Dog Walking Oak Hill

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Oak Hill, 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: Tami G.
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Tami G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
70 reviews
14 repeat clients
4 years of experience
Waukesha, WI, 53189

Tami did an outstanding job! Sam just loved her! When he saw her car pull up the driveway he went "just nuts!" :-) Thank you Tami.

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Gleda D.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per walk
5.0 out of 5 stars
29 reviews
13 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn is great with our dog. I appreciate her fitting us into her schedule and coming to walk him while we’re away at work.

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Marissa P.
Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
31 reviews
7 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.

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Kelly B.
Sitter Profile Image: Katherine N.
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Katherine N.
from
$40
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Sullivan, WI, 53178

About: While I’m new to formal pet sitting, I’ve spent almost 15 years caring for a wide range of animals — from my own pets and livestock to friends' livestock. I grew up around animals and have hands-on experience with my own dogs and cats as well as various farm animals. Whether it’s feeding schedules, administering basic care, or simply giving animals the attention and enrichment they deserve, I treat every animal like one of my own. I’m dependable, calm under pressure, and genuinely enjoy spending time with animals of all kinds. If you're looking for someone who understands animal behavior, respects routines, and will treat your pets with care and compassion — I’d love to help. I ensure my goats get fed and have clean water daily. They get weekly enrichment. I also ensure my dog and cat have food and clean water multiple times a day and I provide frequent enrichment for them all day. Pets deserve the same hazard free, clean homes that humans do. I keep my house clean and provide clean food and water to my pets, and would do the same for yours.

Sitter Profile Image: Brandi W.
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Brandi W.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.

Sitter Profile Image: Katie P.
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Katie P.
from
$20
per walk
5.0 out of 5 stars
27 reviews
9 repeat clients
16 years of experience
Eagle, WI, 53119

Katie is wonderful! She met Dobby and he loved her. I could tell she was a doggy person right away! She took great care of my fur baby, sent pics, updates, and was very flexible with her schedule. I will be using Katie again and again for our pups walks.

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Deanna W.
Sitter Profile Image: Jackelin T.
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Jackelin T.
from
$15
per walk
5 years of experience
Whitewater, WI, 53190

About: I use to have 2 dogs a australian shepherd and a mix husky/golden retriever for a 1 year i had them when they was puppy I train them myself and my neighbor dogs. I use to lived were there was a lot of dogs and they was busy people so I would go visit them for walks and play. I never have got pay for because I didn't know tell someone told me about this app. So hopefully I can help out just for a little bit for you to have a brake and your dogs to have there needs. Can't wait to meet you guys. I’m a stay at home mom with 2 kids a 6months and a 6yr old so I’m open and flexible and my kids have to come along with me so if you ok with that then we can work something out What ever you need me to do for your dog needs I would do it. I treat my dogs like family I would not do anything to hurt them.

Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
47 reviews
13 repeat clients
25 years of experience
Mukwonago, WI, 53149

We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!

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Rylee H.
Sitter Profile Image: Ella W.
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Ella W.
from
$14
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

My pup absolutely adored Ella! She was so excited to see her and just wanted to play and play. Ella gave me lots of picture and video updates and I could tell she treated my pup just like she would her own. Super easy to get along with a took great care of my baby!

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Julia M.
Sitter Profile Image: Giuliana B.
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Giuliana B.
from
$20
per walk
7 years of experience
Eagle, WI, 53119

About: I currently have three medium-large dogs and also grew up with cats, so I have been surrounded with animals my whole life. My boyfriend and I own a pet gecko and I also briefly grew up with pet Guinea pigs. I have spent lots of time with my best friend’s horses over the years and am an all around animal lover. I am a college student looking for opportunities to earn some extra money and what better way to do that then play with peoples pets! I’m currently working as a PRN CNA at a nursing home, which gives me a very flexible schedule. Because I pick up shifts based on my availability, I have plenty of flexibility to accommodate your pet’s needs, whether that means daily visits, weekend care, or last-minute bookings. I have experience caring for both cats and dogs, including pet sitting for my aunt and uncle’s dogs and caring for my sister’s cats while she is away. I understand the importance of maintaining a pet’s normal routine and providing plenty of attention, exercise, and companionship. I’m comfortable feeding pets, refreshing water, cleaning litter boxes, taking dogs on walks, and following specific care instructions. I also have experience giving daily allergy medication to one of my own dogs and applying topical treatments when needed. My goal is to make sure every pet feels safe, comfortable, and well cared for while their owner is away.

Sitter Profile Image: Brenna C.
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Brenna C.
from
$30
per walk
5.0 out of 5 stars
2 reviews
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 2 dogs of my own which mean the world to us!

