Dog Walking in Oconomowoc

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

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect

Top rated Oconomowoc dog walkers

1 / 1
Sitter Profile Image: Shay H.
Verified Enhanced Background Check
Shay H.
from
$25
per walk
5 out of 5.0 stars
21 reviews
8 repeat clients
25 years of experience
Summit, WI, 53066

Shay is excellent. Her knowledge of dog personalities and behaviors is incredible!

Profile image
Michelle M.
Sitter Profile Image: Katelyn W.
Verified Enhanced Background Check
Katelyn W.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
16 reviews
6 repeat clients
6 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.

Profile image
Marissa P.
Sitter Profile Image: Kami S.
Verified Enhanced Background Check
Kami S.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
20 reviews
4 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Amazing, very personable. I would recommend to anyone.

Profile image
Kyle E.
Sitter Profile Image: adam f.
Verified Enhanced Background Check
adam f.
from
$16
per walk
5 out of 5.0 stars
4 reviews
3 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Great communication and wore our pup out!

Profile image
Ashley B.
Sitter Profile Image: Jenifer D.
Verified Background Check
Jenifer D.
Star Sitter
from
$22
per walk
5 out of 5.0 stars
323 reviews
143 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer did an amazing job watching our 2 beagles and while we were away! I love that she sent sent us pictures every day and she took the time to come over and meet the dogs beforehand and spent plenty of time getting to know them! I will definitely be using Jennifer in the future!

Profile image
Meghan R.
Sitter Profile Image: David K.
Verified Background Check
David K.
from
$20
per walk
5 out of 4.9 stars
21 reviews
7 repeat clients
10 years of experience
Oconomowoc, WI, 53066

About: My family has had dogs and cats my entire life. I've grown up around animals and love them to death. They put a special spark in people's lives that nothing else can, and I do not take that for granted. I have experience living with small dogs as well as medium sized dogs. I have walked them and made sure they have food. I really enjoy playing and wrestling with them. I am an actor. I am very expressive and animated, so I can keep your dog happy and entertained. When my profile says I am available, that is me telling the clients that 100% of my energy and time will be for their dog to make sure they are safe and happy. I am a full time real estate agent. My daily schedule varies, but I will be available to give you the best service possible whenever you need it. I love animals and always want them to be safe and happy. Whenever an animal is happy, that always brightens my day, so I will do everything I can to make them happy.

Sitter Profile Image: Ava B.
Verified Enhanced Background Check
Ava B.
from
$15
per walk
5 out of 5.0 stars
4 reviews
3 repeat clients
3 years of experience
Okauchee Lake, WI, 53069

About: Providing care to all of Lake Country area! I provide attentive and loving care for your furry friends, ensuring they feel safe, comfortable, and happy while you’re away. I go above and beyond to follow your pet’s routine, offer personalized attention, and create a fun, engaging environment. Your pets are treated like family, and I take pride in making sure they are well-fed, exercised, and showered with affection. With me, you can have complete peace of mind knowing your pets are in the best hands. I have two dogs of my own, a corgi 8 years and a lab, pit bull mix 10 years old. We walk daily and are the happiest babies I know. I want to give love to more animals and care for them the way I care for mine. My daily routine is active and flexible, which means your pup gets plenty of walks, playtime, and one-on-one attention throughout the day. I love being outside and staying on a consistent schedule—perfect for keeping dogs happy and cared for! Caring for pets, whether in your own home or a client’s home, involves a combination of regular attention, proper feeding, exercise, grooming, and emotional care. Here’s a breakdown of how I might approach pet care depending on the service I offer: 1. Pet Sitting (In Client’s Home or Own Home) • Feeding: Follow the pet’s regular feeding schedule and adjust based on dietary needs or special instructions from the owner. • Exercise: Ensure that pets get enough physical activity through walks, playtime, or other engaging activities. • Grooming: Brush pets regularly to maintain their coat and avoid matting (especially for long-haired breeds). Bathe them as needed, depending on the breed and the owner’s preferences. • Health & Safety: Monitor the pet’s health for any changes, such as a decrease in appetite, lethargy, or signs of illness. Administer any medications as directed by the owner. • Companionship: Provide attention, playtime, and comfort to ensure the pet doesn’t feel lonely or anxious. This might include cuddling, talking to them, or simply being around. • Cleaning: Ensure the pet’s living environment is clean, including regularly changing litter boxes for cats or cleaning up after dogs. 2. Dog Walking • Exercise: Provide regular walks to ensure that the pet gets the necessary physical and mental stimulation. The duration and intensity of the walk depend on the breed, age, and health of the dog. • Safety: Ensure the dog is safe during walks by using a sturdy leash, avoiding busy traffic areas, and monitoring for any signs of discomfort. • Playtime: If there is time, include some interactive play (e.g., fetch or tug-of-war) during the walk to engage the dog mentally. 3. Pet Boarding (In Your Home) • Comfort: Provide a safe, comfortable space with a designated sleeping area, food, and water station. • Socialization: If appropriate, allow pets to socialize with other animals (especially if they are accustomed to it). • Routine: Keep the pet on a similar routine as they would have at home, with regular meals, walks, and bathroom breaks. 4. General Tips for Pet Care • Communication: Keep the pet owner updated regularly on their pet’s well-being, sharing any observations, concerns, or funny moments. • Emergency Preparedness: Know where the nearest vet is and be prepared for any emergencies, including having a list of the pet’s medical details and contact information. By focusing on the pet’s specific needs and preferences, both physical and emotional, I can ensure they feel safe, loved, and well-cared for.

