Dog Walking Highlands Community

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

End
Search

Highlands Community, 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.

1 / 1
Sitter Profile Image: Chelssey H.
Verified Enhanced Background Check
Chelssey H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 37 reviews
14 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was a great communicator and very trustworthy. I am looking forward to having her spend time with Wally again in the future and I would recommend her to others!”

Profile image
Rebekah K.
Sitter Profile Image: Ryan H.
Verified Enhanced Background Check
Ryan H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 28 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: Jesse T.
Verified Enhanced Background Check
Jesse T.
from
$15
per walk
4.9 out of 5 stars
• 43 reviews
23 repeat clients
1 year of experience
Madison, WI, 53719

“Lola is very dedicated to her clients and their fur babies. I high recommend her.”

Profile image
Barbara M.
Sitter Profile Image: Ashton H.
Verified Enhanced Background Check
Ashton H.
from
$12
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
20 years of experience
Madison, WI, 53717

About: I've always had a love for animals and growing up, my answer to the "What do you want to be when you grow up?" was also a veterinarian. Though my life took me in the direction of pharmaceuticals, I'd still go back to a career aspiration of veterinarian if I got the chance for a redo. I can care for young dogs through seniors, highly active through special needs! Currently work full time with optional remote days. I have my own means of transportation; getting to your home will not be an issue. I have availability most evenings and can work around current obligations. I am happy to customize my care taking based on what best fits your pets needs and as you see fit. I am patient and trust-worthy and will treat your pet as my own.

Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Amber K.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Wisconsin Co-Op Housing, MADISON, WI, 53705

About: We have 3 cats and a mini Dachshund, all rescues. Reliable, respectful, dependable. All-around animal-person, committed to keeping animals safe and happy - I strongly believe that people have a responsibility, duty to care for and love all animals; it’s a privilege to have a relationship with them, and we should foster and nurture that. Interested in teaching basic dog commands. Will learn to administer shots if needed. Sensitive to changes in behavior that could signal unhappiness, illness. In the future, hope to create a doggy sanctuary, so I can have many dogs of my own to love and care for every day. I just love dogs & cats & all animals! Value open and clear communication with owners to better care for their pets and to build healthy relationships between us all. My availability has some flexibility, so contact me to discuss! Recently retired and looking forward to devoting time and energy doing things I love, including caring for and building bonds with furry friends. Prefer scheduling ahead of time but will do my best to accommodate same-day requests. All care will be provided according to your instructions. For daycare service provided at my home, I would take dogs out on leash at regular intervals because my yard is un-fenced. Kitties and doggies are loved and treated with kindness and respect.

Sitter Profile Image: Michelle S.
Verified Background Check
Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 139 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

“Michelle is fantastic. I have a service dog who helps me with daily tasks. I was looking for a dog walker just for the winter months when it's hard to get around in my wheelchair. Michelle put me at ease right from the start by asking all the right questions about the appropriate commands to use before the first walk. The best part is that my dog always returns home fulfilled, tired and content. I'm so impressed that Rover offers experienced walkers, even for someone that has a specially trained dog like myself :)”

Profile image
Lisa K.
Sitter Profile Image: Stina S.
Verified Enhanced Background Check
Stina S.
from
$22
per walk
5.0 out of 5 stars
• 11 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.”

Profile image
Kristine B.
Sitter Profile Image: Hillary L.
Verified Background Check
Hillary L.
from
$22
per walk
5.0 out of 5 stars
• 174 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!”

Profile image
Hannah L.
Sitter Profile Image: Alexi F.
Verified Enhanced Background Check
Alexi F.
from
$20
per walk
17 years of experience
Middleton, WI, 53562

About: Good with all dogs, mainly have experience with middle aged/senior dogs. Had a shih tzu 17 years of my life. Love to go on long walks! I work in Med Device sales so I have a ton of random availability. I already go on long walks around lakes, etc and would love to have a doggo join!! I live with one roommate in an apartment who has a cat. She usually keeps it locked in her room. I used to live with another dog, it’s in a good walking area!!

