House Sitting in Oconomowoc

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Top rated Oconomowoc house sitters

Prices are estimates per night. 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
$52
per night
5.0 out of 5 stars
74 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is amazing. She took such good care of our girl, providing daily pictures and updates. Super communicative and so thoughtful. She even left us a welcome home note with a synopsis of how her stay with Rosie went. We will definitely be asking her to watch our girl again. Can't recommend her highly enough.

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Holly S.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
25 years of experience
Delafield, WI, 53018

My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.

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Todd L.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$25
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

Victoria did a great job taking care of our dogs. Was also very good at sending photos and communicating. Would definitely recommend!

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Analisia W.
Sitter Profile Image: Haydn H.
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Haydn H.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Ixonia, WI, 53036

Haydn did a great job with my pup. She spent a ton of time with her playing and taking her on walks. I got updates and pictures throughout the time period. The house was in great shape when I got home and and very clean. I would definately recomment Haydn and use her again!

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Angela N.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.

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Danielle R.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
50 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

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Nancy S.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Vonnie took excellent care of my fur babies and my home while I went on a family vacation to see my granddaughter perform at a cheerleading competition at Universal studios. She left my home in better condition than it was when I left it! Pictures and text communications were sent daily and my pups seemed happy and safe.

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Nancy C.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$65
per night
5.0 out of 5 stars
2 reviews
1 repeat client
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. During the summer months, if the temperatures are above 80°and/or the humidity is high, I will shorten walks to 15 minutes or less due to safety reasons. This will heavily depend on the condition of each dog. If the temperature is 90 or above, I will not accept dog walks as that is dangerous for your pets safety and well-being. If you’d like me to still drop in for a visit. I am more than willing to stop by to let them outside for a potty break.

Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Cooper is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.

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Ryan P.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$40
per night
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: Amber K.
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Amber K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

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Shenlee S.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Thank you so much for taking care of our puppies! We loved the pictures :-) they seemed very happy when we got home! Please come watch them again!

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Lizzy T.
Sitter Profile Image: Molly S.
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Molly S.
from
$30
per night
5 years of experience
Oconomowoc, WI, 53066

About: I’ve grown up around dogs and have experience caring for pets in multiple homes. I regularly stay at three different families’ houses when they go out of town, and each family has two dogs that I care for by feeding, walking, playing with, and keeping them company. I also have two dogs of my own, so I’m very comfortable around different personalities and routines. In addition, I help my grandma care for her Rover dogs and have experience helping train my own puppy. I’m dependable, organized, and genuinely love spending time with animals. I currently nanny during the day, but I still have plenty of time for pet care throughout the week. I’m available for drop-in visits with the kiddos during the day, free most evenings and nights, and available on weekends as well. I genuinely enjoy spending time with animals, so pet care fits naturally into my routine and is something I look forward to. I always want pets to feel safe, comfortable, and cared for while their owners are away. I pay close attention to routines, feeding schedules, litter boxes, walks, medications, and any special instructions to make sure each pet gets personalized care. Growing up with three cats and currently having two dogs of my own has made me very comfortable around animals and attentive to their different personalities and needs.

Sitter Profile Image: Brenna C.
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Brenna C.
from
$40
per night
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 3 dogs of my own which mean the world to us!

Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey continues to be the BEST dog sitter for our pups! She loves them and takes amazing care of them with daily updates and pictures. Joey leaves our house clean…probably cleaner than I leave it for her 😁 I recommend her 100%

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Erin R.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
60 reviews
12 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami did an excellent job of caring for my three kitties (especially the one that requires extra feedings) in my home. Tami is conscientious - she sent photos and updated me on how my cats were doing each day. Thank you Tami!

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Susan D.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
51 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey was wonderful. She not only took great care of our 2 senior dogs, our house and my fish. She also volunteered to refill our bird feeders which was not expected. She sent daily updates and pictures. We would definitely book with her again.

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Karen D.
Sitter Profile Image: Rowan B.
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Rowan B.
from
$40
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Waukesha, WI, 53188

Our Chunks loved hanging out with Rowan! He got lots of excersize, love, and play time and is now sleeping peacefully because he had so much fun! Definitely will be using her again!

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Naomi N.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$90
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Alexandria S.
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Alexandria S.
from
$45
per night
5.0 out of 5 stars
1 review
25 years of experience
Oconomowoc, WI, 53066

Lexi did a great job both house & dog sitting our Sadie. Sadie is usually very hesitant around strangers, but within 5 minutes she was up on the couch next to Lexi wanting Lexi to pet her. It was the 1st time for both Lexi and us using Rover, but it was pretty easy to use the site & concealed cell phone numbers. I would highly recommend Lexi in the Hartford, WI area.

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Laura R.
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Over 186
pet parents in Oconomowoc have booked house sitting

Oconomowoc pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ramsey was wonderful. She not only took great care of our 2 senior dogs, our house and my fish. She also volunteered to refill our bird feeders which was not expected. She sent daily updates and pictures. We would definitely book with her again.

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Karen D.
House Sitting
5.0 out of 5 stars

Katelyn did a wonderful job of taking care of our 2 fur babies and our home. She sent pics and videos to us on a daily basis and asked questions when she needed to. I would highly recommend her

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Ellen W.
House Sitting
5.0 out of 5 stars

Erin is fantastic! This is the second time she has watched our cat. She always gives updates which is greatly appreciated, especially when we are missing our boy.

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Shannon F.
House Sitting
5.0 out of 5 stars

Jack and Jennifer were great! They were very friendly and communicative. Sent photos and updates when our pup stayed at their house for the weekend. We felt comfortable knowing that he was in great hands!

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Erica S.
House Sitting
5.0 out of 5 stars

Mardi did a great job with our yellow lab Cooper. She stayed at our house and everything was neat and tidy when we returned from our 10 day trip. She and Cooper were like peas and carrots. We will definitely use her again, thanks Mardi!

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Shelly & Tim L.
House Sitting
5.0 out of 5 stars

Zoe was the best!! She helped us out in a pinch and was super communicative & professional, + showed up early. She even held our dog’s paw when he missed us, which he loved, and he’s never been more calm when we come home. Highly recommend. Thanks Zoe!

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Annelise C.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  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!

The median cost per night for house sitting in Oconomowoc is $50

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Oconomowoc average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oconomowoc on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 363 house sitters in Oconomowoc. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

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

House sitters in Oconomowoc have an average of 18 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oconomowoc.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oconomowoc house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.