I had your dog(s) here they’d get treated the same way as my own babies. We all love to go on long energizing walks, but if your dog prefers to walk alone I can do that too! I currently work full time remotely 8-4:30, so it is very easy for me to keep and eye on your pets! I am fully available on the weekends as well. (Per schedule) I have 3 SUPER friendly dogs, they are very big hits at the dog park. I do sleep with them and allow them on the furniture. I can easily crate a dog if needed as I have 3 that I used for my dogs that they do not need anymore. I don’t have a fenced in yard as my dogs have an invisible fence, but they don’t get let out unsupervised and I do have a lead/chain that I can attach to my back deck.

Sitter Profile Image: Bayli M.
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Bayli M.
from
$16
per walk
5.0 out of 5 stars
• 1 review
1 year of experience
Oconomowoc, WI, 53066

About: Hi! 🐾 I’m a teacher and a lifelong animal lover. As a dog mom myself, I know how important it is to have someone you trust caring for your pets. Whether your pet needs walks, playtime, cuddles, or dropin visits, I’ll make sure they feel safe, loved, and well cared for while you’re away. I can’t wait to meet your furry family members! 🐶🐱💕 During July, I teach summer school, so I’m available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, I’ll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet like my own! I maintain routines, provide loving care, and create a safe, comfortable environment where pets feel happy and cared for while their families are away.

Sitter Profile Image: Isabella A.
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Isabella A.
from
$20
per walk
4.8 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
West Bend, WI, 53095

About: I have dreamed about walking dogs since I was a little girl and now I have found a way to do it and get paid! I have two Weiner dogs at my mom's house, a labordooddle at my dad's, and two cats of my own.I know and love all kinds of dogs and cats! I will care and treat them like they are my own so trust me they will get the best care ever! They may even get a little spoiled... But I can be strict if you have certain rules you want them to abide by! I have training. Please consider me when thinking about who can care for your furry children. I will give them the best care they deserve! I work part time and have a flexible schedule, so I can be available when needed. I have a car for easy transportation as well. My cats get supervised time outside on harnesses and time in the breezeway with open windows to get some fresh air. My neighborhood is good for taking dogs on walks and there is a wonderful dog park near by!

Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy is reliable and great with our dogs!”

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Gina R.
Sitter Profile Image: Cassie K.
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Cassie K.
from
$16
per walk
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Courtney G.
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Courtney G.
from
$35
per walk
5.0 out of 5 stars
• 13 reviews
20 years of experience
germantown, WI, 53022

About: Being with animals isn't a job for me, it's my favorite thing to do! I've grown up with animals around me my whole life, and I started walking dogs when I was 16. Almost 20 years later I am still loving on pets whenever I can. I currently own a Bearded Dragon and a senior pup - But I owned special needs kitties for 19 years. Here's some about me and my experience! 70% of my one-time clients have booked me again or become regular clients! Please reach out with any questions on rates, experience, or anything else you want to discuss! Pet Care Experience: - Dogs: Puppies older than 6 months, juveniles, adults and seniors - Cats: Kittens older than 8 months, juveniles, adults and seniors - Small mammals like guinea pigs, hamsters - Reptiles like Bearded Dragons and Leopard Geckos - Fish What can I do that sets me apart? - Medication administration with mild- to moderate-tempered cats (oral, topical, injection) - Experience with Separation Anxiety, high-energy, and pets that don't do well with other animals (keeping walks, etc safe!) - Experience with multi-pet homes and environments. I've watched 13 cats and 2 dogs in the same home once! - Manual feeding assistance for sick pets - LOTS of attention. My visits are longer than most as I love to just sit with pets and give them attention in the ways they need or want. For overnight stays, I'm a homebody so I love to stay at the house and just hang out with the animals! - A LOT of Flexibility: I don't work full-time right now, and my sleep schedule isn't regular. This means I have no issues with adjusting schedules even last minute. Need me to come earlier? Or come back when your flight is cancelled? No problem. - *Cat Whisperer* I have been told by most of, if not all, cat clients that are standoffish like me quicker or more than a normal stranger. I love cats the most, so I think they can sense it ;) - *Coming Soon* Insurance for your pet and home during my stays! Any tips will be going towards that and training classes so I can grow. About me: - I've lived in WI since 2009 - I have 18 years of working experience - clerical, customer, administrative and sales support, retail - In my free time I like going to concerts, listening to music and doing crafts/projects, playing video games or hanging out with my friends and family Currently my schedule is completely open! I am flexible for even last minute bookings or changes. I have my own transportation and things are taken care of for me at home. So long stays, short stays or visits work for me. I work around whatever needs you and your pets have so make sure everyone is as comfortable as possible. I'll ask for a digital or typed/written instructions so I can follow them to the letter! I keep areas clean and make sure everything is secure before I leave a home. I also always send a "closing" message for overnight stays with details like mail collection etc! Your pet's safety and your ease of mind are my top priorities.