Sitter Profile Image: Karen K.
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Karen K.
from
$25
per walk
45 years of experience
Eagle, WI, 53119

About: Pets have been a part of my life since I was five years old. My life has been devoted to their health and quality of life by being a certified veterinary technician and also working in the veterinary and Humane Society field. Able to do all types of medical care for animals. I am recently retired from a full-time job and would love to do something I enjoy and I am very good at due to all my years of experience. Due to my own 4 Golden Retrievers and other barn animals, I cannot take any dogs into my home. I sure would if I could.

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
79 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

I had to change the date last minute and Tara was extremely understanding and responded to the new date within minutes. She’s arrived early to meet Jax and stayed later to play with him. I appreciated the extra time she spent with him and he didn’t want her to leave

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Christine C.
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: Hayley M.
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Hayley M.
from
$15
per walk
5.0 out of 5 stars
14 reviews
1 repeat client
14 years of experience
whitewater, WI, 53190

Hayley did a great job with Moose. She was very attentive to his needs and I could tell he was happy and well exercised when I got home. Thank you, Hayley!!

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Jessica S.
Sitter Profile Image: Madigan U.
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Madigan U.
from
$15
per walk
3 years of experience
Fort Atkinson, WI, 53538

About: I have taken care of dogs my whole life from family dogs to neighborhood dogs. From walks to just potty breaks I can provide the best care. I am currently training my own puppy to be the best hunting companion. He has learned to love his kennel and that it is his quiet space. I work part time Monday through Wednesday I am home by 2pm but need time to let my own puppy have some outside time. Thursday and Friday I am home all day other than the occasional appointments. I am able to spend up to two hours with your pet getting the wiggles out or learning some of the basics. Weekends are my family time so I am mostly unavailable other than a random Saturday if my partner ends up working. At my home we are fenced in on 3 sides from neighbors but I have a tie out available. At your home I am comfortable with crates or not and Im willing and able to clean up any mess your furry companion may make. I am comfortable with walking with a harness or not.

Sitter Profile Image: adam f.
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adam f.
from
$16
per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Great communication and wore our pup out!

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Ashley B.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$20
per walk
5.0 out of 5 stars
28 reviews
5 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

About: I am an animal lover. Always have been. I grew up on a farm and have worked on a couple as well. I have experience with dogs, cats, hamsters, goats, cattle, pigs, sheep, even ferrets, raccoons and squirrels. Have always had multiple pets while growing up and currently have my 3 dogs and 2 cats. I've always enjoyed caring for animals. Brings me great joy and have always wanted to make it some kind of job. They bring a calming peace to me and I feel like I connect with all animals and that's why we get along so well. I am currently working full time in Madison at a doggy daycare and work at 3 different facilities. I have gained lots of experience with working with puppies all the way up to elderly dogs and all sorts of breeds. You won't be disappointed in choosing me to care for your family members. Thank you for your time checking out my profile and considering me. I work full time at a doggy daycare but am available before or after my shifts during the week and free on most weekends. I am pretty flexible. I have a fenced in backyard and 3 dogs who are great company. My dogs are crate trained and I have extra crates if your dog would need one as well.

Sitter Profile Image: Samantha F.
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Samantha F.
from
$20
per walk
15 years of experience
Helenville, WI, 53137

About: I have always loved animals. I always say my first job was when I was 4 helping in my grandmother's vet clinic. I got to help cuddle all of the dogs and assist in all the fun a vet clinic has to offer. It was love at first site. I now have three rescue dogs of my own that are spoiled and loved. I have lots of farm experience and worked at Skydance Doggy Day Care for a time. I am a stay at home mom but my little one will be at preschool Tuesdays, Wednesdays, and Thursdays. From 9-2. So I have some free time to help you and your fur babies out!! I can come to your house to walk your fur baby and give them all the pets they could need. I am willing to do anything else your dog/pet requires during the day :)

Sitter Profile Image: Katelyn Y.
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Katelyn Y.
from
$25
per walk
5.0 out of 5 stars
4 reviews
23 years of experience
North prairie, WI, 53153

Kaitlyn was great! Very responsive with communication, right on time for visits, sent us pictures of our dog with each visit, and overall fantastic. Our buddy was in good hands!

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Krista K.
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The median cost per walk for dog walking in Oak Hill is $20

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Popular requests for dog walking - Oak Hill

Select a filter and find qualifying sitters offering dog walking.

Sitters in Oak Hill average 3
repeat dog walking clients

FAQs for Dog Walking - Oak Hill

Frequently asked questions about Rover

As of July 2026, there are 1,854 sitters on Rover offering Dog Walking across Oak Hill. 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 Oak Hill. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Oak Hill.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Oak Hill. On Rover:

  • 95% of walkers can help with special care needs
  • 95% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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