Dog Walking Middleton

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Over 181
pet parents in Middleton have booked dog walking

Middleton, Find top rated dog walking

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Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 95 reviews
31 repeat clients
14 years of experience
Middleton, WI, 53562

“Stephanie was great with my sometimes challenging Australian cattle dogs. She communicated well, was flexible in terms of exact timing, and really seem to enjoy my pups, and they really like her. Highly recommended.”

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Rod G.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$15
per walk
4.9 out of 5 stars
• 62 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

About: Hello my name is Stephany Dos Santos and I have both baby sat and walked dogs for as long as I can remember. I have taken care of a wide range of dogs including Yorkshire, Gold Retriever, Mini Australian Shepherd, Poodle, Chihuahua , and etc. What you would love about me is that with my different experiences I could handle any dog because I treat them equally and also as if they were people. I am available any time of any day and to walk or sit your dog! I am a very funny and energetic individual which makes it easier for me to get along with dogs and run around with them. I would really love to be there when you need me most! Thank you for reading my profile and I hope to meet you! I currently work in a lab, and my schedule is pretty flexible than most other individuals. I am typically at work from between 2 to 4 hours a day. I have the flexibility to leave work whenever I need to and then if I needed to come back I could. Therefore if I am staying over And I see myself being at work for more than six hours a day, then I would just split my day and half and go home and walk or feed whichever animal I’m working with, then head back to work. I currently live in an apartment complex. It does allow animals. There is a large park by my complex, which, if there were a dog with me, I would take them there. In my apartment itself I have a lot of toys and it is a safe environment

Sitter Profile Image: Jesse T.
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Jesse T.
from
$15
per walk
4.9 out of 5 stars
• 34 reviews
16 repeat clients
1 year of experience
Madison, WI, 53719

“Jesse is reliable, communicative and an excellent pet photographer.”

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Sarah N.
Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 25 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.

Sitter Profile Image: Stina S.
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Stina S.
from
$22
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
9 years of experience
Middleton, WI, 53562

“Stina is extremely pleasant. She replied to my request quickly and was so easy to work with. She came for a meet and greet because my dog can be reactive at times. My dog took to her right away. It was obvious Stina had experience with animals. The next day she took her on a walk and it went great! We will definitely be using her services in the future and would highly recommend her.”

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Kristine B.
Sitter Profile Image: Sophie E.
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Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
10 years of experience
Verona, WI, 53593

“Sophie was absolutely amazing! She was so caring and communicative with our puppy and what was going on throughout the day. Would recommend to anyone!”

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Courtney N.
Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

“At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.”

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Kat G.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per walk
4.9 out of 5 stars
• 30 reviews
6 repeat clients
4 years of experience
Madison, WI, 53719

“Steve did a great job walking my dog and on short notice too!”

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Mitchell C.
Sitter Profile Image: Magan E.
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Magan E.
from
$18
per walk
5.0 out of 5 stars
• 34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

“Magan was the most helpful and amazing dog walker. My dog Vienna loved her, and she was always so happy whenever she got to go out with Magan. Magan was really sweet to Vienna and treated her great! Would recommend 100%”

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Alejandro M.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
• 171 reviews
53 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

“Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!”

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Hannah L.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 621 reviews
148 repeat clients
13 years of experience
Madison, WI, 53705

“Ashley is always so reliable!! When my husband travels and I am at a work all day it’s great knowing my dogs are still getting their exercise! My 18 month old border-jack really needs it!! My 13 year old border Collie just likes a little attention!”

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Sue L.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 97 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

“Austin does a great job of meeting the high energy needs of my pup, including taking him on a good distance walk and even upping the pace to a jog at times. It gives me great peace of mind to know he’s tuned in to the needs of my dog.”

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Megan G.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
6 years of experience
Madison, WI, 53719

“Hannah has been amazing with my dog. He’s a bit anxious and she has been incredibly patient with him and is building a strong bond with him. Hannah has been super communicative and has been great to work with all around!!”

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Tapan N.
Sitter Profile Image: Donna S.
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Donna S.
from
$25
per walk
5.0 out of 5 stars
• 53 reviews
16 repeat clients
20 years of experience
Middleton, WI, 53562

“Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.”

