Pet Sitting in Oconomowoc

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Oconomowoc pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brianna B.
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Brianna B.
from
$20
per visit
5.0 out of 5 stars
62 reviews
22 repeat clients
28 years of experience
Oconomowoc, WI, 53066

Brianna has watched our cat twice now and she is great! Always willing to do medications and sends us detailed updates. We know our baby is in good hands with her!

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Joseph B.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
63 reviews
13 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Kami was wonderful and took great care of our cats while we were away from home. She gave them plenty snacks and provided us with a thorough report on the wellbeing of our fur babies. 10/10 would use her services again 😄

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Riom K.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
49 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was absolutely amazing! She took great care of my boys while we were away for a week. She went above and beyond in the services she provided. It put my mind at ease knowing she was here while we were on vacation. We received updates and pictures during her drop ins and I feel Cindy took care of my cats as though they were her own. Thank you for doing a wonderful job!!!

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Diana S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
8 years of experience
Oconomowoc, WI, 53066

About: I turn my passion for animals into a professional service. 🎓 The Credentials: B.S. in Anthrozoology & Former Vet Tech. 🐴 The Experience: Currently a Stall Cleaner & Professional Sitter for Harvey’s Homestead Keepers. 🐶 The Personal Touch: Mom to Lydia (a very social pup!). 🐰 The Range: Dogs, cats, horses, bunnies, birds, and exotics. I’m currently available for drop-ins, dog walking, and house sitting. I’m comfortable with medical needs and senior pets. Let’s give your pet the "five-star" treatment they deserve! Pet care isn’t just a job for me—it’s the heartbeat of my daily routine. I integrate your pet’s needs seamlessly into a structured schedule of feeding, exercise, and enrichment. My goal is to maintain the consistency they crave, ensuring they stay happy, healthy, and perfectly pampered while you’re away. I use my background in Anthrozoology to ensure every routine I build supports your pet’s specific behavioral and physical needs Your home is their sanctuary, and I treat it with the reverence it deserves. Beyond the science of my Anthrozoology degree is a deep respect for the bond you share with your pet. A Shared Language: I prioritize building a bond of trust with your pet, using gentle patience to ensure their time with me is the highlight of their day—never a source of stress. Total Transparency: Consider me your pet’s personal biographer! I’ll send frequent, heartwarming updates and photos so you never have to wonder how they’re doing. Safety is a Promise: From strict security routines to clinical-level hygiene, I guard your home and your companions as if they were my own. Your peace of mind is my greatest priority.

Sitter Profile Image: Lisa B.
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Lisa B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Oconomowoc, WI, 53066

Lisa is an amazing pet sitter. She communicates regularly and details, which i needed. She sends really good photos and videos that I enjoyed!! My 2 cats loved her, I could see it in the videos. She is reliable and keeps everything tidy. And she is willing to do extra things if needed. She is the perfect pet sitter for me and my cats!! Julie Keck

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Julie K.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$15
per visit
18 years of experience
Oconomowoc, WI, 53066

About: Hi! I’m Alyssa, and caring for animals isn’t just something I do, it’s something I truly love. Whether it’s a high-energy pup who needs a good walk or a senior pet who needs a little extra care, I’m here to make sure your pet feels safe, happy, and comfortable while you’re away. I pride myself on being dependable, attentive, and easy to communicate with. You can count on me to show up on time, follow your pet’s routine closely, and give them the same care and attention I would give my own. I have taken care of my families pets since I was just a child. I have worked as a dog handler at a day care and I have worked as a veterinary technician for several years taking care of primarily dogs and cats of all ages from new borns to seniors. My duties included administering medication, feeding, behavioral training, and assisting in surgery. I have spent my free time volunteering at shot clinics as well as walking dogs at the humane society. I currently have two dogs, an American bull dog named Simba who I rescued and a German Shepherd named Luka. We go for walks daily around the lake. Whether you need daily walks, check-ins, or last-minute help, I’m here for you. Let’s set up a meet & greet—I’d love to meet you and your pet! 🐶 I currently work full time on a third shift schedule. I am available a variety of hours from the early morning as well as early afternoon into the evening. I take same day care requests, please reach out for last minute needs. I believe in taking care of others animals as I do my own. Making sure they are comfortable and their needs are met is my top priority. Building trust and providing a safe environment for them to feel right at home.

Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
from
$16
per visit
5.0 out of 5 stars
12 reviews
4 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: Julie E.
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Julie E.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
42 reviews
7 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Felt very comfortable having Julie check on the dogs. Julie was willing to come to the home to visit with us before we engaged her services. Will definitely use her services again.

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Connie T.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
49 reviews
11 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey did an excellent job caring for my two cats. I’d trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!

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Tara F.
Sitter Profile Image: Bill S.
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Bill S.
from
$16
per visit
5.0 out of 5 stars
3 reviews
55 years of experience
Oconomowoc, WI, 53066

Bill took good care of our cat. It was great that he was avaliable when we need him.

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Joseph T.
Sitter Profile Image: Erin R.
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Erin R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
3 years of experience
Oconomowoc, WI, 53066

Erin is a godsend for pets and their caretakers. She’s communicative, caring, gentle, and as someone who needed extra help while under serious medical care - was very very clean and kept my cats litter boxes and surrounding area spotless. She’s reliable and considerate.

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Allison M.
Sitter Profile Image: Shay H.
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Shay H.
from
$20
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
25 years of experience
Summit, WI, 53066

She is literally amazing! 10 out of 10

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james h.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$15
per visit
40 years of experience
Oconomowoc, WI, 53066

About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.

Sitter Profile Image: Sydney Q.
Verified Enhanced Background Check
Sydney Q.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Oconomowoc, WI, 53066

Sydney was amazing looking after out cat while we were out of town!

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Bonnie S.
Sitter Profile Image: Ava B.
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Ava B.
from
$25
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava took great care of Koda while we were in the Dells for the day! She stopped in our home and took her for 2 nice long walks. Thanks again Ava!

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Renee S.
Sitter Profile Image: Molly M.
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Molly M.
from
$20
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

About: I grew up with dogs and have taken care of friends and families pets my whole adult life. I also have a dog of my own! I’m comfortable with dogs of all sizes and breeds and am reliable and comfortable walking, feeding, and providing all general cares! I work full time, day time hours, but mostly from home. I take care of my own pup during the day, we go on walks during my breaks and lunch. I’m available to walk or watch pets during the day, in the evenings/nights or on weekends! I have a golden retriever at home to keep your pet company ! He loves friends and making new ones! Close by walking paths and fields to walk, as well as a dog park on site if wanted.

Sitter Profile Image: Haydn H.
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Haydn H.
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Ixonia, WI, 53036

About: I'm very dependable and energetic. I have lots of experience and am very responsible. I take good care of things not just the pets. I'm a good communicator. I treat all pets as if they were my own. I recently graduated from Lake Country Lutheran HS and finished my first year of College in AZ.  Currently taking a year off so I have plenty to take care of your pets. Available Monday-Wednesday during the week and weekends. I will come play, exercise, feed, walk, keep your furry pet company and any other things your pet requires. I have a car to easily get there and take care of your pet.

Sitter Profile Image: Audrey M.
Verified Enhanced Background Check
Audrey M.
from
$12
per visit
5.0 out of 5 stars
1 review
15 years of experience
Nashotah, WI, 53058

Audrey was very responsive, supportive, and helpful while we were away for work, taking care of our cats. She would send daily pictures and a give us a report of how the kittens were doing! She was great!

