Dog Walkers in Okauchee Lake, WI

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

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Top rated Okauchee Lake dog walkers

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: Kami S.
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Kami S.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
50 reviews
11 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Amazing, very personable. I would recommend to anyone.

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Kyle E.
Sitter Profile Image: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5.0 stars
1 review
2 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 5.0 stars
48 reviews
11 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: Hannah K.
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Hannah K.
from
$17
per walk
1 repeat client
21 years of experience
Oconomowoc, WI, 53066

About: Hi there! I have worked with or have been around dogs for over 21years now, but have loved them my whole life. I trained my family dog when she was a puppy and she went through obedience and some agility school. I trained her to do all kinds of tricks as well. My husband and I foster failed our girl Indy and she’s been with us since she was 4 weeks old and she’s 3 years old now! She’s a spunky sass and we love her. I have trained her as well for basic commands and obedience. I know how to make short, clear commands while I walk or care for your dog. I have the patience to work with dogs that might need some redirection. I will care for your dog as if it is my own and part of the family. It takes patience, hard work, dedication and ultimately a whole lot of love to care for them. I so look forward to meeting you and your doggo soon! I work part time currently and my hours are varied. If I’m at the shop it would be in these hours/ timeframes: Mon- Thurs 11a-3pm ; Fridays & Saturdays 11am-5pm and Sundays 11am-4pm and every other weekend. I do have flexibility as well. I’m an early riser (like 4am early) so early mornings are not a problem! I will respect your home and dog as if it was my own. I will clean up any messes and leave things better than the way I found them. I can absolutely give you updates and send pictures of your doggo so you know they are safe and in good hands. I know the feelings around letting others care for your fur baby. For me there was a lot haha

Sitter Profile Image: Ava B.
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Ava B.
from
$25
per walk
5.0 out of 5.0 stars
16 reviews
8 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava continues to be amazing with our dog! He’s had some health issues, and she’s been super patient and gentile with him as well as patient with us through quite a few schedule changes due to vet visits.

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Marissa P.
Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
from
$14
per walk
5.0 out of 5.0 stars
10 reviews
3 repeat clients
10 years of experience
Oconomowoc, WI, 53066

About: I grew up with Boxers my whole life! And as I started a family of my own, we got a family dog that helped us bring home all three of my boys. After he passed away last year, we have since missed having fur babies in our home and have loved watching friends and family’s pets when they go on vacation. Your pet will love our spacious home, huge fenced in back yard, all the snuggles they could ask for, and a safe environment to relax while you are relaxed on your trip. The only type of pet we don’t accept are counter surfers. We have 3 young boys who do not watch where they put things and for the pet safety we cannot accept. We work full-time but don’t leave until 8:45am and get home at 4 pm. Dogs will need to be fine being left at home during the work week. They can roam the house and lay on furniture while we’re away. At night we are home each night and home all weekend, with the occasional errand. We have a fenced in yard, and no other pets. My three boys are so gentle, caring and love being around animals. We are so excited to watch for your special fur baby.

Sitter Profile Image: Laura D.
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Laura D.
from
$25
per walk
5.0 out of 5.0 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: At a young age i was brought to America from russia ; I instantly fell in love with my family pet Toby. She was a black lab mixed with Australian shepherd. I didn't speak english very well but Toby made me feel I was understood and this is where I found my love for animals. Few years later our next door neighbor gave us a cat and she was pregnant. 6 kittens later and out of 6 I managed to convince my parents to keep 4. A year later I found another cat in out country yard and kept her as well. Having 1 dog and 5 cats was a big task but I loved it. I currently have a very needy loving bulldog named merlin who loves all the attention from his mama. Merlins enjoy of life are sitting on his mama's lap and wanting to play as soon as he's had his maybe 3 nap in by 12pm after the well deserved nap merlin is all ready to use his energy on running, jumping, and giving kisses. My cat Ripley was going to be put down since she was at the pet shop for over a year. She wasn't wanted because she wasn't friendly towards everyone. She was as described as she was selective of who she'd come down her shelf for. My family visited her frequently and eventually I decided to adopte her. I offer to watch my apt neighbors dogs and any friends that ask me to watch their animals. I would love to get to meet your pet/s and give them attention when your away untill your return back. I take care of merlin ( English bulldog), Ripley (maine coon), 2 Russian tortoises( 8 yrs I've had them, probably will be passed down to my future husbands kids) , a hamster( had him for 3 yrs now ). I love sharing my attention to all the animals that I have and meet. I look forward to providing the best care for your pet/s while you are busy making money for the Biscuits or take a well deserved break from the every day to day. I currently can not pet sit at my apartment for a long period of time. I have occasionally watched a dog for a weekend but with prior meet/ greet and making sure my dog gets along with your pet/s. Im more then happy to watch your pet/s at your home. I'm comfortable walking your pet/s,feeding, treats, and play time indoors or outdoor. I don't prefer to give medication. If given directions and your pet/s has been on it and no emergency symptoms I can on request give medication. I do have a experience giving baths to kittens to dogs with some guidance of what your preferences are going about it im more then happy to do this service. I'm very flexible with my hours for the most part and with communication I'm glad to help out any way ; while your away from your pet/s.

Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$16
per walk
5.0 out of 5.0 stars
25 reviews
6 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Julie was absolutely amazing! She is extremely responsive and took great care of our pup. Thanks for helping us out and walking our fuzzy kid! I would use again in a second!

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Jeff H.
Sitter Profile Image: Ava H.
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Ava H.
from
$25
per walk
4 years of experience
Oconomowoc, WI, 53066

About: I’m someone who values trust, consistency, and kindness when caring for pets. I also understand, from experience, every animal has different needs based on their routine and energy levels. Your dog’s safety, comfort, and happiness are always my top priority. Dog walking is the perfect fit for me as a stay at home mom looking to earn extra income while doing something I truly enjoy. I love being outside, staying active, and having a consistent routine, and I take pride in being someone others can rely on. Caring for animals fits naturally into my day and allows me to provide dependable, attentive care while giving each walk my full focus. I feel confident walking dogs because I have hand on experience and a strong understanding of how important daily walks are to a dog’s overall well being. Walks aren’t just about exercise. They provide mental stimulation, structure, and happiness. I’m attentive to each dog’s needs and make sure every walk is safe, engaging, and fulfilling.

Sitter Profile Image: Lillianna O.
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Lillianna O.
from
$20
per walk
4.9 out of 5.0 stars
41 reviews
13 repeat clients
6 years of experience
Oconomowoc, WI, 53066

Lilliana was great! She took great care of my Benny. I loved all the photos that she shared of him out on their walk and accepting all the cuddles she gave him!

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Samantha K.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$25
per walk
5.0 out of 5.0 stars
19 reviews
7 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: Emily S.
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Emily S.
from
$20
per walk
5.0 out of 5.0 stars
6 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

Really communicative and went on a long walk

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dakota R.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per walk
5.0 out of 5.0 stars
344 reviews
149 repeat clients
22 years of experience
Pewaukee, WI, 53072

Excellent, so helpful. Very friendly, constant communication and photos! She took care of our baby and even offered to bring her treats & brought up our garbage cans! 10/10 would recommend!

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alyssa m.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$20
per walk
3.7 out of 5.0 stars
3 reviews
1 repeat client
15 years of experience
Delafield, WI, 53029

About: My rates reflect the premium, luxury care I provide—because when it comes to your dog, quality matters. I offer a high-end, reliable experience in a loving home environment. I’m new to this app, but I’ve been taking care of dogs for a long time . I’m college-educated, a foster care volunteer, and an active, energetic caregiver who genuinely loves dogs. Whether it’s running, playing, or plenty of affection, your dog will be engaged, safe, and truly cared for. My home becomes your dog’s home, and they’ll be treated like family. I value commitment and reliability—you can trust that once your booking is confirmed, I won’t cancel last minute. Lower rates often come with uncertainty; premium care comes with peace of mind. I can’t wait to care for your pup. Book with confidence. ❤️ I book fast so book with me asap! Your pet will really enjoy its time and feel super loved!! Our home is his/her home ! Your dog will be let out over 10x a day. I care for all animals like they’re my own animals. I am really looking forward to meeting you and your dogs!!! Your dog is safe with me.

Sitter Profile Image: Joey C.
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Joey C.
from
$25
per walk
5.0 out of 5.0 stars
73 reviews
17 repeat clients
40 years of experience
Hartland, WI, 53029

About: As of recent, I no longer have any pets of my own full-time and will enjoy getting to spend time with yours! I have had pets almost all of my life, and always more than one at a time. I have experience caring for cats, dogs, small indoor pets, and birds. I also provide care for chickens, and feeding care for horses, goats, and sheep. For the past 8 years I have done overnight, extended stay pet sitting, drop in care, and boarding in my home for dogs or small animals who come with their home (for example guinea pigs). I can also provide transportation and care for animals attending special occasions or wanted as a part of photos (for example at a wedding). I have experience giving both oral and injected medications to dogs and cats. I work full time 8:30 - 4:30 but do work from home on Tuesdays and Thursdays. I can provide care before and after work as well as during the days when I work from home. I am also free most weekends. Because all animals are different, my first priority is to provide the type of care and services specific to their individual needs. I do have a large yard, but it is not fenced in. I love to go on walks / hikes with dogs.

