Dog Walking Retreat

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

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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: Jamee H.
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Jamee H.
from
$15
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Stoddard, WI, 54658

About: I have had dogs and cats all my life and love taking care of them. I work full time but my job allows for me to come home for breaks. I am on 2 week breaks and three to four month breaks through the year! Looking to fill my time as pets are my furkids! I work full time but it allows me to come home during my breaks to let pets out! Looking to care for more pets! ❤️❤️ I do not have a fenced yard but we do 3-4 daily walks a day. We go to dogs parks and hike as much as we can.

Sitter Profile Image: Abrianna F.
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Abrianna F.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Westby, WI, 54667

About: I’ve been taking care of dogs since I was 12. I’ve watched for family, family friends, and neighbours. I’ve always loved animals, and getting to work with them is like a dream! I’ve taken care of dogs of all ages, from puppies to seniors. I’m also more than willing to get my hands dirty! Puppies can I have accidents, but it’s not a problem! They like to play in the mud, guess that means bath time! I also have experience giving dogs medication. My own dogs take medication daily and I’ve done it while sitting before! I’m currently working part time but I am in the market for a new job so any days and times work. My personal schedule is very flexible! If you have a fenced in yard your fur babies will be let out every two hours (supervised of course:) )No fenced in yard? No problem. They will still be taken out every two hours on a leash. I am also more than happy to bring your fur babies on walks throughout the day, just as long as the weather is suitable for them! Between playtime and snuggle time your babies will be in great hands!

Sitter Profile Image: Monica T.
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Monica T.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

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The median cost per walk for dog walking in Retreat is $15

Book with peace of mind

  • 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.

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

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

Popular requests for dog walking - Retreat

Select a filter and find qualifying sitters offering dog walking.

Sitters in Retreat average 2
repeat dog walking clients

FAQs for Dog Walking - Retreat

Frequently asked questions about Rover

As of September 2026, there are 174 sitters on Rover offering Dog Walking across Retreat. 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 Retreat. 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 a map of the walking route , 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 Retreat 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 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 sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 Meet & Greet .

walkers on Rover set their own cancellation policy , 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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