Sitter Profile Image: Tessa O.
Verified Enhanced Background Check
Tessa O.
from
$18
per walk
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 an incoming college freshman at UW Madison, and I'm using pet-sitting as my sole job for this summer, 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: Casey B.
Verified Enhanced Background Check
Casey B.
from
$12
per walk
5 out of 5.0 stars
8 reviews
10 years of experience
Oconomowoc, WI, 53066

About: I grew up with a dog and now have one of my own! Willing to give your pup as much love and attention as I give Enzo. I’m willing to walk your dog miles if needed, and have plenty of enrichment activities as well! I will go above and beyond to communicate scheduling and pet needs, and can be flexible with my schedule in the summer if needed. I will be home for most of summer, so any days that are available I can walk, dogsit, or board your pup!! Willing to be flexible with your schedule if needed. I have a kennel if needed, otherwise your dog will be free to roam the house throughout the day. There is a lead on either side of my house providing outdoor access, and plenty of comfortable places inside for relaxation. I am comfortable using any type of leash to walk your dog as well.

Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sarah B.
from
$16
per walk
5 out of 5.0 stars
7 reviews
8 years of experience
Oconomowoc, WI, 53066

About: I have always been a dog person & grew up with them my entire life. Friends & family have been asking me to house sit, walk, feed & play with their dog for years. I currently work remote, so I have the flexibility to stay home with you puppy all day & take play breaks and walks throughout the day! I live in a house near a lot of bike trails! I also have a very friendly golden retriever named Louie that can keep your pup company.

Sitter Profile Image: Ella W.
Verified Enhanced Background Check
Ella W.
from
$20
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I’ve been working with animals since I was 9 years old. I’ve taken care of family pets, neighbors, and I’ve even run my own pet sitting business for a while. I’m going to school to become a veterinarian, so I get my fair share of animal handling weekly. I’m currently a student athlete at UW-River Falls, so I’m free in between classes as well as after practices for my sport. It all depends on my weekly plan administered by my coach. I make sure the pet is able to become familiar with me in a gentle way and I do my best to make sure that the pet is happy and comfortable whenever I’m around. I will happily play for as long as needed with your pet and do whatever is necessary for them!

Sitter Profile Image: Brianna M.
Verified Enhanced Background Check
Brianna M.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
16 reviews
5 repeat clients
16 years of experience
Oconomowoc, WI, 53066

Brianna was great! She’s very friendly and easy to communicate with. She was kind and gentle with my dog Freya. I will be booking with her again in the future. :)

Profile image
Lauren B.
Sitter Profile Image: Lauren E.
Verified Enhanced Background Check
Lauren E.
from
$16
per walk
13 years of experience
Oconomowoc, WI, 53066

About: I’m active, reliable, and always make sure your pet feels safe, loved, and comfortable while you’re away. Plus, I provide frequent updates so you can enjoy peace of mind knowing your pup is in great hands! I’ve had experience doing drop ins for my neighbors energetic dogs while they were away and boarding my parents dogs for extended periods of times making sure they felt at home! Whether the dog is young, energetic, and loves going on runs or like slow, leisurely walks, I’m your girl! I am a recent graduate from the University of Wisconsin Madison and I studied marketing. I’m enjoying my summer post grad at home with my family and pets until i find a career in Marketing. I’m available any day of the week to take care of and love your pets! Whether I’m caring for pets in my home or yours, I focus on creating a safe, loving, and stress-free environment. I follow each pet’s routine closely, making sure they feel comfortable, well-fed, and, of course, loved! I have experience dog sitting for my neighbor’s energetic pup, so I’m used to keeping dogs active, engaged, and happy with regular walks, playtime, and plenty of attention. I also make sure to keep pet parents updated with photos and messages for peace of mind. Whether it’s a couch cuddle session or outdoor adventure, your pet will feel right at home with me.

