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: Tara R.
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Tara R.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
80 reviews
18 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: Carrie B.
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Carrie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
50 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: Katelyn W.
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Katelyn W.
from
$15
per walk
5.0 out of 5 stars
31 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: Tami G.
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Tami G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
73 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: Isabella M.
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Isabella M.
from
$16
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53189

About: I’ve taken care of many dogs I’d say every kind I’ve worked in daycares where I would bathe them, feed them, or just keep them company and let them know they are safe I’m currently working part time at target, I’m always free to take care of your fur babies and make sure they are fed and taken care of! I have a fenced in yard that my dogs absolutely love playing fetch it and my fur babies love other fur babies they will get alone very well!

Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!

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Kristalyn B.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
48 reviews
8 repeat clients
8 years of experience
Janesville, WI, 53546

Overall a great person. Very easy to work with, easy to reach, fast reaponses, punctual... Took care of our dogs by giving them walks while we were on vacation. The pups loved Allison. Thank you for everything!!

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Dillon D.
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: Emma R.
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Emma R.
from
$25
per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53188

About: I love being around dogs and spending time with them and making them part of the family. I work from home most days so am able to snuggle when they want and play. I’ve always enjoyed having dogs and being around them! My own dog is my whole world! I work full time but mostly from home so I am available at many points throughout the day. I let my dog out to play and go to the bathroom as she requests (which is quite often lol) I have a fully fenced in back yard that my dog loves to run around and play. And during the summer months we have a large pool for them to cool down!

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
369 reviews
112 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

First time using Rover! Excellent experience. Travis was awesome. Prior to her first walk with him, he came over for a meet and greet which was very helpful. Right away, Whinnie could tell he was a dog lover. He also was very responsive to all of my questions I had in person and via the app. We will definitely use him again! It is such a good feeling to know our pup is being taken care of.

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Molly S.
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: Taylor S.
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Taylor S.
from
$25
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I recently accepted a new nail technician position in Richfield, and my current work hours will be Monday 11 to 6, Friday 11 to 6 and Saturday 9 to 4 starting July 6th over time I will be adding in more days. Any questions please ask! For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
32 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: 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: Declan G.
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Declan G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
52 reviews
21 repeat clients
10 years of experience
Antioch, IL, 60002

Declan was fantastic with Maverick. He has helped his transition in a new home and spent time with him helping obtain good manners! Will continue to use Declan in the future for Maverick’s needs!!

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Leah R.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
38 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

About: Welcome! With a passion for animals and years of experience, I have developed a strong connection with pets of all breeds, and the feedback from my clients speaks for itself. I offer affordable pricing without compromising on the quality of care, ensuring that your pet receives the love and attention they deserve. Regarding my availability, I do have a six-year-old son who will be with me occasionally, and prior to booking, it is important to consider accepting him as part of the agreement. This does not affect the quality of care, as I ensure both my son and your pet are happy and safe. Safety and trust are my top priorities. I am always mindful of your pet’s well-being, whether we’re out for a walk or spending time together at home. If we encounter other pets, I’ll ensure that the experience is positive and safe. I also respect the privacy of pet owners and follow all instructions carefully, making sure to create an environment where both pets and owners feel comfortable. Homes with cameras are always welcome, and I take great care in maintaining an open line of communication.

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: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
51 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: 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: Cara H.
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Cara H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Jefferson, WI, 53549

About: I have a rescue dog so I have a lot of patients! I’ve always loved animals and I’m working towards volunteering for a foster company! I am working part time so I have a lot of time on my hands to help take care of others pets! I will be able to spend a lot of quality time with your pup! I have a crate if needed for your dog. I do have a fenced in backyard that has multiple toys for dogs. If I come to your house I will follow any rule you have for animals and people in your home.

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

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  • 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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
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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 August 2026, there are 1,806 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:

  • 94% 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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