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Lisa J.
Sitter Profile Image: Jacob S.
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Jacob S.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
11 years of experience
Capitol, Madison, WI, 53703

“Jacob is amazing and a fast walker! He uses the whole booked time to walk your dog and takes the best pictures too! Support him in his senior year here. You and your dog won’t regret it!”

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james a.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 16 reviews
6 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

“Hannah was communicative, flexible, and kind! We appreciated her responsiveness, the cute lil photo of our pup, and how easy she was to work with!”

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Kristi G.
Sitter Profile Image: Rebecca P.
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Rebecca P.
from
$27
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Middleton, WI, 53562

“Rebecca was great with Milo, on time, and provided detailed update on the walk. Will definitely want to hire her again.”

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Greg B.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

“Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!”

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Marissa G.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per walk
4.8 out of 5 stars
• 38 reviews
15 repeat clients
9 years of experience
Waunakee, WI, 53597

“This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.”

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Cashton C.
Sitter Profile Image: May N.
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May N.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

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

Dog parents share their Rover experiences - Middleton

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5.0 out of 5 stars

Stephanie saved my day! Stephanie was very quick in responding and so sweet with our foxhound. My dog loved her immediately and was so happy after her walk. Would definitely rebook services with Stephanie!

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Carla R.
Dog Walking
5.0 out of 5 stars

Stina is extremely pleasant. She replied to my request quickly and was so easy to work with. She came for a meet and greet because my dog can be reactive at times. My dog took to her right away. It was obvious Stina had experience with animals. The next day she took her on a walk and it went great! We will definitely be using her services in the future and would highly recommend her.

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Kristine B.
Dog Walking
5.0 out of 5 stars

Rebecca was great with Milo, on time, and provided detailed update on the walk. Will definitely want to hire her again.

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Greg B.
Dog Walking
5.0 out of 5 stars

Abby was great looking after Moose while we were out of town for a couple days. Super responsive / communicative and flexible for a late notice booking. Would definitely book with Abby again!

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Ashley G.
Dog Walking
5.0 out of 5 stars

Jennifer is great with my big goofy boy….she adapts to weather conditions and my dog’s needs with care and attention for his comprehensive wellness. He loves his walks…more like sniff adventures…just as much as he loves the house hangouts where he can have a great mix of play and couch hippo experiences. Definitely a 5 tail wag review from us!

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Elaina M.
Dog Walking
5.0 out of 5 stars

Anna is amazing with my animals and they adore when she visits and takes care of them. They are always happy and happily tired when I get home!

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Wendy B.
Dog Walking
5.0 out of 5 stars

Clara was great to work with! Attentive, flexible, and accommodating - even as I gave her the wrong garage code. My pup was tired after the walk, obviosuly happy, and the pictures were an added bonus. I'd trust Clara with my gal any day!

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Emily J.
Dog Walking
5.0 out of 5 stars

Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

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Jennifer C.
Dog Walking
5.0 out of 5 stars

Hannah always seems to bail us out when we are in a pinch!!!! She is the absolute sweetest human!! Recommend her 100x over!!

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Kourtney K.
Dog Walking
5.0 out of 5 stars

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Dog Walking
5.0 out of 5 stars

Here’s a shorter version: --- Melissa is a fantastic dog sitter! She communicates clearly, sends great updates, and is genuinely thoughtful about my dog’s needs. I always feel at ease knowing my dog is with her. Highly recommend!

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Mitchell R.
Dog Walking
5.0 out of 5 stars

Took plenty of pictures, adjusted to my dog’s desired level of activity, and troubleshot a key/cat toy issue. Communicative, friendly, and on-time. Would hire again!

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Carrie P.
Dog Walking
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Popular requests for dog walking - Middleton

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Sitters in Middleton average 3
repeat dog walking clients

FAQs for Dog Walking - Middleton

Frequently asked questions about Rover

The average cost of Dog Walking in Middleton on Rover is $22 per walk as of September 2026. Most bookings cost between $16 and $28 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of September 2026, there are 1,415 sitters on Rover offering Dog Walking across Middleton. 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 Middleton. 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 Middleton 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 Middleton. On Rover:

  • 91% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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