Sitter Profile Image: Jillian S.
Verified Enhanced Background Check
Jillian S.
from
$17
per walk
5 out of 5.0 stars
2 reviews
1 repeat client
8 years of experience
Oconomowoc, WI, 53066

She's the best!!

Profile image
Nicole S.
Sitter Profile Image: Bill S.
Verified Enhanced Background Check
Bill S.
from
$16
per walk
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: Skyler P.
Verified Enhanced Background Check
Skyler P.
from
$20
per walk
5 out of 5.0 stars
7 reviews
3 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Thanks so much!!

Profile image
Ashley B.
Sitter Profile Image: Heather B.
Verified Background Check
Heather B.
from
$25
per walk
5 out of 5.0 stars
25 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the family’s pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.

Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Cindy S.
Star Sitter
from
$28
per walk
5 out of 5.0 stars
48 reviews
13 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy is reliable and great with our dogs!

Profile image
Gina R.
Sitter Profile Image: Mathew M.
Verified Enhanced Background Check
Mathew M.
from
$14
per walk
20 years of experience
Oconomowoc, WI, 53188

About: Reliable, Compassionate, and Always on Time—Your Pup Is in Great Hands when in my care! It’s more Than Just a Walk: Personalized Care and Adventures for Your Dog I have a flexible schedule that allows me to be available whenever you need. Your pet’s well-being is my top priority, and I’m here to adjust to your needs. I always keep pets in the safest environment I can, when on walks they are on leash and and if needed I do have crates available.

Sitter Profile Image: SueAnn A.
Verified Background Check
SueAnn A.
from
$25
per walk
5 out of 5.0 stars
3 reviews
2 repeat clients
25 years of experience
Oconomowoc, WI, 53066

SueAnn did a great job with Spunky. She's one of his best buddies now. He was always very exited to see her when she came to take him for a walk.

Profile image
Brian P.
1 / 1
View more sitters

Loving dog walkers in your neighborhood

Search Results

Sitter Profile Image: Shay H.
Verified Enhanced Background Check
Sitter Profile Image: Shay H.
Verified Enhanced Background Check

Shay H.

I speak and interpret DOG language.
Summit, WI, 53066
4.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

Shay is excellent. Her knowledge of dog personalities and behaviors is incredible!

Availability updated 5 days ago
Sitter Profile Image: Katelyn W.
Verified Enhanced Background Check
Sitter Profile Image: Katelyn W.
Verified Enhanced Background Check

Katelyn W.
Star Sitter

"Cozy Care, Tailored for Companion
Oconomowoc, WI, 53066
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

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.

Availability updated 2 days ago
Sitter Profile Image: Kami S.
Verified Enhanced Background Check
Sitter Profile Image: Kami S.
Verified Enhanced Background Check

Kami S.
Star Sitter

Your Dog’s Best Friend (After You)
Oconomowoc, WI, 53066
3.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

Amazing, very personable. I would recommend to anyone.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: adam f.
Verified Enhanced Background Check
Sitter Profile Image: adam f.
Verified Enhanced Background Check

adam f.

Trusted Pet Care Professional
Oconomowoc, WI, 53066
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

Great communication and wore our pup out!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jenifer D.
Verified Background Check
Sitter Profile Image: Jenifer D.
Verified Background Check

Jenifer D.
Rover 101
Star Sitter

Jenifer's Lake Country Canine Camp
Pewaukee, WI, 53072
8.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
323 reviews
143 repeat clients
Profile image

Jennifer did an amazing job watching our 2 beagles and while we were away! I love that she sent sent us pictures every day and she took the time to come over and meet the dogs beforehand and spent plenty of time getting to know them! I will definitely be using Jennifer in the future!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: David K.
Verified Background Check
Sitter Profile Image: David K.
Verified Background Check

David K.
Rover 101

A spoiled dog is a happy dog
Oconomowoc, WI, 53066
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.9 stars
21 reviews
7 repeat clients

David is awesome! I felt very comfortable leaving my animals (dog and 3 cats) with him. He took the time to understand our needs and was very responsive with updates. By far the best pet sitter I've ever had!

Availability updated 3 days ago
Sitter Profile Image: Ava B.
Verified Enhanced Background Check
Sitter Profile Image: Ava B.
Verified Enhanced Background Check

Ava B.

