Dog Walking Rolling Prairie

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

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Rolling Prairie, 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: Amber K.
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Amber K.
from
$20
per walk
5.0 out of 5 stars
• 154 reviews
31 repeat clients
20 years of experience
Beaver Dam, WI, 53916

“Amber is amazing! She has so much love and patience for my dog gunner, on walks. This is the first time I’ve ever had anyone else provide care for gunner and I’m glad I picked just the right person. She even met my other two dogs and they loved her as well. I highly recommend her.”

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Anna B.
Sitter Profile Image: Jamie G.
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Jamie G.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
6 repeat clients
20 years of experience
Beaver Dam, WI, 53916

About: Im passionate about animals and their care. Ive been a pet owner most of my life and have experience with all size and types of animals. I will care for your pet the same way id care my own. While their with me ill show them the cuddles and love they deserve, a comfy spot on the couch or bed and a large fenced yard. I can offer daily walks and long sessions of ball throwing also. I work but iam home often and can work around your pets schedule. While im not home your pet is free to roam or stay in a crate you provide them. I have a comfortable, quiet home where your pet is welcome on the furniture. I have a large fenced yard that allows plenty of exploring and games of fetch.

Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
30 years of experience
Watertown, WI, 53098

About: Had cats all my life and dogs for last 12 years. Animals have a sixth sense about people and I'm one of those they seek out for rubs, cuddles, playtime, snacks and love... Im available anytime currently. This has no chance of changing within the next few months so please give me a hello and let's see if I can help you. I will only be able to care for pets at your home as we currently have 2 cats (one who is very persnickedy). Lost our boxer and Irish wolfhound in the last few months. So really hoping to find some dogs to ease my broken heart.

Sitter Profile Image: Kayla S.
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Kayla S.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Waupun, WI, 53963

About: Hi, my name is Kayla. I am a photographer and caregiver. I am a very compassionate and patient person. I have always been a big animal lover. I have owned multiple dogs throughout my life and many other types of animals. I love to be active and outdoors. I have a big open back yard for your dog to run around in. I also am knowledgeable with dogs that have separation anxiety.Leaving you're pet with me is like leaving your pet at a Royal Castle for animals. I promise I will love and spoil your baby. I currently only work as a photographer so I have an open and adjustable schedule. I get to make my own schedule and work with my clients. I have a big yard for your dog to play in. I also have a dog that love to play and tire each other out. I have two large crates if dogs need to be crated.

Sitter Profile Image: Collin C.
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Collin C.
from
$19
per walk
5.0 out of 5 stars
• 10 reviews
40 years of experience
Fond du Lac, WI, 54935

About: “God speaks to the creatures through the creatures.” -Dr. Chase. “All you need is love.” -John Lennon. Plenty of love I have to give, but I also have the experience of 35 years as a science teacher. I’m well-versed in how animals like dogs and cats talk to us through their gestures. Dogs evolved with humans, and I understand that relationship and how dogs meet our emotional needs. Please read my first four reviews which I received from pet owners that I served even before signing up with Rover. The pet owner decides when treats are allowed, if table scraps are allowed, and how much food to give. The dog decides when it wants to go potty. 😉 Just in case, I usually take the dog out before it decides and always before any discomfort. Snuggles welcome. 🐾🥰😻 When serving you and your pet, I like to send pictures. We can also use FaceTime or Zoom to check in. 🐶🤩 At age 61, I’ve been a retired teacher for 3 years, and my activity level allows me to run or play with your beloved dog. In your home, I follow instructions and do the routine for your beloved just like you would. However, if I’m allowed to give more snuggles, or more walks, or more training than you normally have time for, I’m at your service.

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 38 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: Kirstin B.
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Kirstin B.
from
$35
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

“Kirstin is very committed to caring for her dog friends. Great communication and follow through!”

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Sarah F.
Sitter Profile Image: Noah B.
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Noah B.
from
$16
per walk
15 years of experience
Grafton, WI, 53024

About: I've cared for puppies and senior dogs alike. I've been taking care of dogs my entire life and I am familiar with all breeds. From Daschund to German Shepherd I have been with them all. I currently even own a very well trained Dachshund and shes almost 2 I'm available most everyday rain or shine. I am very attentive and capable of taking care of most any dog. I always take the necessary time to care for a dog as they need it and when they need it I don't offer this service, but I am willing to take care of your pets in your home at any time that you may need it.

Sitter Profile Image: Maxwell W.
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Maxwell W.
from
$20
per walk
5 years of experience
West Allis, WI, 53214

About: I’ve grown up caring for cats and dogs and have always enjoyed spending time with animals. I have an active dog of my own who loves going on long walks, so I’m very comfortable keeping energetic dogs active and entertained. As a high-level athlete, I’m active myself and genuinely enjoy being outdoors, whether that’s walking, playing, or simply spending time with a pet. I’ve also helped neighbors care for their animals while they were away. Right now I’m training in Milwaukee and have practice at 3:30 so I can take care of your pet during the day but also after practice if needed. Would be preferred if I did at the clients house but I live in a apartment right now they have a dog park and sorts.

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The median cost per walk for dog walking in Rolling Prairie is $20

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book dog walking

  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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Rolling Prairie

Select a filter and find qualifying sitters offering dog walking.

Sitters in Rolling Prairie average 3
repeat dog walking clients

FAQs for Dog Walking - Rolling Prairie

Frequently asked questions about Rover

As of October 2026, there are 356 sitters on Rover offering Dog Walking across Rolling Prairie. 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 Rolling Prairie. 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 Rolling Prairie 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 Rolling Prairie. On Rover:

  • 90% 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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