Sitter Profile Image: kelly C.
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kelly C.
from
$25
per walk
40 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of animals my entire life — every age, size, and personality you can imagine. From energetic puppies to senior dogs needing extra patience and support, I’ve always been the one people trust with their animals. I am able to give meds, work with dogs who may have anxiety or special needs, service dogs. I’ve walked many dogs through their final chapter and stayed with them until their last breath. I understand how sensitive that time is, and I bring calm, grounding energy to the dogs and the families who love them. You can find me walking the trails at Latham often! I am on the verge of being an empty nester so I have more space and time to play with the four legged ones. im very active and love going to the dog park as well. I have a husky mix named Oakley who loves everyone and loves to pull on walks so I am very used to managing strong dogs who are interested in squirrels and nature around them! I have to stay very present and focused when walking! I love nature and being outside in all types of weather. I walk rain, shine, sleet and snow! I care for others pets as if they are my own! a happy heart is my goal for both you and your companion! day and able to give consistent attention, walks, and check-ins. My schedule is very flexible, and I’m available for feeding, potty breaks, walks, and companionship throughout the day. I structure my work around the animals in my care, making sure they get plenty of time outside, regular potty breaks, and a calm, consistent presence. Unless I’m out walking another dog or running a short errand, I’m home — which allows me to maintain a very reliable and steady routine for boarding and day care. In my home, pets receive a calm, consistent environment with plenty of attention throughout the day. I make sure they have regular potty breaks, walks, fresh water, and a comfortable place to rest. I keep routines steady so they feel safe and settled, and I adapt to each dog’s needs—whether that’s more exercise, playtime, companionship, or quiet downtime. I can easily crate if needed. I also have a small fenced yard. I have a walking path right out my front door as well. When caring for pets in a client’s home, I follow your routines closely to keep your dog comfortable. I make sure they have their regular feeding schedule, walks, playtime, and any medication they may need. I stay aware of their body language, comfort levels, and provide a steady, grounded presence. I treat every dog like my own and make sure they feel cared for, safe, and understood in whatever space they’re in.

Sitter Profile Image: Kaitlyn M.
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Kaitlyn M.
from
$15
per walk
5.0 out of 5.0 stars
7 reviews
1 repeat client
6 years of experience
Oconomowoc, WI, 53066

Thanks for taking good care of Mira!

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Vishnu W.
Sitter Profile Image: Bill S.
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Bill S.
from
$16
per walk
5.0 out of 5.0 stars
3 reviews
55 years of experience
Oconomowoc, WI, 53066

About: **Dog Walking Services Available!** Are you looking for a dedicated dog lover to take care of your friend? Look no further! 🌟 **About Me:** I've grown up with dogs and had owned one for years, so I understand their needs and personalities. I'm passionate about dogs and enjoy spending time outdoors, which makes me the perfect companion for your pet. 🚶‍♂️ **Services Offered:** - Daily dog walks - Companion visits - Long walks for active pups 🐾 **What I Bring:** - Experience with dogs of all sizes - A love for exercise and outdoor adventures - A commitment to providing a safe and enjoyable experience for your dog If you want your dog to have a fun and enriching time while you're busy, please reach out! Let’s discuss a meet and greet to get started. I currently have an open schedule, so it would e easy to work out routine walks. I love to take long walks and would be mindful of the surroundings. I will respect your home and take the responsibility in earnest. I am good at playing with dogs and cats. We’ve had 2 cats since I have been married. I taught them tricks like playing dead and never forgot to say hi when I got home.

Sitter Profile Image: Tessa O.
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Tessa O.
from
$18
per walk
5.0 out of 5.0 stars
2 reviews
2 years of experience
Delafield, WI, 53018

About: I've had dogs for most of my life, I love going for long walks and playing fetch. My schedule is very flexible and I'm able to accommodate their needs! I'm a college freshman at UW Madison home for winter break, so I will have plenty of time to take care of your fur babies! I have a lot of love to give to your pets, animals have a special place in my heart. I would love to take your pup for long walks in Lapham Peak or any other park!

Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5.0 stars
48 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy is reliable and great with our dogs!

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Gina R.
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The median cost per walk for dog walking in Okauchee Lake is $20

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Sitters in Okauchee Lake average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Okauchee Lake on Rover as of Jan 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Okauchee Lake dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, there are 845 dog walkers in Okauchee Lake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 80% of Okauchee Lake dog walkers respond in under an hour.

Dog walkers in Okauchee Lake have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Okauchee Lake.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 845 dog walkers in Okauchee Lake on Rover, so you’re sure to find the perfect match for your dog! In Okauchee Lake, 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.