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Rebekah G.
Sitter Profile Image: Kendra C.
Verified Enhanced Background Check
Kendra C.
from
$25
per visit
5.0 out of 5 stars
1 review
15 years of experience
Oconomowoc, WI, 53066

About: Hey there! I’m Kendra, a lifelong dog lover with a not-so-secret advantage—I grew up working at my family’s dog boarding facility! That means I’ve spent years caring for pups of all shapes, sizes, and sass levels. From bouncy puppies to sweet seniors, I’ve seen (and loved) it all. I know how to keep dogs safe, happy, and entertained—whether that means playtime in the yard, belly rubs on the couch, or a quiet walk around the block. I treat every dog like they’re my own, and I’m all about making sure your pup feels right at home while you’re away. I currently work a rotating schedule with the hours of 3pm-11pm. I am available to stop by before or after then. Otherwise, my off days are completely open and flexible! Whether your pup is staying at my home or I’m caring for them in yours, I always aim to make their experience as stress-free and comfortable as possible. In my home, I create a calm, pet-friendly space with plenty of cozy spots to relax, playtime breaks, and a routine that helps dogs feel safe and settled. I take time to learn their habits, favorite toys, and any special needs so they feel right at home. My dog friendly community provides ample space to leash walk, as well as an off leash private dog park! If I’m in your home, I treat it—and your pet—with the same care and respect I would expect for my own. I stick closely to your dog’s regular schedule, keep their routines consistent, and make sure they get plenty of love, attention, and play while you’re away. No matter the setting, my goal is always the same: happy pets, peace of mind for you.

Sitter Profile Image: Macy M.
Verified Enhanced Background Check
Macy M.
from
$12
per visit
5 years of experience
Oconomowoc, WI, 53066

About: I’ve had dogs for all my life now, including a new puppy so I am comfortable with all dogs. Weather it’s just a quick stop to walk them or let them out, or even overnight stays I am available for anything your pet might need! I have always been a sitter for family and friends when they go out of town on weekend or week trips. I am currently working part time about 30 hours per week with some days off. So on my days off I am available whenever and the days I am working I can come before or after. I walk my puppy almost daily and play with him. I love to walk in general and always want to bring him with me, so I would love to bring other dogs or your dog along with me.

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Over 202
pet parents in Oconomowoc have booked pet sitting

Oconomowoc pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ramsey did a quick drop-in before watching our pups for a week. She kept me updated and sent some really nice photos. She also provided a recap of her visit. She even took the dogs on a little walk around our property. Looking forward to having her stay for the week. I have a feeling she will spoil the pups.

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Karen D.
Drop-In Visits
5.0 out of 5 stars

Nicole was amazing! Super caring and reliable, and my cats loved them right away. Also loved getting updates and photos while I was away. Highly recommend!

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Mike S.
Drop-In Visits
5.0 out of 5 stars

Lilliana was great with my cat and communicated well! I would definitely trust her to watch him again.

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Sarah A.
Drop-In Visits
5.0 out of 5 stars

Erin is a godsend for pets and their caretakers. She’s communicative, caring, gentle, and as someone who needed extra help while under serious medical care - was very very clean and kept my cats litter boxes and surrounding area spotless. She’s reliable and considerate.

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Allison M.
Drop-In Visits
5.0 out of 5 stars

Thank you Lisa for being an amazing pet sitter! I appreciate your communication. Also, extra tip for going back to empty our cooler! lol

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Julie K.
Drop-In Visits
5.0 out of 5 stars

I book Courtney almost every week when I work late and I can always count on her to give my dogs the attention they deserve while I’m gone.

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John P.
Drop-In Visits
5.0 out of 5 stars

Sent amazing photos! Let my dogs out for me while I’m at a long shift! They seem so happy and comfortable.

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Alex M.
Drop-In Visits
5.0 out of 5 stars

Adam was wonderful with our cat and took extra care to make sure she was taken care of while we were away.

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Bonnie S.
Drop-In Visits
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The median cost per night for pet sitting in Oconomowoc is $20

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Sitters in Oconomowoc average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oconomowoc on Rover as of Apr 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Oconomowoc pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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

As of Apr 2026, there are 168 pet sitters in Oconomowoc. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Oconomowoc pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oconomowoc.

Rover makes it easy to find Oconomowoc pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 168 pet sitters in Oconomowoc on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

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

Note: If your pet sitter 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.