Dog Walking Arena

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

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Arena, 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: Mathilde E.
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Mathilde E.
from
$16
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
44 years of experience
Spring Green, WI, 53588

About: My Lab pups were immediately potty trained at 8 weeks by my carrying them outside upon awakening. All are kind and gentle loving animals that wear smiles on their faces. Very happy. I am retired and flexible. I live at The House on the Rock and love the outdoors, walking the trails and golf. I am also an early riser. I live in a very pet friendly community with our current Lab, Finnegan and Buster the cat. Finnegan is 2 and loves to play with other dogs as well as Buster.

Sitter Profile Image: Sarah B.
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Sarah B.
from
$28
per walk
24 years of experience
Black Earth, WI, 53515

About: My love for animals has opened up a whole world of wonder, connection, and understanding. I believe every animal has their own little quirks, unique personality, and special way of seeing the world. I love getting to know each one and finding ways to make them feel safe, comfortable, happy, and loved—because every furry (and not-so-furry) friend deserves a little extra magic and kindness. Being a groomer and pet sitter allows me to maintain a very flexible schedule centered around animals. My own dogs are a big part of my everyday life, and I make sure they receive plenty of attention, love, and quality time. I enjoy including them in my daily activities and adventures, keeping that close bond strong while making sure every pet in my care receives the same thoughtful attention and affection. When I'm caring for pets in their own home, I love keeping things as familiar and comfortable as possible by sticking to their routines, giving them plenty of attention, and making sure they feel loved while their people are away. My housemate happily helps look after my own dogs while I'm away, so I can give my full attention to my furry guests. I want every pet to feel like they're having a little vacation of their own, filled with comfort, companionship, and lots of love!

Sitter Profile Image: Zoe L.
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Zoe L.
from
$18
per walk
4.5 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Prairie du Sac, WI, 53578

About: I use to work at a vet clinic with boarding and daycare for a year. I know how to take care of dogs and entertain them. And of course cats aswell. I’m available most of the time. I have school until 1 then work after school til 5. I have work about 3-4 times a week. I will make sure they feel comfortable and let me smell me before I pet them. I will make sure they have food, water, and etc.

Sitter Profile Image: Matthew E.
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Matthew E.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

About: Pets bring us all kinds of joy and unconditional love. It's hard to relax on vacation or focus on an event with a piece of you missing . Be able to be present and ease your mind knowing another caring soul will show your pet the same love and attention they enjoy. I have 10 years of experience with all different breeds and sizes. I work remotely. My office is where the WIFI is the strongest. I have time to spend with animals. My children are grown leaving me with an abundance of free time Soft voices and lots of love and attention. Dogs I like to run and make sure that they have the exercise they need. Plenty of tug of war! Social cats I give lap time and bring a feather.

Sitter Profile Image: Ashley T.
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Ashley T.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Dodgeville, WI, 53533

About: I’ve been a proud dog owner for over 15 years, and caring for dogs has always been a big part of my life. Over the years, I’ve gained hands on experience with dogs of all sizes, ages, and temperaments, from energetic puppies to senior pups. In addition to caring for my own pets, I’ve volunteered at local animal shelters, where I helped walk, feed, and socialize dogs from all backgrounds. I'm comfortable with a variety of breeds and activity levels, and I always tailor my approach to each dog’s individual needs, whether it’s a long walk for an active dog, playtime and enrichment for a curious pup, or calm companionship for an older one. My goal is to make every dog feel happy, safe, and loved. I don't have much experience with cats but am eager to learn and help any cat parent that needs it. I currently work from home and have a flexible schedule that allows me to check on or walk pets during the day or anytime during the week. Your pet’s safety and comfort are always my top priorities. Whether I’m walking your dog, visiting for a drop in, or staying in your home, I make sure each pet feels relaxed, secure, and loved. During walks, I always use secure leashes, avoid unsafe areas, and keep a close eye on your dog’s behavior and surroundings. For drop in visits, I follow your routine for feeding, playtime, and potty breaks to keep things consistent and stress free. When staying in your home, I treat your space with respect and keep everything clean and tidy while maintaining your pet’s usual schedule.

Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I am not only certified in human CPR but also Red Cross Dog/Cat/Pet CPR and first aide certified. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I am home most of the time and my husband works from home so someone will usually be here. With the occasional instances of going out a few hours at a time. We do keep our dogs crated while we are gone and have cameras on the kennel/dog room to keep an eye on them. I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

Sitter Profile Image: Analj K.
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Analj K.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Allied Community, Madison, WI, 53711

About: I am a very attentive and loving pet sitter :) I grew up around animals and often found myself pet sitting for people in the community throughout my life! I’m happy to accommodate a range of pet parent preferences! From dog walking to house sitting to administering medications, I am confident in my ability to keep your pet baby happy, healthy, and well loved whenever you need the support! I currently nanny from 12:30-4:30 Monday-Friday, so I have a lot of free time to come and spend with your pet! I’m happy to go for morning or afternoon walks, or fill whatever role you need fulfilled during my open schedule! I will come to your home after we discuss what expectations you have for pet care :) I’ll happily keep your pet company while keeping them safe and healthy and well cared for!

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$30
per walk
5.0 out of 5 stars
• 57 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

“Rebecca is such a sweetie and awesome communicator!!”

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Diedre R.
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The median cost per walk for dog walking in Arena is $20

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.

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 - Arena

Select a filter and find qualifying sitters offering dog walking.

Sitters in Arena average 3
repeat dog walking clients

FAQs for Dog Walking - Arena

Frequently asked questions about Rover

As of November 2026, there are 1,265 sitters on Rover offering Dog Walking across Arena. 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 Arena. 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 Arena 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 walkers who have experience with handling special pet needs in Arena. On Rover:

  • 89% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 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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