Dog Walking Sugar Island

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

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Sugar Island, 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: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
6 repeat clients
18 years of experience
Oconomowoc, WI, 53066

“My baby absolutely adores Anna and she’s been so good about sending pictures while on their walks and been 10/10 with communication. Absolute gem of a find we love her!!!”

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Julia M.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 56 reviews
14 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“We are super thankful to Ramsey for stepping up to our request of walking our pup, pretty last minute. She was very communicative, punctual, and sent pictures & details of her walks with our Jetta. We would definitely use Ramsey again!! THANK YOU!!”

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Carmen J.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$20
per walk
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)”

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Autumn T.
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: 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: Alexandria M.
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Alexandria M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“On time and super nice!! Highly recommend Alex she definitely tired Yeli out☺️”

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Elizabeth W.
Sitter Profile Image: Malarie B.
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Malarie B.
from
$25
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Sitter Profile Image: Mary A.
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Mary A.
from
$50
per walk
5.0 out of 5 stars
• 3 reviews
30 years of experience
Hartford, WI, 53027

About: Dog owner x 30years. Had 2 dogs x 10 years, otherwise only 1 dog. Dogs enjoyed family adventures. Currently enjoying being a Grandma to my Grand pastor and foster pups Working part-time as RN, Jazzercise and caregiver for seniors. Schedule flexible. Have a SUV that I can transport dog to the dog park if desired. I use a long leash for yard. Enjoy walking dogs on heel when in residential areas. Enjoy the variety of parks, hiking trails and water in my neighborhood.

Sitter Profile Image: Olivia K.
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Olivia K.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Beaver Dam, WI, 53916

About: I have grown up around cats and dogs my entire life. I enjoy spending time taking care of others. I am patient and compassionate, your pets well-being will be my #1 priority. I work part time as a CNA in a long term care facility. I am also attending college part time to purse a career in nursing. Over the years I have cared for numerous of my own cats and dogs. Simply by spending quality time with them every day, walking my dogs and cuddling with my cats. I know the importance of spending time with animals and I understand their basic everyday needs.

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: Emma B.
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Emma B.
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
8 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Was awesome with my 3 boys while we were on vacation, they are large dogs and can’t seem to walk in a straight line and she took it in stride and they really enjoyed their daily walks!! 💕💕 Highly recommend!”

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Wanona S.
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: Madi D.
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Madi D.
from
$35
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Cottage Grove, WI, 53527

About: I have taken care of pets my whole life. My Dad went to school to be a Veterinarian, so we have always been around different animals. I have two cats at home, and recently just lost my beloved dog, Lexi! I currently work as a flight instructor so my schedule is very flexible! I typically start later in the day or early in the morning. Plenty of time to help out!! I can walk, feed, clean-up after any pets. I have no preference, little, big, cats and dogs. I am able to understand pets all have very special needs and want to fulfill those.

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.

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 Sugar Island 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?

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  • 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

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Popular requests for dog walking - Sugar Island

Select a filter and find qualifying sitters offering dog walking.

Sitters in Sugar Island average 3
repeat dog walking clients

FAQs for Dog Walking - Sugar Island

Frequently asked questions about Rover

As of October 2026, there are 1,239 sitters on Rover offering Dog Walking across Sugar Island. 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 Sugar Island. 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 Sugar Island 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 Sugar Island. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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 .

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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