House Sitting in Okauchee

Find a loving house sitter to watch over your pets and your home.

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Top rated Okauchee house sitters

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

1 / 1
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
67 reviews
15 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is truly the best! We were so nervous to leave our little anxious pup, but Tara made us feel so comfortable with her frequent updates and photos. She gave Roma so much love and attention. I'm pretty sure Roma likes Tara more than she likes us now :).

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Claire W.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
19 reviews
7 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: 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: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
75 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey is a fantastic animal sitter. She stayed with our 5 pets over a week and managed to tire out our Aussie Shepherd! Great communicator, honest & trustworthy! Will invite her into our home to watch our furry family members in the future.

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Heather W.
Sitter Profile Image: Erin R.
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Erin R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
3 years of experience
Oconomowoc, WI, 53066

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.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$40
per night
4.6 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53029

Sammy was very professional. She has a nice fenced in backyard for the dogs to run safely. Her home was nice and neat and she’s very communicative. I appreciated her taking care of my fur babies and giving meds appropriately.

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Darcy M.
Sitter Profile Image: Sydney Q.
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Sydney Q.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Oconomowoc, WI, 53066

About: I have always had at least one dog in my life wether it was our family dogs or when we fostered puppies and taught them everything from potty training them to teaching them what a toy is and how to play with it or tricks like sit and shake. So rest assured your dog or dogs would not only be safe with me but also have a good time! I am currently looking for my full time dream job and until I find it I am completely free but I need some sort of income so I figured why not do something I love and hang out with animals. I understand the trust you put in a pet sitter because I have had to do that myself with my dogs so I take that responsibility very seriously. I am reliable, responsible, and committed to providing the best possible care for your furry friends!

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
28 reviews
8 repeat clients
50 years of experience
Oconomowoc, WI, 53066

We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..

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Gail K.
Sitter Profile Image: Bill S.
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Bill S.
from
$70
per night
5.0 out of 5 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: Cindy S.
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Cindy S.
from
$72
per night
5.0 out of 5 stars
49 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

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Larry B.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
4 reviews
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: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
48 reviews
11 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey did an excellent job taking care of my two labs. I enjoyed regular pictures and updates on what they were doing. They were obviously loved; and very happy campers upon my return from a short trip. I felt confident in having Ramsey stay in my home, and really glad the dogs could keep their regular routine.

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Katie Q.
Sitter Profile Image: Sergei V.
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Sergei V.
from
$30
per night
12 years of experience
Oconomowoc, WI, 53066

About: I had dogs in my family. I walked them and fed them. I could play with them. I love petting dogs. I also love a lot of other animals. I usually get up around 8-8:30 in the morning. I go to bed around 11 pm. I work from about 9:30 am to 5 pm. I am usually very careful with other people's property. I understand that because of a stranger in the house, a dog or a cat can be a little unfriendly. But I always try to establish contact.

Sitter Profile Image: Faith B.
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Faith B.
from
$35
per night
4.8 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Faith was amazing!! She was taking care of my 10 yr dog with special needs and loved her while I was on a week long business trip. She treated her with kindness and love!! Thank you Faith!!! I highly recommend her for any pet sitting needs you have!

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Peg H.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
14 reviews
1 repeat client
20 years of experience
Pewaukee, WI, 53072

This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.

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Holly Y.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
3 years of experience
Sussex, WI, 53089

Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!

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Ryan C.
Sitter Profile Image: Mary D.
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Mary D.
from
$75
per night
15 years of experience
Delafield, WI, 53018

About: Loving, Reliable Pet Care Right In Your Backyard! Hi - I am a part-time local pet sitter who truly understands that pets are family. I am here to ensure your pets feel safe, comfortable, and cared for while you're away. I offer drop-in visits, dog walks, overnight (at your house) sitting, and can care for dogs, cats, and some birds. My goal is simple: keep your pet's routine as normal and stress-free as possible and to give you peace of mind. When you book with me, you can expect: -Plenty of love and attention (belly rubs included!) -Photo updates -Recap notes on how they did -I can administer oral meds if needed -Clean food and water bowls, tity litter boxes, and refreshed spaces I will always schedule a meet-and-greet first so I can learn about you, your pet's personality and preferences, and complete a profile for my records. I take reliability seriously and treat your home with the same respect I would my own. I look forward to meeting you and your furry (or feathered!) family members! I currently work full-time, and pet care is my part-time passion. My weekday availability (Monday–Friday) is limited to 5:00–6:00 AM and after 5:00 PM. I do have some flexibility on Fridays and am happy to discuss specific timing upon request. Weekends are generally open unless otherwise marked unavailable on my calendar. Please feel free to reach out to discuss your pet’s needs—I’ll always do my best to accommodate when possible! At this time, I do not have the means to board pets at my house for an extended stay but am looking into it in the future.

Sitter Profile Image: Alana R.
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Alana R.
from
$60
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
26 years of experience
Waukesha, WI, 53188

Alana did a great job watching my four large dogs while I was on vacation. She communicated well and sent photos and videos with updates. Will def rebook!

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alyssa G.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$90
per night
5.0 out of 5 stars
19 reviews
1 repeat client
15 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 3.5 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 a traditional 8-4. He comes home from work every day for an hour in the afternoon from 11-12! This schedule works great for our pups that need every 4 hour potty breaks. :) When our dog is outside I am always watching/making sure she stays within the yard. If left outside she has a long leash she hangs out on and enjoys watching the squirrels. We also have a large front patio that can be fenced off in case we have a runner on our hands! 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: Heather B.
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Heather B.
from
$85
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was great will definitely use again! ?

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Amanda H.
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Over 4
pet parents in Okauchee have booked house sitting

Okauchee pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Marlee is so caring and compassionate. Our dog is quite shy and she had him relaxed and enjoying her company in no time. It is such a relief to know he is well cared for while we are away.

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Staci M.
House Sitting
5.0 out of 5 stars

Isabella, took great care of my family’s pets while we were out of town. She kept in touch throughout her stay, took our pups to the dog park, and when we returned we had very happy fur babies. Definitely recommend and will ask her to stay with our pets again!

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KEM S.
House Sitting
5.0 out of 5 stars

Sklyer did a great job taking care of our two dogs in our home. She was very responsive, came to our house ahead of our vacation to meet us and the dogs, and provided frequent updates while we were away. We will definitely have you back again Sklyer, thank you so much for a worry free time away from home!

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Cathy K.
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

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  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 Okauchee 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 Okauchee average 4
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 Okauchee on Rover as of Mar 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 Okauchee 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 Mar 2026, there are 510 house sitters in Okauchee. 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, 88% of Okauchee house sitters respond in under an hour.

House sitters in Okauchee have an average of 15 years of experience. House sitters with repeat customers have an average of 4 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 Okauchee.

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. Okauchee 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.