Sitter Profile Image: Haylie W.
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Haylie W.
from
$40
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

About: I’ve been around animals ever since I was young! I’ve always wanted to take care of animals and now I want to do more than what there needs are. I work with animals about everyday, so I have worked with them more. I love getting to know each individual pet as I’m learning more! I’m willing to come check in on them every 4-8 hours and care for what they need done including feeding, potty breaks and walks if needed

Sitter Profile Image: Savannah B.
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Savannah B.
from
$20
per walk
10 years of experience
Lomira, WI, 53091

About: As far as experience goes there isn’t a time in my life I remember that I wasn’t caring for an animal. From reptiles, to rodents, to cats and dogs, I’ve had them all. From a young age I was taught responsibility and discipline when it came to caring for tiny creatures. Additionally for over two years I volunteered weekly at a local animal shelter. During this time I gained knowledge as to how animals interacted with one another, how to properly administer medication, warning signs to look out for, what to do in emergencies, and deeply studied animal behavior. To add on to that I am currently employed at a doggie daycare. During my time here not only have I gotten to widen my horizons when it came to taking care of animals but I have learned hands on how to bandage a wound, what to do in animal confrontations as well as how to handle the unexpected such as sickness or seizures. Additionally over the last 3 years I have volunteered at different animal welfare programs across the globe. These include Portugal, Puerto Rico, Tanzania and soon Hawaii. During this time I have not only seen hands on other cultures way of taking care of animals but also gained knowledge as to how to better the animal care I provide to clients. As I previously stated I currently am employed at a doggie daycare. Additionally I work at a bakery as well. My schedule changes weekly so it can be hard to give an exact time frame when booking. Typically I work up to 8 hour shifts. I typically prefer to stay in clients homes to keep their pets safe and happy in their own environment. I will be there in the morning before work, and will immediately come back when I get off as well as being there at night. I try to spend as much time as possible with the pets while you are away I typically only offer staying in the clients home and I am comfortable crating animals while gone. I always keep things like medications safely out of reach and secured. Additionally upon booking I typically ask about any health notes, allergies, or special needs as well as a good contact number for your vet in case of emergency.

Sitter Profile Image: Erin N.
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Erin N.
from
$19
per walk
5.0 out of 5 stars
• 28 reviews
2 repeat clients
3 years of experience
Wauwatosa, WI, 53226

“Carter definitely had a blast walking with Erin! Thank you very much”

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Beatriz A.
Sitter Profile Image: Emily M.
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Emily M.
from
$30
per walk
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

About: I’ve been pet sitting for over 15 years and have taken care of pets twice that long. I’m a pet owner myself and currently training to be a Certified Vet Tech. Currently training to be a Certified Vet Tech so I have lots of experience with all kinds of breeds/types of pets. I have a flexible schedule to meet your pet’s needs! I own a car and am able to make it to jobs throughout the week. Happy to give your pet the care they need! I’m happy to play with pets, check in on them, let them out for potty breaks or walk them! I love the different personalities of pets and have a passion for animals (I’m a Virgo/earth sign and we love animals!).

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

Sitter Profile Image: Alex M.
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Alex M.
from
$30
per walk
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex is reliable, dependable, and flexible dog walker. She’s been able to get our dog to go to the bathroom on walks (our dog always refused before) and to start loose leash walking. Lily loves Alex and waits at the front door for Alex to pick her up on walk days. I highly recommend Alex!”

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Sarah O.
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The median cost per walk for dog walking in Saylesville is $20

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Saylesville

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Sitters in Saylesville average 3
repeat dog walking clients

FAQs for Dog Walking - Saylesville

Frequently asked questions about Rover

As of October 2026, there are 1,250 sitters on Rover offering Dog Walking across Saylesville. 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 Saylesville. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Saylesville after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 88% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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