Sitter Profile Image: Natalie B.
Verified Enhanced Background Check
Natalie B.
from
$20
per walk
10 years of experience
Madison, WI, 53719

About: I'm an animal-loving recent grad from UW-Madison, born and raised in the Midwest. I work 8–4 in behavioral health and spend my free time around animals whenever I can. I have lots of experience with both cats and dogs, they've always been part of my family growing up. I've cared for senior dogs, including giving shots, daily oral medication, and following specific feeding schedules and exercise routines. I also regularly watch high energy large dogs as well as smaller dogs. I always try to mimic each pet's normal routine so they don't feel like they're with someone new, my goal is for them to feel like they're just having a normal day, with maybe a little extra fun! I work in behavioral health care with a schedule of 8–4, and I work from home on Mondays and Fridays, which allows me to do midday check-ins on your pets if needed! I'm also available to stay for longer periods at your home to provide care. During the week, I can stop by before or after work, and I'm flexible anytime on weekends. Safety and routine come first, whether I'm in my own home or yours. I keep feeding schedules, medications, and habits consistent so pets feel secure. I'm experienced with oral, topical, and syringe medication, chronic conditions like arthritis and hyperthyroidism, and keeping escape prone pets safely inside. I also respect each pet's boundaries, aiming to help them feel as comfortable as they would with their own owner! :)

Sitter Profile Image: Kaitlyn M.
Verified Enhanced Background Check
Kaitlyn M.
from
$12
per walk
12 years of experience
Meadowood, Madison, WI, 53711

About: I’ve been caring for animals for over 12 years and have experience with dogs, cats, farm animals, and wildlife. My professional animal care experience began as a teenager working at Pine Ridge Pet Resort, where I cared for dogs of all sizes, ages, and temperaments. My responsibilities included feeding, walking, cleaning, administering medications, monitoring behavior, and providing safe, attentive care in both boarding and daycare settings. Since then, animal care has remained a huge part of my life. I have extensive hands-on experience caring for senior pets, including administering multiple oral medications, insulin injections, and providing extra support for aging dogs with changing mobility and health needs. I also have experience giving medication to cats and caring for puppies. In addition to domestic pet care, I worked at a wildlife rescue center where I assisted with first aid, fluid administration, and hands-on care for injured animals. That experience strengthened my ability to stay calm, observant, and compassionate in high-stress situations. I work 40h each week Monday through Friday, so I am mainly available on the weekends only for now. I am getting married in a year & have 2 degrees, so I have both debt and savings to add to. I am hoping to help care for pets & put every cent earned on Rover towards my debt In my home, I have a full house of 2 dogs and 2 cats. They all get along great, but my senior dog, Daisy, doesn't get along with dogs that don't live with her. Therefore, my home is not available currently for pet sitting, but I am familiar with pet sitting for others in their homes in order to assure their pets feel safe. In my home, I feed 2x/day in an 8 hour period and walk my dogs every 3-4 hours. When it comes to other people's pets, I am open to whatever care routine your animals are used to. No matter how many steps are involved, I can do anything you need done, and I will do it with a smile on my face. I will also respect any and all boundaries in your home and only go in the designated pet areas. I have had multiple people require I stay out of certain rooms, and it has never been an issue. I am deeply appreciative of the trust I am given when caring for pets, so I won't take it for granted by disrespecting your home or boundaries.

Sitter Profile Image: Donna S.
Verified Enhanced Background Check
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.”

Profile image
Lisa J.
Sitter Profile Image: Madalyn M.
Verified Enhanced Background Check
Madalyn M.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Hannah B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
7 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!”

Profile image
Kristi G.
Sitter Profile Image: Paula R.
Verified Enhanced Background Check
Paula R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 96 reviews
29 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Paula was amazing! I know our little guy can get unsure meeting people, by his tail wags he was happy to see her! She was very understanding, accommodating, and showed lots of love to Harvey! She took care of him at our home and at her house. From the pictures he looked like he was in a resort getting sunshine! Highly recommend her she is super caring and nice! Thank you Paula!”