Happy Tails, Every Step of the Way
Okauchee Lake, WI, 53069
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
4 reviews
3 repeat clients

About: Providing care to all of Lake Country area! I provide attentive and loving care for your furry friends, ensuring they feel safe, comfortable, and happy while you’re away. I go above and beyond to follow your pet’s routine, offer personalized attention, and create a fun, engaging environment. Your pets are treated like family, and I take pride in making sure they are well-fed, exercised, and showered with affection. With me, you can have complete peace of mind knowing your pets are in the best hands. I have two dogs of my own, a corgi 8 years and a lab, pit bull mix 10 years old. We walk daily and are the happiest babies I know. I want to give love to more animals and care for them the way I care for mine. My daily routine is active and flexible, which means your pup gets plenty of walks, playtime, and one-on-one attention throughout the day. I love being outside and staying on a consistent schedule—perfect for keeping dogs happy and cared for! Caring for pets, whether in your own home or a client’s home, involves a combination of regular attention, proper feeding, exercise, grooming, and emotional care. Here’s a breakdown of how I might approach pet care depending on the service I offer: 1. Pet Sitting (In Client’s Home or Own Home) • Feeding: Follow the pet’s regular feeding schedule and adjust based on dietary needs or special instructions from the owner. • Exercise: Ensure that pets get enough physical activity through walks, playtime, or other engaging activities. • Grooming: Brush pets regularly to maintain their coat and avoid matting (especially for long-haired breeds). Bathe them as needed, depending on the breed and the owner’s preferences. • Health & Safety: Monitor the pet’s health for any changes, such as a decrease in appetite, lethargy, or signs of illness. Administer any medications as directed by the owner. • Companionship: Provide attention, playtime, and comfort to ensure the pet doesn’t feel lonely or anxious. This might include cuddling, talking to them, or simply being around. • Cleaning: Ensure the pet’s living environment is clean, including regularly changing litter boxes for cats or cleaning up after dogs. 2. Dog Walking • Exercise: Provide regular walks to ensure that the pet gets the necessary physical and mental stimulation. The duration and intensity of the walk depend on the breed, age, and health of the dog. • Safety: Ensure the dog is safe during walks by using a sturdy leash, avoiding busy traffic areas, and monitoring for any signs of discomfort. • Playtime: If there is time, include some interactive play (e.g., fetch or tug-of-war) during the walk to engage the dog mentally. 3. Pet Boarding (In Your Home) • Comfort: Provide a safe, comfortable space with a designated sleeping area, food, and water station. • Socialization: If appropriate, allow pets to socialize with other animals (especially if they are accustomed to it). • Routine: Keep the pet on a similar routine as they would have at home, with regular meals, walks, and bathroom breaks. 4. General Tips for Pet Care • Communication: Keep the pet owner updated regularly on their pet’s well-being, sharing any observations, concerns, or funny moments. • Emergency Preparedness: Know where the nearest vet is and be prepared for any emergencies, including having a list of the pet’s medical details and contact information. By focusing on the pet’s specific needs and preferences, both physical and emotional, I can ensure they feel safe, loved, and well-cared for.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tessa O.
Verified Enhanced Background Check
Sitter Profile Image: Tessa O.
Verified Enhanced Background Check

Tessa O.

Your fur-baby's next best friend!
Delafield, WI, 53018
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
1 review

Tessa took care of our home for 11 days and did a fantastic job! She took excellent care for our pets: this included walking the dog multiple times per day, feeding them punctually on a regular schedule and making sure they got enough attention while we were gone. Tessa also watered our gardens and received our mail/packages as necessary. Tessa is a kind, responsible, punctual and bright young lady and I highly recommend her for any pet care services you may require.

Availability updated 10 days ago
Sitter Profile Image: Casey B.
Verified Enhanced Background Check
Sitter Profile Image: Casey B.
Verified Enhanced Background Check

Casey B.

Teacher and dog lover
Oconomowoc, WI, 53066
0.5 mi. away
Boarding, Dog Walking
from
$12
per walk
5 out of 5.0 stars
8 reviews

Casey is a dog loving owner and caregiver to other dogs! She treats my dog and others as she would treat her own with lots of snuggles, walks, and days at the dog parks. I trust Casey 100% with my dog and highly recommend her to care for yours :)

Availability updated 4 days ago
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check

Sarah B.

The best stay for your best friend.
Oconomowoc, WI, 53066
3.8 mi. away
Boarding, House Sitting, Dog Walking
from
$16
per walk
5 out of 5.0 stars
7 reviews

Sarah has watched my 3 year old Italian Greyhound, Luna, on multiple occasions, and is so wonderful! Luna has some special nuances that require more attention than usual, and Sarah did amazing with her. She sent so many pictures and updates. She also has her own golden retriever named Louis who is SO sweet. Luna is very small and usually gets overwhelmed by larger dogs, but she got along great with Louis. Would highly reccomend Sarah to anyone in need of animal care!!

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ella W.
Verified Enhanced Background Check
Sitter Profile Image: Ella W.
Verified Enhanced Background Check

Ella W.

No dog’s to big or too small
Oconomowoc, WI, 53066
1.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
1 review

Ella is a great companion and caregiver for a vast array of animals. She was exposed to different types of animals since her infancy and even created her own local animal watching program in her childhood. Additionally, she is studying in college presently to pursue a career in veterinary science. She is caring , dedicated, kind, thoughtful, and honest. She has been often told that she goes above and beyond other previous caretakers, which includes grooming, and in maintaining of equipment and environments used by the animal(s).

Availability updated 2 days ago
Sitter Profile Image: Brianna M.
Verified Enhanced Background Check
Sitter Profile Image: Brianna M.
Verified Enhanced Background Check

Brianna M.
Star Sitter

Patience, affection, and play time!
Oconomowoc, WI, 53066
1.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Brianna was great! She’s very friendly and easy to communicate with. She was kind and gentle with my dog Freya. I will be booking with her again in the future. :)

Availability updated 10 days ago
Sitter Profile Image: Lauren E.
Verified Enhanced Background Check
Sitter Profile Image: Lauren E.
Verified Enhanced Background Check

Lauren E.

Active Walks & Gentle Care
Oconomowoc, WI, 53066
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
3 reviews

Lauren is amazing with dogs of all ages—from puppies to senior dogs needing extra care. She’s patient, loving, and knows how to meet each dog’s unique needs. Whether it’s energetic play or gentle attention, Lauren makes every dog feel safe and loved. I completely trust her and highly recommend her!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jillian S.
Verified Enhanced Background Check
Sitter Profile Image: Jillian S.
Verified Enhanced Background Check

Jillian S.

A best buddy for your puppers!
Oconomowoc, WI, 53066
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

She's the best!!

Availability updated 2 days ago
Sitter Profile Image: Bill S.
Verified Enhanced Background Check
Sitter Profile Image: Bill S.
Verified Enhanced Background Check

Bill S.

I pledge to do a loving job
Oconomowoc, WI, 53066
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
2 reviews

I highly recommend Bill as a per sitter! He is a caring person, responsible and patient. He has spent time with our dogs in the past and they are always happy to see him. He's happy to play with them, scratch ears and walk them. Definitely a great person to watch your pet.

Availability updated 10 days ago
Sitter Profile Image: Skyler P.
Verified Enhanced Background Check
Sitter Profile Image: Skyler P.
Verified Enhanced Background Check

Skyler P.

Animal Lover You Can Count On!
Oconomowoc, WI, 53066
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Thanks so much!!

Availability updated 3 days ago
Sitter Profile Image: Heather B.
Verified Background Check
Sitter Profile Image: Heather B.
Verified Background Check

Heather B.

🐾 your fury baby’s new best friend
Oconomowoc, WI, 53066
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
25 reviews
8 repeat clients

About: I’ve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the family’s pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.

Availability updated 19 days ago
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check

Cindy S.
Star Sitter

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per walk
5 out of 5.0 stars
48 reviews
13 repeat clients
Profile image

Cindy is reliable and great with our dogs!

Availability updated 4 days ago
Sitter Profile Image: Mathew M.
Verified Enhanced Background Check
Sitter Profile Image: Mathew M.
Verified Enhanced Background Check

Mathew M.

Your Dog Deserves the Best
Oconomowoc, WI, 53188
1.9 mi. away
Drop-In Visits, Dog Walking
from
$14
per walk
20 years of experience

About: Reliable, Compassionate, and Always on Time—Your Pup Is in Great Hands when in my care! It’s more Than Just a Walk: Personalized Care and Adventures for Your Dog I have a flexible schedule that allows me to be available whenever you need. Your pet’s well-being is my top priority, and I’m here to adjust to your needs. I always keep pets in the safest environment I can, when on walks they are on leash and and if needed I do have crates available.

Availability updated 7 months ago
Sitter Profile Image: SueAnn A.
Verified Background Check
Sitter Profile Image: SueAnn A.
Verified Background Check

SueAnn A.

I will love your pet like my own
Oconomowoc, WI, 53066
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

SueAnn did a great job with Spunky. She's one of his best buddies now. He was always very exited to see her when she came to take him for a walk.

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Walking FAQs

Frequently asked questions about Rover