Profile image
Angelica N.
Sitter Profile Image: Amy F.
Verified Enhanced Background Check
Amy F.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 22 reviews
3 repeat clients
30 years of experience
Meadowood, Madison, WI, 53711

About: My love for animals started as a child going to dog shows and pet sitting for friends. I love watching shows like Caesar Milan and PitBulls and Parolees. Over the years, I have owned multiple cats with varying personalities and temperaments, petsat, and walked all sizes of dogs from chihuahuas to Irish wolfhounds. Also, I have worked with aggressive or easily overexcited breeds. If your pet is like this, just let me know and I will do my best to care for them. I decided to become a professional on Rover because I am passionate about animals and enjoy every minute with them. It also provides me with the flexible hours I need to care for my young daughters. I look forward to meeting you and your pet(s)! I am currently a full time mom, but have plenty of time to play with, walk, and care for your fur babies while my girls are in school. I am available after 8:30 am for drop ins or walks. For boarding I am able to keep overnight. I have a large, fenced yard for dogs to run, play, and do their business. I can keep pets separated upstairs and downstairs if needed. I am very respectful of other's personal property if you need me to care for your pets in your own home.

Sitter Profile Image: Matthew H.
Verified Enhanced Background Check
Matthew H.
from
$15
per walk
16 years of experience
Madison, WI, 53705

About: Hi, I'm Matt! I've been caring for cats and dogs since I was a kid. Growing up, I was the go-to kid in my neighborhood to watch after pets. I've personally raised and trained four dogs now (all rescues!) and love dogs of all shapes and sizes. I am an avid runner, biker, and nature enjoyer. I'd love the opportunity to meet more furry friends and would be honored to help you with yours. I am also set up for bathing and cleaning dogs! I am an early riser and start my day off taking care of my puppy. I live downtown and have immediate access to the commuter bike trails and can get wherever I need to be whenever I need to be there. Being that I love getting outdoors and moving around, I have my days set to same and am a moment's notice from supporting you! I firmly believe that our homes are sacred. My promise to you is that you will never know I was there. In my own home, I tidy up my dog's playthings and ensure that she always has access to food and water. I will dispose of your pet's waste in a wag bag and turn it in at a community bin to prevent your home from stinking. I understand that all dogs are different and can certainly accommodate any quirks.

Sitter Profile Image: Rebecca P.
Verified Enhanced Background Check
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.”

Profile image
Greg B.
Sitter Profile Image: Sierra M.
Verified Enhanced Background Check
Sierra M.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
26 years of experience
Madison, WI, 53703

About: I’ve taken care of animals since I was around 5 years old. I grew up in the country in Texas and at one point we had around 20 cats and 9 dogs. We took care of the strays that made their way onto our property, and sometimes adopted from shelters and random people. I was taught love and compassion for animals since I was a young child. I continue to embrace the kindness I have in my heart for animals everyday. I’m usually available most of the time, as I don’t have any full time work to tend to. I also do not celebrate holidays which can benefit pet owners very much because they can count on me being available as long as I have not already booked with someone else. I would be wonderful to your pup insuring they get enough potty breaks, walks if you would like, maybe the dog park upon your approval, and even car rides if you’d like! I offer complimentary treats.. I keep some in my home. And of course I would get them approved by my client first. For cats in my clients home, I would do the same things. I would also insure the cat box is clean, and lots of play time if that’s what the kitty likes :-)

Sitter Profile Image: Molly W.
Verified Enhanced Background Check
Molly W.
from
$18
per walk
13 years of experience
Marquette, Madison, WI, 53703

About: I have been pet sitting since I was 12 years old. From dogs with never ending energy to grumpy but lovable cats to senior dogs who need some extra care, I’ve seen it all! I’ve cared for most ages and I’m not afraid to get messy. While I’m new to Rover, I have a lot of experience and I’m happy to provide more references. Also, I’m a photographer so I can usually snap some great photos of your babies! I work from home so my schedule is super flexible! I can work daytime visits and walks into my day easily. For stays at your house, your fur baby will get plenty of attention and there will be many opportunities for potty breaks. In your home, I follow your rules. Your pets get lots of love, stick to their schedule and it will be like you never left! I like to keep everyone as close to their normal routines as possible. For overnight stays, I work from home so I can set up my laptop in your home and give lots of attention in between meetings!

1 / 1
View more

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

Dog parents share their Rover experiences - Highlands Community

1 / 1
5.0 out of 5 stars

This is a short week, but wanted to say thank you to Allegra for the funny stories, fantastic photos, excellent care and attention to detail for R & T. You have made getting through a very challenging 3 weeks so much easier knowing our pups are in the best hands.

Profile image
Mark & Jill J.
Dog Walking
5.0 out of 5 stars

Couldn’t be better!! Came by on short notice and took wonderful care of my dog, even giving her a little grooming :) Would recommend to anyone!

Profile image
Alyssa C.
Dog Walking
5.0 out of 5 stars

Jesse was reliable, punctual, enthusiastic, and communicated well when she walked my dog for a few days. He was always happy to see her! I recommend her for any of your pet care needs and will be using her again. Thank you Jesse!

Profile image
Rebecca W.
Dog Walking
5.0 out of 5 stars

It was such a relief to have Bethany's help today! Even when my dog decided enough walking was enough before the hour was up, Bethany was able to get her to play for a while and get her engaged. Thank you!

Profile image
Kimberly G.
Dog Walking
5.0 out of 5 stars

Stephanie is great! I can focus on work knowing Chai is well taken care of during their walks! She was very patient with Chai as he is nervous around strangers, but I appreciate how she let him come to her!

Profile image
Annaliese V.
Dog Walking
5.0 out of 5 stars

Quinn really helped me out last minute my new dog that I adopted from the shelter.. he took her for a nice long walk and even gave her a water break halfway through. He was very communicative and punctual. Alice's not completely leash trained, and he did a wonderful job tiring her out while I was at work.

Profile image
Jaimie C.
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.

Profile image
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.

Profile image
Greg B.
Dog Walking
5.0 out of 5 stars

Brenda was awesome! She was super easy to communicate with and took lots of photos of our pup during their walk!

Profile image
Elise F.
Dog Walking
5.0 out of 5 stars

Christian was very responsive and great with our dog. Easy to coordinate with and sent helpful updates. Will definitely use again!

Profile image
Danae A.
Dog Walking
5.0 out of 5 stars

Robert did a great job walking our dog. He was punctual and very responsible. He is becoming our "go to" dog sitter and walker!

Profile image
Cheri F.
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!

Profile image
Ashley G.
Dog Walking
5.0 out of 5 stars

Austin is reliable, flexible, and overall great to work with. He does a great job with my large reactive dog, and I definitely will continue to book with him in the future. Thanks Austin!

Profile image
Isaac W.
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!

Profile image
Wendy B.
Dog Walking
5.0 out of 5 stars

Meeting Natalie was a pleasure. Warm charming personality. Followed through on questions promptly, on time. Highly recommend Natalie. In future will request her again.

Profile image
Dennis R.
Dog Walking
5.0 out of 5 stars

We have booked with Ruby for house sitting and dog walking. She has been responsive, reliable, and taken great care of the dogs!

Profile image
Olivia M.
Dog Walking
5.0 out of 5 stars

Michelle is very courteous and my dog loved being walked by her. Michelle was respectful of my home, and I would highly recommend her to everyone.

Profile image
Sara W.
Dog Walking
5.0 out of 5 stars

Nyx is very shy and timid. Isabel was so patient and kind with her and was able to get her out for multiple walks!

Profile image
Natalee P.
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.

Profile image
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!!

Profile image
Kourtney K.
Dog Walking
1 / 1
Find pet care near you

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 - Highlands Community

Select a filter and find qualifying sitters offering dog walking.

Sitters in Highlands Community average 3
repeat dog walking clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge